Isolation and structure elucidation of neofusapyrone from a marine-derived Fusarium species, and structural revision of fusapyrone and deoxyfusapyrone

J Antibiot (Tokyo). 2006 Nov;59(11):704-9. doi: 10.1038/ja.2006.94.

Abstract

Three polyketides containing a pyrone ring, neofusapyrone, fusapyrone, and deoxyfusapyrone, were isolated from the marine-derived fungus Fusarium sp. FH-146. Their structures were determined by extensive ID- and 2D-NMR and MS spectral analyses. Fusapyrone and deoxyfusapyrone were originally reported as a-pyrone derivatives; however, the revised structures indicate that they are gamma-pyrone derivatives. These three compounds exhibited antimicrobial activities.

MeSH terms

  • Anti-Infective Agents / chemistry
  • Anti-Infective Agents / isolation & purification*
  • Anti-Infective Agents / pharmacology
  • Aspergillus / drug effects
  • Candida albicans / drug effects
  • Fermentation
  • Fusarium / chemistry*
  • Fusarium / metabolism
  • Microbial Sensitivity Tests
  • Nuclear Magnetic Resonance, Biomolecular
  • Optical Rotation
  • Pseudomonas aeruginosa / drug effects
  • Pyrones / chemistry*
  • Pyrones / isolation & purification
  • Pyrones / pharmacology
  • Spectrometry, Mass, Fast Atom Bombardment
  • Spectrophotometry, Infrared
  • Spectrophotometry, Ultraviolet
  • Staphylococcus aureus / drug effects

Substances

  • Anti-Infective Agents
  • Pyrones
  • fusapyrone