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Diarylheptanoid from Pleuranthodium racemigerum with in vitro prostaglandin E2 inhibitory and cytotoxic activity

Hans Wohlmuth, Southern Cross University
Myrna A. Deseo, Southern Cross University
Don J. Brushett, Southern Cross University
Dion R. Thompson, Southern Cross University
Graham MacFarlane, University of Queensland
Lesley M. Stevenson, Southern Cross University
David N. Leach, Southern Cross University

Abstract

Bioactivity-guided fractionation of an ethanolic extract of the rhizome of Pleuranthodium racemigerum, a tropical Zingiberaceae species from North-eastern 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 E2 production in 3T3 murine fibroblasts (IC50 ≈ 34 μM) and also displayed moderate cytotoxicity against this cell line (IC50 = 52.8 μM). The compound also demonstrated cytotoxic activity against the P388D1 murine lymphoblast cell line (IC50 = 117.0 μM) and four human cell lines: Caco-2 colonic adenocarcinoma (IC50 = 44.8 μM), PC3 prostate adenocarcinoma (IC50 = 23.6 μM), HepG2 hepatocyte carcinoma (IC50 = 40.6 μM), and MCF7 mammary adenocarcinoma (IC50 = 56.9 μM). The cytotoxicity of compound 1 closely resembled that of curcumin, both in terms of IC50 values and dose-response curves.

Suggested Citation

Wohlmuth, H, Deseo, MA, Brushett, DJ, Thompson, DR, MacFarlane, G, Stevenson, LM & Leach, DN 2010, 'Diarylheptanoid from Pleuranthodium racemigerum with in vitro prostaglandin E2 inhibitory and cytotoxic activity', Journal of Natural Products, vol. 73, pp. 743-746.

The publisher's version of this article is available at http://dx.doi.org/10.1021/np900688r