Cyclic ether-containing macrolactins, antimicrobial 24-membered isomeric macrolactones from a marine Bacillus sp

J Nat Prod. 2011 Dec 27;74(12):2582-7. doi: 10.1021/np200487k. Epub 2011 Dec 1.

Abstract

Bioassay-guided isolation of bioactive metabolites from the ethyl acetate extract of a marine Bacillus sp. fermentation broth has led to the discovery of three new 24-membered macrolactones, macrolactins 1-3, which contain an oxetane, an epoxide, and a tetrahydropyran ring, respectively. The configurations of 1-3 were assigned by a combination of coupling constants, ROESY data analysis, and application of the modified Mosher's method. Compounds 1-3 showed in vitro antimicrobial activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Infective Agents / chemistry
  • Anti-Infective Agents / isolation & purification*
  • Anti-Infective Agents / pharmacology*
  • Bacillus / chemistry*
  • Bacillus subtilis / drug effects
  • Escherichia coli / drug effects
  • Ethers, Cyclic / chemistry
  • Ethers, Cyclic / isolation & purification*
  • Ethers, Cyclic / pharmacology*
  • Marine Biology
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Saccharomyces cerevisiae / drug effects

Substances

  • Anti-Infective Agents
  • Ethers, Cyclic
  • macrolactin 1
  • macrolactin 2
  • macrolactin 3