N-substituted 4-(5-indolyl)benzoic acids. Synthesis and evaluation of steroid 5alpha-reductase type I and II inhibitory activity.
The synthesis of N-alkyl and N-arylalkyl substituted 4-(5-indolyl)benzoic acid derivatives as inhibitors of steroid 5alpha-reductases is described. For the human type II isozyme a benzyl substituent (IC50 6.20 microM) and for the human type I isozyme a cyclohexanemethyl substituent (IC50 2.10 microM) on the indole nitrogen proved to be most efficacious, thus providing interesting leads for the development of drugs for the treatment of benign prostatic hyperplasia (BPH).
Baston
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Fachrichtung 12.1 Pharmazeutische und Medizinische Chemie, Universität des Saarlandes, Saarbrücken, Germany.
Hartmann
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RW
D000818:Animals; D001565:Benzoates / Q000138:chemical synthesis* / Q000494:pharmacology*; D002460:Cell Line; D002478:Cells, Cultured; D042944:Cholestenone 5 alpha-Reductase; D006801:Humans; D020128:Inhibitory Concentration 50; D008297:Male; D008956:Models, Chemical; D010088:Oxidoreductases / Q000037:antagonists & inhibitors*; D011470:Prostatic Hyperplasia / Q000188:drug therapy; D051381:Rats
D001565:Benzoates; D010088:Oxidoreductases; D042944:Cholestenone 5 alpha-Reductase