2. Academic Validation
  3. A facile synthesis of C(2)-symmetric 17 beta-estradiol dimers

A facile synthesis of C(2)-symmetric 17 beta-estradiol dimers

  • Bioorg Med Chem Lett. 2003 Feb 10;13(3):557-60. doi: 10.1016/s0960-894x(02)00987-3.
Daniel Rabouin 1,  Valérie Perron,  Blaise N'Zemba,  René C-Gaudreault,  Gervais Bérubé
Affiliations

Affiliation

  • 1 Département de Chimie-Biologie, Université du Québec à Trois-Rivières, C.P. 500, Trois-Rivières, Québec, Canada G9A 5H7.
PMID: 12565971 DOI: 10.1016/s0960-894x(02)00987-3
Abstract

A rapid and efficient synthesis of a series of C(2)-symmetric 17 beta-estradiol dimers is described. The new molecules are linked at position 17 alpha of the steroid nucleus with either an alkyl chain or a polyethylene glycol chain. They are made from estrone in five chemical steps with an overall yield exceeding 30%. The biological activity of these compounds was evaluated in vitro on estrogen dependent and independent (ER(+) and ER(-)) human breast tumor cell lines: MCF-7 and MDA-MB-231. Some of the dimers present selective cytotoxic activity against the ER(+) cell line.

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