Cladobotric acids: Metabolites from cultures of Cladobotryum sp., Semisynthetic analogues and antibacterial activity

Dao, Trong Tuan; Williams, Katherine; De Mattos-Shipley, Kate M.J.; Song, Zhongshu; Takebayashi, Yuiko; Simpson, Thomas J.; Spencer, James; Bailey, Andrew M.; Willis, Christine L.

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.

• Journal Article Type: Article
• Acceptance Date: Jan 31, 2022
• Online Publication Date: Feb 16, 2019
• Publication Date: Mar 25, 2022
• Deposit Date: Apr 10, 2024
• Publicly Available Date: Apr 10, 2024
• Journal: Journal of Natural Products
• Print ISSN: 0163-3864
• Electronic ISSN: 1520-6025
• Publisher: American Chemical Society
• Peer Reviewed: Peer Reviewed
• Volume: 85
• Issue: 3
• Pages: 572-580
• DOI: https://doi.org/10.1021/acs.jnatprod.1c01063
• Public URL: https://uwe-repository.worktribe.com/output/11888224
• Publisher URL: https://doi.org/10.1021/acs.jnatprod.1c01063