2024-03-28T17:28:38Zhttp://repository.helmholtz-hzi.de/oai/requestoai:repository.helmholtz-hzi.de:10033/137872019-08-30T11:36:33Zcom_10033_620857col_10033_620858
Gross, Frank
Luniak, Nora
Perlova, Olena
Gaitatzis, Nikolaos
Jenke-Kodama, Holger
Gerth, Klaus
Gottschalk, Daniela
Dittmann, Elke
Müller, Rolf
2007-09-25T11:27:40Z
2007-09-25T11:27:40Z
2006-03-01
Arch. Microbiol. 2006, 185(1):28-38
0302-8933
16395556
10.1007/s00203-005-0059-3
http://hdl.handle.net/10033/13787
Type III polyketide synthases (PKS) were regarded as typical for plant secondary metabolism before they were found in microorganisms recently. Due to microbial genome sequencing efforts, more and more type III PKS are found, most of which of unknown function. In this manuscript, we report a comprehensive analysis of the phylogeny of bacterial type III PKS and report the expression of a type III PKS from the myxobacterium Sorangium cellulosum in pseudomonads. There is no precedent of a secondary metabolite that might be biosynthetically correlated to a type III PKS from any myxobacterium. Additionally, an inactivation mutant of the S. cellulosum gene shows no physiological difference compared to the wild-type strain which is why these type III PKS are assumed to be "silent" under the laboratory conditions administered. One type III PKS (SoceCHS1) was expressed in different Pseudomonas sp. after the heterologous expression in Escherichia coli failed. Cultures of recombinant Pseudomonas sp. harbouring SoceCHS1 turned red upon incubation and the diffusible pigment formed was identified as 2,5,7-trihydroxy-1,4-naphthoquinone, the autooxidation product of 1,3,6,8-tetrahydroxynaphthalene. The successful heterologous production of a secondary metabolite using a gene not expressed under administered laboratory conditions provides evidence for the usefulness of our approach to activate such secondary metabolite genes for the production of novel metabolites.
616352 bytes
application/pdf
YES
en
Bacterial type III polyketide synthases: phylogenetic analysis and potential for the production of novel secondary metabolites by heterologous expression in pseudomonads.
Article2018-06-12T17:24:39ZType III polyketide synthases (PKS) were regarded as typical for plant secondary metabolism before they were found in microorganisms recently. Due to microbial genome sequencing efforts, more and more type III PKS are found, most of which of unknown function. In this manuscript, we report a comprehensive analysis of the phylogeny of bacterial type III PKS and report the expression of a type III PKS from the myxobacterium Sorangium cellulosum in pseudomonads. There is no precedent of a secondary metabolite that might be biosynthetically correlated to a type III PKS from any myxobacterium. Additionally, an inactivation mutant of the S. cellulosum gene shows no physiological difference compared to the wild-type strain which is why these type III PKS are assumed to be "silent" under the laboratory conditions administered. One type III PKS (SoceCHS1) was expressed in different Pseudomonas sp. after the heterologous expression in Escherichia coli failed. Cultures of recombinant Pseudomonas sp. harbouring SoceCHS1 turned red upon incubation and the diffusible pigment formed was identified as 2,5,7-trihydroxy-1,4-naphthoquinone, the autooxidation product of 1,3,6,8-tetrahydroxynaphthalene. The successful heterologous production of a secondary metabolite using a gene not expressed under administered laboratory conditions provides evidence for the usefulness of our approach to activate such secondary metabolite genes for the production of novel metabolites.oai:repository.helmholtz-hzi.de:10033/231522019-08-30T11:33:27Zcom_10033_620857col_10033_620858
Gerth, Klaus
Steinmetz, Heinrich
Höfle, Gerhard
Jansen, Rolf
Helmholtz-Zentrum für Infektionsforschung, Inhoffenstrasse 7, 38124 Braunschweig, Germany.
2008-04-14T08:31:55Z
2008-04-14T08:31:55Z
2008
Chlorotonil A, a macrolide with a unique gem-dichloro-1,3-dione functionality from Sorangium cellulosum, So ce1525. 2008, 47 (3):600-2 Angew. Chem. Int. Ed. Engl.
1521-3773
18058875
10.1002/anie.200703993
http://hdl.handle.net/10033/23152
Angewandte Chemie (International ed. in English)
en
Chlorine
Crystallography, X-Ray
Hydrocarbons, Chlorinated
Macrolides
Magnetic Resonance Spectroscopy
Models, Molecular
Molecular Structure
Myxococcales
Chlorotonil A, a macrolide with a unique gem-dichloro-1,3-dione functionality from Sorangium cellulosum, So ce1525.
Article2018-06-13T19:36:03Zoai:repository.helmholtz-hzi.de:10033/234522019-08-30T11:31:49Zcom_10033_620857col_10033_620858
Reichenbach, Hans
Höfle, Gerhard
Helmholtz-Zentrum für Infektionsforschung, Braunschweig, Germany. hans.reichenbach@helmholtz-hzi.de
2008-04-15T12:41:20Z
2008-04-15T12:41:20Z
2008
Discovery and development of the epothilones : a novel class of antineoplastic drugs. 2008, 9 (1):1-10notDrugs R D
1174-5886
18095749
http://hdl.handle.net/10033/23452
Drugs in R&D
The epothilones are a novel class of antineoplastic agents possessing antitubulin activity. The compounds were originally identified as secondary metabolites produced by the soil-dwelling myxobacterium Sorangium cellulosum. Two major compounds, epothilone A and epothilone B, were purified from the S. cellulosum strain So ce90 and their structures were identified as 16-member macrolides. Initial screening with these compounds revealed a very narrow and selective antifungal activity against the zygomycete, Mucor hiemalis. In addition, strong cytotoxic activity against eukaryotic cells, mouse L929 fibroblasts and human T-24 bladder carcinoma cells was observed. Subsequent studies revealed that epothilones induce tubulin polymerization and enhance microtubule stability. Epothilone-induced stabilisation of microtubules was shown to cause arrest at the G2/M transition of the cell cycle and apoptosis. The compounds are active against cancer cells that have developed resistance to taxanes as a result of acquisition of beta-tubulin overexpression or mutations and against multidrug-resistant cells that overexpress P-glycoprotein or multidrug resistance-associated protein. Thus, epothilones represent a new class of antimicrotubule agents with low susceptibility to key tumour resistance mechanisms.More recently, a range of synthetic and semisynthetic epothilone analogues have been produced to further improve the adverse effect profile (or therapeutic window) and to maximize pharmacokinetic and antitumour properties. Various epothilone analogues have demonstrated activity against many tumour types in preclinical studies and several compounds have been and still are being evaluated in clinical trials. This article reviews the identification and early molecular characterization of the epothilones, which has provided insight into the mode of action of these novel antitumour agents in vivo.
en
Discovery and development of the epothilones : a novel class of antineoplastic drugs.
Article2018-06-13T07:19:34ZThe epothilones are a novel class of antineoplastic agents possessing antitubulin activity. The compounds were originally identified as secondary metabolites produced by the soil-dwelling myxobacterium Sorangium cellulosum. Two major compounds, epothilone A and epothilone B, were purified from the S. cellulosum strain So ce90 and their structures were identified as 16-member macrolides. Initial screening with these compounds revealed a very narrow and selective antifungal activity against the zygomycete, Mucor hiemalis. In addition, strong cytotoxic activity against eukaryotic cells, mouse L929 fibroblasts and human T-24 bladder carcinoma cells was observed. Subsequent studies revealed that epothilones induce tubulin polymerization and enhance microtubule stability. Epothilone-induced stabilisation of microtubules was shown to cause arrest at the G2/M transition of the cell cycle and apoptosis. The compounds are active against cancer cells that have developed resistance to taxanes as a result of acquisition of beta-tubulin overexpression or mutations and against multidrug-resistant cells that overexpress P-glycoprotein or multidrug resistance-associated protein. Thus, epothilones represent a new class of antimicrotubule agents with low susceptibility to key tumour resistance mechanisms.More recently, a range of synthetic and semisynthetic epothilone analogues have been produced to further improve the adverse effect profile (or therapeutic window) and to maximize pharmacokinetic and antitumour properties. Various epothilone analogues have demonstrated activity against many tumour types in preclinical studies and several compounds have been and still are being evaluated in clinical trials. This article reviews the identification and early molecular characterization of the epothilones, which has provided insight into the mode of action of these novel antitumour agents in vivo.oai:repository.helmholtz-hzi.de:10033/248722019-08-30T11:31:23Zcom_10033_620857col_10033_620858
Zainuddin, Elmi N
Mentel, Renate
Wray, Victor
Jansen, Rolf
Nimtz, Manfred
Lalk, Michael
Mundt, Sabine
Institute of Pharmacy, Friedrich-Ludwig-Jahnstrasse 17, Ernst-Moritz-Arndt University, D-17487 Greifswald, Germany.
2008-05-06T13:13:23Z
2008-05-06T13:13:23Z
2007-07
Cyclic depsipeptides, ichthyopeptins A and B, from Microcystis ichthyoblabe. 2007, 70 (7):1084-8 J. Nat. Prod.
0163-3864
17602586
10.1021/np060303s
http://hdl.handle.net/10033/24872
Journal of natural products
Bioassay-guided isolation of antiviral compounds from the cultured cyanobacterium Microcystis ichthyoblabe provided two novel cyclic depsipeptides, ichthyopeptins A (1) and B (2). Their structures were determined by 1D (1H and 13C) and 2D (COSY, TOCSY, ROESY, HMQC, and HMBC) NMR spectra, ESIMS-MS, and amino acid analysis. The fraction containing both cyclic depsipeptides exhibited antiviral activity against influenza A virus with an IC50 value of 12.5 microg/mL.
en
Antiviral Agents
Depsipeptides
Germany
Influenza A virus
Inhibitory Concentration 50
Microcystis
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Cyclic depsipeptides, ichthyopeptins A and B, from Microcystis ichthyoblabe.
Article2008-07-05T00:00:00ZBioassay-guided isolation of antiviral compounds from the cultured cyanobacterium Microcystis ichthyoblabe provided two novel cyclic depsipeptides, ichthyopeptins A (1) and B (2). Their structures were determined by 1D (1H and 13C) and 2D (COSY, TOCSY, ROESY, HMQC, and HMBC) NMR spectra, ESIMS-MS, and amino acid analysis. The fraction containing both cyclic depsipeptides exhibited antiviral activity against influenza A virus with an IC50 value of 12.5 microg/mL.oai:repository.helmholtz-hzi.de:10033/960102019-08-30T11:33:24Zcom_10033_620857col_10033_620858
Jansen, Rolf
Microbial Drugs, Helmholtz Centre for Infection Research, Inhoffenstr. 7, 38124 Braunschweig (Germany)
2010-04-08T14:37:54Z
2010-04-08T14:37:54Z
2010-03
Carolacton - A macrolide ketocarbonic acid that reduces biofilm formation by the caries- and endocarditis-associated bacterium Streptococcus mutans.2010,7:1284-1289 European Journal of Organic Chemistry
DOI: 10.1002/ejoc.200901126
http://hdl.handle.net/10033/96010
Wiley Interscience
Carolacton - A macrolide ketocarbonic acid that reduces biofilm formation by the caries- and endocarditis-associated bacterium Streptococcus mutans
Article2011-07-15T00:00:00Zoai:repository.helmholtz-hzi.de:10033/2318152019-08-30T11:30:56Zcom_10033_620857col_10033_620858
Gams, Walter
Humber, Richard A.
Jaklitsch, Walter
Kirschner, Roland
Stadler, Marc
2012-07-03T09:23:09Z
2012-07-03T09:23:09Z
2012-07-03
Minimizing the chaos following the loss of Article 59: Suggestions for a discussion 2012, 119 (1):495 Mycotaxon
00934666
21548889
10.5248/119.495
http://hdl.handle.net/10033/231815
Mycotaxon
http://openurl.ingenta.com/content/xref?genre=article&issn=0093-4666&volume=119&issue=1&spage=495
Archived with thanks to Mycotaxon
Minimizing the chaos following the loss of Article 59: Suggestions for a discussion
Article2018-06-13T00:12:07Zoai:repository.helmholtz-hzi.de:10033/2458112019-08-30T11:33:05Zcom_10033_620857col_10033_620858
Altendorfer, Mario
Irschik, Herbert
Menche, Dirk
Organische Chemie, Ruprecht-Karls-Universität Heidelberg, INF 270, D-69120 Heidelberg, Germany.
2012-09-25T14:24:34Z
2012-09-25T14:24:34Z
2012-09-01
Design, synthesis and biological evaluation of simplified side chains of the macrolide antibiotic etnangien. 2012, 22 (17):5731-4 Bioorg. Med. Chem. Lett.
1464-3405
22832317
10.1016/j.bmcl.2012.06.070
http://hdl.handle.net/10033/245811
Bioorganic & medicinal chemistry letters
Novel simplified side chains of the potent RNA polymerase inhibitor etnangien were designed, synthesized and evaluated for antibacterial activity against Gram-positive bacteria and one Gram-negative bacterium.
en
Archived with thanks to Bioorganic & medicinal chemistry letters
Design, synthesis and biological evaluation of simplified side chains of the macrolide antibiotic etnangien.
Article2018-06-13T01:25:16ZNovel simplified side chains of the potent RNA polymerase inhibitor etnangien were designed, synthesized and evaluated for antibacterial activity against Gram-positive bacteria and one Gram-negative bacterium.oai:repository.helmholtz-hzi.de:10033/2464422019-08-30T11:25:43Zcom_10033_620857col_10033_620858
Chakraborty, Anirban
Wang, Dongye
Ebright, Yon W
Korlann, You
Kortkhonjia, Ekaterine
Kim, Taiho
Chowdhury, Saikat
Wigneshweraraj, Sivaramesh
Irschik, Herbert
Jansen, Rolf
Nixon, B Tracy
Knight, Jennifer
Weiss, Shimon
Ebright, Richard H
Howard Hughes Medical Institute, Waksman Institute, and Department of Chemistry and Chemical Biology, Rutgers University, Piscataway, NJ 08854, USA.
2012-10-01T13:03:14Z
2012-10-01T13:03:14Z
2012-08-03
Opening and closing of the bacterial RNA polymerase clamp. 2012, 337 (6094):591-5 Science
1095-9203
22859489
10.1126/science.1218716
http://hdl.handle.net/10033/246442
Science (New York, N.Y.)
Using single-molecule fluorescence resonance energy transfer, we have defined bacterial RNA polymerase (RNAP) clamp conformation at each step in transcription initiation and elongation. We find that the clamp predominantly is open in free RNAP and early intermediates in transcription initiation but closes upon formation of a catalytically competent transcription initiation complex and remains closed during initial transcription and transcription elongation. We show that four RNAP inhibitors interfere with clamp opening. We propose that clamp opening allows DNA to be loaded into and unwound in the RNAP active-center cleft, that DNA loading and unwinding trigger clamp closure, and that clamp closure accounts for the high stability of initiation complexes and the high stability and processivity of elongation complexes.
en
Archived with thanks to Science (New York, N.Y.)
DNA Polymerase III
Fluorescence Resonance Energy Transfer
Gene Expression Regulation, Bacterial
Protein Conformation
Transcription, Genetic
Opening and closing of the bacterial RNA polymerase clamp.
Article2018-06-12T21:37:29ZUsing single-molecule fluorescence resonance energy transfer, we have defined bacterial RNA polymerase (RNAP) clamp conformation at each step in transcription initiation and elongation. We find that the clamp predominantly is open in free RNAP and early intermediates in transcription initiation but closes upon formation of a catalytically competent transcription initiation complex and remains closed during initial transcription and transcription elongation. We show that four RNAP inhibitors interfere with clamp opening. We propose that clamp opening allows DNA to be loaded into and unwound in the RNAP active-center cleft, that DNA loading and unwinding trigger clamp closure, and that clamp closure accounts for the high stability of initiation complexes and the high stability and processivity of elongation complexes.oai:repository.helmholtz-hzi.de:10033/2659122019-08-30T11:24:31Zcom_10033_620857col_10033_620858
Bills, Gerald F
González-Menéndez, Victor
Martín, Jesús
Platas, Gonzalo
Fournier, Jacques
Peršoh, Derek
Stadler, Marc
Fundación MEDINA, Centro de Excelencia en Investigación de Medicamentos Innovadores en Andalucía, Parque Tecnológico de Ciencias de la Salud, Armilla, Granada, Spain. gerald.bills@medinaandalucia.es
2013-01-17T15:22:27Z
2013-01-17T15:22:27Z
2012
Hypoxylon pulicicidum sp. nov. (Ascomycota, Xylariales), a pantropical insecticide-producing endophyte. 2012, 7 (10):e46687 PLoS ONE
1932-6203
23056404
10.1371/journal.pone.0046687
http://hdl.handle.net/10033/265912
PloS one
Nodulisporic acids (NAs) are indole diterpene fungal metabolites exhibiting potent systemic efficacy against blood-feeding arthropods, e.g., bedbugs, fleas and ticks, via binding to arthropod specific glutamate-gated chloride channels. Intensive medicinal chemistry efforts employing a nodulisporic acid A template have led to the development of N-tert-butyl nodulisporamide as a product candidate for a once monthly treatment of fleas and ticks on companion animals. The source of the NAs is a monophyletic lineage of asexual endophytic fungal strains that is widely distributed in the tropics, tentatively identified as a Nodulisporium species and hypothesized to be the asexual state of a Hypoxylon species.
en
Archived with thanks to PloS one
Hypoxylon pulicicidum sp. nov. (Ascomycota, Xylariales), a pantropical insecticide-producing endophyte.
Article2018-06-12T20:05:57ZNodulisporic acids (NAs) are indole diterpene fungal metabolites exhibiting potent systemic efficacy against blood-feeding arthropods, e.g., bedbugs, fleas and ticks, via binding to arthropod specific glutamate-gated chloride channels. Intensive medicinal chemistry efforts employing a nodulisporic acid A template have led to the development of N-tert-butyl nodulisporamide as a product candidate for a once monthly treatment of fleas and ticks on companion animals. The source of the NAs is a monophyletic lineage of asexual endophytic fungal strains that is widely distributed in the tropics, tentatively identified as a Nodulisporium species and hypothesized to be the asexual state of a Hypoxylon species.oai:repository.helmholtz-hzi.de:10033/3026042019-08-30T11:32:17Zcom_10033_620857col_10033_620858
Altendorfer, Mario
Raja, Aruna
Sasse, Florenz
Irschik, Herbert
Menche, Dirk
University of Heidelberg, Department of Organic Chemistry, INF 270, D-69120 Heidelberg, Germany, EU.
2013-10-02T08:38:32Z
2013-10-02T08:38:32Z
2013-04-07
Modular synthesis of polyene side chain analogues of the potent macrolide antibiotic etnangien by a flexible coupling strategy based on hetero-bis-metallated alkenes. 2013, 11 (13):2116-39 Org. Biomol. Chem.
1477-0539
23196931
10.1039/c2ob26906f
http://hdl.handle.net/10033/302604
Organic & biomolecular chemistry
An efficient procedure for the concise synthesis of hetero-bis-metallated alkenes as useful building blocks for the modular access to highly elaborate polyenes and stabilized analogues is reported. By applying these bifunctional olefins in convergent Stille/Suzuki-Miyaura couplings, novel, carefully selected side chain analogues of the potent RNA polymerase inhibitor etnangien were synthesized by a modular late stage coupling strategy and evaluated for antibacterial and antiproliferative activities.
en
Archived with thanks to Organic & biomolecular chemistry
Modular synthesis of polyene side chain analogues of the potent macrolide antibiotic etnangien by a flexible coupling strategy based on hetero-bis-metallated alkenes.
Article2014-04-15T00:00:00ZAn efficient procedure for the concise synthesis of hetero-bis-metallated alkenes as useful building blocks for the modular access to highly elaborate polyenes and stabilized analogues is reported. By applying these bifunctional olefins in convergent Stille/Suzuki-Miyaura couplings, novel, carefully selected side chain analogues of the potent RNA polymerase inhibitor etnangien were synthesized by a modular late stage coupling strategy and evaluated for antibacterial and antiproliferative activities.oai:repository.helmholtz-hzi.de:10033/3063742019-08-30T11:26:12Zcom_10033_620857col_10033_620858
Poblete-Castro, Ignacio
Rodriguez, Andre Luis
Lam, Carolyn Ming Chi
Kessler, Wolfgang
Microbial Drugs Group, Helmholtz Centre for Infection Research, Inhoffenstraße 7, 38124 Braunschweig, Germany.
2013-12-05T13:13:01Z
2013-12-05T13:13:01Z
2013-10-22
Improved production of medium-chain-length Polyhydroxyalkanotes in glucose-based fed-batch cultivations of metabolically engineered Pseudomonas putida strains. 2013: J. Microbiol. Biotechnol.
1738-8872
24150495
http://hdl.handle.net/10033/306374
Journal of microbiology and biotechnology
One of the major challenges in metabolic engineering for enhanced synthesis of value-added chemicals is to design and develop new strains which can be translated into well-controlled fermentation processes using bioreactors. The aim of this study was to assess the influence of various fed-batch strategies in the performance of metabolically-engineered Pseudomonas putida strains, ∆gcd and ∆gcd-pgl, for improving production of medium-chain-length poly-hydroxyalkanoates (mcl-PHAs) using glucose as the only carbon source. First we developed a fed-batch process which comprised an initial phase of biomass accumulation based on an exponential feeding carbon-limited strategy. For the mcl-PHA accumulation stage, three induction techniques were tested under nitrogen limitation. The substrate-pulse feeding was more efficient than the constant-feeding approach to promote the accumulation of the desirable product. Nonetheless, the most efficient approach for maximum PHA synthesis was the application of a dissolved-oxygen-stat feeding strategy (DO-stat), where P. putida ∆gcd mutant strain showed a final PHA content and specific PHA productivity of 67%, and 0.83 [g•L(-1)•h(-1)], respectively. To our knowledge this mcl-PHA titer is the highest value that has been ever reported using glucose as the solely carbon and energy source. Our results also highlighted the effect of different fed-batch strategies upon the extent of realization of the intended metabolic modification of the mutant strains.
ENG
Archived with thanks to Journal of microbiology and biotechnology
Improved production of medium-chain-length Polyhydroxyalkanotes in glucose-based fed-batch cultivations of metabolically engineered Pseudomonas putida strains.
Article2018-06-13T05:41:08ZOne of the major challenges in metabolic engineering for enhanced synthesis of value-added chemicals is to design and develop new strains which can be translated into well-controlled fermentation processes using bioreactors. The aim of this study was to assess the influence of various fed-batch strategies in the performance of metabolically-engineered Pseudomonas putida strains, ∆gcd and ∆gcd-pgl, for improving production of medium-chain-length poly-hydroxyalkanoates (mcl-PHAs) using glucose as the only carbon source. First we developed a fed-batch process which comprised an initial phase of biomass accumulation based on an exponential feeding carbon-limited strategy. For the mcl-PHA accumulation stage, three induction techniques were tested under nitrogen limitation. The substrate-pulse feeding was more efficient than the constant-feeding approach to promote the accumulation of the desirable product. Nonetheless, the most efficient approach for maximum PHA synthesis was the application of a dissolved-oxygen-stat feeding strategy (DO-stat), where P. putida ∆gcd mutant strain showed a final PHA content and specific PHA productivity of 67%, and 0.83 [g•L(-1)•h(-1)], respectively. To our knowledge this mcl-PHA titer is the highest value that has been ever reported using glucose as the solely carbon and energy source. Our results also highlighted the effect of different fed-batch strategies upon the extent of realization of the intended metabolic modification of the mutant strains.oai:repository.helmholtz-hzi.de:10033/3171802019-08-30T11:31:49Zcom_10033_620857col_10033_620858
Stadler, Marc
Læssøe, Thomas
Fournier, Jacques
Decock, Cony
Schmieschek, Beata
Tichy, Hans-Volker
Peršoh, Derek
Dept. Microbial Drugs, Helmholtz Centre for infection research, Inhoffenstr. 7, D38124 Braunschweig, Germany
2014-05-20T09:35:33Z
2014-05-20T09:35:33Z
2014-03-15
A polyphasic taxonomy of Daldinia (Xylariaceae). 2014, 77 (1):1-143 Stud. Mycol.
0166-0616
24790283
10.3114/sim0016
http://hdl.handle.net/10033/317180
Studies in mycology
For a monograph based on a polythetic concept, several thousands of herbarium specimens, and several hundreds of freshly collected and cultured specimens of Daldinia and allied Xylariaceae, originating from around the world, were studied for morphological traits, including by SEM, and chemically by HPLC profiles using UV-visible and mass spectrometric detection. Emphasis was given to tropical material, and importantly, ancient specimens, including as many types as possible, were tracked and studied to review earlier taxonomic concepts. An epitype of D. eschscholtzii was selected as representative of the morphochemotype that is most widely distributed in the tropics. Six new species of Daldinia from the tropics and the southern Hemisphere are described. Daldinia asphalatum is resurrected, and D. cudonia is regarded as its synonym. In addition, the following binomials are epi-, iso-, neo- and/or lectotypified: Daldinia asphalatum, D. caldariorum, D. clavata, D. cuprea, D. durissima, D. eschscholtzii, D. grandis, D. loculata, and D. vernicosa. Annellosporium and Versiomyces are regarded as synonyms of Daldinia. Many new synonymies in Daldinia are proposed, and some previously published names are rejected. In total, 47 taxa in Daldinia are recognised and a key is provided. Their biogeography, chorology, and ecology, as well as the importance of their secondary metabolites, are also discussed. The previous definition of the genus is emended. The species concept is based mainly on morphological and other phenotype-derived characters because, despite diligent search, no molecular data or cultures of several of the accepted species could be obtained. Daldinia is segregated into five major groups, based on phenotypic characteristics. Some unnamed but aberrant specimens were not found in good condition and are therefore not formally described as new species. However, they are illustrated in detail in a hope that this will facilitate the discovery of fresh material in future. A preliminary molecular phylogeny based on 5.8S/ITS nrDNA including numerous representatives of all hitherto described taxa for which cultures are extant, was found basically in agreement with the above mentioned segregation of the genus, based on morphological and chemotaxonomic evidence. In the rDNA based phylogenetic tree, Daldinia appears clearly distinct from members of the genera Annulohypoxylon and Hypoxylon; nevertheless, representatives of small genera of predominantly tropical origin (Entonaema, Phylacia, Ruwenzoria, Rhopalostroma, Thamnomyces) appear to have evolved from daldinioid ancestors and are nested inside the Daldinia clade. Interestingly, these findings correlate with chemotaxonomic characters to a great extent, especially regarding the distribution of marker metabolites in their mycelial cultures. Hence, the current study revealed for the first time that fungal secondary metabolite profiles can have taxonomic value beyond the species rank and even coincide with phylogenetic data.
en
Archived with thanks to Studies in mycology
A polyphasic taxonomy of Daldinia (Xylariaceae).
Article2018-06-12T22:33:29ZFor a monograph based on a polythetic concept, several thousands of herbarium specimens, and several hundreds of freshly collected and cultured specimens of Daldinia and allied Xylariaceae, originating from around the world, were studied for morphological traits, including by SEM, and chemically by HPLC profiles using UV-visible and mass spectrometric detection. Emphasis was given to tropical material, and importantly, ancient specimens, including as many types as possible, were tracked and studied to review earlier taxonomic concepts. An epitype of D. eschscholtzii was selected as representative of the morphochemotype that is most widely distributed in the tropics. Six new species of Daldinia from the tropics and the southern Hemisphere are described. Daldinia asphalatum is resurrected, and D. cudonia is regarded as its synonym. In addition, the following binomials are epi-, iso-, neo- and/or lectotypified: Daldinia asphalatum, D. caldariorum, D. clavata, D. cuprea, D. durissima, D. eschscholtzii, D. grandis, D. loculata, and D. vernicosa. Annellosporium and Versiomyces are regarded as synonyms of Daldinia. Many new synonymies in Daldinia are proposed, and some previously published names are rejected. In total, 47 taxa in Daldinia are recognised and a key is provided. Their biogeography, chorology, and ecology, as well as the importance of their secondary metabolites, are also discussed. The previous definition of the genus is emended. The species concept is based mainly on morphological and other phenotype-derived characters because, despite diligent search, no molecular data or cultures of several of the accepted species could be obtained. Daldinia is segregated into five major groups, based on phenotypic characteristics. Some unnamed but aberrant specimens were not found in good condition and are therefore not formally described as new species. However, they are illustrated in detail in a hope that this will facilitate the discovery of fresh material in future. A preliminary molecular phylogeny based on 5.8S/ITS nrDNA including numerous representatives of all hitherto described taxa for which cultures are extant, was found basically in agreement with the above mentioned segregation of the genus, based on morphological and chemotaxonomic evidence. In the rDNA based phylogenetic tree, Daldinia appears clearly distinct from members of the genera Annulohypoxylon and Hypoxylon; nevertheless, representatives of small genera of predominantly tropical origin (Entonaema, Phylacia, Ruwenzoria, Rhopalostroma, Thamnomyces) appear to have evolved from daldinioid ancestors and are nested inside the Daldinia clade. Interestingly, these findings correlate with chemotaxonomic characters to a great extent, especially regarding the distribution of marker metabolites in their mycelial cultures. Hence, the current study revealed for the first time that fungal secondary metabolite profiles can have taxonomic value beyond the species rank and even coincide with phylogenetic data.oai:repository.helmholtz-hzi.de:10033/3202852019-08-30T11:33:25Zcom_10033_620857col_10033_620858
Castañeda-Ruiz, Rafael F.
