Heliconols A-C: antimicrobial hemiketals from the freshwater aquatic fungus Helicodendron giganteum

Sanjay V Mudur; Dale C Swenson; James B Gloer; Jinx Campbell; Carol A Shearer

doi:10.1021/ol060916w

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Heliconols A-C: antimicrobial hemiketals from the freshwater aquatic fungus Helicodendron giganteum

Journal article

Peer reviewed

Heliconols A-C: antimicrobial hemiketals from the freshwater aquatic fungus Helicodendron giganteum

Sanjay V Mudur, Dale C Swenson, James B Gloer, Jinx Campbell and Carol A Shearer

Organic letters, Vol.8(15), pp.3191-3194

07/20/2006

DOI: 10.1021/ol060916w

PMID: 16836363

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Abstract

[Structure: see text] Cultures of the freshwater aquatic fungus Helicodendron giganteum afforded three new compounds, heliconols A-C (1-3), that contain an unusual reduced furanocyclopentane unit. The structures of these metabolites were assigned by analysis of 1D and 2D NMR data. The absolute configuration of heliconol A (1) was assigned by single-crystal X-ray crystallographic analysis of its dibromobenzoate derivative. Heliconol A showed antifungal and antibacterial activities in disk diffusion assays.

Anti-Bacterial Agents - chemistry

Anti-Bacterial Agents - isolation & purification

Anti-Bacterial Agents - pharmacology

Antifungal Agents - chemistry

Antifungal Agents - isolation & purification

Antifungal Agents - pharmacology

Aspergillus flavus - drug effects

Bacillus subtilis - drug effects

Candida albicans - drug effects

Furans - chemistry

Furans - isolation & purification

Furans - pharmacology

Fusarium - drug effects

Microbial Sensitivity Tests

Mitosporic Fungi - chemistry

Molecular Structure

Staphylococcus aureus - drug effects

Details

Title: Subtitle: Heliconols A-C: antimicrobial hemiketals from the freshwater aquatic fungus Helicodendron giganteum
Creators: Sanjay V Mudur - Department of Chemistry, University of Iowa, Iowa City, Iowa 52242, USA
Dale C Swenson
James B Gloer
Jinx Campbell
Carol A Shearer
Resource Type: Journal article
Publication Details: Organic letters, Vol.8(15), pp.3191-3194
DOI: 10.1021/ol060916w
PMID: 16836363
ISSN: 1523-7060
eISSN: 1523-7052
Grant note: GM 60600 / NIGMS NIH HHS
Language: English
Date published: 07/20/2006
Academic Unit: Chemistry
Record Identifier: 9984216597502771

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