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Synthesis, Structural Reassignment, and Antibacterial Evaluation of 2,18‐ Seco ‐Lankacidinol B
Author(s) -
Yao Yanmin,
Cai Lingchao,
Seiple Ian B.
Publication year - 2018
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201808612
Subject(s) - polyketide , stereochemistry , bacteria , chemistry , gram , antibacterial activity , biosynthesis , pathogenic bacteria , biology , biochemistry , genetics , gene
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.

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