Hymenosetin, a 3-decalinoyltetramic acid antibiotic from cultures of the ash dieback pathogen, Hymenoscyphus pseudoalbidus.
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Authors
Halecker, SandraSurup, Frank
Kuhnert, Eric
Mohr, Kathrin I
Brock, Nelson L
Dickschat, Jeroen S
Junker, Corina
Schulz, Barbara
Stadler, Marc
Issue Date
2014-04
Metadata
Show full item recordAbstract
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.Citation
Hymenosetin, a 3-decalinoyltetramic acid antibiotic from cultures of the ash dieback pathogen, Hymenoscyphus pseudoalbidus. 2014, 100:86-91 PhytochemistryAffiliation
Helmholtz Centre for ifection research, Innhoffenstr. 7, D38124 Braunschweig, Germany.Journal
PhytochemistryPubMed ID
24529574Type
ArticleLanguage
enISSN
1873-3700ae974a485f413a2113503eed53cd6c53
10.1016/j.phytochem.2014.01.018
Scopus Count
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