Erymildbraedin A and B, two novel cytotoxic dimethylpyrano-isoflavones from the stem bark of Erythrina mildbraedii: evaluation of their activity toward endocrine cancer cells

Authors: Tchokouaha, Ruben F.1; Alexi, Xanthippi2; Chosson, Elizabeth1; Besson, Thierry1; Skaltsounis, Alexios-Leandros3; Seguin, Elisabeth1; Alexis, Michael N.2; Wandji, Jean4

Source: Journal of Enzyme Inhibition and Medicinal Chemistry, Volume 25, Number 2, April 2010 , pp. 228-233(6)

Publisher: Informa Healthcare

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Abstract:

Two new dimethylpyrano-isoflavones, named erymildbraedin A (4) and B (5), were isolated from the stem bark of the Cameroonian medicinal plant Erythrina mildbraedii, along with four known ones, the linear congeners, scandenone (1), erysenegalinsein M (2), 5,4′-dihydroxy-2′-methoxy-8-(3,3-dimethylallyl)-2″,2″-dimethylpyrano[5,6:6,7]isoflavone (3), and the angular isoflavone eryvarin B (6), and two other compounds, fraxidin and scoparone. Their structures were elucidated by the usual spectroscopic methods and isoflavone effects on the growth of human breast, prostate, and endometrial adenocarcinoma cells were determined. Isoflavones 1, 3, and 6 strongly inhibited the growth of all three cell lines, supporting the notion that a non-oxidized isoprenyl group at C-8 is requisite for cytotoxic activity.

Keywords: Erythrina mildbraedii (Fabaceae); prenyl-dimethylpyrano-isoflavones; endocrine cancer; estrogen receptor

Document Type: Research article

DOI: http://dx.doi.org/10.3109/14756360903169972

Affiliations: 1: 1UMR CNRS 6014 - C.O.B.R.A.-IRCOF, UFR Médecine-Pharmacie, Université de Rouen, Rouen, France 2: 2Institute of Biological Research and Biotechnology, National Hellenic Research Foundation, Athens, Greece 3: 3Division of Pharmacognosy and Natural Products Chemistry, School of Pharmacy, University of Athens, Athens, Greece 4: 4Department of Organic Chemistry, Faculty of Science, University of Yaoundé I, Yaoundé, Cameroon

Publication date: 2010-04-01

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