Synthesis of D- and L-tyrosine-chlorambucil analogs active against breast cancer cell lines

被引：22

作者：

Descoteaux, Caroline ^{[1
]}

Leblanc, Valerie ^{[1
]}

Brasseur, Kevin ^{[1
]}

Gupta, Atul ^{[1
]}

Asselin, Eric ^{[1
]}

Berube, Gervais ^{[1
]}

机构：

[1] Univ Quebec Trois Rivieres, Dept Chim Biol, Grp Rech Oncol & Endocrinol Mol, Trois Rivieres, PQ G9A 5H7, Canada

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2010年 / 20卷 / 24期

基金：

加拿大自然科学与工程研究理事会;

关键词：

Tyrosine-chlorambucil hybrids; Anticancer agents; Estrogen receptor; Breast cancer; BIOLOGICAL EVALUATION; COMPLEXES; HYBRID;

D O I：

10.1016/j.bmcl.2010.10.039

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of D- and L-tyrosine-chlorambucil analogs was synthesized as anticancer drugs for chemotherapy of breast cancer. The novel compounds were synthesized in good yields through efficient modifications of D-and L-tyrosine. The newly synthesized compounds were evaluated for their anticancer efficacy in different hormone-dependent and hormone-independent (ER+ and ER-) breast cancer cell lines. The novel analogs showed significant in vitro anticancer activity when compared to chlorambucil. Structure-activity relationship (SAR) reveals both, the influence of the length of the spacer chain and the stereochemistry of the tyrosine moiety. Interestingly, the D-and L-tyrosinol-chlorambucil derivatives with 10 carbon atoms spacer are selective towards MCF-7 (ER+) breast cancer cell line. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：7388 / 7392

页数：5

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