Cladosins L-O, new hybrid polyketides from the endophytic fungus Cladosporium sphaerospermum WBS017

Pan, Feng and El-Kashef, Dina H. and Kalscheuer, Rainer and Müller, Werner E. G. and Lee, Jungho and Feldbrügge, Michael and Mándi, Attila and Kurtán, Tibor and Liu, Zhen and Wu, Wei and Proksch, Peter (2020) Cladosins L-O, new hybrid polyketides from the endophytic fungus Cladosporium sphaerospermum WBS017. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 191. p. 112159. ISSN 0223-5234

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Abstract

The endophytic fungus Cladosporium sphaerospermum WBS017 was obtained from healthy bulbs of Fritillaria unibracteata var. wabuensis. Fermentation of C. sphaerospermum on solid rice medium yielded three new hybrid polyketides, cladosins L-N (1-3), and a known derivative cladodionen (4). Further cultivation of this fungus on white bean medium afforded an additional new hybrid polyketide, cladosin O (5) along with three known analogues (6-8). The structures of the new compounds were elucidated using a combination of NMR and HRESIMS data. The absolute configurations of compounds 2 and 3 were determined by Mosher’s method and TDDFT-ECD calculations. All isolated compounds were evaluated for their cytotoxic and antimicrobial activities. Cladodionen (4) exhibited cytotoxicity against the mouse lymphoma cell line L5178Y with an IC50 value of 3.7 mM, and also exhibited antifungal activity against Ustilago maydis and Saccharomyces cerevisiae, while cladosin L (1) displayed week antibacterial activity against Staphylococcus aureus ATCC 29213 and S. aureus ATCC 700699 with MIC values of 50 and 25 mM, respectively.

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