Synthesis of 17α-substituted ethynylestradiols: Potential ligands for drug vectors

被引：7

作者：

Yaya, Amadou R. ^{[1
]}

Touaibia, Mohamed ^{[1
]}

Massarweh, Gassan ^{[1
]}

Rochon, Fernande D. ^{[1
]}

Breau, Livain ^{[1
]}

机构：

[1] Univ Quebec, Dept Chem, PharmaQAM, NanoQAM, Montreal, PQ H3C 3P8, Canada

来源：

STEROIDS | 2010年 / 75卷 / 07期

关键词：

Estradiol; Estrone derivatives; Steroid-metal complexes; Anti-cancer; MULTINUCLEAR MAGNETIC-RESONANCE; BIOLOGICAL EVALUATION; ESTROGEN-RECEPTOR; BREAST-CANCER; PLATINUM(II) COMPLEXES; CYTOTOXIC ACTIVITY; CARBOXYLATO LIGANDS; BINDING-AFFINITY; PT(II) COMPLEXES; HYBRID MOLECULES;

D O I：

10.1016/j.steroids.2010.03.004

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

17 alpha-substituted ethynylestradiols, derived from estrone, were converted to their corresponding 17 alpha-(bromo- or iodo-propargyl)estrone intermediates. Nucleophilic substitution onto these moieties with malonate diester followed by hydrolysis and complexation with cis-Pt(Me(2)en)I-2 (Me(2)en = N,N-dimethylethylenediamine) gave cis-Pt(Me(2)en)(2-(3-(17 beta-estradiol-17 alpha-yl)-prop-2-ynyl)malonato) 7, thus demonstrating that these estrogen-derived compounds can be used to synthesize stable Pt(II) complexes. The 3-(17 beta-estradiol-17 alpha-yl)-prop-2-ynyl-1-sulfanylethylthiol 23 was also prepared. Crown Copyright (C) 2010 Published by Elsevier Inc. All rights reserved.

引用

页码：489 / 498

页数：10

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