Phomalevones A-C: dimeric and pseudodimeric polyketides from a fungicolous Hawaiian isolate of Phoma sp. (Cucurbitariaceae)

Sang Hee Shim; Jonas Baltrusaitis; James B Gloer; Donald T Wicklow

doi:10.1021/np100791b

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Phomalevones A-C: dimeric and pseudodimeric polyketides from a fungicolous Hawaiian isolate of Phoma sp. (Cucurbitariaceae)

Journal article

Peer reviewed

Phomalevones A-C: dimeric and pseudodimeric polyketides from a fungicolous Hawaiian isolate of Phoma sp. (Cucurbitariaceae)

Sang Hee Shim, Jonas Baltrusaitis, James B Gloer and Donald T Wicklow

Journal of natural products (Washington, D.C.), Vol.74(3), pp.395-401

03/25/2011

DOI: 10.1021/np100791b

PMID: 21247198

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Abstract

Phomalevones A-C (1-3), three new com-pounds with bis-dihydroxanthone and bis-benzophenone systems, were isolated from cultures of a Hawaiian isolate of Phoma sp. (MYC-1734 = NRRL 39060; Cucurbitariaceae). The structures of 1-3 were determined by analysis of NMR and MS data. The absolute configurations of the sp(3) stereocenters in the monomeric unit of 1 were assigned by application of Mosher's method, and overall absolute configurations were proposed on the basis of ECD data using both computational methods and comparisons with literature data for model compounds. All three compounds showed antibacterial activity, and compounds 2 and 3 also exhibited antifungal effects.

Hawaii

Antifungal Agents - pharmacology

Xanthones - chemistry

Benzophenones - chemistry

Xanthones - isolation & purification

Ascomycota - chemistry

Benzophenones - pharmacology

Antifungal Agents - chemistry

Anti-Bacterial Agents - isolation & purification

Xanthones - pharmacology

Antifungal Agents - isolation & purification

Microbial Sensitivity Tests

Anti-Bacterial Agents - chemistry

Nuclear Magnetic Resonance, Biomolecular

Anti-Bacterial Agents - pharmacology

Molecular Structure

Staphylococcus aureus - drug effects

Bacillus subtilis - drug effects

Benzophenones - isolation & purification

Details

Title: Subtitle: Phomalevones A-C: dimeric and pseudodimeric polyketides from a fungicolous Hawaiian isolate of Phoma sp. (Cucurbitariaceae)
Creators: Sang Hee Shim - Department of Chemistry, University of Iowa, Iowa City, Iowa 52242, United States
Jonas Baltrusaitis
James B Gloer
Donald T Wicklow
Resource Type: Journal article
Publication Details: Journal of natural products (Washington, D.C.), Vol.74(3), pp.395-401
DOI: 10.1021/np100791b
PMID: 21247198
NLM abbreviation: J Nat Prod
ISSN: 0163-3864
eISSN: 1520-6025
Publisher: United States
Language: English
Date published: 03/25/2011
Academic Unit: Chemistry
Record Identifier: 9983985829402771

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