Gymnoascolides A-C: aromatic butenolides from an Australian isolate of the soil ascomycete Gymnoascus reessii

J Nat Prod. 2005 Aug;68(8):1226-30. doi: 10.1021/np050145p.

Abstract

Three new aromatic butenolides, gymnoascolides A-C (1-3), have been isolated from the Australian soil ascomycete Gymnoascus reessii and assigned structures on the basis of detailed spectroscopic analysis. The absolute configurations of gymnoascolides B (2) and C (3) at C-5 were solved using a combination of chemical derivatization and quantum chemical simulations.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • 4-Butyrolactone / analogs & derivatives*
  • 4-Butyrolactone / chemistry
  • 4-Butyrolactone / isolation & purification
  • 4-Butyrolactone / pharmacology
  • Animals
  • Antifungal Agents / chemistry
  • Antifungal Agents / isolation & purification
  • Antifungal Agents / pharmacology
  • Ascomycota / chemistry*
  • Australia
  • Bacillus subtilis / drug effects
  • Haemonchus / drug effects
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Soil Microbiology

Substances

  • Antifungal Agents
  • gymnoascolide A
  • gymnoascolide B
  • gymnoascolide C
  • 4-Butyrolactone