Research & Teaching Faculty

Piperazate-guided isolation of caveamides A and B, cyclohexenylalanine-containing nonribosomal peptides from a cave actinomycete

TitlePiperazate-guided isolation of caveamides A and B, cyclohexenylalanine-containing nonribosomal peptides from a cave actinomycete
Publication TypeJournal Article
Year of Publication2024
AuthorsHagar, M, Morgan, KD, Stumpf, SD, Tsingos, M, Banuelos, CA, Sadar, MD, Blodgett, JAV, Andersen, RJ, Ryan, KS
JournalOrg. Lett.
Volume26
Pagination4127–4131
Abstract

Hybrid genome-mining/15N-NMR was used to target compounds containing piperazate (Piz) residues, leading to the discovery of caveamides A (1) and B (2) from Streptomyces sp. strain BE230, isolated from New Rankin Cave (Missouri). Caveamides are highly dynamic molecules containing an unprecedented $\beta$-ketoamide polyketide fragment, two Piz residues, and a new N-methyl-cyclohexenylalanine residue. Caveamide B (2) exhibited nanomolar cytotoxicity against several cancer cell lines and nanomolar antimicrobial activity against MRSA and E. coli.