Estrogenic triarylethylene acetic acids: effect of structural variation on estrogen receptor affinity and estrogenic potency and efficacy in MCF-7 cells

PC Ruenitz, CS Bourne, KJ Sullivan…

Index: Ruenitz, Peter C.; Bourne, Caryl S.; Sullivan, Kelly J.; Moore, Susan A. Journal of Medicinal Chemistry, 1996 , vol. 39, # 24 p. 4853 - 4859

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Citation Number: 24

Abstract

Triarylethylenecarboxylic acids exemplified by (E, Z)-2-{4-[1-(p-hydroxyphenyl)-2-phenyl]-1- butenyl} phenoxyacetic acid (8) are a new class of estrogen receptor (ER) ligands capable of tissue selective estrogen agonist and antagonist effects. We report the syntheses of 8 and of analogues incorporating structural features known or anticipated to facilitate ER affinity in triarylethylenes. These studies revealed that the p-hydroxyphenyl moiety, ethylenic bond, ...