Document Detail

Diarylheptanoid from Pleuranthodium racemigerum with in vitro prostaglandin E(2) inhibitory and cytotoxic activity.
MedLine Citation:
PMID:  20297825     Owner:  NLM     Status:  MEDLINE    
Bioactivity-guided fractionation of an ethanolic extract of the rhizome of Pleuranthodium racemigerum, a tropical Zingiberaceae species from Northeastern Australia, resulted in the isolation and structural elucidation of 1-(4''-methoxyphenyl)-7-(4'-hydroxyphenyl)-(E)-hept-2-ene (1), a new diarylheptanoid related to curcumin. Compound 1 was a fairly potent inhibitor of prostaglandin E(2) production in 3T3 murine fibroblasts (IC(50) approximately 34 microM) and also displayed moderate cytotoxicity against this cell line (IC(50) = 52.8 microM). The compound also demonstrated cytotoxic activity against the P388D1 murine lymphoblast cell line (IC(50) = 117.0 microM) and four human cell lines: Caco-2 colonic adenocarcinoma (IC(50) = 44.8 microM), PC3 prostate adenocarcinoma (IC(50) = 23.6 microM), HepG2 hepatocyte carcinoma (IC(50) = 40.6 microM), and MCF7 mammary adenocarcinoma (IC(50) = 56.9 microM). The cytotoxicity of compound 1 closely resembled that of curcumin, in terms of both IC(50) values and dose-response curves.
Hans Wohlmuth; Myrna A Deseo; Don J Brushett; Dion R Thompson; Graham Macfarlane; Lesley M Stevenson; David N Leach
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Journal of natural products     Volume:  73     ISSN:  1520-6025     ISO Abbreviation:  J. Nat. Prod.     Publication Date:  2010 Apr 
Date Detail:
Created Date:  2010-04-23     Completed Date:  2010-06-03     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  7906882     Medline TA:  J Nat Prod     Country:  United States    
Other Details:
Languages:  eng     Pagination:  743-6     Citation Subset:  IM    
Centre for Phytochemistry and Pharmacology, Southern Cross University, PO Box 157, Lismore NSW 2480, Australia.
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MeSH Terms
Diarylheptanoids / chemistry,  isolation & purification*,  pharmacology*
Dinoprostone / antagonists & inhibitors*
Dose-Response Relationship, Drug
Drug Screening Assays, Antitumor
Inhibitory Concentration 50
Leukemia P388
Nuclear Magnetic Resonance, Biomolecular
Rhizome / chemistry
Swiss 3T3 Cells
Zingiberaceae / chemistry*
Reg. No./Substance:
0/Diarylheptanoids; 363-24-6/Dinoprostone

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine

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