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.

doi:10.1021/acs.jnatprod.1c01063

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.

Authors

Trong Tuan Dao

Katherine Williams

Kate M.J. De Mattos-Shipley

Zhongshu Song

Yuiko Takebayashi

Thomas J. Simpson

James Spencer

Andrew M. Bailey

Christine L. Willis

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.

Citation

Dao, T. T., Williams, K., De Mattos-Shipley, K. M., Song, Z., Takebayashi, Y., Simpson, T. J., …Willis, C. L. (2022). Cladobotric acids: Metabolites from cultures of Cladobotryum sp., Semisynthetic analogues and antibacterial activity. Journal of Natural Products, 85(3), 572-580. https://doi.org/10.1021/acs.jnatprod.1c01063

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