Resorculins: hybrid polyketide macrolides from Streptomyces sp. MST-91080

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 sp. MST-91080, we report the discovery of resorculins A and B, unprecedented 3,5-dihydroxybenzoic acid (α-resorcylic acid)-conta...

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Veröffentlicht in:Organic & biomolecular chemistry 2023-03, Vol.21 (12), p.2531-2538
Hauptverfasser: Lacey, Heather J, Chen, Rachel, Vuong, Daniel, Lacey, Ernest, Rutledge, Peter J, Chooi, Yit-Heng, Piggott, Andrew M, Booth, Thomas J
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Sprache:eng
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Zusammenfassung: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 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 ( BGC). The 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 (MIC 19.8 μg mL ), while resorculin B showed cytotoxic activity against the NS-1 mouse myeloma cell line (IC 3.6 μg mL ).
ISSN:1477-0520
1477-0539
DOI:10.1039/d2ob02332f