Diethylstilbestrol-linked cytotoxic agents: synthesis and binding affinity for estrogen receptors.

Basic Information

ID: ALA1124602

Journal: J Med Chem

Title: Diethylstilbestrol-linked cytotoxic agents: synthesis and binding affinity for estrogen receptors.

Authors: Krohn K, Kulikowski K, Leclercq G.

Abstract: The syntheses of diethylstilbestrol derivatives with a C4 side chain at the double bond bearing various functional and potentially alkylating groups (9-25, 38-40, 43, 44) as well as the coupling product with daunorubicin (41) are described. Derivatives with free phenolic groups show easy isomerization to (Z)-stilbenes and styrenes, which could be minimized with silyl protecting groups. Estrogen receptor binding is decreased by polar groups such as carboxylic acids (10) as well as sterically demanding substituents.

CiteXplore: 2738889

DOI: 10.1021/jm00127a022

Patent ID: