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

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• 作者：Marie-Pierre Lé ; zé ; Anja Palusczak ; Rolf W. Hartmann ; Marc Le Borgne
• 关键词：Breast cancer ; Aromatase inhibitors ; Indole ; Azoles ; Benzonitrile derivatives ; Reductive cyclization
• 刊名：Bioorganic and Medicinal Chemistry Letters
• 出版年：2008
• 出版时间：15 August 2008
• 年：2008
• 卷：18
• 期：16
• 页码：4713-4715
• 全文大小：176 K

文摘

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).