Gymnoascolides A−C:  Aromatic Butenolides from an Australian Isolate of the Soil Ascomycete Gymnoascus reessii

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 combin...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2005-08, Vol.68 (8), p.1226-1230
Main Authors: Clark, Ben, Capon, Robert J, Lacey, Ernest, Tennant, Shaun, Gill, Jennifer H, Bulheller, Benjamin, Bringmann, Gerhard
Format: Article
Language:English
Subjects:
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
aromatic compounds
Ascomycota
Ascomycota - chemistry
Australia
Bacillus subtilis - drug effects
Biological and medical sciences
butenolides
chemical structure
General pharmacology
Gymnoascus reessii
Haemonchus - drug effects
Medical sciences
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Pharmacognosy. Homeopathy. Health food
Pharmacology. Drug treatments
soil fungi
Soil Microbiology
spectral analysis
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Summary: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.
ISSN:0163-3864
1520-6025
DOI:10.1021/np050145p