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Identification of feldin, an antifungal polyyne from the beefsteak fungus fistulina hepatica

  • Fruiting body-forming members of the Basidiomycota maintain their ecological fitness against various antagonists like ascomycetous mycoparasites. To achieve that, they produce myriads of bioactive compounds, some of which are now being used as agrochemicals or pharmaceutical lead structures. Here, we screened ethyl acetate crude extracts from cultures of thirty-five mushroom species for antifungal bioactivity, for their effect on the ascomycete Saccharomyces cerevisiae and the basidiomycete Ustilago maydis. One extract that inhibited the growth of S. cerevisiae much stronger than that of U. maydis was further analyzed. For bioactive compound identification, we performed bioactivity-guided HPLC/MS fractionation. Fractions showing inhibition against S. cerevisiae but reduced activity against U. maydis were further analyzed. NMR-based structure elucidation from one such fraction revealed the polyyne we named feldin, which displays prominent antifungal bioactivity. Future studies with additional mushroom-derived eukaryotic toxic compounds or antifungals will show whether U. maydis could be used as a suitable host to shortcut an otherwise laborious production of such mushroom compounds, as could recently be shown for heterologous sesquiterpene production in U. maydis.

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Author:Jungho Lee, Yi-Ming Shi, Peter Grün, Matthias Gube, Michael Feldbrügge, Helge Björn BodeORCiDGND, Florian Hennicke
URN:urn:nbn:de:hebis:30:3-553416
DOI:https://doi.org/10.3390/biom10111502
ISSN:2218-273X
Parent Title (English):Fistulina hepatica. Biomolecules
Publisher:MDPI
Place of publication:Basel
Document Type:Article
Language:English
Date of Publication (online):2020/10/31
Date of first Publication:2020/10/31
Publishing Institution:Universitätsbibliothek Johann Christian Senckenberg
Release Date:2020/11/12
Tag:agaricomycetes; antifungals; biologicals; polyacetylenes; polyines; polyynes
Volume:10
Issue:1502
Page Number:15
HeBIS-PPN:476952948
Institutes:Biowissenschaften / Biowissenschaften
Angeschlossene und kooperierende Institutionen / Senckenbergische Naturforschende Gesellschaft
Dewey Decimal Classification:5 Naturwissenschaften und Mathematik / 57 Biowissenschaften; Biologie / 570 Biowissenschaften; Biologie
Sammlungen:Universitätspublikationen
Licence (German):License LogoCreative Commons - Namensnennung 4.0