Aurafuron A and B, new bioactive polyketides from Stigmatella aurantiaca and Archangium gephyra (Myxobacteria). Fermentation, isolation, physico-chemical properties, structure and biological activity

J Antibiot (Tokyo). 2005 Apr;58(4):244-51. doi: 10.1038/ja.2005.28.

Abstract

New antibiotic polyketides, named aurafuron A (1) and B (2) were isolated from culture extracts of myxobacteria of the species Stigmatella aurantiaca and Archangium gephyra, strain Ar 10844. By multi-step chromatography 1 and 2 were separated from a variety of other non-related co-metabolites, and their structures elucidated by spectroscopic methods as new 5-alkenyl-3 3(2H)-furanones. Aurafurons inhibited the growth of some filamentous fungi and additionally, aurafuron B was weakly active against few Gram-positive bacteria. Both compounds also showed cytotoxic activity against the mouse fibroblast cell line L929.

MeSH terms

  • Animals
  • Anti-Bacterial Agents / metabolism*
  • Anti-Bacterial Agents / pharmacology*
  • Antibiotics, Antineoplastic / biosynthesis
  • Antibiotics, Antineoplastic / chemistry
  • Antibiotics, Antineoplastic / pharmacology
  • Bacteria / drug effects
  • Cell Line, Tumor
  • Chemical Phenomena
  • Chemistry, Physical
  • Chromatography, High Pressure Liquid
  • Culture Media
  • Fermentation
  • Furans / analysis
  • Furans / metabolism*
  • Furans / pharmacology*
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Mice
  • Microbial Sensitivity Tests
  • Myxococcales / metabolism*
  • Spectrophotometry, Infrared
  • Spectrophotometry, Ultraviolet
  • Stigmatella / metabolism*
  • Structure-Activity Relationship

Substances

  • Anti-Bacterial Agents
  • Antibiotics, Antineoplastic
  • Culture Media
  • Furans
  • aurafuron A
  • aurafuron B