Decaspirones A−E, Bioactive Spirodioxynaphthalenes from the Freshwater Aquatic Fungus Decaisnella thyridioides

Ping Jiao; Dale C Swenson; James B Gloer; Jinx Campbell; Carol A Shearer

doi:10.1021/np060385k

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Decaspirones A−E, Bioactive Spirodioxynaphthalenes from the Freshwater Aquatic Fungus Decaisnella thyridioides

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Decaspirones A−E, Bioactive Spirodioxynaphthalenes from the Freshwater Aquatic Fungus Decaisnella thyridioides

Ping Jiao, Dale C Swenson, James B Gloer, Jinx Campbell and Carol A Shearer

Journal of natural products (Washington, D.C.), Vol.69(12), pp.1667-1671

12/27/2006

DOI: 10.1021/np060385k

PMCID: PMC2527180

PMID: 17190439

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https://www.ncbi.nlm.nih.gov/pmc/articles/2527180View

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Abstract

Decaspirones A-E (1-5), five new compounds related to the palmarumycins, were isolated from cultures of the freshwater aquatic fungal species Decaisnella thyridioides. The known compound palmarumycin CP1 (6) was also obtained. The structures of 1-5 were determined by analysis of NMR and MS data, and their relative configurations were assigned by analysis of 1H NMR J-values and NOESY data. The structure of the lead compound 1 was confirmed by X-ray crystallographic analysis. Compounds 1-5 possess a trans ring fusion not previously reported in members of this structural class. The absolute configuration of 1 was assigned using the modified Mosher method. Compounds 1-5 showed potent antifungal and antibacterial activity. © 2006 American Chemical Society and American Society of Pharmacognosy.

Details

Title: Subtitle: Decaspirones A−E, Bioactive Spirodioxynaphthalenes from the Freshwater Aquatic Fungus Decaisnella thyridioides
Creators: Ping Jiao - Department of Chemistry, University of Iowa, Iowa City, Iowa 52242, and Department of Plant Biology, University of Illinois,Urbana, Illinois 61801
Dale C Swenson - Department of Chemistry, University of Iowa, Iowa City, Iowa 52242, and Department of Plant Biology, University of Illinois,Urbana, Illinois 61801
James B Gloer - Department of Chemistry, University of Iowa, Iowa City, Iowa 52242, and Department of Plant Biology, University of Illinois,Urbana, Illinois 61801
Jinx Campbell - Department of Chemistry, University of Iowa, Iowa City, Iowa 52242, and Department of Plant Biology, University of Illinois,Urbana, Illinois 61801
Carol A Shearer - Department of Chemistry, University of Iowa, Iowa City, Iowa 52242, and Department of Plant Biology, University of Illinois,Urbana, Illinois 61801
Resource Type: Journal article
Publication Details: Journal of natural products (Washington, D.C.), Vol.69(12), pp.1667-1671
DOI: 10.1021/np060385k
PMID: 17190439
PMCID: PMC2527180
NLM abbreviation: J Nat Prod
ISSN: 0163-3864
eISSN: 1520-6025
Publisher: American Chemical Society
Language: English
Date published: 12/27/2006
Academic Unit: Chemistry
Record Identifier: 9984216679202771

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