Synthesis, oxidation chemistry and cytotoxicity studies on ferrocene derivatives of diethylstilbestrol - Archive ouverte HAL Access content directly
Journal Articles Dalton Transactions Year : 2009

Synthesis, oxidation chemistry and cytotoxicity studies on ferrocene derivatives of diethylstilbestrol

Yong Leng Kelvin Tan
  • Function : Author
Pascal Pigeon
Elisabeth A. Hillard
Siden Top
Anne Vessières
Michael J. Mcglinchey
  • Function : Author
Helge Mueller-Bunz
  • Function : Author
Gérard Jaouen

Abstract

A series of compounds is described in which one of the ethyl groups in diethylstilbestrol has been replaced by a ferrocenyl substituent. Only those derivatives incorporating phenol moieties underwent isomerisation from the Z to the E form, and some of them could be chemically oxidized to a quinone species. The compounds were less cytotoxic against hormone-independent MDA-MB-231 breast cancer cell lines than their corresponding ferrocenyl phenyl or phenol isomers in which the ferrocene and ethyl moieties are linked to the same carbon atom. The biochemical results were evaluated in conjunction with information obtained from electrochemical and chemical oxidation experiments.

Dates and versions

hal-01230395 , version 1 (18-11-2015)

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Yong Leng Kelvin Tan, Pascal Pigeon, Elisabeth A. Hillard, Siden Top, Marie-Aude Plamont, et al.. Synthesis, oxidation chemistry and cytotoxicity studies on ferrocene derivatives of diethylstilbestrol. Dalton Transactions, 2009, 48, pp.10871-10881. ⟨10.1039/b913570g⟩. ⟨hal-01230395⟩
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