Synthesis of 6-or 4-functionalized indoles via a reductive cyclization approach and evaluation as aromatase inhibitors

…, A Palusczak, RW Hartmann, M Le Borgne

Index: Leze, Marie-Pierre; Palusczak, Anja; Hartmann, Rolf W.; Le Borgne, Marc Bioorganic and Medicinal Chemistry Letters, 2008 , vol. 18, # 16 p. 4713 - 4715

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Citation Number: 31

Abstract

Two new series of benzonitrile derivatives on position 6 or 4 of indole ring were successfully synthesized via a Leimgruber–Batcho reaction. All the compounds were evaluated in vitro on the inhibition of aromatase (CYP19) and 17α-hydroxylase-C17, 20-lyase (CYP17). The racemate, 4-[(1H-imidazol-1-yl)(1H-indol-4-yl) methyl] benzonitrile 9, showed high level of inhibitory activity towards CYP19 (IC50= 11.5 nM).