Modification of the estrogenic properties of diphenols by the incorporation of ferrocene.: Generation of antiproliferative effects in vitro

被引：201

作者：

Vessières, A ^{[1
]}

Top, S ^{[1
]}

Pigeon, P ^{[1
]}

Hillard, E ^{[1
]}

Boubeker, L ^{[1
]}

Spera, D ^{[1
]}

Jaouen, G ^{[1
]}

机构：

[1] Ecole Natl Super Chim Paris, CNRS, UMR 7576, Lab Chim & Biochim Complexes Mol, F-75231 Paris, France

来源：

JOURNAL OF MEDICINAL CHEMISTRY | 2005年 / 48卷 / 12期

关键词：

D O I：

10.1021/jm050251o

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

We report here the synthesis and the strong and unexpected antiproliferative effect of the organometallic diphenolic compound 1,1-bis(4'-hydroxyphenyl)-2-ferrocenyl-but-1-ene (4) on both hormone-dependent (MCF7) and -independent (MDA-MB231) breast cancer cells (IC50 = 0.7 and 0.6 mu M). Surprisingly, 6 [1,2-bis(4'-hydroxyphenyl)-2-ferrocenyl-but-1-ene], the regioisomer of 4, shows only a modest effect on these cell lines. This pertinent organometallic modification seems to trigger an intracellular oxidation of the structurally favorable compound 4, leading to the generation of a potent cytotoxic compound.

引用

页码：3937 / 3940

页数：4

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