A bioisosteric approach to the discovery of indole carbinol androgen receptor ligands

JC Lanter, JJ Fiordeliso, GF Allan, A Musto…

Index: Lanter, James C.; Fiordeliso, James J.; Allan, George F.; Musto, Amy; Hahn, Do Won; Sui, Zhihua Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 21 p. 5646 - 5649

Full Text: HTML

Citation Number: 17

Abstract

Two potential bioisosteres of the nonsteroidal antiandrogen bicalutamide, an imidazolidinone and an indole, were synthesized and tested for their androgen receptor binding. Indole was discovered to be a suitable bioisostere for the acyl anilide moiety in the parent compound. Several analogs in the indole series were found to be 10-fold better than bicalutamide in binding to the recombinant androgen receptor binding domain.