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

Ben Clark; Robert J Capon; Ernest Lacey; Shaun Tennant; Jennifer H Gill; Benjamin Bulheller; Gerhard Bringmann

doi:10.1021/np050145p

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.

Authors

Ben Clark¹, Robert J Capon, Ernest Lacey, Shaun Tennant, Jennifer H Gill, Benjamin Bulheller, Gerhard Bringmann

Affiliation

¹ Centre for Molecular Biodiversity, Institute for Molecular Biosciences, University of Queensland, St. Lucia, Queensland 4072, Australia.

PMID: 16124766
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