Granados, María M.
Mardones, Melissa
Stadler, Marc
Minter, David W.
Hernández-Restrepo, Margarita
Gené, Josepa
Guarro, Josep
2014-06-10T14:40:32Z
2014-06-10T14:40:32Z
2014-06-10
A microfungus from Costa Rica: <I>Ticosynnema</I> gen. nov. 2013, 122 (1):255 Mycotaxon
00934666
21548889
10.5248/122.255
http://hdl.handle.net/10033/320285
Mycotaxon
http://openurl.ingenta.com/content/xref?genre=article&issn=0093-4666&volume=122&issue=1&spage=255
Archived with thanks to Mycotaxon
A microfungus from Costa Rica: <I>Ticosynnema</I> gen. nov.
Article2014-10-15T00:00:00Zoai:repository.helmholtz-hzi.de:10033/3216472019-08-30T11:31:49Zcom_10033_620857col_10033_620858
Zhang, Yu
Degen, David
Ho, Mary X
Sineva, Elena
Ebright, Katherine Y
Ebright, Yon W
Mekler, Vladimir
Vahedian-Movahed, Hanif
Feng, Yu
Yin, Ruiheng
Tuske, Steve
Irschik, Herbert
Jansen, Rolf
Maffioli, Sonia
Donadio, Stefano
Arnold, Eddy
Ebright, Richard H
Dept. Micribial Derugs, Helmholtz Centre for infection research, Inhoffenstr. 7, D-38124 Braunschweig, Germany.
2014-06-16T12:13:48Z
2014-06-16T12:13:48Z
2014
GE23077 binds to the RNA polymerase 'i' and 'i+1' sites and prevents the binding of initiating nucleotides. 2014, 3:e02450 Elife
2050-084X
24755292
http://hdl.handle.net/10033/321647
eLife
Using a combination of genetic, biochemical, and structural approaches, we show that the cyclic-peptide antibiotic GE23077 (GE) binds directly to the bacterial RNA polymerase (RNAP) active-center 'i' and 'i+1' nucleotide binding sites, preventing the binding of initiating nucleotides, and thereby preventing transcription initiation. The target-based resistance spectrum for GE is unusually small, reflecting the fact that the GE binding site on RNAP includes residues of the RNAP active center that cannot be substituted without loss of RNAP activity. The GE binding site on RNAP is different from the rifamycin binding site. Accordingly, GE and rifamycins do not exhibit cross-resistance, and GE and a rifamycin can bind simultaneously to RNAP. The GE binding site on RNAP is immediately adjacent to the rifamycin binding site. Accordingly, covalent linkage of GE to a rifamycin provides a bipartite inhibitor having very high potency and very low susceptibility to target-based resistance. DOI: http://dx.doi.org/10.7554/eLife.02450.001.
en
Archived with thanks to eLife
GE23077 binds to the RNA polymerase 'i' and 'i+1' sites and prevents the binding of initiating nucleotides.
Article2018-06-13T03:43:11ZUsing a combination of genetic, biochemical, and structural approaches, we show that the cyclic-peptide antibiotic GE23077 (GE) binds directly to the bacterial RNA polymerase (RNAP) active-center 'i' and 'i+1' nucleotide binding sites, preventing the binding of initiating nucleotides, and thereby preventing transcription initiation. The target-based resistance spectrum for GE is unusually small, reflecting the fact that the GE binding site on RNAP includes residues of the RNAP active center that cannot be substituted without loss of RNAP activity. The GE binding site on RNAP is different from the rifamycin binding site. Accordingly, GE and rifamycins do not exhibit cross-resistance, and GE and a rifamycin can bind simultaneously to RNAP. The GE binding site on RNAP is immediately adjacent to the rifamycin binding site. Accordingly, covalent linkage of GE to a rifamycin provides a bipartite inhibitor having very high potency and very low susceptibility to target-based resistance. DOI: http://dx.doi.org/10.7554/eLife.02450.001.oai:repository.helmholtz-hzi.de:10033/3241252019-08-30T11:33:57Zcom_10033_620857col_10033_620858
Kuhnert, Eric
Heitkämper, Simone
Fournier, Jacques
Surup, Frank
Stadler, Marc
Dept of microbial drugs, Helmholtz-Centre for infection research, Inhoffenstr. 7, D-38124 Braunschweig, Germany.
2014-08-04T13:32:37Z
2014-08-04T13:32:37Z
2014-02
Hypoxyvermelhotins A-C, new pigments from Hypoxylon lechatii sp. nov. 2014, 118 (2):242-52 Fungal Biol
1878-6146
24528645
10.1016/j.funbio.2013.12.003
http://hdl.handle.net/10033/324125
Fungal biology
A new species of Hypoxylon was discovered, based on material collected in French Guiana and recognised on the basis of new combination of morpholological characters in comparison with type and authentic material of macroscopically similar taxa. These findings were corroborated by the rather isolated positions of its ITS-nrDNA and beta-tubulin DNA sequences in molecular phylogenies. However, the most salient feature of this fungus only became evident by a comparison of its stromatal HPLC profile, revealing several secondary metabolites that were hitherto not observed in stromata of any other member of the Xylariaceae. Part of the stromata were subsequently extracted to isolate these apparently specific components, using preparative chromatography. Five metabolites were obtained in pure state, and their chemical structures were elucidated by means of high resolution mass spectrometry and nuclear magnetic resonance spectroscopy. They turned out to be tetramic acid derivatives of the so-called vermelhotin type. Aside from vermelhotin, previously isolated from cultures of endophytic fungi, we identified three novel congeners, for which the trivial names hypoxyvermelhotins A-C were proposed. Like vermelhotin, they constitute orange-red pigments and a preliminary biological characterisation revealed them to have rather strong cytotoxic and moderate to weak antimicrobial effects. These results further illustrate the high diversity of unique secondary metabolites in stromata of the hypoxyloid Xylariaceae, a family in which biological diversity seems to parallel the chemical diversity of their bioactive principles to a great extent.
en
Archived with thanks to Fungal biology
Hypoxyvermelhotins A-C, new pigments from Hypoxylon lechatii sp. nov.
Article2018-06-13T16:01:12ZA new species of Hypoxylon was discovered, based on material collected in French Guiana and recognised on the basis of new combination of morpholological characters in comparison with type and authentic material of macroscopically similar taxa. These findings were corroborated by the rather isolated positions of its ITS-nrDNA and beta-tubulin DNA sequences in molecular phylogenies. However, the most salient feature of this fungus only became evident by a comparison of its stromatal HPLC profile, revealing several secondary metabolites that were hitherto not observed in stromata of any other member of the Xylariaceae. Part of the stromata were subsequently extracted to isolate these apparently specific components, using preparative chromatography. Five metabolites were obtained in pure state, and their chemical structures were elucidated by means of high resolution mass spectrometry and nuclear magnetic resonance spectroscopy. They turned out to be tetramic acid derivatives of the so-called vermelhotin type. Aside from vermelhotin, previously isolated from cultures of endophytic fungi, we identified three novel congeners, for which the trivial names hypoxyvermelhotins A-C were proposed. Like vermelhotin, they constitute orange-red pigments and a preliminary biological characterisation revealed them to have rather strong cytotoxic and moderate to weak antimicrobial effects. These results further illustrate the high diversity of unique secondary metabolites in stromata of the hypoxyloid Xylariaceae, a family in which biological diversity seems to parallel the chemical diversity of their bioactive principles to a great extent.oai:repository.helmholtz-hzi.de:10033/3259012019-08-30T11:32:16Zcom_10033_620857col_10033_620858
Stadler, Marc
Hawksworth, David L
Fournier, Jacques
2014-09-05T14:11:38Z
2014-09-05T14:11:38Z
2014-06
The application of the name Xylaria hypoxylon, based on Clavaria hypoxylon of Linnaeus. 2014, 5 (1):57-66 IMA Fungus
2210-6340
25083407
10.5598/imafungus.2014.05.01.07
http://hdl.handle.net/10033/325901
IMA fungus
Although Xylaria hypoxylon is one of the most familiar fungi of temperate regions, the basionym of the name, Clavaria hypoxylon of Linnaeus, has remained untypified. Here we assess the original five elements included in the 1753 protologue; no candidate specimen was located but two illustrations Linnaeus cited were considered, one a mixture of species and the other fanciful. As the name is sanctioned, following clarifications in the Melbourne Code, elements cited by Fries when the name was sanctioned in 1823 are also candidates for lectotypification. In addition to various illustrations, Fries cites two exsiccatae, and one from his own Scleromycetes Suecicae distributed in 1821 is designated as lectotype for Linnaeus' name here. In view of the complexity of the group as revealed by molecular systematic work, and the poor state of the Fries material, we also designate a sequenced epitype from Sweden. We stress the importance of examining fungi in the complex in the sexual state, as those that are asexual can be difficult to identify conclusively. Figures of the original protologues and the most pertinent illustrations and specimens are provided, along with a detailed description and illustrations based on recent collections.
en
Archived with thanks to IMA fungus
The application of the name Xylaria hypoxylon, based on Clavaria hypoxylon of Linnaeus.
Article2018-06-13T04:10:26ZAlthough Xylaria hypoxylon is one of the most familiar fungi of temperate regions, the basionym of the name, Clavaria hypoxylon of Linnaeus, has remained untypified. Here we assess the original five elements included in the 1753 protologue; no candidate specimen was located but two illustrations Linnaeus cited were considered, one a mixture of species and the other fanciful. As the name is sanctioned, following clarifications in the Melbourne Code, elements cited by Fries when the name was sanctioned in 1823 are also candidates for lectotypification. In addition to various illustrations, Fries cites two exsiccatae, and one from his own Scleromycetes Suecicae distributed in 1821 is designated as lectotype for Linnaeus' name here. In view of the complexity of the group as revealed by molecular systematic work, and the poor state of the Fries material, we also designate a sequenced epitype from Sweden. We stress the importance of examining fungi in the complex in the sexual state, as those that are asexual can be difficult to identify conclusively. Figures of the original protologues and the most pertinent illustrations and specimens are provided, along with a detailed description and illustrations based on recent collections.oai:repository.helmholtz-hzi.de:10033/3378792019-08-30T11:31:49Zcom_10033_620857col_10033_620858
Halecker, Sandra
Surup, Frank
Kuhnert, Eric
Mohr, Kathrin I
Brock, Nelson L
Dickschat, Jeroen S
Junker, Corina
Schulz, Barbara
Stadler, Marc
Helmholtz Centre for ifection research, Innhoffenstr. 7, D38124 Braunschweig, Germany.
2015-01-07T12:55:32Z
2015-01-07T12:55:32Z
2014-04
Hymenosetin, a 3-decalinoyltetramic acid antibiotic from cultures of the ash dieback pathogen, Hymenoscyphus pseudoalbidus. 2014, 100:86-91 Phytochemistry
1873-3700
24529574
10.1016/j.phytochem.2014.01.018
http://hdl.handle.net/10033/337879
Phytochemistry
A 3-decalinoyltetramic acid, for which the trivial name hymenosetin is proposed, was isolated from crude extracts of a virulent strain of the ash dieback pathogen, Hymenoscyphus pseudoalbidus (="Chalara fraxinea"). This compound was produced only under certain culture conditions in submerged cultures of the fungus. Its planar structure was determined by NMR spectroscopy and by mass spectrometry. The absolute stereochemistry was assigned by CD spectroscopy and HETLOC data. Hymenosetin exhibited broad spectrum antibacterial and antifungal activities (including strong inhibition of MRSA), as well as moderate cytotoxic effects. So far, the metabolite proved inactive in assays for evaluation of phytotoxicity, whereas viridiol, another secondary metabolite known from H. pseudoalbidus, was regarded as phytotoxic principle of the pathogen against its host, Fraxinus excelsior. Further studies will show whether hymenosetin constitutes a defence metabolite that is produced by the pathogenic fungus to combat other microbes and fungi in the natural environment.
en
Anti-Bacterial Agents
Ascomycota
Culture Techniques
Microbial Sensitivity Tests
Pyrrolidinones
Hymenosetin, a 3-decalinoyltetramic acid antibiotic from cultures of the ash dieback pathogen, Hymenoscyphus pseudoalbidus.
Article2018-06-13T02:37:17ZA 3-decalinoyltetramic acid, for which the trivial name hymenosetin is proposed, was isolated from crude extracts of a virulent strain of the ash dieback pathogen, Hymenoscyphus pseudoalbidus (="Chalara fraxinea"). This compound was produced only under certain culture conditions in submerged cultures of the fungus. Its planar structure was determined by NMR spectroscopy and by mass spectrometry. The absolute stereochemistry was assigned by CD spectroscopy and HETLOC data. Hymenosetin exhibited broad spectrum antibacterial and antifungal activities (including strong inhibition of MRSA), as well as moderate cytotoxic effects. So far, the metabolite proved inactive in assays for evaluation of phytotoxicity, whereas viridiol, another secondary metabolite known from H. pseudoalbidus, was regarded as phytotoxic principle of the pathogen against its host, Fraxinus excelsior. Further studies will show whether hymenosetin constitutes a defence metabolite that is produced by the pathogenic fungus to combat other microbes and fungi in the natural environment.oai:repository.helmholtz-hzi.de:10033/3440512019-08-30T11:36:32Zcom_10033_620857col_10033_620858
Wensing, A
Gernold, M
Jock, S
Jansen, R
Geider, K
2015-02-02T14:23:15Z
2015-02-02T14:23:15Z
2014-04
Identification and genetics of 6-thioguanine secreted by Erwinia species and its interference with the growth of other bacteria. 2014, 289 (2):215-23 Mol. Genet. Genomics
1617-4623
24374865
10.1007/s00438-013-0805-1
http://hdl.handle.net/10033/344051
Molecular genetics and genomics : MGG
We identified a compound in culture supernatants of Erwinia species, such as Erwinia amylovora, E. pyrifoliae, E. billingiae, E. tasmaniensis, E. persicina and E. rhapontici absorbing at 340 nm, which was associated before with the yellow pigment produced by E. amylovora on media containing copper ions. The compound was purified from E. tasmaniensis strain Et1/99 supernatants by chromatography on Dowex-1 and Dowex-50 columns and identified by HPLC/MS and NMR analysis as 6-thioguanine (6TG). Its signal at 167 Da matched with the expected molecular mass. By random mutagenesis with miniTn5, we obtained mutants defective in the genes for pyrimidine and purine metabolism. A specific gene cluster with ycf genes described by us before, absent in the corresponding region of Escherichia coli, was identified in the genome sequence of three Erwinia species and named tgs region for thioguanine synthesis. Clones of the tgs gene cluster promoted 6TG synthesis and secretion in E. coli, when the bacteria were grown in minimal medium supplemented with amino acids. 6TG was bacteriostatic for E. coli and Salmonella typhimurium strains, with cell growth resumed after prolonged incubation. Similar results were obtained with P. agglomerans strains. Bacteria from the genus Pectobacterium were barely and Rahnella or Gibbsiella species were not inhibited by 6TG. Adenine and guanine relieved the toxic effect of 6TG on E. coli. Non-producing strains were fully virulent on host plants. 6TG synthesis may help erwinias to interfere with growth of some microorganisms in the environment.
en
Bacterial Proteins
Erwinia
Escherichia coli
Escherichia coli Infections
Magnetic Resonance Spectroscopy
Malus
Multigene Family
Mutation
Plant Diseases
Thioguanine
Virulence
Identification and genetics of 6-thioguanine secreted by Erwinia species and its interference with the growth of other bacteria.
Meetings and Proceedings2015-10-15T00:00:00ZWe identified a compound in culture supernatants of Erwinia species, such as Erwinia amylovora, E. pyrifoliae, E. billingiae, E. tasmaniensis, E. persicina and E. rhapontici absorbing at 340 nm, which was associated before with the yellow pigment produced by E. amylovora on media containing copper ions. The compound was purified from E. tasmaniensis strain Et1/99 supernatants by chromatography on Dowex-1 and Dowex-50 columns and identified by HPLC/MS and NMR analysis as 6-thioguanine (6TG). Its signal at 167 Da matched with the expected molecular mass. By random mutagenesis with miniTn5, we obtained mutants defective in the genes for pyrimidine and purine metabolism. A specific gene cluster with ycf genes described by us before, absent in the corresponding region of Escherichia coli, was identified in the genome sequence of three Erwinia species and named tgs region for thioguanine synthesis. Clones of the tgs gene cluster promoted 6TG synthesis and secretion in E. coli, when the bacteria were grown in minimal medium supplemented with amino acids. 6TG was bacteriostatic for E. coli and Salmonella typhimurium strains, with cell growth resumed after prolonged incubation. Similar results were obtained with P. agglomerans strains. Bacteria from the genus Pectobacterium were barely and Rahnella or Gibbsiella species were not inhibited by 6TG. Adenine and guanine relieved the toxic effect of 6TG on E. coli. Non-producing strains were fully virulent on host plants. 6TG synthesis may help erwinias to interfere with growth of some microorganisms in the environment.oai:repository.helmholtz-hzi.de:10033/3467552019-08-30T11:33:26Zcom_10033_620857col_10033_620858
Stadler, Marc
Hoffmeister, Dirk
Helmholtz Centre for infection research, Inhoffenstr. 7, 38124 Braunschweig, Germany.
2015-03-17T10:12:49Z
2015-03-17T10:12:49Z
2015
Fungal natural products-the mushroom perspective. 2015, 6:127 Front Microbiol
1664-302X
25741334
10.3389/fmicb.2015.00127
http://hdl.handle.net/10033/346755
Frontiers in microbiology
en
Fungal natural products-the mushroom perspective.
Article2018-06-12T22:03:05Zoai:repository.helmholtz-hzi.de:10033/5281492019-08-30T11:32:17Zcom_10033_620857col_10033_620858
Wang, Xiuna
Zhang, Xiaoling
Liu, Ling
Xiang, Meichun
Wang, Wenzhao
Sun, Xiang
Che, Yongsheng
Guo, Liangdong
Liu, Gang
Guo, Liyun
Wang, Chengshu
Yin, Wen-Bing
Stadler, Marc
Zhang, Xinyu
Liu, Xingzhong
Helmholtz Centre for infection research, Inhoffenstr. 7, 38124 Braunschweig, Germany.
2015-04-10T14:11:42Z
2015-04-10T14:11:42Z
2015-01-27
Genomic and transcriptomic analysis of the endophytic fungus Pestalotiopsis fici reveals its lifestyle and high potential for synthesis of natural products. 2015, 16 (1):28 BMC Genomics
1471-2164
25623211
10.1186/s12864-014-1190-9
http://hdl.handle.net/10033/528149
BMC genomics
BackgroundIn recent years, the genus Pestalotiopsis is receiving increasing attention, not only because of its economic impact as a plant pathogen but also as a commonly isolated endophyte which is an important source of bioactive natural products. Pestalotiopsis fici Steyaert W106-1/CGMCC3.15140 as an endophyte of tea produces numerous novel secondary metabolites, including chloropupukeananin, a derivative of chlorinated pupukeanane that is first discovered in fungi. Some of them might be important as the drug leads for future pharmaceutics.ResultsHere, we report the genome sequence of the endophytic fungus of tea Pestalotiopsis fici W106-1/CGMCC3.15140. The abundant carbohydrate-active enzymes especially significantly expanding pectinases allow the fungus to utilize the limited intercellular nutrients within the host plants, suggesting adaptation of the fungus to endophytic lifestyle. The P. fici genome encodes a rich set of secondary metabolite synthesis genes, including 27 polyketide synthases (PKSs), 12 non-ribosomal peptide synthases (NRPSs), five dimethylallyl tryptophan synthases, four putative PKS-like enzymes, 15 putative NRPS-like enzymes, 15 terpenoid synthases, seven terpenoid cyclases, seven fatty-acid synthases, and five hybrids of PKS-NRPS. The majority of these core enzymes distributed into 74 secondary metabolite clusters. The putative Diels-Alderase genes have undergone expansion.ConclusionThe significant expansion of pectinase encoding genes provides essential insights in the life strategy of endophytes, and richness of gene clusters for secondary metabolites reveals high potential of natural products of endophytic fungi.
ENG
Genomic and transcriptomic analysis of the endophytic fungus Pestalotiopsis fici reveals its lifestyle and high potential for synthesis of natural products.
Article2018-06-02T15:28:52ZBackgroundIn recent years, the genus Pestalotiopsis is receiving increasing attention, not only because of its economic impact as a plant pathogen but also as a commonly isolated endophyte which is an important source of bioactive natural products. Pestalotiopsis fici Steyaert W106-1/CGMCC3.15140 as an endophyte of tea produces numerous novel secondary metabolites, including chloropupukeananin, a derivative of chlorinated pupukeanane that is first discovered in fungi. Some of them might be important as the drug leads for future pharmaceutics.ResultsHere, we report the genome sequence of the endophytic fungus of tea Pestalotiopsis fici W106-1/CGMCC3.15140. The abundant carbohydrate-active enzymes especially significantly expanding pectinases allow the fungus to utilize the limited intercellular nutrients within the host plants, suggesting adaptation of the fungus to endophytic lifestyle. The P. fici genome encodes a rich set of secondary metabolite synthesis genes, including 27 polyketide synthases (PKSs), 12 non-ribosomal peptide synthases (NRPSs), five dimethylallyl tryptophan synthases, four putative PKS-like enzymes, 15 putative NRPS-like enzymes, 15 terpenoid synthases, seven terpenoid cyclases, seven fatty-acid synthases, and five hybrids of PKS-NRPS. The majority of these core enzymes distributed into 74 secondary metabolite clusters. The putative Diels-Alderase genes have undergone expansion.ConclusionThe significant expansion of pectinase encoding genes provides essential insights in the life strategy of endophytes, and richness of gene clusters for secondary metabolites reveals high potential of natural products of endophytic fungi.oai:repository.helmholtz-hzi.de:10033/5582852019-08-30T11:32:41Zcom_10033_620857col_10033_620858
Surup, Frank
Kuhnert, Eric
Liscinskij, Elena
Stadler, Marc
Helmholtz Centre for Infection Research, Inhoffenstraße 7, 38124 Braunschweig, Germany.
2015-06-19T11:22:49Z
2015-06-19T11:22:49Z
2015-06-16
Silphiperfolene-Type Terpenoids and Other Metabolites from Cultures of the Tropical Ascomycete Hypoxylon rickii (Xylariaceae). 2015: Nat Prod Bioprospect
2192-2195
26077652
10.1007/s13659-015-0065-3
http://hdl.handle.net/10033/558285
Natural products and bioprospecting
A culture isolated from ascospores of Hypoxylon rickii, a xylariaceous ascomycete collected in Martinique, had yielded botryane, noreremophilane and abietane-type terpenoids in a preceding study, but additional metabolites were detected by extensive HPLC-MS analysis in other fractions. Herein we report the further isolation of four new sesquiterpenoids with a silphiperfol-6-ene skeleton from extracts of H. rickii. The planar structures were elucidated by NMR and HRMS data as 13-hydroxysilphiperfol-6-ene (1), 9-hydroxysilphiperfol-6-en-13-oic acid (2), 2-hydroxysilphiperfol-6-en-13-oic acid (3) and 15-hydroxysilphiperfol-6-en-13-oic acid (4). For compounds 2-4 we propose the trivial names rickinic acids A-C. Their stereochemistry was assigned by ROESY correlations as well as by the specific optical rotation. Additionally, the known compounds, botryenanol, dehydrobotrydienol, cyclo(Phe-Pro), cyclo(Pro-Leu), (+)-ramulosin and α-eleostearic acid were isolated. The antimicrobial and cytotoxic activities of the new compounds are also reported.
ENG
Silphiperfolene-Type Terpenoids and Other Metabolites from Cultures of the Tropical Ascomycete Hypoxylon rickii (Xylariaceae).
Article2018-06-13T00:27:45ZA culture isolated from ascospores of Hypoxylon rickii, a xylariaceous ascomycete collected in Martinique, had yielded botryane, noreremophilane and abietane-type terpenoids in a preceding study, but additional metabolites were detected by extensive HPLC-MS analysis in other fractions. Herein we report the further isolation of four new sesquiterpenoids with a silphiperfol-6-ene skeleton from extracts of H. rickii. The planar structures were elucidated by NMR and HRMS data as 13-hydroxysilphiperfol-6-ene (1), 9-hydroxysilphiperfol-6-en-13-oic acid (2), 2-hydroxysilphiperfol-6-en-13-oic acid (3) and 15-hydroxysilphiperfol-6-en-13-oic acid (4). For compounds 2-4 we propose the trivial names rickinic acids A-C. Their stereochemistry was assigned by ROESY correlations as well as by the specific optical rotation. Additionally, the known compounds, botryenanol, dehydrobotrydienol, cyclo(Phe-Pro), cyclo(Pro-Leu), (+)-ramulosin and α-eleostearic acid were isolated. The antimicrobial and cytotoxic activities of the new compounds are also reported.oai:repository.helmholtz-hzi.de:10033/5770332019-08-30T11:34:22Zcom_10033_620857col_10033_620858
Kuhnert, Eric
Surup, Frank
Wiebach, Vincent
Bernecker, Steffen
Stadler, Marc
Helmholtz Centre for infection research, Inhoffenstr. 7, D-38124 Braunschweig, Germany.
2015-09-10T12:49:56Z
2015-09-10T12:49:56Z
2015-09
Botryane, noreudesmane and abietane terpenoids from the ascomycete Hypoxylon rickii. 2015, 117:116-22 Phytochemistry
1873-3700
26071840
10.1016/j.phytochem.2015.06.002
http://hdl.handle.net/10033/577033
Phytochemistry
In the course of our screening for new bioactive natural products, a culture of Hypoxylon rickii, a xylariaceous ascomycete collected from the Caribbean island Martinique, was identified as extraordinary prolific producer of secondary metabolites. Ten metabolites of terpenoid origin were isolated from submerged cultures of this species by preparative HPLC. Their structures were elucidated using spectral techniques including 2D NMR and HRESIMS. Three of the compounds were elucidated as new botryanes (1-3) along with three known ones, i.e. (3aS)-3a,5,5,8-tetramethyl-3,3a,4,5-tetrahydro-1H-cyclopenta[de]isochromen-1-one (4), (3aS,8R)-3a,5,5,8-tetramethyl-3,3a,4,5,7,8-hexahydro-1H-cyclopenta[de]isochromen-1-one (5) and botryenanol (6). Further three new sesquiterpenoids featured a 14-noreudesmane-type skeleton and were named hypoxylan A-C (7-9); the diterpenoid rickitin A (10) contains an abietane-type backbone. Compounds 1, 2, 3, 7, and 10 showed cytotoxic effects against murine cells.
en
Botryane, noreudesmane and abietane terpenoids from the ascomycete Hypoxylon rickii.
Article2016-09-15T00:00:00ZIn the course of our screening for new bioactive natural products, a culture of Hypoxylon rickii, a xylariaceous ascomycete collected from the Caribbean island Martinique, was identified as extraordinary prolific producer of secondary metabolites. Ten metabolites of terpenoid origin were isolated from submerged cultures of this species by preparative HPLC. Their structures were elucidated using spectral techniques including 2D NMR and HRESIMS. Three of the compounds were elucidated as new botryanes (1-3) along with three known ones, i.e. (3aS)-3a,5,5,8-tetramethyl-3,3a,4,5-tetrahydro-1H-cyclopenta[de]isochromen-1-one (4), (3aS,8R)-3a,5,5,8-tetramethyl-3,3a,4,5,7,8-hexahydro-1H-cyclopenta[de]isochromen-1-one (5) and botryenanol (6). Further three new sesquiterpenoids featured a 14-noreudesmane-type skeleton and were named hypoxylan A-C (7-9); the diterpenoid rickitin A (10) contains an abietane-type backbone. Compounds 1, 2, 3, 7, and 10 showed cytotoxic effects against murine cells.oai:repository.helmholtz-hzi.de:10033/5789962019-08-30T11:33:57Zcom_10033_620857col_10033_620858
Stumpp, N
Premnath, P
Schmidt, T
Ammermann, J
Dräger, G
Reck, M
Jansen, R
Stiesch, M
Wagner-Döbler, I
Kirschning, A
Helmholtz Centre for infection research, Inhoffenstr. 7, D-38124 Braunschweig, Germany
2015-10-01T13:18:42Z
2015-10-01T13:18:42Z
2015-05-28
Synthesis of new carolacton derivatives and their activity against biofilms of oral bacteria. 2015, 13 (20):5765-74 Org. Biomol. Chem.
