Resorculins: hybrid polyketide macrolides from Streptomyces sp. MST-91080.
Heather J LaceyRachel ChenDaniel VuongErnest LaceyPeter J RutledgeYit Heng ChooiAndrew M PiggottThomas J BoothPublished in: Organic & biomolecular chemistry (2023)
Fourteen-membered macrolides are a class of compounds with significant clinical value as antibacterial agents. As part of our ongoing investigation into the metabolites of Streptomyces sp. MST-91080, we report the discovery of resorculins A and B, unprecedented 3,5-dihydroxybenzoic acid (α-resorcylic acid)-containing 14-membered macrolides. We sequenced the genome of MST-91080 and identified the putative resorculin biosynthetic gene cluster ( rsn BGC). The rsn BGC is hybrid of type I and type III polyketide synthases. Bioinformatic analysis revealed that the resorculins are relatives of known hybrid polyketides: kendomycin and venemycin. Resorculin A exhibited antibacterial activity against Bacillus subtilis (MIC 19.8 μg mL -1 ), while resorculin B showed cytotoxic activity against the NS-1 mouse myeloma cell line (IC 50 3.6 μg mL -1 ).