5, 6, 11, 12-Tetrahydrochrysenes: synthesis of rigid stilbene systems designed to be fluorescent ligands for the estrogen receptor

…, JP O'Neil, JA Katzenellenbogen

Index: Hwang, Kwang-Jin; O'Neil, James P.; Katzenellenbogen, John A. Journal of Organic Chemistry, 1992 , vol. 57, # 4 p. 1262 - 1271

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Citation Number: 32

Abstract

We have prepared a series of tetrahydrochrysenes as fluorescent ligands for the estrogen receptor. The stilbene chromophore in this tetracyclic system is held rigid and is adorned with an electron-donating hydroxyl group at C-8 that corresponds to the phenolic hydroxyl of eatrogens and an electron acceptor at C-2 to give a donor-awptor fluorophore. Additional substituents at C-5 and C-11 provide additional bulk that improves receptor binding affinity ...