1477-0539
25902328
10.1039/c5ob00460h
http://hdl.handle.net/10033/578996
Organic & biomolecular chemistry
Carolacton, a secondary metabolite isolated from the extracts of Sorangium cellulosum, causes membrane damage and cell death in biofilms of the caries- and endocarditis-associated bacterium Streptococcus mutans. Here, we report the total synthesis of several derivatives of carolacton. All new structural modifications introduced abolished its biological activity, including subtle ones, such as inversion of configuration at C9. However, a bicyclic bislactone derivative as well as the methyl ester of carolacton resulted in compounds with prodrug properties. Their inhibitory activity on S. mutans was proven to be based on enzymatic hydrolysis by S. mutans which provided native carolacton resulting in biofilm damage in vivo. Moreover, we demonstrate that carolacton acts also on S. gordonii, S. oralis and the periodontitis pathogen Aggregatibacter actinomycetemcomitans, causing elongated cells and growth inhibition.
en
Synthesis of new carolacton derivatives and their activity against biofilms of oral bacteria.
Article2016-04-15T00:00:00ZCarolacton, a secondary metabolite isolated from the extracts of Sorangium cellulosum, causes membrane damage and cell death in biofilms of the caries- and endocarditis-associated bacterium Streptococcus mutans. Here, we report the total synthesis of several derivatives of carolacton. All new structural modifications introduced abolished its biological activity, including subtle ones, such as inversion of configuration at C9. However, a bicyclic bislactone derivative as well as the methyl ester of carolacton resulted in compounds with prodrug properties. Their inhibitory activity on S. mutans was proven to be based on enzymatic hydrolysis by S. mutans which provided native carolacton resulting in biofilm damage in vivo. Moreover, we demonstrate that carolacton acts also on S. gordonii, S. oralis and the periodontitis pathogen Aggregatibacter actinomycetemcomitans, causing elongated cells and growth inhibition.oai:repository.helmholtz-hzi.de:10033/5928242019-08-30T11:34:22Zcom_10033_620857col_10033_620858
Karwehl, Sabrina
Mohr, Kathrin I.
Jansen, Rolf
Sood, Sakshi
Bernecker, Steffen
Stadler, Marc
Helmholtz Centre for Infection Research,Inhoffenstr. 7; 38124 Braunschweig, Germany.
2016-01-05T11:27:32Z
2016-01-05T11:27:32Z
2015-11
Edonamides, the first secondary metabolites from the recently described myxobacterium Aggregicoccus edonensis 2015, 56 (46):6402 Tetrahedron Letters
404039
10.1016/j.tetlet.2015.09.139
http://hdl.handle.net/10033/592824
Tetrahedron Letters
http://linkinghub.elsevier.com/retrieve/pii/S0040403915301805
Edonamides, the first secondary metabolites from the recently described myxobacterium Aggregicoccus edonensis
Article2016-11-20T00:00:00Zoai:repository.helmholtz-hzi.de:10033/6180332019-08-30T11:28:51Zcom_10033_620857col_10033_620858
Ranade, Adwait R
Higgins, LeeAnn
Markowski, Todd W
Glaser, Nicole
Kashin, Dmitry
Bai, Ruoli
Hong, Kwon Ho
Hamel, Ernest
Höfle, Gerhard
Georg, Gunda I
Helmholtz Centre for infection research, Inhoffenstr. 7, 38124 Braunschweig, Germany.
2016-08-08T14:15:44Z
2016-08-08T14:15:44Z
2016-04-14
Characterizing the Epothilone Binding Site on β-Tubulin by Photoaffinity Labeling: Identification of β-Tubulin Peptides TARGSQQY and TSRGSQQY as Targets of an Epothilone Photoprobe for Polymerized Tubulin. 2016, 59 (7):3499-514 J. Med. Chem.
1520-4804
26986898
10.1021/acs.jmedchem.6b00188
http://hdl.handle.net/10033/618033
Journal of medicinal chemistry
Photoaffinity labeling with an epothilone A photoprobe led to the identification of the β-tubulin peptides TARGSQQY and TSRGSQQY as targets of the photoprobe for polymerized tubulin. These peptides represent residues 274-281 in different β-tubulin isotypes. Placing the carbene producing 21-diazo/triazolo moiety of the photoprobe in the vicinity of the TARGSQQY peptide in a homology model of TBB3 predicted a binding pose and conformation of the photoprobe that are very similar to the ones reported for 1) the high resolution cocrystal structure of epothilone A with an α,β-tubulin complex and for 2) a saturation transfer difference NMR and transferred NOESY NMR study of dimeric and polymerized tubulin. Our findings thus provide additional support for these models as physiologically the most relevant among several modes of binding that have been proposed for epothilone A in the taxane pocket of β-tubulin.
en
http://creativecommons.org/licenses/by-nc/4.0/
Characterizing the Epothilone Binding Site on β-Tubulin by Photoaffinity Labeling: Identification of β-Tubulin Peptides TARGSQQY and TSRGSQQY as Targets of an Epothilone Photoprobe for Polymerized Tubulin.
Article2018-06-13T02:24:02ZPhotoaffinity labeling with an epothilone A photoprobe led to the identification of the β-tubulin peptides TARGSQQY and TSRGSQQY as targets of the photoprobe for polymerized tubulin. These peptides represent residues 274-281 in different β-tubulin isotypes. Placing the carbene producing 21-diazo/triazolo moiety of the photoprobe in the vicinity of the TARGSQQY peptide in a homology model of TBB3 predicted a binding pose and conformation of the photoprobe that are very similar to the ones reported for 1) the high resolution cocrystal structure of epothilone A with an α,β-tubulin complex and for 2) a saturation transfer difference NMR and transferred NOESY NMR study of dimeric and polymerized tubulin. Our findings thus provide additional support for these models as physiologically the most relevant among several modes of binding that have been proposed for epothilone A in the taxane pocket of β-tubulin.oai:repository.helmholtz-hzi.de:10033/6205202019-08-30T11:28:51Zcom_10033_620857col_10033_620858
Surup, Frank
Medjedović, Ajda
Schroers, Hans-Josef
Stadler, Marc
Helmholtz Centre for infection research, Inhoffenstr. 7, 38124 Braunschweig.
2016-09-19T13:44:07Z
2016-09-19T13:44:07Z
2015-10
Production of Obionin A and Derivatives by the Sooty Blotch Fungus Microcyclospora malicola. 2015, 81 (15):1339-44 Planta Med.
1439-0221
25856439
10.1055/s-0035-1545908
http://hdl.handle.net/10033/620520
Planta medica
A multitude of sooty blotch and flyspeck fungi, mainly belonging to the Ascomycetes order Capnodiales, causes dark blemishes and flyspeck-like spots on apples worldwide. Different sooty blotch and flyspeck fungi can coexist in the same orchard and even on a single fruit. Our preceding experiments revealed an activity of Microcyclospora malicola strain 1930 against the anthracnose fungus Colletotrichum fioriniae in dual culture assays. Extracts of M. malicola strain 1930 showed a broad bioactivity against filamentous fungus Mucor hiemalis and gram-positive bacterium Bacillus subtilis. A bioactivity-guided isolation led to the identification of obionin A (1) as the main active principle. In addition to 1, which was previously isolated from the marine fungus Leptosphaeria obiones, we isolated three derivatives. Metabolite 2 bears a keto function at C-6, besides the replacement of oxygen by nitrogen at position 10. Two more derivatives are adducts (3, 4) of acetone as work-up artifacts. Because obionin A (1) and its derivative 2 showed cytotoxic effects and antifungal activities, we propose a role of these secondary metabolites in the antagonism between M. malicola and other apple colonizing sooty blotch and flyspeck fungi, other epiphytes, or apple pathogens competing for the same ecological niche.
en
http://creativecommons.org/licenses/by-nc-sa/4.0/
Anti-Infective Agents
Antifungal Agents
Ascomycota
Benzopyrans
Drug Screening Assays, Antitumor
Malus
Naphthoquinones
Production of Obionin A and Derivatives by the Sooty Blotch Fungus Microcyclospora malicola.
Article2018-06-12T23:51:34ZA multitude of sooty blotch and flyspeck fungi, mainly belonging to the Ascomycetes order Capnodiales, causes dark blemishes and flyspeck-like spots on apples worldwide. Different sooty blotch and flyspeck fungi can coexist in the same orchard and even on a single fruit. Our preceding experiments revealed an activity of Microcyclospora malicola strain 1930 against the anthracnose fungus Colletotrichum fioriniae in dual culture assays. Extracts of M. malicola strain 1930 showed a broad bioactivity against filamentous fungus Mucor hiemalis and gram-positive bacterium Bacillus subtilis. A bioactivity-guided isolation led to the identification of obionin A (1) as the main active principle. In addition to 1, which was previously isolated from the marine fungus Leptosphaeria obiones, we isolated three derivatives. Metabolite 2 bears a keto function at C-6, besides the replacement of oxygen by nitrogen at position 10. Two more derivatives are adducts (3, 4) of acetone as work-up artifacts. Because obionin A (1) and its derivative 2 showed cytotoxic effects and antifungal activities, we propose a role of these secondary metabolites in the antagonism between M. malicola and other apple colonizing sooty blotch and flyspeck fungi, other epiphytes, or apple pathogens competing for the same ecological niche.oai:repository.helmholtz-hzi.de:10033/6205222019-08-30T11:27:16Zcom_10033_620857col_10033_620858
Gacek-Matthews, Agnieszka
Berger, Harald
Sasaki, Takahiko
Wittstein, Kathrin
Gruber, Clemens
Lewis, Zachary A
Strauss, Joseph
Helmholtzzentrum für Infektionsforschung, Inhoffenstrasse 7, 38124 Braunschweig
2016-09-22T09:58:44Z
2016-09-22T09:58:44Z
2016-08
KdmB, a Jumonji Histone H3 Demethylase, Regulates Genome-Wide H3K4 Trimethylation and Is Required for Normal Induction of Secondary Metabolism in Aspergillus nidulans. 2016, 12 (8):e1006222 PLoS Genet.
1553-7404
27548260
10.1371/journal.pgen.1006222
http://hdl.handle.net/10033/620522
PLoS genetics
Histone posttranslational modifications (HPTMs) are involved in chromatin-based regulation of fungal secondary metabolite biosynthesis (SMB) in which the corresponding genes-usually physically linked in co-regulated clusters-are silenced under optimal physiological conditions (nutrient-rich) but are activated when nutrients are limiting. The exact molecular mechanisms by which HPTMs influence silencing and activation, however, are still to be better understood. Here we show by a combined approach of quantitative mass spectrometry (LC-MS/MS), genome-wide chromatin immunoprecipitation (ChIP-seq) and transcriptional network analysis (RNA-seq) that the core regions of silent A. nidulans SM clusters generally carry low levels of all tested chromatin modifications and that heterochromatic marks flank most of these SM clusters. During secondary metabolism, histone marks typically associated with transcriptional activity such as H3 trimethylated at lysine-4 (H3K4me3) are established in some, but not all gene clusters even upon full activation. KdmB, a Jarid1-family histone H3 lysine demethylase predicted to comprise a BRIGHT domain, a zinc-finger and two PHD domains in addition to the catalytic Jumonji domain, targets and demethylates H3K4me3 in vivo and mediates transcriptional downregulation. Deletion of kdmB leads to increased transcription of about ~1750 genes across nutrient-rich (primary metabolism) and nutrient-limiting (secondary metabolism) conditions. Unexpectedly, an equally high number of genes exhibited reduced expression in the kdmB deletion strain and notably, this group was significantly enriched for genes with known or predicted functions in secondary metabolite biosynthesis. Taken together, this study extends our general knowledge about multi-domain KDM5 histone demethylases and provides new details on the chromatin-level regulation of fungal secondary metabolite production.
en
openAccess
KdmB, a Jumonji Histone H3 Demethylase, Regulates Genome-Wide H3K4 Trimethylation and Is Required for Normal Induction of Secondary Metabolism in Aspergillus nidulans.
Article2018-06-12T16:42:03ZHistone posttranslational modifications (HPTMs) are involved in chromatin-based regulation of fungal secondary metabolite biosynthesis (SMB) in which the corresponding genes-usually physically linked in co-regulated clusters-are silenced under optimal physiological conditions (nutrient-rich) but are activated when nutrients are limiting. The exact molecular mechanisms by which HPTMs influence silencing and activation, however, are still to be better understood. Here we show by a combined approach of quantitative mass spectrometry (LC-MS/MS), genome-wide chromatin immunoprecipitation (ChIP-seq) and transcriptional network analysis (RNA-seq) that the core regions of silent A. nidulans SM clusters generally carry low levels of all tested chromatin modifications and that heterochromatic marks flank most of these SM clusters. During secondary metabolism, histone marks typically associated with transcriptional activity such as H3 trimethylated at lysine-4 (H3K4me3) are established in some, but not all gene clusters even upon full activation. KdmB, a Jarid1-family histone H3 lysine demethylase predicted to comprise a BRIGHT domain, a zinc-finger and two PHD domains in addition to the catalytic Jumonji domain, targets and demethylates H3K4me3 in vivo and mediates transcriptional downregulation. Deletion of kdmB leads to increased transcription of about ~1750 genes across nutrient-rich (primary metabolism) and nutrient-limiting (secondary metabolism) conditions. Unexpectedly, an equally high number of genes exhibited reduced expression in the kdmB deletion strain and notably, this group was significantly enriched for genes with known or predicted functions in secondary metabolite biosynthesis. Taken together, this study extends our general knowledge about multi-domain KDM5 histone demethylases and provides new details on the chromatin-level regulation of fungal secondary metabolite production.oai:repository.helmholtz-hzi.de:10033/6207932019-08-30T11:29:17Zcom_10033_620857col_10033_620858
Shen, Tian
Hof, Lena M
Hausmann, Heike
Stadler, Marc
Zorn, Holger
Helmholtz Centre for infection research, Inhoffenstr. 7, 38124 Braunschweig, Germany.
2017-01-30T12:46:31Z
2017-01-30T12:46:31Z
2014-11-18
Development of an enzyme linked immunosorbent assay for detection of cyathane diterpenoids. 2014, 14:98 BMC Biotechnol.
1472-6750
25404227
10.1186/s12896-014-0098-4
http://hdl.handle.net/10033/620793
BMC biotechnology
So-called cyathane type diterpenoids are produced as secondary metabolites by basidiomycetes. Based on their antibacterial, fungicidal, and cytotoxic properties, cyathane type terpenoids represent interesting target compounds in fungal biotechnology.
en
http://creativecommons.org/licenses/by-nc-sa/4.0/
Animals
Basidiomycota
Cyathus
Diterpenes
Enzyme-Linked Immunosorbent Assay
Rabbits
Sensitivity and Specificity
Development of an enzyme linked immunosorbent assay for detection of cyathane diterpenoids.
Article2018-06-13T05:22:31ZSo-called cyathane type diterpenoids are produced as secondary metabolites by basidiomycetes. Based on their antibacterial, fungicidal, and cytotoxic properties, cyathane type terpenoids represent interesting target compounds in fungal biotechnology.oai:repository.helmholtz-hzi.de:10033/6208512019-08-30T11:33:57Zcom_10033_620857col_10033_620858
Chepkirui, Clara
Richter, Christian
Matasyoh, Josphat Clement
Stadler, Marc
Helmholtz Centre for infection research, Ihoffenstr. 7, 38124 Braunschweig, Germany.
2017-03-07T13:16:50Z
2017-03-07T13:16:50Z
2016-12
Monochlorinated calocerins A-D and 9-oxostrobilurin derivatives from the basidiomycete Favolaschia calocera. 2016, 132:95-101 Phytochemistry
1873-3700
27745908
10.1016/j.phytochem.2016.10.001
http://hdl.handle.net/10033/620851
Phytochemistry
Eight previously undescribed compounds were isolated and characterised from the supernatant and mycelium of a culture of the basidiomycete Favolaschia calocera originating from Kakamega equatorial rainforest in Kenya. These were: 9- oxostrobilurins A, G, K and I and the four monochlorinated calocerins A, B, C and D. The calocerins extend our knowledge of halogenated compounds obtained from natural sources. Four further known compounds were also identified: strobilurin G, favolon, pterulinic acid and 2,3 -dihydro-1-benzoxepin derivative. The four oxostrobilurins exhibited prominent antifungal and cytotoxic activities while the four calocerins only showed cytotoxic activity.
en
http://creativecommons.org/licenses/by-nc-sa/4.0/
Antifungal Agents
Basidiomycota
Benzofurans
Drug Screening Assays, Antitumor
Fatty Acids, Unsaturated
Humans
Hydrocarbons, Chlorinated
Kenya
Methacrylates
Microbial Sensitivity Tests
Oxepins
Triterpenes
Monochlorinated calocerins A-D and 9-oxostrobilurin derivatives from the basidiomycete Favolaschia calocera.
Article2017-12-01T00:00:00ZEight previously undescribed compounds were isolated and characterised from the supernatant and mycelium of a culture of the basidiomycete Favolaschia calocera originating from Kakamega equatorial rainforest in Kenya. These were: 9- oxostrobilurins A, G, K and I and the four monochlorinated calocerins A, B, C and D. The calocerins extend our knowledge of halogenated compounds obtained from natural sources. Four further known compounds were also identified: strobilurin G, favolon, pterulinic acid and 2,3 -dihydro-1-benzoxepin derivative. The four oxostrobilurins exhibited prominent antifungal and cytotoxic activities while the four calocerins only showed cytotoxic activity.oai:repository.helmholtz-hzi.de:10033/6208662019-08-30T11:33:51Zcom_10033_620857col_10033_620858
Helaly, Soleiman E.
Richter, Christian
Thongbai, Benjarong
Hyde, Kevin D.
Stadler, Marc
Helmholtz Centre for infection research, Inhoffenstr. 7, 38124 Braunschweig, Germany.
2017-03-22T09:18:35Z
2017-03-22T09:18:35Z
2016-12
Lentinulactam, a hirsutane sesquiterpene with an unprecedented lactam modification 2016, 57 (52):5911 Tetrahedron Letters
00404039
10.1016/j.tetlet.2016.11.075
http://hdl.handle.net/10033/620866
Tetrahedron Letters
http://linkinghub.elsevier.com/retrieve/pii/S0040403916315568
http://creativecommons.org/licenses/by-nc-sa/4.0/
Lentinulactam, a hirsutane sesquiterpene with an unprecedented lactam modification
Article2017-12-28T00:00:00Zoai:repository.helmholtz-hzi.de:10033/6208672019-08-30T11:29:47Zcom_10033_620857col_10033_620858
Kuhnert, Eric
Surup, Frank
Halecker, Sandra
Stadler, Marc
Helmholtz Centre for infection research, Inhoffenstr. 7, 38124 Braunschweig, Germany.
2017-03-23T08:40:41Z
2017-03-23T08:40:41Z
2017-02-16
Minutellins A - D, azaphilones from the stromata of Annulohypoxylon minutellum (Xylariaceae). 2017 Phytochemistry
1873-3700
28215421
10.1016/j.phytochem.2017.02.014
http://hdl.handle.net/10033/620867
Phytochemistry
During the course of our screening for new metabolites with chemotaxonomic importance from stromata of fungi from the family Xylariaceae, we characterized several interesting metabolites in the fungus Annulohypoxylon minutellum. Extraction of the fruiting bodies and purification by preparative HPLC resulted in the isolation of five metabolites. The main compound was identified as the known metabolite hinnulin A (5), while four minor compounds were found to represent previously undescribed azaphilones, named minutellins A - D (1-4). Their planar structures were elucidated using NMR and HRESIMS data; absolute stereochemistry was assigned by CD data and Mosher's method. Compounds 1, 3 and 5 showed cytotoxic effects against murine and human cells. As the production of 1-5 is restricted to a group of closely related Annulohypoxylon species, they serve well as chemotaxonomic marker.
en
http://creativecommons.org/licenses/by-nc-sa/4.0/
Minutellins A - D, azaphilones from the stromata of Annulohypoxylon minutellum (Xylariaceae).
Article2018-02-17T00:00:00ZDuring the course of our screening for new metabolites with chemotaxonomic importance from stromata of fungi from the family Xylariaceae, we characterized several interesting metabolites in the fungus Annulohypoxylon minutellum. Extraction of the fruiting bodies and purification by preparative HPLC resulted in the isolation of five metabolites. The main compound was identified as the known metabolite hinnulin A (5), while four minor compounds were found to represent previously undescribed azaphilones, named minutellins A - D (1-4). Their planar structures were elucidated using NMR and HRESIMS data; absolute stereochemistry was assigned by CD data and Mosher's method. Compounds 1, 3 and 5 showed cytotoxic effects against murine and human cells. As the production of 1-5 is restricted to a group of closely related Annulohypoxylon species, they serve well as chemotaxonomic marker.oai:repository.helmholtz-hzi.de:10033/6209632019-08-30T11:34:18Zcom_10033_620857col_10033_620858
Baral, Hans-Otto
Weber, Evi
Gams, Walter
Hagedorn, Gregor
Liu, Bin
Liu, Xingzhong
Marson, Guy
Marvanov?, Ludmila
Stadler, Marc
Weiss, Michael
Helmholtz Centre for infection research, Inhoffenstr.7, 38124 Braunschweig, Germany.
2017-06-20T13:34:44Z
2017-06-20T13:34:44Z
2017-05-17
Generic names in the Orbiliaceae (Orbiliomycetes) and recommendations on which names should be protected or suppressed 2017 Mycological Progress
1617-416X
1861-8952
10.1007/s11557-017-1300-6
http://hdl.handle.net/10033/620963
Mycological Progress
http://link.springer.com/10.1007/s11557-017-1300-6
http://creativecommons.org/licenses/by-nc-sa/4.0/
Generic names in the Orbiliaceae (Orbiliomycetes) and recommendations on which names should be protected or suppressed
Article2018-06-12T23:37:04Zoai:repository.helmholtz-hzi.de:10033/6209712019-08-30T11:32:16Zcom_10033_620857col_10033_620858
Lòpez-Fernàndez, Sebastiàn
Mazzoni, Valerio
Pedrazzoli, Federico
Pertot, Ilaria
Campisano, Andrea
Helmholtz Centre for infection research, Inhoffenstr.7, 38124 Braunschweig, Germany.
2017-06-21T14:11:07Z
2017-06-21T14:11:07Z
2017
A Phloem-Feeding Insect Transfers Bacterial Endophytic Communities between Grapevine Plants. 2017, 8:834 Front Microbiol
28555131
10.3389/fmicb.2017.00834
http://hdl.handle.net/10033/620971
Frontiers in microbiology
Bacterial endophytes colonize the inner tissues of host plants through the roots or through discontinuities on the plant surface, including wounds and stomata. Little is known regarding a possible role of insects in acquiring and transmitting non-phytopathogenic microorganisms from plant to plant, especially those endophytes that are beneficial symbionts providing plant protection properties and homeostatic stability to the host. To understand the ecological role of insects in the transmission of endophytic bacteria, we used freshly hatched nymphs of the American sap-feeding leafhopper Scaphoideus titanus (vector) to transfer microorganisms across grapevine plants. After contact with the vector, sink plants were colonized by a complex endophytic community dominated by Proteobacteria, highly similar to that present in source plants. A similar bacterial community, but with a higher ratio of Firmicutes, was found on S. titanus. Insects feeding only on sink plants transferred an entirely different bacterial community dominated by Actinobacteria, where Mycobacterium sp., played a major role. Despite the fact that insects dwelled mostly on plant stems, the bacterial communities in plant roots resembled more closely those inside and on insects, when compared to those of above-ground plant organs. We prove here the potential of insect vectors to transfer entire endophytic bacterial communities between plants. We also describe the role of plants and bacterial endophytes in establishing microbial communities in plant-feeding insects.
en
http://creativecommons.org/licenses/by-nc-sa/4.0/
A Phloem-Feeding Insect Transfers Bacterial Endophytic Communities between Grapevine Plants.
Article2018-06-12T23:12:00ZBacterial endophytes colonize the inner tissues of host plants through the roots or through discontinuities on the plant surface, including wounds and stomata. Little is known regarding a possible role of insects in acquiring and transmitting non-phytopathogenic microorganisms from plant to plant, especially those endophytes that are beneficial symbionts providing plant protection properties and homeostatic stability to the host. To understand the ecological role of insects in the transmission of endophytic bacteria, we used freshly hatched nymphs of the American sap-feeding leafhopper Scaphoideus titanus (vector) to transfer microorganisms across grapevine plants. After contact with the vector, sink plants were colonized by a complex endophytic community dominated by Proteobacteria, highly similar to that present in source plants. A similar bacterial community, but with a higher ratio of Firmicutes, was found on S. titanus. Insects feeding only on sink plants transferred an entirely different bacterial community dominated by Actinobacteria, where Mycobacterium sp., played a major role. Despite the fact that insects dwelled mostly on plant stems, the bacterial communities in plant roots resembled more closely those inside and on insects, when compared to those of above-ground plant organs. We prove here the potential of insect vectors to transfer entire endophytic bacterial communities between plants. We also describe the role of plants and bacterial endophytes in establishing microbial communities in plant-feeding insects.oai:repository.helmholtz-hzi.de:10033/6210002019-08-30T11:33:54Zcom_10033_620857col_10033_620858
Wendt, Lucile
Sir, Esteban Benjamin
Kuhnert, Eric
Heitkämper, Simone
Lambert, Christopher
Hladki, Adriana I.
Romero, Andrea I.
Luangsa-ard, J. Jennifer
Srikitikulchai, Prasert
Peršoh, Derek
Stadler, Marc
Helmholtz Centre for infection research, Inhoffenstr. 7., 38124 Braunschweig, Germany.
2017-07-06T09:34:36Z
2017-07-06T09:34:36Z
2017-06-10
Resurrection and emendation of the Hypoxylaceae, recognised from a multigene phylogeny of the Xylariales 2017 Mycological Progress
1617-416X
1861-8952
10.1007/s11557-017-1311-3
http://hdl.handle.net/10033/621000
Mycological Progress
http://link.springer.com/10.1007/s11557-017-1311-3
http://creativecommons.org/licenses/by-nc-sa/4.0/
Resurrection and emendation of the Hypoxylaceae, recognised from a multigene phylogeny of the Xylariales
Article2018-06-13T07:21:15Zoai:repository.helmholtz-hzi.de:10033/6210362019-08-30T11:25:11Zcom_10033_620857col_10033_620858
Helaly, Soleiman E
Kuephadungphan, Wilawan
Phongpaichit, Souwalak
Luangsa-Ard, Janet Jennifer
Rukachaisirikul, Vatcharin
Stadler, Marc
Helmholtz Centre for infection research, Inhoffenstr. 7, 38124 Braunschweig, Germany.
2017-08-03T12:44:13Z
2017-08-03T12:44:13Z
2017-06-14
Five Unprecedented Secondary Metabolites from the Spider Parasitic Fungus Akanthomyces novoguineensis. 2017, 22 (6) Molecules
1420-3049
28613244
10.3390/molecules22060991
http://hdl.handle.net/10033/621036
Molecules (Basel, Switzerland)
Five new compounds including the glycosylated β-naphthol (1, akanthol), a glycosylated pyrazine (2, akanthozine), and three amide derivatives including a hydroxamic acid derivative (3-5) were isolated from the spider-associated fungus Akanthomyces novoguineensis (Cordycipitaceae, Ascomycota). Their structures were elucidated by using high resolution mass spectrometry (HRMS) and NMR spectroscopy. In this study, the antimicrobial, cytotoxic, anti-biofilm, and nematicidal activities of the new compounds were evaluated. The distribution pattern of secondary metabolites in the species was also revealed in which more isolates of A. novoguineensis were encountered and their secondary metabolite profiles were examined using analytical HPLC with diode array and mass spectrometric detection (HPLC-DAD/MS). Remarkably, all isolated compounds are specifically produced by A. novoguineensis.
en
http://creativecommons.org/licenses/by-nc-sa/4.0/
Five Unprecedented Secondary Metabolites from the Spider Parasitic Fungus Akanthomyces novoguineensis.
Article2018-06-13T04:21:44ZFive new compounds including the glycosylated β-naphthol (1, akanthol), a glycosylated pyrazine (2, akanthozine), and three amide derivatives including a hydroxamic acid derivative (3-5) were isolated from the spider-associated fungus Akanthomyces novoguineensis (Cordycipitaceae, Ascomycota). Their structures were elucidated by using high resolution mass spectrometry (HRMS) and NMR spectroscopy. In this study, the antimicrobial, cytotoxic, anti-biofilm, and nematicidal activities of the new compounds were evaluated. The distribution pattern of secondary metabolites in the species was also revealed in which more isolates of A. novoguineensis were encountered and their secondary metabolite profiles were examined using analytical HPLC with diode array and mass spectrometric detection (HPLC-DAD/MS). Remarkably, all isolated compounds are specifically produced by A. novoguineensis.oai:repository.helmholtz-hzi.de:10033/6210382019-08-30T11:37:24Zcom_10033_620857col_10033_620858
Kuephadungphan, Wilawan
Helaly, Soleiman E
Daengrot, Charuwan
Phongpaichit, Souwalak
Luangsa-Ard, Janet Jennifer
Rukachaisirikul, Vatcharin
Stadler, Marc
Helmholtz Centre for infection research, Inhoffenstr. 7, 38124 Braunschweig, Germany.
