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

被引：36

作者：

Leze, Marie-Pierre ^{[1
]}

Palusczak, Anja ^{[2
]}

Hartmann, Rolf W. ^{[2
]}

Le Borgne, Marc ^{[1
]}

机构：

[1] Univ Nantes, Nantes Atlantique Univ, Dept Pharmacochim, IlCiMed,UPRES EA 1155,UFR Sci Pharmaceut, F-44035 Nantes 1, France

[2] Univ Saarland, Fachrichtung Pharmaceut & Med Chem, D-66041 Saarbrucken, Germany

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2008年 / 18卷 / 16期

关键词：

breast cancer; aromatase inhibitors; indole; azoles; benzonitrile derivatives; reductive cyclization;

D O I：

10.1016/j.bmcl.2008.06.094

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

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 17 alpha-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). (C) 2008 Elsevier Ltd. Ail rights reserved.

引用

页码：4713 / 4715

页数：3

共 22 条

[11] Synthesis and biological evaluation of 5-[(aryl)(1H imidazol-1-yl)methyl]-1H-indoles:: Potent and selective aromatase inhibitors [J].