Synthesis of anthranylaldoxime derivatives as estrogen receptor ligands and computational prediction of binding modes

…, JA Katzenellenbogen, M Macchia

Index: Tuccinardi, Tiziano; Bertini, Simone; Martinelli, Adriano; Minutolo, Filippo; Ortore, Gabriella; Placanica, Giorgio; Prota, Giovanni; Rapposelli, Simona; Carlson, Kathryn E.; Katzenellenbogen, John A.; Macchia, Marco Journal of Medicinal Chemistry, 2006 , vol. 49, # 16 p. 5001 - 5012

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Citation Number: 24

Abstract

N-Me-anthranylaldoximes possess a hydrogen-bonded pseudocyclic A'ring in place of the typical phenolic A-ring that is characteristic of most estrogen receptor (ER) ligands. We have investigated the role played by substituents introduced into either one or both of the peripheral 3-and 4-phenyl rings in modulating ER binding affinity. An efficient synthetic strategy was employed for the preparation of differentially substituted 3-and 4-aryl ...