2017-08-03T13:19:28Z
2017-08-03T13:19:28Z
2017-07-18
Akanthopyrones A-D, α-Pyrones Bearing a 4-O-Methyl-β-d-glucopyranose Moiety from the Spider-Associated Ascomycete Akanthomyces novoguineensis. 2017, 22 (7) Molecules
1420-3049
28718819
10.3390/molecules22071202
http://hdl.handle.net/10033/621038
Molecules (Basel, Switzerland)
Hypocrealean fungi have proved to be prolific bioactive metabolite producers; they have caught the attention of mycologists throughout the world. However, only a few studies on the insect and spider parasitic genus Akanthomyces have so far been carried out. In this study, we report the isolation, structural elucidation and biological activities of four unprecedented glycosylated α-pyrone derivatives, akanthopyrones A-D (1-4), from a culture of Akanthomyces novoguineensis collected in Thailand. The chemical structures of the akanthopyrones were determined by extensive 1D- and 2D-NMR, and HRMS spectroscopic analysis. Their absolute configurations were determined. Akanthopyrone A (1) exhibited weak antimicrobial activity against Bacillus subtilis DSM10 and cytotoxicity against the HeLa cell line KB-3-1, while akanthopyrone D (4) showed weak activity against Candida tenuis MUCL 29892.
en
http://creativecommons.org/licenses/by-nc-sa/4.0/
Akanthopyrones A-D, α-Pyrones Bearing a 4-O-Methyl-β-d-glucopyranose Moiety from the Spider-Associated Ascomycete Akanthomyces novoguineensis.
Article2018-06-13T15:15:38ZHypocrealean fungi have proved to be prolific bioactive metabolite producers; they have caught the attention of mycologists throughout the world. However, only a few studies on the insect and spider parasitic genus Akanthomyces have so far been carried out. In this study, we report the isolation, structural elucidation and biological activities of four unprecedented glycosylated α-pyrone derivatives, akanthopyrones A-D (1-4), from a culture of Akanthomyces novoguineensis collected in Thailand. The chemical structures of the akanthopyrones were determined by extensive 1D- and 2D-NMR, and HRMS spectroscopic analysis. Their absolute configurations were determined. Akanthopyrone A (1) exhibited weak antimicrobial activity against Bacillus subtilis DSM10 and cytotoxicity against the HeLa cell line KB-3-1, while akanthopyrone D (4) showed weak activity against Candida tenuis MUCL 29892.oai:repository.helmholtz-hzi.de:10033/6210622019-08-30T11:36:05Zcom_10033_620857col_10033_620858
Thongbai, Benjarong
Miller, Steven L
Stadler, Marc
Wittstein, Kathrin
Hyde, Kevin D
Lumyong, Saisamorn
Raspé, Olivier
Helmholtz Centre for infection research, Inhoffenstr. 7, 38124 Braunschweig, Germany.
2017-08-17T12:23:14Z
2017-08-17T12:23:14Z
2017
Study of three interesting Amanita species from Thailand: Morphology, multiple-gene phylogeny and toxin analysis. 2017, 12 (8):e0182131 PLoS ONE
1932-6203
28767681
10.1371/journal.pone.0182131
http://hdl.handle.net/10033/621062
PloS one
Amanita ballerina and A. brunneitoxicaria spp. nov. are introduced from Thailand. Amanita fuligineoides is also reported for the first time from Thailand, increasing the known distribution of this taxon. Together, those findings support our view that many taxa are yet to be discovered in the region. While both morphological characters and a multiple-gene phylogeny clearly place A. brunneitoxicaria and A. fuligineoides in sect. Phalloideae (Fr.) Quél., the placement of A. ballerina is problematic. On the one hand, the morphology of A. ballerina shows clear affinities with stirps Limbatula of sect. Lepidella. On the other hand, in a multiple-gene phylogeny including taxa of all sections in subg. Lepidella, A. ballerina and two other species, including A. zangii, form a well-supported clade sister to the Phalloideae sensu Bas 1969, which include the lethal "death caps" and "destroying angels". Together, the A. ballerina-A. zangii clade and the Phalloideae sensu Bas 1969 also form a well-supported clade. We therefore screened for two of the most notorious toxins by HPLC-MS analysis of methanolic extracts from the basidiomata. Interestingly, neither α-amanitin nor phalloidin was found in A. ballerina, whereas Amanita fuligineoides was confirmed to contain both α-amanitin and phalloidin, and A. brunneitoxicaria contained only α-amanitin. Together with unique morphological characteristics, the position in the phylogeny indicates that A. ballerina is either an important link in the evolution of the deadly Amanita sect. Phalloideae species, or a member of a new section also including A. zangii.
en
http://creativecommons.org/licenses/by-nc-sa/4.0/
Study of three interesting Amanita species from Thailand: Morphology, multiple-gene phylogeny and toxin analysis.
Article2018-06-12T18:12:09ZAmanita ballerina and A. brunneitoxicaria spp. nov. are introduced from Thailand. Amanita fuligineoides is also reported for the first time from Thailand, increasing the known distribution of this taxon. Together, those findings support our view that many taxa are yet to be discovered in the region. While both morphological characters and a multiple-gene phylogeny clearly place A. brunneitoxicaria and A. fuligineoides in sect. Phalloideae (Fr.) Quél., the placement of A. ballerina is problematic. On the one hand, the morphology of A. ballerina shows clear affinities with stirps Limbatula of sect. Lepidella. On the other hand, in a multiple-gene phylogeny including taxa of all sections in subg. Lepidella, A. ballerina and two other species, including A. zangii, form a well-supported clade sister to the Phalloideae sensu Bas 1969, which include the lethal "death caps" and "destroying angels". Together, the A. ballerina-A. zangii clade and the Phalloideae sensu Bas 1969 also form a well-supported clade. We therefore screened for two of the most notorious toxins by HPLC-MS analysis of methanolic extracts from the basidiomata. Interestingly, neither α-amanitin nor phalloidin was found in A. ballerina, whereas Amanita fuligineoides was confirmed to contain both α-amanitin and phalloidin, and A. brunneitoxicaria contained only α-amanitin. Together with unique morphological characteristics, the position in the phylogeny indicates that A. ballerina is either an important link in the evolution of the deadly Amanita sect. Phalloideae species, or a member of a new section also including A. zangii.oai:repository.helmholtz-hzi.de:10033/6211022019-08-30T11:33:57Zcom_10033_620857com_10033_620618col_10033_620858col_10033_620619
Beckmann, Amelie
Hüttel, Stephan
Schmitt, Viktoria
Müller, Rolf
Stadler, Marc
Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7, 38124 Braunschweig, Germany.
2017-09-11T12:23:25Z
2017-09-11T12:23:25Z
2017-08-17
Optimization of the biotechnological production of a novel class of anti-MRSA antibiotics from Chitinophaga sancti. 2017, 16 (1):143 Microb. Cell Fact.
1475-2859
28818083
10.1186/s12934-017-0756-z
http://hdl.handle.net/10033/621102
Microbial cell factories
Recently, the discovery of the elansolids, a group of macrolides, was reported. The molecules show activity against methicillin-resistant Staphylococcus aureus as well as other gram-positive organisms. This fact renders those substances a promising starting point for future chemical development. The active atropisomers A1/A2 are formed by macrolactonization of the biosynthesis product A3 but are prone to ring opening and subsequent formation of several unwanted side products. Recently it could be shown that addition of different nucleophiles to culture extracts of Chitinophaga sancti enable the formation of new stable elansolid derivatives. Furthermore, addition of such a nucleophile directly into the culture led exclusively to formation of a single active elansolid derivative. Due to low product yields, methods for production of gram amounts of these molecules have to be established to enable further development of this promising compound class.
en
http://creativecommons.org/licenses/by-nc-sa/4.0/
Optimization of the biotechnological production of a novel class of anti-MRSA antibiotics from Chitinophaga sancti.
Article2018-06-12T17:24:57ZRecently, the discovery of the elansolids, a group of macrolides, was reported. The molecules show activity against methicillin-resistant Staphylococcus aureus as well as other gram-positive organisms. This fact renders those substances a promising starting point for future chemical development. The active atropisomers A1/A2 are formed by macrolactonization of the biosynthesis product A3 but are prone to ring opening and subsequent formation of several unwanted side products. Recently it could be shown that addition of different nucleophiles to culture extracts of Chitinophaga sancti enable the formation of new stable elansolid derivatives. Furthermore, addition of such a nucleophile directly into the culture led exclusively to formation of a single active elansolid derivative. Due to low product yields, methods for production of gram amounts of these molecules have to be established to enable further development of this promising compound class.oai:repository.helmholtz-hzi.de:10033/6211112019-06-28T08:57:56Zcom_10033_620857col_10033_620858
Chepkirui, Clara
Stadler, Marc
Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr.17, 38124 Braunschweig, Germany.
2017-09-15T13:47:44Z
2017-09-15T13:47:44Z
2017-03-22
The genus Diaporthe: a rich source of diverse and bioactive metabolites 2017, 16 (5):477 Mycological Progress
1617-416X
1861-8952
10.1007/s11557-017-1288-y
http://hdl.handle.net/10033/621111
Mycological Progress
http://link.springer.com/10.1007/s11557-017-1288-y
http://creativecommons.org/licenses/by-nc-sa/4.0/
The genus Diaporthe: a rich source of diverse and bioactive metabolites
Article2018-03-22T00:00:00Zoai:repository.helmholtz-hzi.de:10033/6211162019-08-30T11:35:38Zcom_10033_620857col_10033_620858
Thongbai, Benjarong
Wittstein, Kathrin
Richter, Christian
Miller, Steven L.
Hyde, Kevin D.
Thongklang, Naritsada
Klomklung, Namphung
Chukeatirote, Ekachai
Stadler, Marc
Helmholtz Centre for infection researchGmbH, Inhoffenstr. 7, 38124 Braunschweig, Germany.
2017-09-22T09:21:18Z
2017-09-22T09:21:18Z
2017-01-06
Successful cultivation of a valuable wild strain of Lepista sordida from Thailand 2017, 16 (4):311 Mycological Progress
1617-416X
1861-8952
10.1007/s11557-016-1262-0
http://hdl.handle.net/10033/621116
Mycological Progress
http://link.springer.com/10.1007/s11557-016-1262-0
http://creativecommons.org/licenses/by-nc-sa/4.0/
Successful cultivation of a valuable wild strain of Lepista sordida from Thailand
Article2018-01-06T00:00:00Zoai:repository.helmholtz-hzi.de:10033/6211552019-08-30T11:34:22Zcom_10033_620857col_10033_620858
Teponno, Rémy B
Noumeur, Sara R
Helaly, Soleiman E
Hüttel, Stephan
Harzallah, Daoud
Stadler, Marc
Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7, 38124 Braunschweig, Germany.
2017-11-02T14:19:57Z
2017-11-02T14:19:57Z
2017-10-09
Furanones and Anthranilic Acid Derivatives from the Endophytic Fungus Dendrothyrium variisporum. 2017, 22 (10) Molecules
1420-3049
28991218
10.3390/molecules22101674
http://hdl.handle.net/10033/621155
Molecules (Basel, Switzerland)
Extracts from an endophytic fungus isolated from the roots of the Algerian plant Globularia alypum showed prominent antimicrobial activity in a screening for novel antibiotics. The producer organism was identified as Dendrothyrium variisporum by means of morphological studies and molecular phylogenetic methods. Studies on the secondary metabolite production of this strain in various culture media revealed that the major components from shake flasks were massarilactones D (1) and H (2) as well as two new furanone derivatives for which we propose the trivial names (5S)-cis-gregatin B (3) and graminin D (4). Scale-up of the fermentation in a 10 L bioreactor yielded massarilactone D and several further metabolites. Among those were three new anthranilic acid derivatives (5-7), two known anthranilic acid analogues (8 and 9) and three cyclopeptides (10-12). Their structures were elucidated on the basis of extensive spectroscopic analysis (1D- and 2D-NMR), high-resolution mass spectrometry (HRESIMS), and the application of the modified Mosher's method. The isolated metabolites were tested for antimicrobial and cytotoxic activities against various bacteria, fungi, and two mammalian cell lines. The new Metabolite 5 and Compound 9 exhibited antimicrobial activity while Compound 9 showed cytotoxicity activity against KB3.1 cells.
en
http://creativecommons.org/licenses/by-nc-sa/4.0/
Furanones and Anthranilic Acid Derivatives from the Endophytic Fungus Dendrothyrium variisporum.
Article2018-06-12T17:20:12ZExtracts from an endophytic fungus isolated from the roots of the Algerian plant Globularia alypum showed prominent antimicrobial activity in a screening for novel antibiotics. The producer organism was identified as Dendrothyrium variisporum by means of morphological studies and molecular phylogenetic methods. Studies on the secondary metabolite production of this strain in various culture media revealed that the major components from shake flasks were massarilactones D (1) and H (2) as well as two new furanone derivatives for which we propose the trivial names (5S)-cis-gregatin B (3) and graminin D (4). Scale-up of the fermentation in a 10 L bioreactor yielded massarilactone D and several further metabolites. Among those were three new anthranilic acid derivatives (5-7), two known anthranilic acid analogues (8 and 9) and three cyclopeptides (10-12). Their structures were elucidated on the basis of extensive spectroscopic analysis (1D- and 2D-NMR), high-resolution mass spectrometry (HRESIMS), and the application of the modified Mosher's method. The isolated metabolites were tested for antimicrobial and cytotoxic activities against various bacteria, fungi, and two mammalian cell lines. The new Metabolite 5 and Compound 9 exhibited antimicrobial activity while Compound 9 showed cytotoxicity activity against KB3.1 cells.oai:repository.helmholtz-hzi.de:10033/6212052019-08-30T11:26:07Zcom_10033_620857col_10033_620858
Ashrafi, Samad
Stadler, Marc
Dababat, Abdelfattah A.
Richert-Pöggeler, Katja R.
Finckh, Maria R.
Maier, Wolfgang
Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr.7, 38124 Braunschweig, Germany.
2017-12-13T09:45:01Z
2017-12-13T09:45:01Z
2017-10-25
Monocillium gamsii sp. nov. and Monocillium bulbillosum: two nematode-associated fungi parasitising the eggs of Heterodera filipjevi 2017, 27:21 MycoKeys
1314-4049
1314-4057
10.3897/mycokeys.27.21254
http://hdl.handle.net/10033/621205
MycoKeys
https://mycokeys.pensoft.net/articles.php?id=21254
http://creativecommons.org/licenses/by-nc-sa/4.0/
Monocillium gamsii sp. nov. and Monocillium bulbillosum: two nematode-associated fungi parasitising the eggs of Heterodera filipjevi
Article2018-06-12T23:18:38Zoai:repository.helmholtz-hzi.de:10033/6212282019-08-30T11:37:00Zcom_10033_620857col_10033_620858
Mohr, Kathrin I
Zindler, Tanja
Wink, Joachim
Wilharm, Elke
Stadler, Marc
Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7, 38124 Braunschweig, Germany.
2018-01-09T14:53:43Z
2018-01-09T14:53:43Z
2017-08
Myxobacteria in high moor and fen: An astonishing diversity in a neglected extreme habitat. 2017, 6 (4) Microbiologyopen
2045-8827
28401707
10.1002/mbo3.464
http://hdl.handle.net/10033/621228
MicrobiologyOpen
5552953
Increasing antibiotic resistances of numerous pathogens mean that myxobacteria, well known producers of new antibiotics, are becoming more and more interesting. More than 100 secondary metabolites, most of them with bioactivity, were described from the order Myxococcales. Especially new myxobacterial genera and species turned out to be reliable sources for novel antibiotics and can be isolated from uncommon neglected habitats like, for example, acidic soils. Almost nothing is known about the diversity of myxobacteria in moors, except some information from cultivation studies of the 1970s. Therefore, we evaluated the myxobacterial community composition of acidic high moor and fen both with cultivation-independent 16S rRNA clone bank analysis and with cultivation. Phylogenetic analyses of clone sequences revealed a great potential of undescribed myxobacteria in high moor and fen, whereby all sequences represent unknown taxa and were detected exclusively by cultivation-independent analyses. However, many clones were assigned to sequences from other cultivation-independent studies of eubacterial diversity in acidic habitats. Cultivation revealed different strains exclusively from the genus Corallococcus. Our study shows that the neglected habitat moor is a promising source and of high interest with regard to the cultivation of prospective new bioactive secondary metabolite producing myxobacteria.
en
https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5552953/
http://creativecommons.org/licenses/by-nc-sa/4.0/
Myxobacteria in high moor and fen: An astonishing diversity in a neglected extreme habitat.
Article2018-06-12T21:41:11ZIncreasing antibiotic resistances of numerous pathogens mean that myxobacteria, well known producers of new antibiotics, are becoming more and more interesting. More than 100 secondary metabolites, most of them with bioactivity, were described from the order Myxococcales. Especially new myxobacterial genera and species turned out to be reliable sources for novel antibiotics and can be isolated from uncommon neglected habitats like, for example, acidic soils. Almost nothing is known about the diversity of myxobacteria in moors, except some information from cultivation studies of the 1970s. Therefore, we evaluated the myxobacterial community composition of acidic high moor and fen both with cultivation-independent 16S rRNA clone bank analysis and with cultivation. Phylogenetic analyses of clone sequences revealed a great potential of undescribed myxobacteria in high moor and fen, whereby all sequences represent unknown taxa and were detected exclusively by cultivation-independent analyses. However, many clones were assigned to sequences from other cultivation-independent studies of eubacterial diversity in acidic habitats. Cultivation revealed different strains exclusively from the genus Corallococcus. Our study shows that the neglected habitat moor is a promising source and of high interest with regard to the cultivation of prospective new bioactive secondary metabolite producing myxobacteria.oai:repository.helmholtz-hzi.de:10033/6212532021-07-29T13:22:23Zcom_10033_620857com_10033_338554col_10033_621787col_10033_622968col_10033_620858
Landwehr, Wiebke
Kämpfer, Peter
Glaeser, Stefanie P
Rückert, Christian
Kalinowski, Jörn
Blom, Jochen
Goesmann, Alexander
Mack, Matthias
Schumann, Peter
Atasayar, Ewelina
Hahnke, Richard L
Rohde, M
Martin, Karin
Stadler, Marc
Wink, Joachim
Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7, 38124 Braunschweig, Germany.
2018-01-24T10:39:40Z
2018-01-24T10:39:40Z
2017-12-11
Taxonomic analyses of members of the Streptomyces cinnabarinus cluster, description of Streptomyces cinnabarigriseus sp. nov. and Streptomyces davaonensis sp. nov. 2017 Int. J. Syst. Evol. Microbiol.
1466-5034
29227220
10.1099/ijsem.0.002519
http://hdl.handle.net/10033/621253
International journal of systematic and evolutionary microbiology
Roseoflavin is the only known riboflavin (vitamin B2) analog with antibiotic properties. It is actively taken up by many micro-organisms and targets flavinmononucleotide riboswitches and flavoproteins. It is described as the product of the tentatively named 'Streptomyces davawensis' JCM 4913. Taxonomic analysis of this strain with a polyphasic approach showed that it is very closely related to Streptomyces cinnabarinus (DSM 40467). The two Streptomyces isolates were obtained from different geographical locations (the Philippines and the Kamchatka Peninsula, respectively), their genomes have been sequenced and the question was whether or not the two isolates were representatives of the same species. As we also worked with another isolate of Streptomyces cinnabarinus JS 360, the producer of the cinnabaramides, we wanted to clarify the taxonomic position of the three isolates by using a polyphasic approach. After analysis of the 16S rRNA gene sequence, we found in total 23 species of the genus Streptomyces that showed a similarity higher than 98.5 % to the three strains. We showed that 'S. davawensis' JCM 4913 and S. cinnabarinus DSM 40467 were very closely related but belong to two different species. Hence, we validate 'S. davawensis' as Streptomyces davaonensis sp. nov. with the type strain JCM 4913T (=DSM 101723T). In addition, the cinnabaramide producer can be clearly differentiated from S. davaonensis and this isolate is described as Streptomyces cinnabarigriseus sp. nov. with strain JS360T (=NCCB 100590T=DSM 101724T) as the type strain.
en
http://creativecommons.org/licenses/by-nc-sa/4.0/
Taxonomic analyses of members of the Streptomyces cinnabarinus cluster, description of Streptomyces cinnabarigriseus sp. nov. and Streptomyces davaonensis sp. nov.
Article2019-01-10T14:40:49ZRoseoflavin is the only known riboflavin (vitamin B2) analog with antibiotic properties. It is actively taken up by many micro-organisms and targets flavinmononucleotide riboswitches and flavoproteins. It is described as the product of the tentatively named 'Streptomyces davawensis' JCM 4913. Taxonomic analysis of this strain with a polyphasic approach showed that it is very closely related to Streptomyces cinnabarinus (DSM 40467). The two Streptomyces isolates were obtained from different geographical locations (the Philippines and the Kamchatka Peninsula, respectively), their genomes have been sequenced and the question was whether or not the two isolates were representatives of the same species. As we also worked with another isolate of Streptomyces cinnabarinus JS 360, the producer of the cinnabaramides, we wanted to clarify the taxonomic position of the three isolates by using a polyphasic approach. After analysis of the 16S rRNA gene sequence, we found in total 23 species of the genus Streptomyces that showed a similarity higher than 98.5 % to the three strains. We showed that 'S. davawensis' JCM 4913 and S. cinnabarinus DSM 40467 were very closely related but belong to two different species. Hence, we validate 'S. davawensis' as Streptomyces davaonensis sp. nov. with the type strain JCM 4913T (=DSM 101723T). In addition, the cinnabaramide producer can be clearly differentiated from S. davaonensis and this isolate is described as Streptomyces cinnabarigriseus sp. nov. with strain JS360T (=NCCB 100590T=DSM 101724T) as the type strain.oai:repository.helmholtz-hzi.de:10033/6212542019-08-30T11:30:32Zcom_10033_620857com_10033_620652col_10033_620858col_10033_620675
Yuyama, Kamila Tomoko
Chepkirui, Clara
Wendt, Lucile
Fortkamp, Diana
Stadler, Marc
Abraham, Wolf-Rainer
Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7, 38124 Braunschweig, Germany.
2018-01-24T14:28:13Z
2018-01-24T14:28:13Z
2017-12-12
Bioactive Compounds Produced by Hypoxylon fragiforme against Staphylococcus aureus Biofilms. 2017, 5 (4) Microorganisms
2076-2607
29231891
10.3390/microorganisms5040080
http://hdl.handle.net/10033/621254
Microorganisms
Treating infections organized in biofilms is a challenge due to the resistance of the pathogens against antibiotics and host immune cells. Many fungi grow in a wet environment, favorable for the growth of bacterial biofilms, and we speculated that fungi possess some strategies to control these bacterial biofilms. A fungus identified as Hypoxylon fragiforme, was collected in the Harz Mountains, Germany, and its mycelial culture was fermented in different culture media for 67 days to test its biological potential against bacterial biofilms. Sclerin, sclerin diacid and its 3-methyl monoester (methyl 1-(5-hydroxy-6-carboxylic-2,3,4-trimethylphenyl) propionate) are here described for the first time from this fungus. Sclerin and its diacid interfered with the biofilm formation of the pathogen Staphylococcus aureus, inhibiting 86% and 80% of the biofilm at 256 μg mL-1, respectively, but not killing the bacterium. Interestingly, the monomethylester of sclerin diacid was inactive. Although these compounds did not possess any activity against a pre-formed biofilm, they prevented its formation at subtoxic concentrations. Furthermore, sclerin and its diacid displayed a high specificity against Staphylococcus aureus, indicating a good strategy against pathogenic biofilms when combined with antibiotics.
en
http://creativecommons.org/licenses/by-nc-sa/4.0/
Bioactive Compounds Produced by Hypoxylon fragiforme against Staphylococcus aureus Biofilms.
Article2018-06-13T04:00:17ZTreating infections organized in biofilms is a challenge due to the resistance of the pathogens against antibiotics and host immune cells. Many fungi grow in a wet environment, favorable for the growth of bacterial biofilms, and we speculated that fungi possess some strategies to control these bacterial biofilms. A fungus identified as Hypoxylon fragiforme, was collected in the Harz Mountains, Germany, and its mycelial culture was fermented in different culture media for 67 days to test its biological potential against bacterial biofilms. Sclerin, sclerin diacid and its 3-methyl monoester (methyl 1-(5-hydroxy-6-carboxylic-2,3,4-trimethylphenyl) propionate) are here described for the first time from this fungus. Sclerin and its diacid interfered with the biofilm formation of the pathogen Staphylococcus aureus, inhibiting 86% and 80% of the biofilm at 256 μg mL-1, respectively, but not killing the bacterium. Interestingly, the monomethylester of sclerin diacid was inactive. Although these compounds did not possess any activity against a pre-formed biofilm, they prevented its formation at subtoxic concentrations. Furthermore, sclerin and its diacid displayed a high specificity against Staphylococcus aureus, indicating a good strategy against pathogenic biofilms when combined with antibiotics.oai:repository.helmholtz-hzi.de:10033/6212692019-08-30T11:36:57Zcom_10033_620857col_10033_620858
Yurkov, Andrey M.
Wehde, Thorsten
Federici, Julian
Schäfer, Angela M.
Ebinghaus, Malte
Lotze-Engelhard, Sascha
Mittelbach, Moritz
Prior, René
Richter, Christian
Röhl, Oliver
Begerow, Dominik
Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr.7, 38124 Braunschweig, Germany.
2018-02-08T15:33:38Z
2018-02-08T15:33:38Z
2016-07-14
Yeast diversity and species recovery rates from beech forest soils 2016, 15 (8):845 Mycological Progress
1617-416X
1861-8952
10.1007/s11557-016-1206-8
http://hdl.handle.net/10033/621269
Mycological Progress
http://link.springer.com/10.1007/s11557-016-1206-8
http://creativecommons.org/licenses/by-nc-sa/4.0/
Yeast diversity and species recovery rates from beech forest soils
Article2018-06-13T17:10:18Zoai:repository.helmholtz-hzi.de:10033/6212882019-08-30T11:33:05Zcom_10033_620857col_10033_620858
Chepkirui, Clara
Sum, Winnie C
Cheng, Tian
Matasyoh, Josphat C
Decock, Cony
Stadler, Marc
Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7, 38124 Braunschweig, Germany.
2018-02-20T15:16:34Z
2018-02-20T15:16:34Z
2018-02-09
Aethiopinolones A-E, New Pregnenolone Type Steroids from the East African Basidiomycete Fomitiporia aethiopica. 2018, 23 (2) Molecules
1420-3049
29425150
10.3390/molecules23020369
http://hdl.handle.net/10033/621288
Molecules (Basel, Switzerland)
A mycelial culture of the Kenyan basidiomyceteFomitiporia aethiopicawas fermented on rice and the cultures were extracted with methanol. Subsequent HPLC profiling and preparative chromatography of its crude extract led to the isolation of five previously undescribed pregnenolone type triterpenes1-5, for which we propose the trivial name aethiopinolones A-E. The chemical structures of the aethiopinolones were determined by extensive 1D- and 2D-NMR, and HRMS data analysis. The compounds exhibited moderate cytotoxic effects against various human cancer cell lines, but they were found devoid of significant nematicidal and antimicrobial activities.
en
http://creativecommons.org/licenses/by-nc-sa/4.0/
Aethiopinolones A-E, New Pregnenolone Type Steroids from the East African Basidiomycete Fomitiporia aethiopica.
Article2018-06-12T21:24:21ZA mycelial culture of the Kenyan basidiomyceteFomitiporia aethiopicawas fermented on rice and the cultures were extracted with methanol. Subsequent HPLC profiling and preparative chromatography of its crude extract led to the isolation of five previously undescribed pregnenolone type triterpenes1-5, for which we propose the trivial name aethiopinolones A-E. The chemical structures of the aethiopinolones were determined by extensive 1D- and 2D-NMR, and HRMS data analysis. The compounds exhibited moderate cytotoxic effects against various human cancer cell lines, but they were found devoid of significant nematicidal and antimicrobial activities.oai:repository.helmholtz-hzi.de:10033/6213262019-08-30T11:32:39Zcom_10033_620857col_10033_620858
Dayarathne, MC
Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7, 38124 Braunschweig, Germany.
2018-03-20T09:38:58Z
2018-03-20T09:38:58Z
2016
Taxonomic utility of old names in current fungal classification and nomenclature: Conflicts, confusion & clarifications 2016, 7 (11):1622 Mycosphere
20777019
10.5943/mycosphere/7/11/2
http://hdl.handle.net/10033/621326
Mycosphere
http://www.mycosphere.org/pdf/Mycosphere_7_11_2.pdf
http://creativecommons.org/licenses/by-nc-sa/4.0/
Taxonomic utility of old names in current fungal classification and nomenclature: Conflicts, confusion & clarifications
Article2018-06-12T21:39:19Zoai:repository.helmholtz-hzi.de:10033/6212952019-08-30T11:33:03Zcom_10033_620857col_10033_620858
Samarakoon, MC et al.
Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7, 38124 Braunschweig, Germany.
2018-02-23T15:43:57Z
2018-02-23T15:43:57Z
2016
Evolution of Xylariomycetidae (Ascomycota: Sordariomycetes) 2016, 7 (11):1746 Mycosphere
20777019
10.5943/mycosphere/7/11/9
http://hdl.handle.net/10033/621295
Mycosphere
http://www.mycosphere.org/pdf/Mycosphere_7_11_9.pdf
http://creativecommons.org/licenses/by-nc-sa/4.0/
Evolution of Xylariomycetidae (Ascomycota: Sordariomycetes)
Article2018-06-13T05:22:50Zoai:repository.helmholtz-hzi.de:10033/6213282019-08-30T11:34:22Zcom_10033_620857com_10033_620589com_10033_620618col_10033_620858col_10033_620622col_10033_620596
Rupcic, Zeljka
Rascher, Monique
Kanaki, Sae
Köster, Reinhard W
Stadler, Marc
Wittstein, Kathrin
Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7, 38124 Braunschweig, Germany.
2018-03-21T11:47:18Z
2018-03-21T11:47:18Z
2018-03-06
Two New Cyathane Diterpenoids from Mycelial Cultures of the Medicinal Mushroom Hericium erinaceus and the Rare Species, Hericium flagellum. 2018, 19 (3) Int J Mol Sci
1422-0067
29509661
10.3390/ijms19030740
http://hdl.handle.net/10033/621328
International journal of molecular sciences
Basidiomycetes of the genusHericiumare among the most praised medicinal and edible mushrooms, which are known to produce secondary metabolites with the potential to treat neurodegenerative diseases. This activity has been attributed to the discovery of various terpenoids that can stimulate the production of nerve growth factor (NGF) or (as established more recently) brain-derived neurotrophic factor (BDNF) in cell-based bioassays. The present study reports on the metabolite profiles of a Lion's Mane mushroom (Hericium erinaceus) strain and a strain of the rare species,Hericium flagellum(synonymH. alpestre). While we observed highly similar metabolite profiles between the two strains that were examined, we isolated two previously undescribed metabolites, given the trivial names erinacines Z1 and Z2. Their chemical structures were elucidated by means of nuclear magnetic resonance (NMR) spectroscopy and high resolution mass spectrometry. Along with six further, previously identified cyathane diterpenes, the novel erinacines were tested for neurotrophin inducing effects. We found that erinacines act onBDNF, which is a neurotrophic factor that has been reported recently by us to be induced by the corallocins, but as well onNGFexpression, which is consistent with the literature.
en
http://creativecommons.org/licenses/by-nc-sa/4.0/
Two New Cyathane Diterpenoids from Mycelial Cultures of the Medicinal Mushroom Hericium erinaceus and the Rare Species, Hericium flagellum.
Article2018-06-13T01:17:55ZBasidiomycetes of the genusHericiumare among the most praised medicinal and edible mushrooms, which are known to produce secondary metabolites with the potential to treat neurodegenerative diseases. This activity has been attributed to the discovery of various terpenoids that can stimulate the production of nerve growth factor (NGF) or (as established more recently) brain-derived neurotrophic factor (BDNF) in cell-based bioassays. The present study reports on the metabolite profiles of a Lion's Mane mushroom (Hericium erinaceus) strain and a strain of the rare species,Hericium flagellum(synonymH. alpestre). While we observed highly similar metabolite profiles between the two strains that were examined, we isolated two previously undescribed metabolites, given the trivial names erinacines Z1 and Z2. Their chemical structures were elucidated by means of nuclear magnetic resonance (NMR) spectroscopy and high resolution mass spectrometry. Along with six further, previously identified cyathane diterpenes, the novel erinacines were tested for neurotrophin inducing effects. We found that erinacines act onBDNF, which is a neurotrophic factor that has been reported recently by us to be induced by the corallocins, but as well onNGFexpression, which is consistent with the literature.oai:repository.helmholtz-hzi.de:10033/6213292019-08-30T11:31:23Zcom_10033_620857com_10033_620589com_10033_620618col_10033_620858col_10033_620622col_10033_620596
Mulwa, Lucky S
Jansen, Rolf
Praditya, Dimas F
Mohr, Kathrin I
Wink, Joachim
Steinmann, Eike
Stadler, Marc
Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7, 38124 Braunschweig, Germany.
2018-03-21T15:35:12Z
2018-03-21T15:35:12Z
2018-02-28
Six Heterocyclic Metabolites from the Myxobacterium Labilithrix luteola. 2018, 23 (3) Molecules
1420-3049
29495640
10.3390/molecules23030542
http://hdl.handle.net/10033/621329
Molecules (Basel, Switzerland)
Two new secondary metabolites, labindole A [2-methyl-3-(2-nitroethyl)-3H-indole] (1) and labindole B [2-methyl-3-(2-nitrovinyl)-3H-indole] (2), were isolated from the myxobacteriumLabilithrixluteola(DSM 27648T). Additionally, four metabolites3,4,5and6already known from other sources were obtained. Their structures were elucidated from high resolution electrospray ionisation mass spectrometry (HRESIMS) and 1D and 2D nuclear magnetic resonance (NMR) spectroscopy data and their relative configuration was assigned based on nuclear Overhauser effect (NOE) and vicinal ¹H-NMR coupling data. The compounds where tested for biological activities; labindoles A (1) and B (2) exhibited significant activity against Hepatitis C Virus, 9H-carbazole (3), 3-chloro-9H-carbazole (4) and 4-hydroxymethyl-quinoline (5) showed antifungal activities. Moreover, compound3had weak to moderate antibacterial activities, while labindoles A (1) and B (2) were devoid of significant antifungal and antibacterial effects.
en
http://creativecommons.org/licenses/by-nc-sa/4.0/
Six Heterocyclic Metabolites from the Myxobacterium Labilithrix luteola.
Article2018-06-12T18:06:44ZTwo new secondary metabolites, labindole A [2-methyl-3-(2-nitroethyl)-3H-indole] (1) and labindole B [2-methyl-3-(2-nitrovinyl)-3H-indole] (2), were isolated from the myxobacteriumLabilithrixluteola(DSM 27648T). Additionally, four metabolites3,4,5and6already known from other sources were obtained. Their structures were elucidated from high resolution electrospray ionisation mass spectrometry (HRESIMS) and 1D and 2D nuclear magnetic resonance (NMR) spectroscopy data and their relative configuration was assigned based on nuclear Overhauser effect (NOE) and vicinal ¹H-NMR coupling data. The compounds where tested for biological activities; labindoles A (1) and B (2) exhibited significant activity against Hepatitis C Virus, 9H-carbazole (3), 3-chloro-9H-carbazole (4) and 4-hydroxymethyl-quinoline (5) showed antifungal activities. Moreover, compound3had weak to moderate antibacterial activities, while labindoles A (1) and B (2) were devoid of significant antifungal and antibacterial effects.oai:repository.helmholtz-hzi.de:10033/6213452019-08-30T11:34:22Zcom_10033_620857col_10033_620858
Surup, Frank
Pommerehne, Kathrin
Schroers, Hans-Josef
Stadler, Marc
Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7, 38124 Braunschweig, Germany.
2018-04-11T12:46:25Z
2018-04-11T12:46:25Z
2018-02-05
Elsinopirins A-D, Decalin Polyketides from the Ascomycete Elsinoё pyri. 2018, 8 (1) Biomolecules
2218-273X
29401753
10.3390/biom8010008
http://hdl.handle.net/10033/621345
Biomolecules
In course of our screening for new secondary metabolites from ecological niche specialized, phytopathogenic fungi, the plant pathogenElsinoё pyri, strain 2203C, was found to produce four novel compounds (1-4), which were named elsinopirins A-D, in addition to the known metabolite elsinochrome A (5). After isolation by preparative high-performance liquid chromatography (HPLC), their structures, including relative stereochemistry, were elucidated by 1D and 2D nuclear magnetic resonance (NMR) and mass spectrometry (MS) data. Finally, absolute stereochemistry was assigned by chemical shifts of Mosher's esters (α-methoxy-α-trifluoromethylphenylacetic acid; MTPA) derivatives of elsinopirin B (2). The compounds were found to be devoid of significant antibacterial, antifungal, and cytotoxic activities.
en
http://creativecommons.org/licenses/by-nc-sa/4.0/
Elsinopirins A-D, Decalin Polyketides from the Ascomycete Elsinoё pyri.
Article2018-06-12T17:41:05ZIn course of our screening for new secondary metabolites from ecological niche specialized, phytopathogenic fungi, the plant pathogenElsinoё pyri, strain 2203C, was found to produce four novel compounds (1-4), which were named elsinopirins A-D, in addition to the known metabolite elsinochrome A (5). After isolation by preparative high-performance liquid chromatography (HPLC), their structures, including relative stereochemistry, were elucidated by 1D and 2D nuclear magnetic resonance (NMR) and mass spectrometry (MS) data. Finally, absolute stereochemistry was assigned by chemical shifts of Mosher's esters (α-methoxy-α-trifluoromethylphenylacetic acid; MTPA) derivatives of elsinopirin B (2). The compounds were found to be devoid of significant antibacterial, antifungal, and cytotoxic activities.oai:repository.helmholtz-hzi.de:10033/6213652019-08-30T11:36:59Zcom_10033_620857com_10033_620618col_10033_620858col_10033_620619
Glatzel, Daniel K
Koeberle, Andreas
Pein, Helmut
Löser, Konstantin
Stark, Anna
Keksel, Nelli
Werz, Oliver
Müller, Rolf
Bischoff, Iris
Fürst, Robert
HIPS, Helmholtz-Institute für pharmazeutische Forschung Saarland, Universitätscampus E8.1, 66123 Saarbrücken, Germany.
2018-05-07T07:45:25Z
2018-05-07T07:45:25Z
2018-02
Acetyl-CoA carboxylase 1 regulates endothelial cell migration by shifting the phospholipid composition. 2018, 59 (2):298-311 J. Lipid Res.
1539-7262
29208696
10.1194/jlr.M080101
http://hdl.handle.net/10033/621365
Journal of lipid research
The enzyme acetyl-CoA carboxylase (ACC) plays a crucial role in fatty acid metabolism. In recent years, ACC has been recognized as a promising drug target for treating different diseases. However, the role of ACC in vascular endothelial cells (ECs) has been neglected so far. To characterize the role of ACC, we used the ACC inhibitor, soraphen A, as a chemical tool, and also a gene silencing approach. We found that ACC1 was the predominant isoform in human umbilical vein ECs as well as in human microvascular ECs and that soraphen A reduced the levels of malonyl-CoA. We revealed that ACC inhibition shifted the lipid composition of EC membranes. Accordingly, membrane fluidity, filopodia formation, and migratory capacity were reduced. The antimigratory action of soraphen A depended on an increase in the cellular proportion of PUFAs and, most importantly, on a decreased level of phosphatidylglycerol. Our study provides a causal link between ACC, membrane lipid composition, and cell migration in ECs. Soraphen A represents a useful chemical tool to investigate the role of fatty acid metabolism in ECs and ACC inhibition offers a new and valuable therapeutic perspective for the treatment of EC migration-related diseases.
en
http://creativecommons.org/licenses/by-nc-sa/4.0/
Acetyl-CoA carboxylase 1 regulates endothelial cell migration by shifting the phospholipid composition.
ArticleThe enzyme acetyl-CoA carboxylase (ACC) plays a crucial role in fatty acid metabolism. In recent years, ACC has been recognized as a promising drug target for treating different diseases. However, the role of ACC in vascular endothelial cells (ECs) has been neglected so far. To characterize the role of ACC, we used the ACC inhibitor, soraphen A, as a chemical tool, and also a gene silencing approach. We found that ACC1 was the predominant isoform in human umbilical vein ECs as well as in human microvascular ECs and that soraphen A reduced the levels of malonyl-CoA. We revealed that ACC inhibition shifted the lipid composition of EC membranes. Accordingly, membrane fluidity, filopodia formation, and migratory capacity were reduced. The antimigratory action of soraphen A depended on an increase in the cellular proportion of PUFAs and, most importantly, on a decreased level of phosphatidylglycerol. Our study provides a causal link between ACC, membrane lipid composition, and cell migration in ECs. Soraphen A represents a useful chemical tool to investigate the role of fatty acid metabolism in ECs and ACC inhibition offers a new and valuable therapeutic perspective for the treatment of EC migration-related diseases.oai:repository.helmholtz-hzi.de:10033/6213722019-08-30T11:36:54Zcom_10033_620857col_10033_620858
Luangsa-ard, J.
Tasanathai, K.
Thanakitpipattana, D.
Khonsanit, A.
Stadler, Marc
Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7, 38124 Braunschweig, Germany.
2018-05-16T10:54:57Z
2018-05-16T10:54:57Z
2018-03
Novel and interesting Ophiocordyceps spp. ( Ophiocordycipitaceae , Hypocreales ) with superficial perithecia from Thailand 2018, 89:125 Studies in Mycology
01660616
10.1016/j.simyco.2018.02.001
http://hdl.handle.net/10033/621372
Studies in Mycology
http://linkinghub.elsevier.com/retrieve/pii/S0166061618300046
http://creativecommons.org/licenses/by-nc-sa/4.0/
Novel and interesting Ophiocordyceps spp. ( Ophiocordycipitaceae , Hypocreales ) with superficial perithecia from Thailand
Article2018-06-13T21:27:29Zoai:repository.helmholtz-hzi.de:10033/6213802019-08-30T11:26:37Zcom_10033_620857col_10033_620858
Dickschat, Jeroen S
Wang, Tao
Stadler, Marc
Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7, 38124 Braunschweig, Germany.
2018-05-30T09:24:16Z
2018-05-30T09:24:16Z
29719571
http://hdl.handle.net/10033/621380
The volatiles emitted by agar plate cultures of the xylarialean fungus were investigated by use of a closed loop stripping apparatus in combination with GC-MS. Several aromatic compounds were found that could only be identified by comparison to all possible constitutional isomers with different ring substitution patterns. For the set of identified compounds a plausible biosynthetic scheme was suggested that gives further support for the assigned structures.
Attribution-NonCommercial-ShareAlike 3.0 United States
http://creativecommons.org/licenses/by-nc-sa/3.0/us/
constitutional isomerism
gas chromatography
mass spectrometry
natural products
volatiles
Volatiles from the xylarialean fungus .
Article2018-05-30T09:24:16Zoai:repository.helmholtz-hzi.de:10033/6214082019-08-30T11:25:06Zcom_10033_620857col_10033_620858
Rupcic, Zeljka
Chepkirui, Clara
Hernández-Restrepo, Margarita
Crous, Pedro W
Luangsa-Ard, Janet Jennifer
Stadler, Marc
Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7, 38124 Braunschweig, Germany.
2018-06-21T13:27:04Z
2018-06-21T13:27:04Z
2018-01-01
1314-4049
29681740
10.3897/mycokeys.33.23341
http://hdl.handle.net/10033/621408
During the course of a study on the functional biodiversity of the mycobiota inhabiting rainforests in Thailand, a fungal strain was isolated from a plant sample and shown to represent an undescribed species, as inferred from a combination of morphological and molecular phylogenetic methods. Molecular phylogenetic analyses, based on four DNA loci, revealed a phylogenetic tree with the newly generated sequences clustering in a separate branch, together with members of the Sulcatisporaceae (Pleosporales, Ascomycota). The Thai specimen morphologically resembled
Attribution-NonCommercial-ShareAlike 3.0 United States
http://creativecommons.org/licenses/by-nc-sa/3.0/us/
Antifungal agent
deoxyphomalone
monocerin
nematicide
nematode-antagonism
phylogeny
New nematicidal and antimicrobial secondary metabolites from a new species in the new genus, .
Article
MycoKeys2018-06-21T13:27:04Zoai:repository.helmholtz-hzi.de:10033/6214062019-08-30T11:30:54Zcom_10033_620857col_10033_620858
Rupcic, Zeljka
Chepkirui, Clara
Hernández-Restrepo, Margarita
Crous, Pedro W
Luangsa-Ard, Janet Jennifer
Stadler, Marc
Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7, 38124 Braunschweig, Germany.
2018-06-21T11:58:28Z
2018-06-21T11:58:28Z
2018-01-01
1314-4049
29681740
10.3897/mycokeys.33.23341
http://hdl.handle.net/10033/621406
During the course of a study on the functional biodiversity of the mycobiota inhabiting rainforests in Thailand, a fungal strain was isolated from a plant sample and shown to represent an undescribed species, as inferred from a combination of morphological and molecular phylogenetic methods. Molecular phylogenetic analyses, based on four DNA loci, revealed a phylogenetic tree with the newly generated sequences clustering in a separate branch, together with members of the Sulcatisporaceae (Pleosporales, Ascomycota). The Thai specimen morphologically resembled
Attribution-NonCommercial-ShareAlike 3.0 United States
http://creativecommons.org/licenses/by-nc-sa/3.0/us/
Antifungal agent
deoxyphomalone
monocerin
nematicide
nematode-antagonism
phylogeny
New nematicidal and antimicrobial secondary metabolites from a new species in the new genus, .
Article
MycoKeys2018-06-21T11:58:28Zoai:repository.helmholtz-hzi.de:10033/6214182019-08-30T11:32:36Zcom_10033_620857col_10033_620858
Rupcic, Zeljka
Hüttel, Stephan
Bernecker, Steffen
Kanaki, Sae
Stadler, Marc
Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7, 38124 Braunschweig, Germany.
2018-06-29T14:34:33Z
2018-06-29T14:34:33Z
2018-06-05
2306-5354
29874859
10.3390/bioengineering5020042
http://hdl.handle.net/10033/621418
A method was established for the production of 1.2-fold and 4.2-fold increased amounts of the antiviral and central nervous system-active lantipeptides, labyrinthopeptins A1 and A2, respectively, isolated from the actinobacterium
Attribution-NonCommercial-ShareAlike 3.0 United States
http://creativecommons.org/licenses/by-nc-sa/3.0/us/
anti-viral agents
bioprocess
central nervous system
lantibiotics
optimization production
reversed phase-high performance liquid chromatography
scale-up
Large Scale Production and Downstream Processing of Labyrinthopeptins from the Actinobacterium .
Article
Bioengineering (Basel, Switzerland)2018-06-29T14:34:34Zoai:repository.helmholtz-hzi.de:10033/6214262019-08-30T11:27:09Zcom_10033_620857col_10033_620858
Phukhamsakda, Chayanard
Bhat, Darbhe J
Hongsanan, Sinang
Xu, Jian-Chu
Stadler, Marc
Hyde, Kevin D
Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7, 38124 Braunschweig, Germany.
2018-07-17T13:39:47Z
2018-07-17T13:39:47Z
2018-01-01
1314-4049
29861654
10.3897/mycokeys.34.25124
http://hdl.handle.net/10033/621426
The monotypic genus
en
Attribution-NonCommercial-ShareAlike 3.0 United States
http://creativecommons.org/licenses/by-nc-sa/3.0/us/
Dothideomycetes
Massarineae
Southeast Asia
holomorph
saprotrophs
Two novel species of (Parabambusicolaceae, Pleosporales) with their phoma-like asexual morphs.
Article
MycoKeys2018-07-17T13:39:48Zoai:repository.helmholtz-hzi.de:10033/6214802018-09-15T01:23:45Zcom_10033_620857col_10033_620858
Ashrafi, Samad
Helaly, Soleiman
Schroers, Hans-Josef
Stadler, Marc
Richert-Poeggeler, Katja R
Dababat, Abdelfattah A
Maier, Wolfgang
Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7, 38124 Braunschweig, Germany.
2018-09-14T14:14:24Z
2018-09-14T14:14:24Z
2017-01-01
1932-6203
28700638
10.1371/journal.pone.0180032
http://hdl.handle.net/10033/621480
Cyst nematodes are globally important pathogens in agriculture. Their sedentary lifestyle and long-term association with the roots of host plants render cyst nematodes especially good targets for attack by parasitic fungi. In this context fungi were specifically isolated from nematode eggs of the cereal cyst nematode Heterodera filipjevi. Here, Ijuhya vitellina (Ascomycota, Hypocreales, Bionectriaceae), encountered in wheat fields in Turkey, is newly described on the basis of phylogenetic analyses, morphological characters and life-style related inferences. The species destructively parasitises eggs inside cysts of H. filipjevi. The parasitism was reproduced in in vitro studies. Infected eggs were found to harbour microsclerotia produced by I. vitellina that resemble long-term survival structures also known from other ascomycetes. Microsclerotia were also formed by this species in pure cultures obtained from both, solitarily isolated infected eggs obtained from fields and artificially infected eggs. Hyphae penetrating the eggshell colonised the interior of eggs and became transformed into multicellular, chlamydospore-like structures that developed into microsclerotia. When isolated on artificial media, microsclerotia germinated to produce multiple emerging hyphae. The specific nature of morphological structures produced by I. vitellina inside nematode eggs is interpreted as a unique mode of interaction allowing long-term survival of the fungus inside nematode cysts that are known to survive periods of drought or other harsh environmental conditions. Generic classification of the new species is based on molecular phylogenetic inferences using five different gene regions. I. vitellina is the only species of the genus known to parasitise nematodes and produce microsclerotia. Metabolomic analyses revealed that within the Ijuhya species studied here, only I. vitellina produces chaetoglobosin A and its derivate 19-O-acetylchaetoglobosin A. Nematicidal and nematode-inhibiting activities of these compounds have been demonstrated suggesting that the production of these compounds may represent an adaptation to nematode parasitism.
Attribution-NonCommercial-ShareAlike 3.0 United States
http://creativecommons.org/licenses/by-nc-sa/3.0/us/
Ijuhya vitellina sp. nov., a novel source for chaetoglobosin A, is a destructive parasite of the cereal cyst nematode Heterodera filipjevi.
Article
PloS one2018-09-14T14:14:24Zoai:repository.helmholtz-hzi.de:10033/6214602019-08-30T11:29:15Zcom_10033_620857col_10033_620858
Narmani, Abolfazl
Teponno, Rémy Bertrand
Arzanlou, Mahdi
Babai-Ahari, Asadollah
Stadler, Marc
Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7, 38124 Braunschweig, Germany.
2018-08-29T12:52:53Z
2018-08-29T12:52:53Z
18743900
10.1016/j.phytol.2018.06.018
http://hdl.handle.net/10033/621460
wo new metabolites possessing the unusual 1-oxa-7-azaspiro[4.4]non-2- ene-4,6-dione core (2, 3) along with the recently described pseurotin A3 (1) were isolated from the pathogenic fungus Wilsonomyces carpophilus(previously named Stigmina carpophila). The producer organism was obtained from Prunus armeniaca collected in Iran and was identified by morphological and molecular phylogenetic methods. The structures of the isolated compounds were elucidated on the basis of extensive NMR spectroscopic analysis, high-resolution mass spectrometry and ECD analysis. The compounds were screened for their antimicrobial, cytotoxic, nematicidal and biofilm inhibition activities but, no significant effect was observed. To the best of our knowledge, this is the first report on the isolation of secondary metabolites produced by W. carpophilus.
https://linkinghub.elsevier.com/retrieve/pii/S187439001830243X
Attribution-NonCommercial-ShareAlike 3.0 United States
http://creativecommons.org/licenses/by-nc-sa/3.0/us/
New secondary metabolites produced by the phytopathogenic fungus Wilsonomyces carpophilus
Article
26
212
217
Phytochemistry Letters
oai:repository.helmholtz-hzi.de:10033/6214612019-08-30T11:29:13Zcom_10033_620857col_10033_620858
Chepkirui, Clara
Cheng, Tian
Matasyoh, Josphat
Decock, Cony
Stadler, Marc
Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7, 38124 Braunschweig, Germany.
2018-08-30T09:41:52Z
2018-08-30T09:41:52Z
18743900
10.1016/j.phytol.2018.04.022
http://hdl.handle.net/10033/621461
Bioassay guided fractionation of extracts derived from submerged cultures of a Sanghuangporus sp. (i.e., the genus that was until recently referred to as the “Inonotus linteus complex” of medicinal mushrooms) originating from Kenya led to the isolation of a new spiro [furan-2,1’-indine]-3-one derivative, for which we propose the trivial name phelligridin L (1) together with the known compounds 3,14′-bihispidinyl (2), hispidin (3), ionylideneacetic acid (4), 1S-(2E)-5-[(1R)-2,2-dimethyl-6-methylidenecyclohexyl]-3-methylpent-2-enoic acid (5), phellidine E (6) and phellidine D (7). Compounds 1–3, showed moderate nematicidal activity against Caenorhabditis elegans with LD50 of 12.5 μg/m. The nematicidal activity of 3, 14′-bihispidinyl and hispidin (1, 2) has not been reported before. Furthermore, compounds 1–5 demonstrated moderate antimicrobial activity against various test organisms.
https://linkinghub.elsevier.com/retrieve/pii/S1874390018301265
Attribution-NonCommercial-ShareAlike 3.0 United States
http://creativecommons.org/licenses/by-nc-sa/3.0/us/
An unprecedented spiro [furan-2,1’-indene]-3-one derivative and other nematicidal and antimicrobial metabolites from Sanghuangporus sp. (Hymenochaetaceae, Basidiomycota) collected in Kenya
Article
25
141
146
Phytochemistry Letters
oai:repository.helmholtz-hzi.de:10033/6214772019-08-30T11:27:14Zcom_10033_620857col_10033_620858
Ashrafi, Samad
Helaly, Soleiman
Schroers, Hans-Josef
Stadler, Marc
Richert-Poeggeler, Katja R
Dababat, Abdelfattah A
Maier, Wolfgang
Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7, 38124 Braunschweig, Germany.
2018-09-13T12:50:01Z
2018-09-13T12:50:01Z
2017-01-01
1932-6203
28700638
10.1371/journal.pone.0180032
http://hdl.handle.net/10033/621477
Cyst nematodes are globally important pathogens in agriculture. Their sedentary lifestyle and long-term association with the roots of host plants render cyst nematodes especially good targets for attack by parasitic fungi. In this context fungi were specifically isolated from nematode eggs of the cereal cyst nematode Heterodera filipjevi. Here, Ijuhya vitellina (Ascomycota, Hypocreales, Bionectriaceae), encountered in wheat fields in Turkey, is newly described on the basis of phylogenetic analyses, morphological characters and life-style related inferences. The species destructively parasitises eggs inside cysts of H. filipjevi. The parasitism was reproduced in in vitro studies. Infected eggs were found to harbour microsclerotia produced by I. vitellina that resemble long-term survival structures also known from other ascomycetes. Microsclerotia were also formed by this species in pure cultures obtained from both, solitarily isolated infected eggs obtained from fields and artificially infected eggs. Hyphae penetrating the eggshell colonised the interior of eggs and became transformed into multicellular, chlamydospore-like structures that developed into microsclerotia. When isolated on artificial media, microsclerotia germinated to produce multiple emerging hyphae. The specific nature of morphological structures produced by I. vitellina inside nematode eggs is interpreted as a unique mode of interaction allowing long-term survival of the fungus inside nematode cysts that are known to survive periods of drought or other harsh environmental conditions. Generic classification of the new species is based on molecular phylogenetic inferences using five different gene regions. I. vitellina is the only species of the genus known to parasitise nematodes and produce microsclerotia. Metabolomic analyses revealed that within the Ijuhya species studied here, only I. vitellina produces chaetoglobosin A and its derivate 19-O-acetylchaetoglobosin A. Nematicidal and nematode-inhibiting activities of these compounds have been demonstrated suggesting that the production of these compounds may represent an adaptation to nematode parasitism.
Attribution-NonCommercial-ShareAlike 3.0 United States
http://creativecommons.org/licenses/by-nc-sa/3.0/us/
Ijuhya vitellina sp. nov., a novel source for chaetoglobosin A, is a destructive parasite of the cereal cyst nematode Heterodera filipjevi.
Article
PloS one2018-09-13T12:50:02Zoai:repository.helmholtz-hzi.de:10033/6215012018-09-28T01:42:15Zcom_10033_620857col_10033_620858
Chepkirui, Clara
Sum, Winnie C
Cheng, Tian
Matasyoh, Josphat C
Decock, Cony
Stadler, Marc
Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7, 38124 Braunschweig, Germany.
2018-09-27T13:50:49Z
2018-09-27T13:50:49Z
2018-02-09
1420-3049
29425150
10.3390/molecules23020369
http://hdl.handle.net/10033/621501
A mycelial culture of the Kenyan basidiomycete Fomitiporia aethiopica was fermented on rice and the cultures were extracted with methanol. Subsequent HPLC profiling and preparative chromatography of its crude extract led to the isolation of five previously undescribed pregnenolone type triterpenes 1–5, for which we propose the trivial name aethiopinolones A–E. The chemical structures of the aethiopinolones were determined by extensive 1D- and 2D-NMR, and HRMS data analysis. The compounds exhibited moderate cytotoxic effects against various human cancer cell lines, but they were found devoid of significant nematicidal and antimicrobial activities. View Full-Text
Attribution-NonCommercial-ShareAlike 3.0 United States
http://creativecommons.org/licenses/by-nc-sa/3.0/us/
Hymenochaetaceae
cytotoxicity
fungi
triterpenes
Aethiopinolones A-E, New Pregnenolone Type Steroids from the East African Basidiomycete Fomitiporia aethiopica.
