Production of Obionin A and Derivatives by the Sooty Blotch Fungus Microcyclospora malicola.

2.50
Hdl Handle:
http://hdl.handle.net/10033/620520
Title:
Production of Obionin A and Derivatives by the Sooty Blotch Fungus Microcyclospora malicola.
Authors:
Surup, Frank; Medjedović, Ajda; Schroers, Hans-Josef; Stadler, Marc ( 0000-0002-7284-8671 )
Abstract:
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.
Affiliation:
Helmholtz Centre for infection research, Inhoffenstr. 7, 38124 Braunschweig.
Citation:
Production of Obionin A and Derivatives by the Sooty Blotch Fungus Microcyclospora malicola. 2015, 81 (15):1339-44 Planta Med.
Journal:
Planta medica
Issue Date:
Oct-2015
URI:
http://hdl.handle.net/10033/620520
DOI:
10.1055/s-0035-1545908
PubMed ID:
25856439
Type:
Article
Language:
en
ISSN:
1439-0221
Appears in Collections:
publications of the department of microbial drugs (MWIS)

Full metadata record

DC FieldValue Language
dc.contributor.authorSurup, Franken
dc.contributor.authorMedjedović, Ajdaen
dc.contributor.authorSchroers, Hans-Josefen
dc.contributor.authorStadler, Marcen
dc.date.accessioned2016-09-19T13:44:07Z-
dc.date.available2016-09-19T13:44:07Z-
dc.date.issued2015-10-
dc.identifier.citationProduction of Obionin A and Derivatives by the Sooty Blotch Fungus Microcyclospora malicola. 2015, 81 (15):1339-44 Planta Med.en
dc.identifier.issn1439-0221-
dc.identifier.pmid25856439-
dc.identifier.doi10.1055/s-0035-1545908-
dc.identifier.urihttp://hdl.handle.net/10033/620520-
dc.description.abstractA 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
dc.language.isoenen
dc.rights.urihttp://creativecommons.org/licenses/by-nc-sa/4.0/*
dc.subject.meshAnti-Infective Agentsen
dc.subject.meshAntifungal Agentsen
dc.subject.meshAscomycotaen
dc.subject.meshBenzopyransen
dc.subject.meshDrug Screening Assays, Antitumoren
dc.subject.meshMalusen
dc.subject.meshNaphthoquinonesen
dc.titleProduction of Obionin A and Derivatives by the Sooty Blotch Fungus Microcyclospora malicola.en
dc.typeArticleen
dc.contributor.departmentHelmholtz Centre for infection research, Inhoffenstr. 7, 38124 Braunschweig.en
dc.identifier.journalPlanta medicaen

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