Bacillusin A, an Antibacterial Macrodiolide from Bacillus amyloliquefaciens AP183

J Nat Prod. 2015 Apr 24;78(4):924-8. doi: 10.1021/np500911k. Epub 2015 Mar 10.

Abstract

Bioassay-guided fractionation of the organic extracts of a Bacillus amyloliquefaciens strain (AP183) led to the discovery of a new macrocyclic polyene antibiotic, bacillusin A (1). Its structure was assigned by interpretation of NMR and MS spectroscopic data as a novel macrodiolide composed of dimeric 4-hydroxy-2-methoxy-6-alkenylbenzoic acid lactones with conjugated pentaene-hexahydroxy polyketide chains. Compound 1 showed potent antibacterial activities against methicillin-resistant Staphylococcus aureus and vancomycin-resistant Enterococcus faecium with minimum inhibitory concentrations in a range of 0.6 to 1.2 μg/mL. The biosynthetic significance of this unique class of antibiotic compounds is briefly discussed.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / isolation & purification*
  • Anti-Bacterial Agents / pharmacology*
  • Bacillus / chemistry*
  • Candida albicans / drug effects
  • Drug Resistance, Bacterial / drug effects
  • Enterococcus faecium / drug effects
  • Humans
  • Methicillin-Resistant Staphylococcus aureus / drug effects
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Polyenes / chemistry
  • Polyenes / isolation & purification*
  • Polyenes / pharmacology*
  • Staphylococcus aureus / drug effects
  • Vancomycin / pharmacology

Substances

  • Anti-Bacterial Agents
  • Polyenes
  • bacillusin A
  • Vancomycin