Cladobotric acids: Metabolites from cultures of Cladobotryum sp., semi-synthetic analogues and antibacterial activity

Trong Tuan Dao, Kathrine Williams, Kate M J de Mattos-Shipley, Zhongshu Song, Yuiko Takebayashi, Thomas J Simpson, James Spencer, Andrew M. Bailey, Chris L Willis

Research output: Contribution to journalArticle (Academic Journal)peer-review

3 Citations (Scopus)
102 Downloads (Pure)

Abstract

Three new polyketide-derived natural products, cladobotric acids G–I (1–3), and six known metabolites (4, 5, 8–11) were isolated from fermentation of the fungus Cladobotryum sp. grown on rice. Their structures were elucidated by extensive spectroscopic methods. Two metabolites, cladobotric acid A (4) and pyrenulic acid A (10), were converted to a series of new products (12–20) by semisynthesis. The antibacterial activities of all these compounds were investigated against the Gram-positive pathogen Staphylococcus aureus including methicillin-susceptible (MSSA), methicillin-resistant and vancomycin-intermediate (MRSA/VISA), and heterogeneous vancomycin-intermediate (hVISA) strains. Results of these antibacterial assays revealed structural features of the unsaturated decalins important for biological activity.
Original languageEnglish
Pages (from-to)572-580
Number of pages9
JournalJournal of Natural Products
Volume85
Issue number3
DOIs
Publication statusPublished - 16 Feb 2022

Bibliographical note

Funding Information:
We are very grateful to MRC (MR/N029909/1) for financial support (for K.W., K.M.J.M.S., Z.S., and T.T.D.) as well as to BBSRC and EPSRC for funding instrumentation via the Bristol Centre for Synthetic Biology (BB/L01386X/1). We would also like to thank Dr. Katja M. Fisch for obtaining the strain Cladobotryum sp. CANU E1042.

Publisher Copyright:
© 2022 American Chemical Society and American Society of Pharmacognosy.

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