Article
Molecules (Basel, Switzerland)2018-09-27T13:50:49Zoai:repository.helmholtz-hzi.de:10033/6215302019-08-30T11:29:17Zcom_10033_620857com_10033_620618col_10033_620858col_10033_620619
Meng, Zhanchao
Souillart, Laetitia
Monks, Brendan
Huwyler, Nikolas
Herrmann, Jennifer
Müller, Rolf
Fürstner, Alois
HIPS, Helmholtz-Institut füt Pharmazeutische Forschung Saarland, Universitätscampus E8.1 66123 Saarbrücken, Germany.
2018-11-01T14:02:24Z
2018-11-01T14:02:24Z
2018-07-06
1520-6904
29265814
10.1021/acs.joc.7b02871
http://hdl.handle.net/10033/621530
The highly cytotoxic cyclodepsipeptides of the nannocystin family are known to bind to the eukaryotic translation elongation factor 1α (EF-1α). Analysis of the docking pose, as proposed by a previous in silico study, suggested that the trisubstituted alkene moiety and the neighboring methyl ether form a domain that might be closely correlated with biological activity. This hypothesis sponsored a synthetic campaign which was designed to be "motif-oriented": specifically, a sequence of ring closing alkyne metathesis (RCAM) followed by hydroxy-directed trans-hydrostannation of the resulting cycloalkyne was conceived, which allowed this potentially anchoring substructure to be systematically addressed at a late stage. This inherently flexible approach opened access to nannocystin Ax (1) itself as well as to 10 non-natural analogues. While the biological data confirmed the remarkable potency of this class of compounds and showed that the domain in question is indeed an innate part of the pharmacophore, the specific structure/activity relationships can only partly be reconciled with the original in silico docking study; therefore, we conclude that this model needs to be carefully revisited.
Attribution-NonCommercial-ShareAlike 3.0 United States
http://creativecommons.org/licenses/by-nc-sa/3.0/us/
A "Motif-Oriented" Total Synthesis of Nannocystin Ax. Preparation and Biological Assessment of Analogues.
Article
The Journal of organic chemistry2018-11-01T14:02:24Zoai:repository.helmholtz-hzi.de:10033/6215532019-08-30T11:31:44Zcom_10033_620857col_10033_620858
Sandargo, Birthe
Thongbai, Benjarong
Praditya, Dimas
Steinmann, Eike
Stadler, Marc
Surup, Frank
HZI,Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7,38124 Braunschweig, Germany; TWINCORE, Zentrum für experimentelle und klinische Infektionsforschung GmbH,Feodor-Lynen Str. 7, 30625 Hannover, Germany.
2018-11-12T09:10:37Z
2018-11-12T09:10:37Z
2018-10-19
1420-3049
30347707
10.3390/molecules23102697
http://hdl.handle.net/10033/621553
4-Hydroxypleurogrisein, a congener of the anticancer-lead compound pleurotin, as well as
six further derivatives were isolated from the basidiomycete Hohenbuehelia grisea, strain MFLUCC
12-0451. The structures were elucidated utilizing high resolution electron spray ionization mass
spectrometry (HRESIMS) and 1D and 2D nuclear magnetic resonance (NMR) spectral data and
evaluated for their biological activities; for leucopleurotin, we provide Xray data. While most
congeners showed moderate antimicrobial and cytotoxic activity, 4-hydroxypleurogrisein emerged as
an inhibitor of hepatitis C virus infectivity in mammalian liver cells.
Attribution-NonCommercial-ShareAlike 3.0 United States
http://creativecommons.org/licenses/by-nc-sa/3.0/us/
Basidiomycota
HCV
Hohenbuehelia grisea
Pleurotin
fungi
secondary metabolites
structure elucidation
Antiviral 4-Hydroxypleurogrisein and Antimicrobial Pleurotin Derivatives from Cultures of the Nematophagous Basidiomycete .
Article
Molecules (Basel, Switzerland)2018-11-12T09:10:37Zoai:repository.helmholtz-hzi.de:10033/6215942019-08-30T11:28:18Zcom_10033_620857col_10033_620858
Zamora, Juan Carlos
Svensson, Måns
Kirschner, Roland
Olariaga, Ibai
Ryman, Svengunnar
Parra, Luis Alberto
Geml, József
Rosling, Anna
Adamčík, Slavomír
Ahti, Teuvo
Aime, M Catherine
Ainsworth, A Martyn
Albert, László
Albertó, Edgardo
García, Alberto Altés
Ageev, Dmitry
Agerer, Reinhard
Aguirre-Hudson, Begoña
Ammirati, Joe
Andersson, Harry
Angelini, Claudio
Antonín, Vladimír
Aoki, Takayuki
Aptroot, André
Argaud, Didier
Sosa, Blanca Imelda Arguello
Aronsen, Arne
Arup, Ulf
Asgari, Bita
Assyov, Boris
Atienza, Violeta
Bandini, Ditte
Baptista-Ferreira, João Luís
Baral, Hans-Otto
Baroni, Tim
Barreto, Robert Weingart
Beker, Henry
Bell, Ann
Bellanger, Jean-Michel
Bellù, Francesco
Bemmann, Martin
Bendiksby, Mika
Bendiksen, Egil
Bendiksen, Katriina
Benedek, Lajos
Bérešová-Guttová, Anna
Berger, Franz
Berndt, Reinhard
Bernicchia, Annarosa
Biketova, Alona Yu
Bizio, Enrico
Bjork, Curtis
Boekhout, Teun
Boertmann, David
Böhning, Tanja
Boittin, Florent
Boluda, Carlos G
Boomsluiter, Menno W
Borovička, Jan
Brandrud, Tor Erik
Braun, Uwe
Brodo, Irwin
Bulyonkova, Tatiana
Burdsall, Harold H
Buyck, Bart
Burgaz, Ana Rosa
Calatayud, Vicent
Callac, Philippe
Campo, Emanuele
Candusso, Massimo
Capoen, Brigitte
Carbó, Joaquim
Carbone, Matteo
Castañeda-Ruiz, Rafael F
Castellano, Michael A
Chen, Jie
Clerc, Philippe
Consiglio, Giovanni
Corriol, Gilles
Courtecuisse, Régis
Crespo, Ana
Cripps, Cathy
Crous, Pedro W
da Silva, Gladstone Alves
da Silva, Meiriele
Dam, Marjo
Dam, Nico
Dämmrich, Frank
Das, Kanad
Davies, Linda
De Crop, Eske
De Kesel, Andre
De Lange, Ruben
De Madrignac Bonzi, Bárbara
Dela Cruz, Thomas Edison E
Delgat, Lynn
Demoulin, Vincent
Desjardin, Dennis E
Diederich, Paul
Dima, Bálint
Dios, Maria Martha
Divakar, Pradeep Kumar
Douanla-Meli, Clovis
Douglas, Brian
Drechsler-Santos, Elisandro Ricardo
Dyer, Paul S
Eberhardt, Ursula
Ertz, Damien
Esteve-Raventós, Fernando
Salazar, Javier Angel Etayo
Evenson, Vera
Eyssartier, Guillaume
Farkas, Edit
Favre, Alain
Fedosova, Anna G
Filippa, Mario
Finy, Péter
Flakus, Adam
Fos, Simón
Fournier, Jacques
Fraiture, André
Franchi, Paolo
Molano, Ana Esperanza Franco
Friebes, Gernot
Frisch, Andreas
Fryday, Alan
Furci, Giuliana
Márquez, Ricardo Galán
Garbelotto, Matteo
García-Martín, Joaquina María
Otálora, Mónica A García
Sánchez, Dania García
Gardiennet, Alain
Garnica, Sigisfredo
Benavent, Isaac Garrido
Gates, Genevieve
da Cruz Lima Gerlach, Alice
Ghobad-Nejhad, Masoomeh
Gibertoni, Tatiana B
Grebenc, Tine
Greilhuber, Irmgard
Grishkan, Bella
Groenewald, Johannes Z
Grube, Martin
Gruhn, Gérald
Gueidan, Cécile
Gulden, Gro
Gusmão, Luis Fp
Hafellner, Josef
Hairaud, Michel
Halama, Marek
Hallenberg, Nils
Halling, Roy E
Hansen, Karen
Harder, Christoffer Bugge
Heilmann-Clausen, Jacob
Helleman, Stip
Henriot, Alain
Hernandez-Restrepo, Margarita
Herve, Raphaël
Hobart, Caroline
Hoffmeister, Mascha
Høiland, Klaus
Holec, Jan
Holien, Håkon
Hughes, Karen
Hubka, Vit
Huhtinen, Seppo
Ivančević, Boris
Jagers, Marian
Jaklitsch, Walter
Jansen, AnnaElise
Jayawardena, Ruvishika S
Jeppesen, Thomas Stjernegaard
Jeppson, Mikael
Johnston, Peter
Jørgensen, Per Magnus
Kärnefelt, Ingvar
Kalinina, Liudmila B
Kantvilas, Gintaras
Karadelev, Mitko
Kasuya, Taiga
Kautmanová, Ivona
Kerrigan, Richard W
Kirchmair, Martin
Kiyashko, Anna
Knapp, Dániel G
Knudsen, Henning
Knudsen, Kerry
Knutsson, Tommy
Kolařík, Miroslav
Kõljalg, Urmas
Košuthová, Alica
Koszka, Attila
Kotiranta, Heikki
Kotkova, Vera
Koukol, Ondřej
Kout, Jiří
Kovács, Gábor M
Kříž, Martin
Kruys, Åsa
Kučera, Viktor
Kudzma, Linas
Kuhar, Francisco
Kukwa, Martin
Arun Kumar, T K
Kunca, Vladimír
Kušan, Ivana
Kuyper, Thomas W
Lado, Carlos
Læssøe, Thomas
Lainé, Patrice
Langer, Ewald
Larsson, Ellen
Larsson, Karl-Henrik
Laursen, Gary
Lechat, Christian
Lee, Serena
Lendemer, James C
Levin, Laura
Lindemann, Uwe
Lindström, Håkan
Liu, Xingzhong
Hernandez, Regulo Carlos Llarena
Llop, Esteve
Locsmándi, Csaba
Lodge, Deborah Jean
Loizides, Michael
Lőkös, László
Luangsa-Ard, Jennifer
Lüderitz, Matthias
Lumbsch, Thorsten
Lutz, Matthias
Mahoney, Dan
Malysheva, Ekaterina
Malysheva, Vera
Manimohan, Patinjareveettil
Marin-Felix, Yasmina
Marques, Guilhermina
Martínez-Gil, Rubén
Marson, Guy
Mata, Gerardo
Matheny, P Brandon
Mathiassen, Geir Harald
Matočec, Neven
Mayrhofer, Helmut
Mehrabi, Mehdi
Melo, Ireneia
Mešić, Armin
Methven, Andrew S
Miettinen, Otto
Romero, Ana M Millanes
Miller, Andrew N
Mitchell, James K
Moberg, Roland
Moreau, Pierre-Arthur
Moreno, Gabriel
Morozova, Olga
Morte, Asunción
Muggia, Lucia
González, Guillermo Muñoz
Myllys, Leena
Nagy, István
Nagy, László G
Neves, Maria Alice
Niemelä, Tuomo
Nimis, Pier Luigi
Niveiro, Nicolas
Noordeloos, Machiel E
Nordin, Anders
Noumeur, Sara Raouia
Novozhilov, Yuri
Nuytinck, Jorinde
Ohenoja, Esteri
Fiuza, Patricia Oliveira
Orange, Alan
Ordynets, Alexander
Ortiz-Santana, Beatriz
Pacheco, Leticia
Pál-Fám, Ferenc
Palacio, Melissa
Palice, Zdeněk
Papp, Viktor
Pärtel, Kadri
Pawlowska, Julia
Paz, Aurelia
Peintner, Ursula
Pennycook, Shaun
Pereira, Olinto Liparini
Daniëls, Pablo Pérez
Pérez-De-Gregorio Capella, Miquel À
Del Amo, Carlos Manuel Pérez
Gorjón, Sergio Pérez
Pérez-Ortega, Sergio
Pérez-Vargas, Israel
Perry, Brian A
Petersen, Jens H
Petersen, Ronald H
Pfister, Donald H
Phukhamsakda, Chayanard
Piątek, Marcin
Piepenbring, Meike
Pino-Bodas, Raquel
Esquivel, Juan Pablo Pinzón
Pirot, Paul
Popov, Eugene S
Popoff, Orlando
Álvaro, María Prieto
Printzen, Christian
Psurtseva, Nadezhda
Purahong, Witoon
Quijada, Luis
Rambold, Gerhard
Ramírez, Natalia A
Raja, Huzefa
Raspé, Olivier
Raymundo, Tania
Réblová, Martina
Rebriev, Yury A
de Dios Reyes García, Juan
Ripoll, Miguel Ángel Ribes
Richard, Franck
Richardson, Mike J
Rico, Víctor J
Robledo, Gerardo Lucio
Barbosa, Flavia Rodrigues
Rodriguez-Caycedo, Cristina
Rodriguez-Flakus, Pamela
Ronikier, Anna
Casas, Luis Rubio
Rusevska, Katerina
Saar, Günter
Saar, Irja
Salcedo, Isabel
Martínez, Sergio M Salcedo
Montoya, Carlos A Salvador
Sánchez-Ramírez, Santiago
Sandoval-Sierra, J Vladimir
Santamaria, Sergi
Monteiro, Josiane Santana
Schroers, Hans Josef
Schulz, Barbara
Schmidt-Stohn, Geert
Schumacher, Trond
Senn-Irlet, Beatrice
Ševčíková, Hana
Shchepin, Oleg
Shirouzu, Takashi
Shiryaev, Anton
Siepe, Klaus
Sir, Esteban B
Sohrabi, Mohammad
Soop, Karl
Spirin, Viacheslav
Spribille, Toby
Stadler, Marc
Stalpers, Joost
Stenroos, Soili
Suija, Ave
Sunhede, Stellan
Svantesson, Sten
Svensson, Sigvard
Svetasheva, Tatyana Yu
Świerkosz, Krzysztof
Tamm, Heidi
Taskin, Hatira
Taudière, Adrien
Tedebrand, Jan-Olof
Lahoz, Raúl Tena
Temina, Marina
Thell, Arne
Thines, Marco
Thor, Göran
Thüs, Holger
Tibell, Leif
Tibell, Sanja
Timdal, Einar
Tkalčec, Zdenko
Tønsberg, Tor
Trichies, Gérard
Triebel, Dagmar
Tsurykau, Andrei
Tulloss, Rodham E
Tuovinen, Veera
Sosa, Miguel Ulloa
Urcelay, Carlos
Valade, François
Garza, Ricardo Valenzuela
van den Boom, Pieter
Van Vooren, Nicolas
Vasco-Palacios, Aida M
Vauras, Jukka
Velasco Santos, Juan Manuel
Vellinga, Else
Verbeken, Annemieke
Vetlesen, Per
Vizzini, Alfredo
Voglmayr, Hermann
Volobuev, Sergey
von Brackel, Wolfgang
Voronina, Elena
Walther, Grit
Watling, Roy
Weber, Evi
Wedin, Mats
Weholt, Øyvind
Westberg, Martin
Yurchenko, Eugene
Zehnálek, Petr
Zhang, Huang
Zhurbenko, Mikhail P
Ekman, Stefan
2018-11-28T14:34:18Z
2018-11-28T14:34:18Z
2018-06-01
2210-6340
30018877
10.5598/imafungus.2018.09.01.10
http://hdl.handle.net/10033/621594
Nomenclatural type definitions are one of the most important concepts in biological nomenclature. Being physical objects that can be re-studied by other researchers, types permanently link taxonomy (an artificial agreement to classify biological diversity) with nomenclature (an artificial agreement to name biological diversity). Two proposals to amend the International Code of Nomenclature for algae, fungi, and plants (ICN), allowing DNA sequences alone (of any region and extent) to serve as types of taxon names for voucherless fungi (mainly putative taxa from environmental DNA sequences), have been submitted to be voted on at the 11th International Mycological Congress (Puerto Rico, July 2018). We consider various genetic processes affecting the distribution of alleles among taxa and find that alleles may not consistently and uniquely represent the species within which they are contained. Should the proposals be accepted, the meaning of nomenclatural types would change in a fundamental way from physical objects as sources of data to the data themselves. Such changes are conducive to irreproducible science, the potential typification on artefactual data, and massive creation of names with low information content, ultimately causing nomenclatural instability and unnecessary work for future researchers that would stall future explorations of fungal diversity. We conclude that the acceptance of DNA sequences alone as types of names of taxa, under the terms used in the current proposals, is unnecessary and would not solve the problem of naming putative taxa known only from DNA sequences in a scientifically defensible way. As an alternative, we highlight the use of formulas for naming putative taxa (candidate taxa) that do not require any modification of the ICN.
https://www.ncbi.nlm.nih.gov/pubmed/?term=Considerations+and+consequences+of+allowing+DNA+sequence+data+as+types+of+fungal+taxa
Attribution-NonCommercial-ShareAlike 4.0 International
http://creativecommons.org/licenses/by-nc-sa/4.0/
IMC11
nomenclature
speciation
taxonomy
typification
voucherless fungi
Considerations and consequences of allowing DNA sequence data as types of fungal taxa.
Article
IMA fungus2018-11-28T14:34:19Zoai:repository.helmholtz-hzi.de:10033/6215982019-08-30T11:30:27Zcom_10033_620857col_10033_620858
Phukhamsakda, Chayanard
Macabeo, Allan Patrick G
Yuyama, Kamila Tomoko
Hyde, Kevin David
Stadler, Marc
HZI,Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7,38124 Braunschweig, Germany.
2018-12-03T15:06:11Z
2018-12-03T15:06:11Z
2018-08-30
1420-3049
30200229
10.3390/molecules23092190
http://hdl.handle.net/10033/621598
Roussoella species are well recorded from both monocotyledons and dicotyledons. As part of a research program to discover biologically active compounds from plant-associated Dothideomycetes in Thailand, the strain Roussoella sp. (MFLUCC 17-2059), which represents an undescribed species, was isolated from Clematis subumbellata Kurz, fermented in yeast-malt medium and explored for its secondary metabolite production. Bioassay-guided fractionation of the crude extract yielded the new abscisic acid derivative, roussoellenic acid (1), along with pestabacillin B (2), a related congener, and the cyclodipeptide, cyclo(S-Pro-S-Ile) (3). The structure of 1 was determined by 2D NMR spectroscopy and HR-ESIMS data analysis. Compounds 1 and 2 showed inhibitory activity on biofilm formation by Staphylococcus aureus. The biofilm formation of S. aureus was reduced to 34% at 16 µg/mL by roussoellenic acid (1), while pestabacillin B (2) only showed 36% inhibition at 256 µg/mL. In addition, compound 1 also had weak cytotoxic effects on L929 murine fibroblasts and human KB3-1 cancer cells.
Attribution-NonCommercial-ShareAlike 4.0 International
http://creativecommons.org/licenses/by-nc-sa/4.0/
Anti-biofilm
Ascomycota
Pleosporales
structure elucidation
Biofilm Inhibitory Abscisic Acid Derivatives from the Plant-Associated Dothideomycete Fungus, sp.
Article
Molecules (Basel, Switzerland)2018-12-03T15:06:11Zoai:repository.helmholtz-hzi.de:10033/6216132019-08-30T11:30:28Zcom_10033_620857com_10033_620644col_10033_620858col_10033_620647
Premnath, Priyanka
Reck, Michael
Wittstein, Kathrin
Stadler, Marc
Wagner-Döbler, Irene
HZI,Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7,38124 Braunschweig, Germany.
2018-12-11T09:53:43Z
2018-12-11T09:53:43Z
2018-03-27
1471-2180
29580208
10.1186/s12866-018-1170-3
http://hdl.handle.net/10033/621613
Within the polymicrobial dental plaque biofilm, bacteria kill competitors by excreting mixtures of bacteriocins, resulting in improved fitness and survival. Inhibiting their bacteriocin synthesis might therefore be a useful strategy to eliminate specific pathogens. We used Streptococcus mutans, a highly acidogenic inhabitant of dental plaque, as a model and searched for natural products that reduced mutacin synthesis. To this end we fused the promoter of mutacin VI to the GFP+ gene and integrated the construct into the genome of S. mutans UA159 by single homologous recombination. The resulting reporter strain 423p - gfp + was used to screen 297 secondary metabolites from different sources, mainly myxobacteria and fungi, for their ability to reduce the fluorescence of the fully induced reporter strain by > 50% while growth was almost unaffected (> 90% of control). Seven compounds with different chemical structures and different modes of action were identified. Erinacine C was subsequently validated and shown to inhibit transcription of all three mutacins of S. mutans. The areas of the inhibition zones of the sensor strains S. sanguinis and Lactococcus lactis were reduced by 35% to 61% in comparison to controls in the presence of erinacine C, demonstrating that the amount of active mutacins in the culture supernatants of S. mutans was reduced. Erinacines are cyathane diterpenes that were extracted from cultures of the edible mushroom Hericium erinaceus. They have anti-inflammatory, antimicrobial and neuroprotective effects. For erinacine C, a new biological activity was found here. We demonstrate the successful development of a whole-cell fluorescent reporter for the screening of natural compounds and report that erinacine C suppresses mutacin synthesis in S. mutans without affecting cell viability.
BMC
Attribution-NonCommercial-ShareAlike 4.0 International
http://creativecommons.org/licenses/by-nc-sa/4.0/
Fluorescent reporter
Fungi
Mutacin
Myxobacteria
Secondary metabolites
Streptococcus
Virulence
Whole-cell screening
Screening for inhibitors of mutacin synthesis in Streptococcus mutans using fluorescent reporter strains.
Article
BMC microbiology2018-12-11T09:53:44Zoai:repository.helmholtz-hzi.de:10033/6216402019-11-21T12:09:03Zcom_10033_620857com_10033_620652col_10033_620858col_10033_620675
Yuyama, Kamila Tomoko
Wendt, Lucile
Surup, Frank
Kretz, Robin
Chepkirui, Clara
Wittstein, Kathrin
Boonlarppradab, Chollaratt
Wongkanoun, Sarunyou
Luangsa-Ard, Jennifer
Stadler, Marc
Abraham, Wolf-Rainer
HZI,Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7,38124 Braunschweig, Germany.
2019-01-10T09:51:58Z
2019-01-10T09:51:58Z
2018-10-30
Biomolecules. 2018 Oct 30;8(4). pii: biom8040129. doi: 10.3390/biom8040129
2218-273X
30380779
10.3390/biom8040129
http://hdl.handle.net/10033/621640
Biomolecules
During the course of our ongoing work to discover new inhibitors of biofilm formation of Staphylococcus aureus from fungal sources, we observed biofilm inhibition by cytochalasans isolated from cultures of the ascomycete Hypoxylon fragiforme for the first time. Two new compounds were purified by a bioassay-guided fractionation procedure; their structures were elucidated subsequently by nuclear magnetic resonance (NMR) spectroscopy and high-resolution mass spectrometry (HR-MS). This unexpected finding prompted us to test further cytochalasans from other fungi and from commercial sources for comparison. Out of 21 cytochalasans, 13 showed significant inhibition of Staphylococcus aureus biofilm formation at subtoxic levels. These findings indicate the potential of cytochalasans as biofilm inhibitors for the first time, also because the minimum inhibitory concentrations (MIC) are independent of the anti-biofilm activities. However, cytochalasans are known to be inhibitors of actin, making some of them very toxic for eukaryotic cells. Since the chemical structures of the tested compounds were rather diverse, the inclusion of additional derivatives, as well as the evaluation of their selectivity against mammalian cells vs. the bacterium, will be necessary as next step in order to develop structure-activity relationships and identify the optimal candidates for development of an anti-biofilm agent. View Full-Text
MPDI
Attribution-NonCommercial-ShareAlike 4.0 International
http://creativecommons.org/licenses/by-nc-sa/4.0/
Xylariales
ascomycota
bacterial pathogens
biofilm dispersion
chromatography
natural products
secondary metabolites
structure elucidation
Cytochalasans Act as Inhibitors of Biofilm Formation of Staphylococcus Aureus.
Article
Biomolecules2019-01-10T09:51:59Zoai:repository.helmholtz-hzi.de:10033/6216712019-08-30T11:30:30Zcom_10033_311624com_10033_6839com_10033_620857com_10033_620652com_10033_620618col_10033_620672col_10033_311625col_10033_620858col_10033_620619
Dubich, Tatyana
Lieske, Anna
Santag, Susann
Beauclair, Guillaume
Rückert, Jessica
Herrmann, Jennifer
Gorges, Jan
Büsche, Guntram
Kazmaier, Uli
Hauser, Hansjörg
Stadler, Marc
Schulz, Thomas F
Wirth, Dagmar
HZI,Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7,38124 Braunschweig, Germany.
2019-01-29T14:52:33Z
2019-01-29T14:52:33Z
2019-01-04
1432-1440
30610257
10.1007/s00109-018-01733-1
http://hdl.handle.net/10033/621671
Kaposi's sarcoma-associated herpesvirus (KSHV) is the etiological agent of Kaposi's sarcoma (KS), a tumor of endothelial origin predominantly affecting immunosuppressed individuals. Up to date, vaccines and targeted therapies are not available. Screening and identification of anti-viral compounds are compromised by the lack of scalable cell culture systems reflecting properties of virus-transformed cells in patients. Further, the strict specificity of the virus for humans limits the development of in vivo models. In this study, we exploited a conditionally immortalized human endothelial cell line for establishment of in vitro 2D and 3D KSHV latency models and the generation of KS-like xenograft tumors in mice. Importantly, the invasive properties and tumor formation could be completely reverted by purging KSHV from the cells, confirming that tumor formation is dependent on the continued presence of KSHV, rather than being a consequence of irreversible transformation of the infected cells. Upon testing a library of 260 natural metabolites, we selected the compounds that induced viral loss or reduced the invasiveness of infected cells in 2D and 3D endothelial cell culture systems. The efficacy of selected compounds against KSHV-induced tumor formation was verified in the xenograft model. Together, this study shows that the combined use of anti-viral and anti-tumor assays based on the same cell line is predictive for tumor reduction in vivo and therefore allows faithful selection of novel drug candidates against Kaposi's sarcoma. KEY MESSAGES: Novel 2D, 3D, and xenograft mouse models mimic the consequences of KSHV infection. KSHV-induced tumorigenesis can be reverted upon purging the cells from the virus. A 3D invasiveness assay is predictive for tumor reduction in vivo. Chondramid B, epothilone B, and pretubulysin D diminish KS-like lesions in vivo.
en
Attribution-NonCommercial-ShareAlike 4.0 International
http://creativecommons.org/licenses/by-nc-sa/4.0/
3D culture system
Drug validation
Humanized mouse model
KSHV
Novel anti-viral drugs
An endothelial cell line infected by Kaposi's sarcoma-associated herpes virus (KSHV) allows the investigation of Kaposi's sarcoma and the validation of novel viral inhibitors in vitro and in vivo.
Article
Journal of molecular medicine (Berlin, Germany)
oai:repository.helmholtz-hzi.de:10033/6216752019-11-27T13:53:17Zcom_10033_620857col_10033_620858
Rinkel, Jan
Babczyk, Alexander
Wang, Tao
Stadler, Marc
Dickschat, Jeroen S
HZI,Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7,38124 Braunschweig, Germany.
2019-02-01T14:10:24Z
2019-02-01T14:10:24Z
2018-01-01
1860-5397
30591821
10.3762/bjoc.14.277
http://hdl.handle.net/10033/621675
https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85059309527&origin=inward
The volatiles emitted by the ascomycetes Hypoxylon griseobrunneum and Hypoxylon macrocarpum (Hypoxylaceae, Xylariales) were collected by use of a closed-loop stripping apparatus (CLSA) and analysed by GC-MS. The main compound class of both species were polysubstituted benzene derivatives. Their structures could only be unambiguously determined by comparison to all isomers with different substitution patterns. The substitution pattern of the main compound from H. griseobrunneum, the new natural product 2,4,5-trimethylanisole, was explainable by a polyketide biosynthesis mechanism that was supported by a feeding experiment with (methyl-2H3)methionine.
https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85059309527&origin=inward
Attribution-NonCommercial-ShareAlike 4.0 International
http://creativecommons.org/licenses/by-nc-sa/4.0/
constitutional isomerism
gas chromatography
mass spectrometry
natural products
volatiles
Volatiles from the hypoxylaceous fungi and Hypoxylon macrocarpum.
Article
Beilstein journal of organic chemistry2019-02-01T14:10:25Zoai:repository.helmholtz-hzi.de:10033/6216772019-08-30T11:28:49Zcom_10033_620857col_10033_620858
Helaly, Soleiman E.
Hamad, Zainab
El Sayed, Magdi A.
Abdel-Motaal, Fatma F.
Nassar, Mahmoud I.
Ito, Shin-ichi
Stadler, Marc
HZI,Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7,38124 Braunschweig, Germany.
