학술논문
Synthesis, oxidation chemistry and cytotoxicity studies on ferrocene derivatives of diethylstilbestrolElectronic supplementary information (ESI) available: Proposed solution state structures and tentative 1H NMR assignments for 4and 5c; 1H NMR spectrum for 4, 5c, and 5h; COSY spectrum for 4and 5c; NOESY spectrum for 4and 5c. CCDC reference numbers 738753–738757. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/b913570g
Document Type
Article
Author
Source
Subject
*FERROCENE
*DIETHYLSTILBESTROL
*ORGANIC synthesis
*OXIDATION
*CELL-mediated cytotoxicity
*SOLUTION (Chemistry)
*NUCLEAR magnetic resonance spectroscopy
*PHENOL
*
*
*
*
*
*
*
Language
ISSN
1477-9226
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A series of compounds is described in which one of the ethyl groups in diethylstilbestrol has been replaced by a ferrocenyl substituent.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 Zto the Eform, 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. [ABSTRACT FROM AUTHOR]