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Synthesis, Structural Reassignment, and Antibacterial Evaluation of 2,18-Seco-Lankacidinol?B.

ABSTRACT: Lankacidins are a group of polyketide natural products with activity against several strains of Gram-positive bacteria. We developed a route to stereochemically diverse variants of 2,18-seco-lankacidinol B and found that the stereochemical assignment at C4 requires revision. This has interesting implications for the biosynthesis of natural products of the lankacidin class, all of which possessed uniform stereochemistry prior to this finding. We have evaluated 2,18-seco-lankacidinol?B and three stereochemical derivatives against a panel of pathogenic Gram-positive and Gram-negative bacteria.

SUBMITTER: Yao Y

PROVIDER: S-EPMC6494672 | biostudies-literature | 2018 Oct

REPOSITORIES: biostudies-literature

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Synthesis, Structural Reassignment, and Antibacterial Evaluation of 2,18-Seco-Lankacidinol B.

Yao Yanmin Y Cai Lingchao L Seiple Ian B IB

Angewandte Chemie (International ed. in English) 20180911 41

Lankacidins are a group of polyketide natural products with activity against several strains of Gram-positive bacteria. We developed a route to stereochemically diverse variants of 2,18-seco-lankacidinol B and found that the stereochemical assignment at C4 requires revision. This has interesting implications for the biosynthesis of natural products of the lankacidin class, all of which possessed uniform stereochemistry prior to this finding. We have evaluated 2,18-seco-lankacidinol B and three s ...[more]

PMID: 30133094

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