2019-02-04T12:41:09Z
2019-02-04T12:41:09Z
2018-12-14
1865-7125
0939-5075
10.1515/znc-2018-0093
http://hdl.handle.net/10033/621677
Zeitschrift fur Naturforschung - Section C Journal of Biosciences
Walter de Gruyter
http://www.degruyter.com/view/j/znc.2019.74.issue-1-2/znc-2018-0093/znc-2018-0093.xml
Attribution-NonCommercial-ShareAlike 4.0 International
http://creativecommons.org/licenses/by-nc-sa/4.0/
Bacillus methylotrophicus ASWU-C2, a strain inhabiting hot desert soil, a new source for antibacterial bacillopyrone, pyrophen, and cyclopeptides
Article
74
1-2
55
59
Zeitschrift für Naturforschung C2019-02-04T12:41:10Zoai:repository.helmholtz-hzi.de:10033/6216782019-08-30T11:32:38Zcom_10033_620857col_10033_620858
Boyaci, Hande
Chen, James
Jansen, Rolf
Darst, Seth A
Campbell, Elizabeth A
HZI,Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7,38124 Braunschweig, Germany.
2019-02-04T14:48:06Z
2019-02-04T14:48:06Z
2019-01-09
1476-4687
30626968
http://hdl.handle.net/10033/621678
Nature
A key regulated step of transcription is promoter melting by RNA polymerase (RNAP) to form the open promoter complex
en
Nature publishing group
Attribution-NonCommercial-ShareAlike 4.0 International
http://creativecommons.org/licenses/by-nc-sa/4.0/
Structures of an RNA polymerase promoter melting intermediate elucidate DNA unwinding.
Article
Nature
oai:repository.helmholtz-hzi.de:10033/6216972019-08-30T11:33:04Zcom_10033_620857col_10033_620858
Kuephadungphan, Wilawan
Macabeo, Allan Patrick G.
Luangsa-Ard, Janet Jennifer
Tasanathai, Kanoksri
Thanakitpipattana, Donnaya
Phongpaichit, Souwalak
Yuyama, Kamila
Stadler, Marc
2019-02-19T12:50:23Z
2019-02-19T12:50:23Z
1617-416X
1861-8952
10.1007/s11557-018-1431-4
http://hdl.handle.net/10033/621697
http://link.springer.com/10.1007/s11557-018-1431-4
Attribution-NonCommercial-ShareAlike 4.0 International
http://creativecommons.org/licenses/by-nc-sa/4.0/
Studies on the biologically active secondary metabolites of the new spider parasitic fungus Gibellula gamsii
Article
18
1-2
135
146
Mycological Progress2019-02-19T12:50:23Zoai:repository.helmholtz-hzi.de:10033/6216952019-02-19T01:22:48Zcom_10033_620857col_10033_620858
Kuephadungphan, Wilawan
Macabeo, Allan Patrick G.
Luangsa-ard, Janet Jennifer
Tasanathai, Kanoksri
Thanakitpipattana, Donnaya
Phongpaichit, Souwalak
Yuyama, Kamila
Stadler, Marc
2019-02-18T14:37:23Z
2019-02-18T14:37:23Z
2018-08-15
1617-416X
1861-8952
10.1007/s11557-018-1431-4
http://hdl.handle.net/10033/621695
Mycological Progress
Numerous gatherings of a new species of the genus Gibellula, closely resembling the monotypic, neotropical G. mirabilis were encountered in Thailand. The taxon was cultured successfully although no in vitro sporulation was observed. The new species, Gibellula gamsii, could be distinguished from closely related other Gibellula species on the basis of morphological features and phylogenetic inferences recruiting concatenated sequences of five DNA loci including ITS, LSU, RPB1, RPB2, and EF1-α. The secondary metabolites of G. gamsii, strain BCC47868, were studied concurrently after preparative separation of the crude extract by preparative high-performance liquid chromatography (HPLC). Two new 1,3-disubstituted β-carboline alkaloids, for which we propose the trivial names, gibellamines A (1) and B (2), were isolated. The chemical structures of these compounds were elucidated by interpretation of spectral data, generated by nuclear magnetic resonance spectroscopy (NMR) and mass spectrometry (MS). The alkaloid 1 also exhibited moderate anti-biofilm activity against Staphylococcus aureus.
Springer
http://link.springer.com/10.1007/s11557-018-1431-4
Attribution-NonCommercial-ShareAlike 4.0 International
http://creativecommons.org/licenses/by-nc-sa/4.0/
Studies on the biologically active secondary metabolites of the new spider parasitic fungus Gibellula gamsii
Article
18
1-2
135
146
Mycological Progress2019-02-18T14:37:24Zoai:repository.helmholtz-hzi.de:10033/6217162019-11-21T12:00:01Zcom_10033_620857com_10033_338554col_10033_620858col_10033_338544
Kretz, Robin
Wendt, Lucile
Wongkanoun, Sarunyou
Luangsa-Ard, J Jennifer
Surup, Frank
Helaly, Soleiman E
Noumeur, Sara R
Stadler, Marc
Stradal, Theresia E B
HZI, Helmholtz Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7, 38124 Braunschweig Germany.
2019-03-06T15:27:16Z
2019-03-06T15:27:16Z
2019-02-19
Biomolecules. 2019 Feb 19;9(2). pii: biom9020073. doi: 10.3390/biom9020073
2218-273X
30791504
10.3390/biom9020073
http://hdl.handle.net/10033/621716
Biomolecules
In our ongoing search for new bioactive fungal metabolites, two new cytochalasans were isolated from stromata of the hypoxylaceous ascomycete Hypoxylon fragiforme. Their structures were elucidated via high-resolution mass spectrometry (HR-MS) and nuclear magnetic resonance (NMR) spectroscopy. Together with 23 additional cytochalasans isolated from ascomata and mycelial cultures of different Ascomycota, they were tested on their ability to disrupt the actin cytoskeleton of mammal cells in a preliminary structure–activity relationship study. Out of all structural features, the presence of hydroxyl group at the C7 and C18 residues, as well as their stereochemistry, were determined as important factors affecting the potential to disrupt the actin cytoskeleton. Moreover, reversibility of the actin disrupting effects was tested, revealing no direct correlations between potency and reversibility in the tested compound group. Since the diverse bioactivity of cytochalasans is interesting for various applications in eukaryotes, the exact effect on eukaryotic cells will need to be determined, e.g., by follow-up studies involving medicinal chemistry and by inclusion of additional natural cytochalasans. The results are also discussed in relation to previous studies in the literature, including a recent report on the anti-Biofilm activities of essentially the same panel of compounds against the pathogenic bacterium, Staphylococcus aureus. View Full-Text
en
MPDI
Attribution-NonCommercial-ShareAlike 4.0 International
http://creativecommons.org/licenses/by-nc-sa/4.0/
Ascomycota
Xylariales
actin cytoskeleton
chromatography
secondary metabolites
structure elucidation
The Effect of Cytochalasans on the Actin Cytoskeleton of Eukaryotic Cells and Preliminary Structure⁻Activity Relationships.
Article
Biomolecules2019-03-06T15:27:16Zoai:repository.helmholtz-hzi.de:10033/6217392019-08-30T11:30:26Zcom_10033_620857com_10033_338554col_10033_620858col_10033_338544
Kretz, Robin
Wendt, Lucile
Wongkanoun, Sarunyou
Luangsa-Ard, J Jennifer
Surup, Frank
Helaly, Soleiman E
Noumeur, Sara R
Stadler, Marc
Stradal, Theresia E B
HZI, Helmholtz Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7, 38124 Braunschweig Germany.
2019-04-04T13:54:21Z
2019-04-04T13:54:21Z
2019-02-19
2218-273X
30791504
10.3390/biom9020073
http://hdl.handle.net/10033/621739
Biomolecules
In our ongoing search for new bioactive fungal metabolites, two new cytochalasans were isolated from stromata of the hypoxylaceous ascomycete Hypoxylon fragiforme. Their structures were elucidated via high-resolution mass spectrometry (HR-MS) and nuclear magnetic resonance (NMR) spectroscopy. Together with 23 additional cytochalasans isolated from ascomata and mycelial cultures of different Ascomycota, they were tested on their ability to disrupt the actin cytoskeleton of mammal cells in a preliminary structure⁻activity relationship study. Out of all structural features, the presence of hydroxyl group at the C7 and C18 residues, as well as their stereochemistry, were determined as important factors affecting the potential to disrupt the actin cytoskeleton. Moreover, reversibility of the actin disrupting effects was tested, revealing no direct correlations between potency and reversibility in the tested compound group. Since the diverse bioactivity of cytochalasans is interesting for various applications in eukaryotes, the exact effect on eukaryotic cells will need to be determined, e.g., by follow-up studies involving medicinal chemistry and by inclusion of additional natural cytochalasans. The results are also discussed in relation to previous studies in the literature, including a recent report on the anti-Biofilm activities of essentially the same panel of compounds against the pathogenic bacterium, Staphylococcus aureus.
en
MDPI
Attribution-NonCommercial-ShareAlike 4.0 International
http://creativecommons.org/licenses/by-nc-sa/4.0/
Ascomycota
Xylariales
actin cytoskeleton
chromatography
secondary metabolites
structure elucidation
The Effect of Cytochalasans on the Actin Cytoskeleton of Eukaryotic Cells and Preliminary Structure⁻Activity Relationships.
Article
Biomolecules2019-04-04T13:54:21Zoai:repository.helmholtz-hzi.de:10033/6217562019-08-30T11:32:11Zcom_10033_620857com_10033_620618col_10033_620858col_10033_620619
Planke, Therese
Moreno, María
Hüttel, Stephan
Fohrer, Jörg
Gille, Franziska
Norris, Matthew D
Siebke, Maik
Wang, Liangliang
Müller, Rolf
Kirschning, Andreas
HIPS, Helmholtz-Institut für Pharmazeutische Forschung Saarland, Universitätscampus E8.1 66123 Saarbrücken, Germany.
2019-04-24T13:54:02Z
2019-04-24T13:54:02Z
2019-03-01
Org Lett. 2019 Mar 1;21(5):1359-1363. doi: 10.1021/acs.orglett.9b00058. Epub 2019 Feb 8.
1523-7052
30735398
10.1021/acs.orglett.9b00058
http://hdl.handle.net/10033/621756
Organic Letters
Total synthesis of cystobactamid 920-1 and its epimer has allowed an unambiguous assignment of the relative and absolute configuration of the natural product. A careful structural analysis of each isomer using both NMR and computational techniques also prompted a constitutional revision of the structures originally reported for cystobactamids 920-1 and 920-2, and has provided further insight into the unique conformational preferences of the cystobactamid family
en
ACS Publications
Attribution-NonCommercial-ShareAlike 4.0 International
http://creativecommons.org/licenses/by-nc-sa/4.0/
Cystobactamids 920-1 and 920-2: Assignment of the Constitution and Relative Configuration by Total Synthesis.
Article
Organic letters
oai:repository.helmholtz-hzi.de:10033/6217702019-08-22T12:38:50Zcom_10033_620857col_10033_620858
Rinkel, Jan
Babczyk, Alexander
Wang, Tao
Stadler, Marc
Dickschat, Jeroen S
HZI, Helmholtz Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7, 38124 Braunschweig Germany.
2019-05-10T13:36:16Z
2019-05-10T13:36:16Z
2018-01-01
Beilstein J Org Chem. 2018 Dec 4;14:2974-2990. doi: 10.3762/bjoc.14.277. eCollection 2018.
1860-5397
30591821
10.3762/bjoc.14.277
http://hdl.handle.net/10033/621770
Beilstein Journal of Organic Chemistry
https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85059309527&origin=inward
The volatiles emitted by the ascomycetes Hypoxylon griseobrunneum and Hypoxylon macrocarpum (Hypoxylaceae, Xylariales) were collected by use of a closed-loop stripping apparatus (CLSA) and analysed by GC-MS. The main compound class of both species were polysubstituted benzene derivatives. Their structures could only be unambiguously determined by comparison to all isomers with different substitution patterns. The substitution pattern of the main compound from H. griseobrunneum, the new natural product 2,4,5-trimethylanisole, was explainable by a polyketide biosynthesis mechanism that was supported by a feeding experiment with (methyl-2H3)methionine.
en
Beilstein Institut
Attribution-NonCommercial-ShareAlike 4.0 International
http://creativecommons.org/licenses/by-nc-sa/4.0/
constitutional isomerism
gas chromatography
mass spectrometry
natural products
volatiles
Volatiles from the hypoxylaceous fungi Hypoxylon griseobrunneum and Hypoxylon macrocarpum
Article
Beilstein journal of organic chemistry2019-05-10T13:36:16Zoai:repository.helmholtz-hzi.de:10033/6217992019-08-30T11:30:27Zcom_10033_620857com_10033_620589col_10033_620858col_10033_620590
Sandargo, Birthe
Michehl, Maira
Praditya, Dimas
Steinmann, Eike
Stadler, Marc
Surup, Frank
HZI,Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7,38124 Braunschweig, Germany; TWINCORE, Zentrum für experimentelle und klinische Infektionsforschung GmbH,Feodor-Lynen Str. 7, 30625 Hannover, Germany.
2019-06-05T08:00:25Z
2019-06-05T08:00:25Z
2019-05-03
Org Lett. 2019 May 3;21(9):3286-3289. doi: 10.1021/acs.orglett.9b01017. Epub 2019 Apr 22.
1523-7052
31008606
10.1021/acs.orglett.9b01017
http://hdl.handle.net/10033/621799
Organic Letters
Rhodatin (1), a meroterpenoid featuring a unique pentacyclic scaffold with both spiro and spiroketal centers, and five unusual acorane-type sesquiterpenoids, named rhodocoranes A-E (2-6, respectively), are the first natural products isolated from the basidiomycete Rhodotus palmatus. Their structures were elucidated by two-dimensional NMR experiments and HRESIMS, while the absolute configuration of the substance family was determined by Mosher's method utilizing 2. Rhodatin strongly inhibited hepatitis C virus, whereas 4 displayed cytotoxicity and selective antifungal activity.
en
American Chemical Society
Attribution-NonCommercial-ShareAlike 4.0 International
http://creativecommons.org/licenses/by-nc-sa/4.0/
Antiviral Meroterpenoid Rhodatin and Sesquiterpenoids Rhodocoranes A-E from the Wrinkled Peach Mushroom, Rhodotus palmatus.
Article
Organic letters
oai:repository.helmholtz-hzi.de:10033/6218012019-08-30T11:29:44Zcom_10033_620857col_10033_620858
Narmani, Abolfazl
Teponno, Rémy Bertrand
Arzanlou, Mahdi
Surup, Frank
Helaly, Soleiman E
Wittstein, Kathrin
Praditya, Dimas F
Babai-Ahari, Asadollah
Steinmann, Eike
Stadler, Marc
HZI,Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7,38124 Braunschweig, Germany.
2019-06-06T11:54:34Z
2019-06-06T11:54:34Z
2019-04-01
Fitoterapia. 2019 Apr;134:314-322. doi: 10.1016/j.fitote.2019.02.015. Epub 2019Feb 23.
1873-6971
30807789
10.1016/j.fitote.2019.02.015
http://hdl.handle.net/10033/621801
Fitoterapia
Chemical analysis of extracts from cultures of the plant pathogenic fungus Cytospora sp. strain CCTU A309 collected in Iran led to the isolation of two previously unreported heptanedioic acid derivatives namely (2R,3S) 2-hydroxy-3-phenyl-4-oxoheptanedioic acid (1) and (2S,3S) 2-hydroxy-3-phenyl-4-oxoheptanedioic acid (2) as diastereomers, four previously undescribed prenylated p-terphenyl quinones 3-6 in addition to five known metabolites. Their structures were elucidated on the basis of extensive spectroscopic analysis and high-resolution mass spectrometry. For metabolites 1 and 2, the absolute configurations at C-2 were deduced from comparison of the 1H NMR difference of their (S)- and (R)-phenylglycine methyl ester derivatives while the relative configurations were tentatively assigned by a J-based analysis and confirmed by comparison of 13C chemical shifts to literature data. The isolated compounds were tested for their cytotoxic, antimicrobial (including biofilm inhibition), antiviral, and nematicidal activities. While only moderate antimicrobial effects were observed, the terphenyl quinone derivatives 3-6 and leucomelone (10) exhibited significant cytotoxicity against the mouse fibroblast L929 and cervix carcinoma KB-3-1 cell lines with IC50 values ranging from 2.4 to 26 μg/mL. Furthermore, metabolites 4-6 showed interesting antiviral activity against hepatitis C virus (HCV).
en
Elsevier
Attribution-NonCommercial-ShareAlike 4.0 International
http://creativecommons.org/licenses/by-nc-sa/4.0/
Antimicrobial activity
Antiviral activity
Cytotoxicity
Phenylglycine methyl ester derivatives
Secondary metabolites
Terphenyl quinones
Cytotoxic, antimicrobial and antiviral secondary metabolites produced by the plant pathogenic fungus Cytospora sp. CCTU A309.
Article
Fitoterapia
oai:repository.helmholtz-hzi.de:10033/6218232021-07-29T13:22:23Zcom_10033_620857col_10033_622968col_10033_620858
Messaoudi, Omar
Sudarman, Enge
Bendahou, Mourad
Jansen, Rolf
Stadler, Marc
Wink, Joachim
HZI,Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7,38124 Braunschweig, Germany.
2019-06-21T11:30:00Z
2019-06-21T11:30:00Z
2019-05-24
Nat Prod. 2019 May 24;82(5):1081-1088. doi: 10.1021/acs.jnatprod.8b00708. Epub 2019 Apr 25.
1520-6025
31021629
10.1021/acs.jnatprod.8b00708
http://hdl.handle.net/10033/621823
Journal of Natural Products
In our screening program for new biologically active secondary metabolites, a new strain, Nocardiopsis CG3 (DSM 106572), isolated from the saltpan of Kenadsa, was found to produce five new polyene macrolactams, the kenalactams A-E (1-5). Their structures were elucidated by spectral methods (NMR and HRESIMS), and the absolute configuration was derived by chemical derivatization (Mosher's method). Through a feeding experiment, alanine was proven to be the nitrogen-bearing starter unit involved in biosynthesis of the polyketide kenalactam A (1). Kenalactam E (5) was cytotoxic against human prostate cancer PC-3 cells with an IC50 value of 2.1 μM.
en
American Cemical Society (ACS)
Attribution-NonCommercial-ShareAlike 4.0 International
http://creativecommons.org/licenses/by-nc-sa/4.0/
Kenalactams A-E, Polyene Macrolactams Isolated from Nocardiopsis CG3.
Article
Journal of natural products
oai:repository.helmholtz-hzi.de:10033/6218242019-08-30T11:36:56Zcom_10033_620857com_10033_620618col_10033_620858col_10033_620622
Cheng, Tian
Chepkirui, Clara
Decock, Cony
Matasyoh, Josphat Clement
Stadler, Marc
HZI,Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7,38124 Braunschweig, Germany.
2019-06-21T14:34:18Z
2019-06-21T14:34:18Z
2019-05-24
J Nat Prod. 2019 May 24;82(5):1283-1291. doi: 10.1021/acs.jnatprod.8b01086. Epub 2019 Apr 19.
1520-6025
31001977
10.1021/acs.jnatprod.8b01086
http://hdl.handle.net/10033/621824
Journal of Natural Products
During the course of searching for new anti-infective and other biologically
active secondary metabolites from Kenyan basidiomycetes, 13 previously
undescribed metabolites, (6 R,7 S,10
R)-7,10-epoxy-7,11-dimethyldodec-1-ene-6,11-diol (1) and 12 sesquiterpenes named
elgonenes A-L (2-13), and the known compound P-coumaric acid (14) were isolated
from a basidiomycete collected in Mount Elgon Natural Reserve. The producing
organism represents a new species of the genus Sanghuangporus, which is one of
the segregates of the important traditional Asian medicinal mushrooms that were
formerly known as the " Inonotus linteus" complex. The structure elucidation of
compounds 1-13, based on 2D NMR spectroscopy, high-resolution mass spectrometry,
and other spectral methods, and their antibacterial, antifungal, and cytotoxic
activities are reported.
en
American Cemical Society (ACS)
ttps://pubs.acs.org/doi/pdf/10.1021/acs.jnatprod.8b01086
Attribution-NonCommercial-ShareAlike 4.0 International
http://creativecommons.org/licenses/by-nc-sa/4.0/
Sesquiterpenes from an Eastern African Medicinal Mushroom Belonging to the Genus Sanghuangporus.
Article
Journal of natural products
oai:repository.helmholtz-hzi.de:10033/6218372019-08-30T11:26:09Zcom_10033_620857col_10033_620858
Phookamsak, Rungtiwa
Stadler, Mark
et al.
HZI,Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7,38124 Braunschweig, Germany.
2019-07-02T08:30:43Z
2019-07-02T08:30:43Z
2019-05-01
15602745
10.1007/s13225-019-00421-w
http://hdl.handle.net/10033/621837
Fungal Diversity
This article is the ninth in the series of Fungal Diversity Notes, where 107 taxa distributed in three phyla, nine classes, 31 orders and 57 families are described and illustrated. Taxa described in the present study include 12 new genera, 74 new species, three new combinations, two reference specimens, a re-circumscription of the epitype, and 15 records of sexual-asexual morph connections, new hosts and new geographical distributions. Twelve new genera comprise Brunneofusispora, Brunneomurispora, Liua, Lonicericola, Neoeutypella, Paratrimmatostroma, Parazalerion, Proliferophorum, Pseudoastrosphaeriellopsis, Septomelanconiella, Velebitea and Vicosamyces. Seventy-four new species are Agaricus memnonius, A. langensis, Aleurodiscus patagonicus, Amanita flavoalba, A. subtropicana, Amphisphaeria mangrovei, Baorangia major, Bartalinia kunmingensis, Brunneofusispora sinensis, Brunneomurispora lonicerae, Capronia camelliae-yunnanensis, Clavulina thindii, Coniochaeta simbalensis, Conlarium thailandense, Coprinus trigonosporus, Liua muriformis, Cyphellophora filicis, Cytospora ulmicola, Dacrymyces invisibilis, Dictyocheirospora metroxylonis, Distoseptispora thysanolaenae, Emericellopsis koreana, Galiicola baoshanensis, Hygrocybe lucida, Hypoxylon teeravasati, Hyweljonesia indica, Keissleriella caraganae, Lactarius olivaceopallidus, Lactifluus midnapurensis, Lembosia brigadeirensis, Leptosphaeria urticae, Lonicericola hyaloseptispora, Lophiotrema mucilaginosis, Marasmiellus bicoloripes, Marasmius indojasminodorus, Micropeltis phetchaburiensis, Mucor orantomantidis, Murilentithecium lonicerae, Neobambusicola brunnea, Neoeutypella baoshanensis, Neoroussoella heveae, Neosetophoma lonicerae, Ophiobolus malleolus, Parabambusicola thysanolaenae, Paratrimmatostroma kunmingensis, Parazalerion indica, Penicillium dokdoense, Peroneutypa mangrovei, Phaeosphaeria cycadis, Phanerochaete australosanguinea, Plectosphaerella kunmingensis, Plenodomus artemisiae, P. lijiangensis, Proliferophorum thailandicum, Pseudoastrosphaeriellopsis kaveriana, Pseudohelicomyces menglunicus, Pseudoplagiostoma mangiferae, Robillarda mangiferae, Roussoella elaeicola, Russula choptae, R. uttarakhandia, Septomelanconiella thailandica, Spencermartinsia acericola, Sphaerellopsis isthmospora, Thozetella lithocarpi, Trechispora echinospora, Tremellochaete atlantica, Trichoderma koreanum, T. pinicola, T. rugulosum, Velebitea chrysotexta, Vicosamyces venturisporus, Wojnowiciella kunmingensis and Zopfiella indica. Three new combinations are Baorangia rufomaculata, Lanmaoa pallidorosea and Wojnowiciella rosicola. The reference specimens of Canalisporium kenyense and Tamsiniella labiosa are designated. The epitype of Sarcopeziza sicula is re-circumscribed based on cyto- and histochemical analyses. The sexual-asexual morph connection of Plenodomus sinensis is reported from ferns and Cirsium for the first time. In addition, the new host records and country records are Amanita altipes, A. melleialba, Amarenomyces dactylidis, Chaetosphaeria panamensis, Coniella vitis, Coprinopsis kubickae, Dothiorella sarmentorum, Leptobacillium leptobactrum var. calidus, Muyocopron lithocarpi, Neoroussoella solani, Periconia cortaderiae, Phragmocamarosporium hederae, Sphaerellopsis paraphysata and Sphaeropsis eucalypticola.
en
Springer-Nature
Attribution-NonCommercial-ShareAlike 4.0 International
http://creativecommons.org/licenses/by-nc-sa/4.0/
Fungal diversity notes 929–1035: taxonomic and phylogenetic contributions on genera and species of fungi
Article2019-07-02T08:30:44Zoai:repository.helmholtz-hzi.de:10033/6218382019-08-30T11:26:39Zcom_10033_620857col_10033_620858
Surup, Frank
Hennicke, Florian
Sella, Nadine
Stroot, Maria
Bernecker, Steffen
Pfütze, Sebastian
Stadler, Marc
Rühl, Martin
HZI,Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7,38124 Braunschweig, Germany.
2019-07-02T12:07:32Z
2019-07-02T12:07:32Z
2019-01-01
Beilstein J Org Chem. 2019 Apr 30;15:1000-1007. doi: 10.3762/bjoc.15.98. eCollection 2019.
1860-5397
31164938
10.3762/bjoc.15.98
http://hdl.handle.net/10033/621838
Beilstein Journal of Organic Chemistry
The strophariaceous basidiomycete Cyclocybe aegerita (synonyms Agrocybe aegerita and A. cylindracea) is one of the most praised cultivated edible mushrooms and is being cultivated at large scale for food production. Furthermore, the fungus serves as a model organism to study fruiting body formation and the production of secondary metabolites during the life cycle of Basidiomycota. By studying the secondary metabolite profiles of C. aegerita, we found several terpenoids in submerged cultures. Aside from the main metabolite, bovistol (1), two new bovistol derivatives B and C (2, 3) and pasteurestin C as a new protoilludane (4) were isolated by preparative HPLC. Their structures were elucidated by mass spectrometry and NMR spectroscopy. The relative configurations of 2-4 were assigned by ROESY correlations, and 3JH,H coupling constants in the case of 4. Applying quantitative PCR for gene expression validation, we linked the production of bovistol and its derivatives to the respective biosynthesis gene clusters.
Beilstein Institut
Attribution-NonCommercial-ShareAlike 4.0 International
http://creativecommons.org/licenses/by-nc-sa/4.0/
bioinformatics
gene cluster analysis
natural products
secondary metabolites
structure elucidation
terpenes
New terpenoids from the fermentation broth of the edible mushroom .
Article
Beilstein journal of organic chemistry2019-07-02T12:07:33Zoai:repository.helmholtz-hzi.de:10033/6218822019-08-30T11:24:28Zcom_10033_620857col_10033_620858
Chepkirui, Clara
Matasyoh, Josphat, C.
Decock, Cony, A.
Stadler, Marc
HZI,Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7,38124 Braunschweig, Germany.
2019-07-18T12:22:17Z
2019-07-18T12:22:17Z
2017-04-26
18743900
10.1016/j.phytol.2017.04.009
http://hdl.handle.net/10033/621882
Phytochemistry Letters
HPLC profiling of the mycelial culture of a poroid basidomycete collected in Mount Elgon, Kenya, which probably represents a new species of the genus Laetiporus, led to isolation of two previously undescribed lanostane type triterpenes.We propose the trivial names laetiporins A (1) and B (2). In addition, five known ones: dehydrosulphurenic acid (3), sulphurenic acid (4), eburicoic acid (5), 15α-hydroxytrametenolic acid (6) and trametenolic acid (7) were also isolated. The laetiporins (1–2) exhibited significant cytotoxic effects against various human cancer cells. The known compounds (3–5) and (7) also showed moderate cytotoxic activity, but none of the compounds showed any significant antimicrobial activity.
en
Elsevier
Attribution-NonCommercial-ShareAlike 4.0 International
http://creativecommons.org/licenses/by-nc-sa/4.0/
Cytotoxicity
Fungi
Polyporales
Terpenoids
Two cytotoxic triterpenes from cultures of a Kenyan Laetiporus sp. (Basidiomycota)
Article2019-07-18T12:22:17Zoai:repository.helmholtz-hzi.de:10033/6219012019-08-30T11:26:11Zcom_10033_620857col_10033_620858
Wu, Bing
Hussain, Muzammil
Zhang, Weiwei
Stadler, Marc
Liu, Xingzhong
Xiang, Meichun
HZI,Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7,38124 Braunschweig, Germany.
Wu, B.
