Isolation of 8'-phosphate ester derivatives of amicoumacins: structure-activity relationship of hydroxy amino acid moiety

J Antibiot (Tokyo). 2007 Dec;60(12):752-6. doi: 10.1038/ja.2007.99.

Abstract

Two new compounds, 8'-phospho derivatives of amicoumacins A and B, were isolated from the culture broth of a strain of Bacillus pumilus together with amicoumacins A and B. Their structures were elucidated on the basis of spectroscopic methods and alkaline phosphatase treatments. Comparison of the antibacterial activities against methicillin-resistant Staphylococcus aureus (MRSA) of these compounds suggested that C-8' hydroxyl and C-12' amide group of amicoumacin A played a critical role for anti-MRSA activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaline Phosphatase / metabolism
  • Anti-Bacterial Agents / chemistry*
  • Anti-Bacterial Agents / isolation & purification
  • Anti-Bacterial Agents / metabolism
  • Anti-Bacterial Agents / pharmacology*
  • Bacillus / metabolism*
  • Coumarins / chemistry*
  • Coumarins / isolation & purification
  • Coumarins / metabolism
  • Coumarins / pharmacology*
  • Methicillin Resistance
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Spectrum Analysis
  • Staphylococcus aureus / drug effects
  • Structure-Activity Relationship

Substances

  • Anti-Bacterial Agents
  • Coumarins
  • amicoumacin A
  • Alkaline Phosphatase