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Synthesis of d- and l-tyrosine-chlorambucil analogs active against breast cancer cell lines

✍ Scribed by Caroline Descôteaux; Valérie Leblanc; Kevin Brasseur; Atul Gupta; Éric Asselin; Gervais Bérubé

Publisher
Elsevier Science
Year
2010
Tongue
English
Weight
361 KB
Volume
20
Category
Article
ISSN
0960-894X

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✦ Synopsis

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 ERÀ) 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.

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