2019-08-15T13:23:16Z
2019-08-15T13:23:16Z
2019-07-03
2019-05-07
21501203
10.1080/21501203.2019.1614106
https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85068476531&origin=inward
http://hdl.handle.net/10033/621901
Mycology
2-s2.0-85068476531
SCOPUS_ID:85068476531
The global bio-diversity of fungi has been extensively investigated and their species number has been estimated. Notably, the development of molecular phylogeny has revealed an unexpected fungal diversity and utilisation of culture-independent approaches including high-throughput amplicon sequencing has dramatically increased number of fungal operational taxonomic units. A number of novel taxa including new divisions, classes, orders and new families have been established in last decade. Many cryptic species were identified by molecular phylogeny. Based on recently generated data from culture-dependent and -independent survey on same samples, the fungal species on the earth were estimated to be 12 (11.7–13.2) million compared to 2.2–3.8 million species recently estimated by a variety of the estimation techniques. Moreover, it has been speculated that the current use of high-throughput sequencing techniques would reveal an even higher diversity than our current estimation. Recently, the formal classification of environmental sequences and permission of DNA sequence data as fungal names’ type were proposed but strongly objected by the mycologist community. Surveys on fungi in unusual niches have indicated that many previously regarded “unculturable fungi” could be cultured on certain substrates under specific conditions. Moreover, the high-throughput amplicon sequencing, shotgun metagenomics and a single-cell genomics could be a powerful means to detect novel taxa. Here, we propose to separate the fungal types into physical type based on specimen, genome DNA (gDNA) type based on complete genome sequence of culturable and uncluturable fungal specimen and digital type based on environmental DNA sequence data. The physical and gDNA type should have priority, while the digital type can be temporal supplementary before the physical type and gDNA type being available. The fungal name based on the “digital type” could be assigned as the “clade” name + species name. The “clade” name could be the name of genus, family or order, etc. which the sequence of digital type affiliates to. Facilitating future cultivation efforts should be encouraged. Also, with the advancement in knowledge of fungi inhabiting various environments mostly because of rapid development of new detection technologies, more information should be expected for fungal diversity on our planet. © 2019, © 2019 The Author(s). Published by Informa UK Limited, trading as Taylor & Francis Group.
en
Taylor&Francis
Mycology
3
10
Attribution-NonCommercial-ShareAlike 4.0 International
http://creativecommons.org/licenses/by-nc-sa/4.0/
biodiversity
fungal phylogeny
Fungi
molecular methods
numbers of fungi
Current insights into fungal species diversity and perspective on naming the environmental DNA sequences of fungi
Article2019-08-15T13:23:17Zoai:repository.helmholtz-hzi.de:10033/6219062019-08-30T11:26:11Zcom_10033_620857col_10033_620858
Buatong, Jirayu
Rukachaisirikul, Vatcharin
Sangkanu, Suthinee
Surup, Frank
Phongpaichit, Souwalak
HZI,Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7,38124 Braunschweig, Germany.
Buatong, J.
2019-08-16T09:58:08Z
2019-08-16T09:58:08Z
2019-01-01
09737510
10.22207/JPAM.13.2.02
https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85068605461&origin=inward
http://hdl.handle.net/10033/621906
Journal of Pure and Applied Microbiology
2-s2.0-85068605461
SCOPUS_ID:85068605461
Marine-derived actinobacteria are considered as potential sources of bioactive metabolites including antifungal substances. Fifteen out of 155 marine-derived actinobacteria exhibited strong antifungal activity against the rice blast fungus Pyricularia oryzae. Their extracts were further determined for minimum inhibitory concentrations (MIC) and minimum fungicidal concentrations (MFC). Ethyl acetate extract from the strain AMA49 and its subfraction AMA49F1 strongly inhibited hyphal growth of various P. oryzae strains with MICs (8 to 16µg/ml) and MFCs (16 to 128µg/ml) comparable to propiconazole. Both extracts destroyed fungal membrane and organelles, completely inhibited conidial germination, appressorium formation, and were non-toxic to Galleria mellonella. High performance liquid chromatography/mass spectrometry identified oligomycin A and its derivatives as the active components of AMA49F1 besides several diketopiperazines. AMA49 was identified as a Streptomyces sp. based on morphological characteristics and 16S rDNA sequence analysis. The results suggest that the Streptomyces sp. strain AMA49 is a potential biocontrol agent against rice blast pathogen P. oryzae. This is the first report on the inhibitory effect of the marine-derived Streptomyces extract containing oligomycin A and its derivatives on mycelial growth, conidial germination and appressorium formation of P. oryzae.
en
Oriental Scientific Pub Co(according to Zezoc)
Journal of Pure and Applied Microbiology
2
13
Attribution-NonCommercial-ShareAlike 4.0 International
http://creativecommons.org/licenses/by-nc-sa/4.0/
Diketopiperazines
Marine-derived Streptomyces sp
Oligomycin A
Pyricularia oryzae
Rice blast disease
Antifungal metabolites from marine-derived Streptomyces sp. AMA49 against Pyricularia oryzae
Article2019-08-16T09:58:09Zoai:repository.helmholtz-hzi.de:10033/6219082019-08-30T11:26:12Zcom_10033_620857col_10033_620858
Hyde, Kevin D.
Xu, Jianchu
Rapior, Sylvie
Jeewon, Rajesh
Lumyong, Saisamorn
Niego, Allen Grace T.
Abeywickrama, Pranami D.
Aluthmuhandiram, Janith V.S.
Brahamanage, Rashika S.
Brooks, Siraprapa
Chaiyasen, Amornrat
Chethana, K. W.Thilini
Chomnunti, Putarak
Chepkirui, Clara
Chuankid, Boontiya
de Silva, Nimali I.
Doilom, Mingkwan
Faulds, Craig
Gentekaki, Eleni
Gopalan, Venkat
Kakumyan, Pattana
Harishchandra, Dulanjalee
Hemachandran, Hridya
Hongsanan, Sinang
Karunarathna, Anuruddha
Karunarathna, Samantha C.
Khan, Sehroon
Kumla, Jaturong
Jayawardena, Ruvishika S.
Liu, Jian Kui
Liu, Ningguo
Luangharn, Thatsanee
Macabeo, Allan Patrick G.
Marasinghe, Diana S.
Meeks, Dan
Mortimer, Peter E.
Mueller, Peter
Nadir, Sadia
Nataraja, Karaba N.
Nontachaiyapoom, Sureeporn
O’Brien, Meghan
Penkhrue, Watsana
Phukhamsakda, Chayanard
Ramanan, Uma Shaanker
Rathnayaka, Achala R.
Sadaba, Resurreccion B.
Sandargo, Birthe
Samarakoon, Binu C.
Tennakoon, Danushka S.
Siva, Ramamoorthy
Sriprom, Wasan
Suryanarayanan, T. S.
Sujarit, Kanaporn
Suwannarach, Nakarin
Suwunwong, Thitipone
Thongbai, Benjarong
Thongklang, Naritsada
Wei, Deping
Wijesinghe, S. Nuwanthika
Winiski, Jake
Yan, Jiye
Yasanthika, Erandi
Stadler, Marc
HZI,Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7,38124 Braunschweig, Germany.
Hyde, K.
2019-08-16T13:27:03Z
2019-08-16T13:27:03Z
2019-07-31
15602745
10.1007/s13225-019-00430-9
https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85068848752&origin=inward
http://hdl.handle.net/10033/621908
Fungal Diversity
2-s2.0-85068848752
SCOPUS_ID:85068848752
review
Fungi are an understudied, biotechnologically valuable group of organisms. Due to the immense range of habitats that fungi inhabit, and the consequent need to compete against a diverse array of other fungi, bacteria, and animals, fungi have developed numerous survival mechanisms. The unique attributes of fungi thus herald great promise for their application in biotechnology and industry. Moreover, fungi can be grown with relative ease, making production at scale viable. The search for fungal biodiversity, and the construction of a living fungi collection, both have incredible economic potential in locating organisms with novel industrial uses that will lead to novel products. This manuscript reviews fifty ways in which fungi can potentially be utilized as biotechnology. We provide notes and examples for each potential exploitation and give examples from our own work and the work of other notable researchers. We also provide a flow chart that can be used to convince funding bodies of the importance of fungi for biotechnological research and as potential products. Fungi have provided the world with penicillin, lovastatin, and other globally significant medicines, and they remain an untapped resource with enormous industrial potential.
en
Springer
Fungal Diversity
1
97
Attribution-NonCommercial-ShareAlike 4.0 International
http://creativecommons.org/licenses/by-nc-sa/4.0/
Biocontrol
Biodiversity
Biotechnology
Food
Fungi
Mushrooms
The amazing potential of fungi: 50 ways we can exploit fungi industrially
Article
Other2019-08-16T13:27:04Zoai:repository.helmholtz-hzi.de:10033/6219222019-08-30T11:24:30Zcom_10033_620857col_10033_620858
Hyde, Kevin D.
Xu, Jianchu
Rapior, Sylvie
Jeewon, Rajesh
Lumyong, Saisamorn
Niego, Allen Grace T.
Abeywickrama, Pranami D.
Aluthmuhandiram, Janith V.S.
Brahamanage, Rashika S.
Brooks, Siraprapa
Chaiyasen, Amornrat
Chethana, K. W.Thilini
Chomnunti, Putarak
Chepkirui, Clara
Chuankid, Boontiya
de Silva, Nimali I.
Doilom, Mingkwan
Faulds, Craig
Gentekaki, Eleni
Gopalan, Venkat
Kakumyan, Pattana
Harishchandra, Dulanjalee
Hemachandran, Hridya
Hongsanan, Sinang
Karunarathna, Anuruddha
Karunarathna, Samantha C.
Khan, Sehroon
Kumla, Jaturong
Jayawardena, Ruvishika S.
Liu, Jian Kui
Liu, Ningguo
Luangharn, Thatsanee
Macabeo, Allan Patrick G.
Marasinghe, Diana S.
Meeks, Dan
Mortimer, Peter E.
Mueller, Peter
Nadir, Sadia
Nataraja, Karaba N.
Nontachaiyapoom, Sureeporn
O’Brien, Meghan
Penkhrue, Watsana
Phukhamsakda, Chayanard
Ramanan, Uma Shaanker
Rathnayaka, Achala R.
Sadaba, Resurreccion B.
Sandargo, Birthe
Samarakoon, Binu C.
Tennakoon, Danushka S.
Siva, Ramamoorthy
Sriprom, Wasan
Suryanarayanan, T. S.
Sujarit, Kanaporn
Suwannarach, Nakarin
Suwunwong, Thitipone
Thongbai, Benjarong
Thongklang, Naritsada
Wei, Deping
Wijesinghe, S. Nuwanthika
Winiski, Jake
Yan, Jiye
Yasanthika, Erandi
Stadler, Marc
HZI,Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7,38124 Braunschweig, Germany.
Hyde, K.
2019-08-27T11:23:38Z
2019-08-27T11:23:38Z
2019-07-31
15602745
10.1007/s13225-019-00430-9
https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85068848752&origin=inward
http://hdl.handle.net/10033/621922
2-s2.0-85068848752
SCOPUS_ID:85068848752
Fungi are an understudied, biotechnologically valuable group of organisms. Due to the immense range of habitats that fungi inhabit, and the consequent need to compete against a diverse array of other fungi, bacteria, and animals, fungi have developed numerous survival mechanisms. The unique attributes of fungi thus herald great promise for their application in biotechnology and industry. Moreover, fungi can be grown with relative ease, making production at scale viable. The search for fungal biodiversity, and the construction of a living fungi collection, both have incredible economic potential in locating organisms with novel industrial uses that will lead to novel products. This manuscript reviews fifty ways in which fungi can potentially be utilized as biotechnology. We provide notes and examples for each potential exploitation and give examples from our own work and the work of other notable researchers. We also provide a flow chart that can be used to convince funding bodies of the importance of fungi for biotechnological research and as potential products. Fungi have provided the world with penicillin, lovastatin, and other globally significant medicines, and they remain an untapped resource with enormous industrial potential. © 2019, The Author(s).
en
Fungal Diversity
1
97
Attribution-NonCommercial-ShareAlike 4.0 International
http://creativecommons.org/licenses/by-nc-sa/4.0/
Biocontrol
Biodiversity
Biotechnology
Food
Fungi
Mushrooms
The amazing potential of fungi: 50 ways we can exploit fungi industrially
Article2019-08-27T11:23:39Zoai:repository.helmholtz-hzi.de:10033/6219232019-08-30T11:24:31Zcom_10033_620857col_10033_620858
Wongkanoun, Sarunyou
Wendt, Lucile
Stadler, Marc
Luangsa-ard, Jennifer
Srikitikulchai, Prasert
HZI,Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7,38124 Braunschweig, Germany.
Wongkanoun, S.
2019-08-28T08:00:38Z
2019-08-28T08:00:38Z
2019-04-02
1617416X
10.1007/s11557-019-01469-3
https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85063128792&origin=inward
http://hdl.handle.net/10033/621923
Mycological Progress
2-s2.0-85063128792
SCOPUS_ID:85063128792
During a survey of Xylariales in northern Thailand, several specimens with affinities to the genus Daldinia were found and examined for morphological characters, secondary metabolites, and molecular phylogenetic traits. Aside from morphological and chemotaxonomic studies, a multi-locus phylogenetic analysis using internal transcribed spacers regions (ITS) and the large subunit (LSU) of the ribosomal DNA, the second largest subunit of the RNA polymerase (RPB2), and beta-tubulin (TUB2) genes was performed. Among the specimens was a new species and a new record of a species that had previously never been sequenced and studied for its anamorphic morphology. This species, previously described by Ju and Rogers as Hypoxylon kretzschmarioides based on a single record from Indonesia, showed secondary metabolite profiles reminiscent of those of the genus Daldinia and even clustered in the latter genus in the phylogenetic tree. Therefore, it is transferred to Daldinia as D. kretzschmarioides comb. nov. A second new species, D. subvernicosa sp. nov., was found to have a close relationship with D. vernicosa based on morphological and molecular evidence, but differs from D. vernicosa by long-stipitate asci with mostly subglobose ascospores, and the basal ascospores are often elongated.
Springer
Mycological Progress
4
18
Attribution-NonCommercial-ShareAlike 4.0 International
http://creativecommons.org/licenses/by-nc-sa/4.0/
Ascomycota
New combination
New species
Phylogeny
Taxonomy
Xylariales
A novel species and a new combination of Daldinia from Ban Hua Thung community forest in the northern part of Thailand
Article2019-08-28T08:00:39Zoai:repository.helmholtz-hzi.de:10033/6219432019-09-18T03:36:30Zcom_10033_620857col_10033_620858
Sir, Esteban B.
Becker, Kevin
Lambert, Christopher
Bills, Gerald F.
Kuhnert, Eric
HZI,Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7,38124 Braunschweig, Germany.
Sir, E.
2019-09-17T08:10:09Z
2019-09-17T08:10:09Z
2019-01-01
Mycologia. 2019 Aug 28:1-25. doi: 10.1080/00275514.2019.1637705.
00275514
31460851
10.1080/00275514.2019.1637705
https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85071307633&origin=inward
http://hdl.handle.net/10033/621943
Mycologia
2-s2.0-85071307633
SCOPUS_ID:85071307633
en
Taylor & Francis
Mycologia
Attribution-NonCommercial-ShareAlike 4.0 International
http://creativecommons.org/licenses/by-nc-sa/4.0/
3 new taxa
Ascomycota
chemotaxonomy
multigene phylogeny
taxonomy
Xylariales
Observations on Texas hypoxylons, including two new Hypoxylon species and widespread environmental isolates of the H. croceum complex identified by a polyphasic approach
Article
oai:repository.helmholtz-hzi.de:10033/6219612019-09-24T03:44:35Zcom_10033_620857col_10033_620858
Wang, Tao
Mohr, Kathrin I
Stadler, Marc
Dickschat, Jeroen S
HZI,Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7,38124 Braunschweig, Germany
2019-09-23T11:52:44Z
2019-09-23T11:52:44Z
2018-01-01
Beilstein J Org Chem. 2018 Jan 12;14:135-147. doi: 10.3762/bjoc.14.9. eCollection 2018.
1860-5397
29441137
10.3762/bjoc.14.9
http://hdl.handle.net/10033/621961
Beilstein journal of organic chemistry
The volatiles from the fungus Daldinia clavata were collected by use of a closed-loop stripping apparatus and analysed by GC-MS. A few compounds were readily identified by comparison of measured to library mass spectra and of retention indices to published data, while for other compounds a synthesis of references was required. For one of the main compounds, 5-hydroxy-4,6-dimethyloctan-3-one, the relative and absolute configuration was determined by synthesis of all eight stereoisomers and gas chromatographic analysis using a homochiral stationary phase. Another identified new natural product is 6-nonyl-2H-pyran-2-one. The antimicrobial and cytotoxic effects of the synthetic volatiles are also reported.
en
Beilstein Institut
Attribution-NonCommercial-ShareAlike 4.0 International
http://creativecommons.org/licenses/by-nc-sa/4.0/
enantioselective synthesis
gas chromatography
mass spectrometry
natural products
volatiles
Volatiles from the tropical ascomycete (Hypoxylaceae, Xylariales).
Article
Beilstein journal of organic chemistry2019-09-23T11:52:45Zoai:repository.helmholtz-hzi.de:10033/6219662021-07-29T13:22:23Zcom_10033_620857col_10033_622968col_10033_620858
Babadi, Zahra Khosravi
Sudarman, Enge
Ebrahimipour, Gholam Hossein
Primahana, Gian
Stadler, Marc
Wink, Joachim
HZI,Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7,38124 Braunschweig, Germany.
2019-10-09T08:13:42Z
2019-10-09T08:13:42Z
2019-08-26
J Antibiot (Tokyo). 2019 Aug 26. pii: 10.1038/s41429-019-0223-7. doi: 10.1038/s41429-019-0223-7.
0021-8820
31451754
10.1038/s41429-019-0223-7
http://hdl.handle.net/10033/621966
The journal of Antibiotics
The bioassay-guided fractionation from cultures of the actinobacterium Saccharothrix xinjiangensis Act24Zk, collected from the Caspian Sea beach in Iran led to the isolation of three new compounds, caerulomycin M (1), saccharopyrone (2), and saccharonoic acid (3), together with the known compound, caerulomycin A (4). Their structures were elucidated from HR-ESIMS and 1D and 2D NMR data. Compound 2 displayed moderate cytotoxic activity against the human cervix carcinoma HeLa cells KB3.1 with an IC50 value of 5.4 µM.
en
Japan Antibiotics Research Association
Attribution-NonCommercial-ShareAlike 4.0 International
http://creativecommons.org/licenses/by-nc-sa/4.0/
Structurally diverse metabolites from the rare actinobacterium Saccharothrix xinjiangensis.
Article
The Journal of antibiotics
oai:repository.helmholtz-hzi.de:10033/6219742019-10-15T01:39:54Zcom_10033_620857col_10033_620858
Mountessou, Bel Youssouf G.
Tchamgoue, Joseph
Paul Dzoyem, Jean
Tchuenguem, Roland T.
Surup, Frank
Choudhary, Muhammad I.
Green, Ivan R.
Kouam, Simeon F.
HZI,Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7,38124 Braunschweig, Germany.
2019-10-14T09:05:06Z
2019-10-14T09:05:06Z
2018-12
0040-4039
10.1016/j.tetlet.2018.11.035
http://hdl.handle.net/10033/621974
Tetrahedron Letters
Two xanthones, 2-(3-hydroxy-3,3-dimethyldihydroallyl)-dihydro-6-deoxyisojacareubin (1) and dihydro-6-deoxyjacareubin (2), and two 3 ⟶ 8 rotameric biflavonoids, (2R,3S)-volkensiflavone-7-O-β-acetylglucopyranoside (3) and (2S,3S)-morelloflavone-7-O-β-acetylglucopyranoside (4), together with fifteen known compounds, were isolated from a dichloromethane/methanol (1:1, v/v) extract of the bark of the plant Allanblackia floribunda. The structures of the new compounds were elucidated by NMR spectroscopy and mass spectroscopic techniques and those of the known ones were deduced by comparison with data reported in the literature. The isolated biflavonoids were obtained as mixtures of conformers exhibiting duplicate NMR signals in solution at 25 °C and their respective absolute configurations were assigned using circular dichroism spectroscopy. Selected isolated compounds were assessed for their antibacterial and antioxidant properties
Elsevier BV
Attribution-NonCommercial-ShareAlike 4.0 International
http://creativecommons.org/licenses/by-nc-sa/4.0/
Two xanthones and two rotameric (3⟶8) biflavonoids from the Cameroonian medicinal plant Allanblackia floribunda Oliv. (Guttiferae)
Article
59
52
4545-4550
oai:repository.helmholtz-hzi.de:10033/6219782019-10-16T01:35:04Zcom_10033_620857col_10033_620858
Kuephadungphan, Wilawan
Macabeo, Allan Patrick G.
Luangsa-Ard, Janet Jennifer
Tasanathai, Kanoksri
Thanakitpipattana, Donnaya
Phongpaichit, Souwalak
Yuyama, Kamila
Stadler, Marc
HZI,Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7,38124 Braunschweig, Germany.
Kuephadungphan, W.
2019-10-15T14:16:35Z
2019-10-15T14:16:35Z
2019-02-15
1617416X
10.1007/s11557-018-1431-4
https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85051660443&origin=inward
http://hdl.handle.net/10033/621978
Mycological Progress
2-s2.0-85051660443
SCOPUS_ID:85051660443
Numerous gatherings of a new species of the genus Gibellula, closely resembling the monotypic, neotropical G. mirabilis were encountered in Thailand. The taxon was cultured successfully although no in vitro sporulation was observed. The new species, Gibellula gamsii, could be distinguished from closely related other Gibellula species on the basis of morphological features and phylogenetic inferences recruiting concatenated sequences of five DNA loci including ITS, LSU, RPB1, RPB2, and EF1-α. The secondary metabolites of G. gamsii, strain BCC47868, were studied concurrently after preparative separation of the crude extract by preparative high-performance liquid chromatography (HPLC). Two new 1,3-disubstituted β-carboline alkaloids, for which we propose the trivial names, gibellamines A (1) and B (2), were isolated. The chemical structures of these compounds were elucidated by interpretation of spectral data, generated by nuclear magnetic resonance spectroscopy (NMR) and mass spectrometry (MS). The alkaloid 1 also exhibited moderate anti-biofilm activity against Staphylococcus aureus.
en
Springer open Choice
Mycological Progress
1-2
18
Attribution-NonCommercial-ShareAlike 4.0 International
http://creativecommons.org/licenses/by-nc-sa/4.0/
Bioprospecting
Cordycipitaceae
Invertebrate-associated fungi
New species
Studies on the biologically active secondary metabolites of the new spider parasitic fungus Gibellula gamsii
Article2019-10-15T14:16:36Zoai:repository.helmholtz-hzi.de:10033/6220132019-11-14T02:05:13Zcom_10033_620857col_10033_620858
Phukhamsakda, Chayanard
Macabeo, Allan Patrick G
Huch, Volker
Cheng, Tian
Hyde, Kevin D
Stadler, Marc
HZI,Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7,38124 Braunschweig, Germany.
2019-11-13T09:20:43Z
2019-11-13T09:20:43Z
2019-10-25
J Nat Prod. 2019 Oct 25;82(10):2878-2885. doi: 10.1021/acs.jnatprod.9b00604. Epub 2019 Oct 10.
1520-6025
31599583
10.1021/acs.jnatprod.9b00604
http://hdl.handle.net/10033/622013
Journal of Natural Products
To explore the chemical diversity of metabolites from new species of Dothideomycetes, the ex-type strain of Sparticola junci was investigated. Seven highly oxygenated and functionalized spirodioxynaphthalene natural products incorporating carboxyalkylidene-cyclopentanoid (1-4), carboxyl-functionalized oxabicyclo[3.3.0]octane (5-6), and annelated 2-cyclopentenone/δ-lactone (7) units, sparticolins A-G, were isolated from submerged cultures of the fungus. Their chemical structures including their relative (and absolute) configurations were established through spectroscopic and X-ray crystallographic analyses. Sparticolin B (2) exhibited inhibitory activity against the Gram-positive bacteria Bacillus subtilis, Micrococcus luteus, and Staphylococcus aureus, while sparticolin G (7) showed antifungal activities against Schizosaccharomyces pombe and Mucor hiemalis. All other sparticolins were only weakly active against S. aureus and also showed weak activities against the nematode Caenorhabditis elegans. Compounds 2 and 7 also showed moderate cytotoxic activities against seven mammalian cell lines.
en
American Society of Chemistry
Attribution-NonCommercial-ShareAlike 4.0 International
http://creativecommons.org/licenses/by-nc-sa/4.0/
Sparticolins A-G, Biologically Active Oxidized Spirodioxynaphthalene Derivatives from the Ascomycete Sparticola junci.
Article
Journal of natural products
oai:repository.helmholtz-hzi.de:10033/6220172019-11-16T02:21:07Zcom_10033_620857col_10033_620858
Narmani, Abolfazl
Teponno, Rémy Bertrand
Helaly, Soleiman E
Arzanlou, Mahdi
Stadler, Marc
HZI,Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7,38124 Braunschweig, Germany.
2019-11-15T11:06:51Z
2019-11-15T11:06:51Z
2019-10-23
Fitoterapia. 2019 Oct 23;139:104390. doi: 10.1016/j.fitote.2019.104390.
1873-6971
31655088
10.1016/j.fitote.2019.104390
http://hdl.handle.net/10033/622017
Filoterapia
From extracts of the plant associated fungus Chaetosphaeronema achilleae collected in Iran, a previously unreported isoindolinone named chaetosisoindolinone (1) and a previously undescribed indanone named chaetosindanone (2) were isolated in addition to five known metabolites, 2-(2-acetyl-3,5-dihydroxyphenyl) acetic acid (3), vulculic acid (4), 2-(2-acetyl-3-hydroxy-5-methoxyphenyl)acetic acid (5), curvulin (6), and curvulol (7). Their structures were elucidated on the basis of extensive spectroscopic analysis and high-resolution mass spectrometry. The isolated compounds were tested for their antimicrobial, anti-biofilm, and nematicidal activities. Compound 2 exhibited cytotoxicity against the human breast adenocarcinoma MCF-7 cells with an IC50 value of 1.5 μg/mL. Furthermore, compounds 4 and 7 almost completely inhibited biofilm formation in Staphylococcus aureus at 256 μg/mL. Weak antimicrobial activities were also observed for some of the isolated compounds against Mucor hiemalis, Rhodoturula glutinis, Chromobacterium violaceum, and Staphylococcus aureus.
en
Elsevier
Attribution-NonCommercial-ShareAlike 4.0 International
http://creativecommons.org/licenses/by-nc-sa/4.0/
Antibiotics
Fungi
Polyketides
Secondary metabolites
Cytotoxic, anti-biofilm and antimicrobial polyketides from the plant associated fungus Chaetosphaeronema achilleae.
Article
Fitoterapia
oai:repository.helmholtz-hzi.de:10033/6220502019-12-20T01:59:32Zcom_10033_620857col_10033_620858
Richter, Christian
Yurkov, Andrey M
Boekhout, Teun
Stadler, Marc
HZI,Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7,38124 Braunschweig, Germany.
2019-12-19T12:58:25Z
2019-12-19T12:58:25Z
2019-01-01
Front Microbiol. 2019 Nov 22;10:2544. doi: 10.3389/fmicb.2019.02544. eCollection 2019.
1664-302X
31824440
10.3389/fmicb.2019.02544
http://hdl.handle.net/10033/622050
Frontiers in Microbiology
In 2006 several yeast-like fungi were isolated from apples that showed a postharvest disorder named "white haze." These strains were morphologically and molecularly assigned to the genus Tilletiopsis. Following the recent reclassification of yeasts in Ustilaginomycotina and the genus Tilletiopsis in particular, species that caused "white haze" disorder were re-identified based on the phylogenetic analysis of five DNA-loci (ITS, LSU, SSU, RPB2, and TEF1) and analysis of D1/D2 domains of the 26S/28S rRNA (LSU). Six novel species belonging to three orders in the Exobasidiomycetes, namely Entyloma belangeri (holotype: CBS 111600; ex-type: DSM 29114) MB 823155, Entyloma davenportii (holotype: CBS 111604; ex-type: DSM 100135) MB 823154, Entyloma elstari (holotype: CBS 111593; ex-type: DSM 29113) MB 823153, Entyloma randwijkense (holotype: CBS 111606; ex-type: DSM 100136) MB 823156, Jamesdicksonia mali (holotype: CBS 111625; ex-type: DSM 29121) MB 823151 and Golubevia heteromorpha (holotype: CBS 111610; ex-type: DSM 100176) MB 823152 are proposed to accommodate these strains. In addition, sequences representing phylogenetically related but yet undescribed fungi were obtained from GenBank in order to show the diversity of Tilletiopsis-like yeast states in Exobasidiomycetes.
en
Frontiers
Attribution-NonCommercial-ShareAlike 4.0 International
http://creativecommons.org/licenses/by-nc-sa/4.0/
Tilletiopsis
apple
postharvest disorder
six new species
white haze
Diversity of Tilletiopsis-Like Fungi in Exobasidiomycetes (Ustilaginomycotina) and Description of Six Novel Species.
Article
Frontiers in microbiology2019-12-19T12:58:26Zdim///col_10033_620858/100