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 17alpha-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 (IC(50)=11.5 nM).
Publication types
-
Research Support, Non-U.S. Gov't
MeSH terms
-
Aromatase / chemical synthesis
-
Aromatase / chemistry*
-
Aromatase / metabolism
-
Aromatase Inhibitors / chemical synthesis*
-
Aromatase Inhibitors / pharmacology
-
Breast Neoplasms / drug therapy
-
Estradiol / metabolism
-
Gene Expression Regulation, Neoplastic*
-
Hormones / metabolism
-
Humans
-
Indoles / chemistry*
-
Inhibitory Concentration 50
-
Models, Chemical
-
Molecular Structure
-
Nitriles / chemistry
-
Receptors, Estrogen / metabolism
-
Steroid 17-alpha-Hydroxylase / antagonists & inhibitors*
-
Steroid 17-alpha-Hydroxylase / chemistry
Substances
-
Aromatase Inhibitors
-
Hormones
-
Indoles
-
Nitriles
-
Receptors, Estrogen
-
Estradiol
-
benzonitrile
-
Aromatase
-
Steroid 17-alpha-Hydroxylase