Pyrrole butyric acid derivatives as inhibitors of steroid 5 alpha-reductase.
A series of pyrrole butyric acid derivatives was synthesized and evaluated for inhibitory activity on human and rat steroid 5 alpha-reductase in vitro and ex vivo. 3-Benzoyl-4-alkylpyrrole-1-butyric acids and 1-methyl-2-alkyl-3-benzoylpyrrole-5-butyric acid derivatives were effective inhibitors. Structure activity relationships were evaluated among the 37 compounds synthesized. Compound 37 (HQL-1069) shows potent inhibitory activities against both rat and human 5 alpha-reductase.
Kato
M
M
Medicinal Chemistry Laboratory, Sumitomo Metal Industries, Ltd., Kyoto, Japan.
Komoda
K
K
Namera
A
A
Sakai
Y
Y
Okada
S
S
Yamada
A
A
Yokoyama
K
K
Migita
E
E
Minobe
Y
Y
Tani
T
T
D058891:5-alpha Reductase Inhibitors; D000818:Animals; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology*; D005347:Fibroblasts; D006801:Humans; D066298:In Vitro Techniques; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D008968:Molecular Conformation; D011467:Prostate / Q000187:drug effects / Q000201:enzymology; D011758:Pyrroles / Q000138:chemical synthesis* / Q000494:pharmacology*; D051381:Rats; D017208:Rats, Wistar; D013329:Structure-Activity Relationship
D058891:5-alpha Reductase Inhibitors; D004791:Enzyme Inhibitors; D011758:Pyrroles