Design and synthesis of azaisoflavone analogs as phytoestrogen mimetics

Author:

Gim, Hyo Jin   Li, Hua   Jung, So Ra   Park, Yong Joo   Ryu, Jae-Ha   Chung, Kyu Hyuck   Jeon, Raok  

Journal:

European Journal of Medicinal Chemistry

Issue Date:

2014

Abstract(summary):

A series of azaisoflavone analogs were designed and synthesized and their transactivation activities and binding affinities for ER alpha and ER beta were investigated. Among these compounds, 2b and 3a were the most potent with 6.5 and 1.1 mu M of EC50, respectively. Molecular modeling study showed putative binding modes of the compound 3a in the active site of ER alpha and ER beta, which were similar with that of genistein and provided insight of the effect of N-alkyl substitution of azaisoflavones on ER beta activity. Also, a biphasic effect of azaisoflavone analogs on MCF-7 cell growth depending on their concentrations was investigated. (C) 2014 Elsevier Masson SAS. All rights reserved.

Page:

107-118