Induction of ambuic acid derivatives by the endophytic fungus Pestalotiopsis lespedezae through an OSMAC approach

Yu, Xiaoqin and Gao, Ying and Frank, Marian and Mándi, Attila and Kurtán, Tibor and Müller, Werner E. G. and Kalscheuer, Rainer and Guo, Zhiyong and Zou, Kun and Liu, Zhen and Proksch, Peter (2020) Induction of ambuic acid derivatives by the endophytic fungus Pestalotiopsis lespedezae through an OSMAC approach. TETRAHEDRON, 79. p. 131876. ISSN 0040-4020

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Abstract

Ten new ambuic acid derivatives, pestallic acids HeQ including one new iodinated natural product along with two known compounds, ambuic acid and ambuic acid 18-acetate, were obtained through fermentation of the endophytic fungus Pestalotiopsis lespedezae on solid rice medium with 3.5% NaI. Pestallic acids HeQ were undetectable in cultures of the fungus grown on solid rice medium lacking NaI or in those where NaI had been replaced by NaCl or NaBr. The structures of the new metabolites were established on basis of 1D/2D NMR and HRESIMS data. Their absolute configurations were determined by Mosher’s method and TDDFT-ECD calculations. The compounds failed to show antibacterial activity against S. aureus (ATCC29213), drug-resistant Acinetobacter baumannii (BAA1605) or Mycobacterium tuberculosis, as well as cytotoxicity against the mouse lymphoma cell line L5178Y.

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