Hymenosetin, a 3-decalinoyltetramic acid antibiotic from cultures of the ash dieback pathogen, Hymenoscyphus pseudoalbidus.

2.50
Hdl Handle:
http://hdl.handle.net/10033/337879
Title:
Hymenosetin, a 3-decalinoyltetramic acid antibiotic from cultures of the ash dieback pathogen, Hymenoscyphus pseudoalbidus.
Authors:
Halecker, Sandra; Surup, Frank; Kuhnert, Eric; Mohr, Kathrin I; Brock, Nelson L; Dickschat, Jeroen S; Junker, Corina; Schulz, Barbara; Stadler, Marc ( 0000-0002-7284-8671 )
Abstract:
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.
Affiliation:
Helmholtz Centre for ifection research, Innhoffenstr. 7, D38124 Braunschweig, Germany.
Citation:
Hymenosetin, a 3-decalinoyltetramic acid antibiotic from cultures of the ash dieback pathogen, Hymenoscyphus pseudoalbidus. 2014, 100:86-91 Phytochemistry
Journal:
Phytochemistry
Issue Date:
Apr-2014
URI:
http://hdl.handle.net/10033/337879
DOI:
10.1016/j.phytochem.2014.01.018
PubMed ID:
24529574
Type:
Article
Language:
en
ISSN:
1873-3700
Appears in Collections:
publications of the department of microbial drugs (MWIS)

Full metadata record

DC FieldValue Language
dc.contributor.authorHalecker, Sandraen
dc.contributor.authorSurup, Franken
dc.contributor.authorKuhnert, Ericen
dc.contributor.authorMohr, Kathrin Ien
dc.contributor.authorBrock, Nelson Len
dc.contributor.authorDickschat, Jeroen Sen
dc.contributor.authorJunker, Corinaen
dc.contributor.authorSchulz, Barbaraen
dc.contributor.authorStadler, Marcen
dc.date.accessioned2015-01-07T12:55:32Zen
dc.date.available2015-01-07T12:55:32Zen
dc.date.issued2014-04en
dc.identifier.citationHymenosetin, a 3-decalinoyltetramic acid antibiotic from cultures of the ash dieback pathogen, Hymenoscyphus pseudoalbidus. 2014, 100:86-91 Phytochemistryen
dc.identifier.issn1873-3700en
dc.identifier.pmid24529574en
dc.identifier.doi10.1016/j.phytochem.2014.01.018en
dc.identifier.urihttp://hdl.handle.net/10033/337879en
dc.description.abstractA 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
dc.language.isoenen
dc.subject.meshAnti-Bacterial Agentsen
dc.subject.meshAscomycotaen
dc.subject.meshCulture Techniquesen
dc.subject.meshMicrobial Sensitivity Testsen
dc.subject.meshPyrrolidinonesen
dc.titleHymenosetin, a 3-decalinoyltetramic acid antibiotic from cultures of the ash dieback pathogen, Hymenoscyphus pseudoalbidus.en
dc.typeArticleen
dc.contributor.departmentHelmholtz Centre for ifection research, Innhoffenstr. 7, D38124 Braunschweig, Germany.en
dc.identifier.journalPhytochemistryen

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