3,3-diphenylpentane skeleton as a steroid skeleton substitute: novel inhibitors of human 5alpha-reductase 1.
We designed and synthesized novel type 1 5alpha-reductase inhibitors by using 3,3-diphenylpentane skeleton as a substitute for the usual steroid skeleton. 4-(3-(4-(N-Methylacetamido)phenyl)pentan-3-yl)phenyl dibenzylcarbamate (11k) is a competitive 5alpha-reductase inhibitor with the IC(50) value of 0.84 microM.
Institute of Molecular and Cellular Biosciences, The University of Tokyo, Yayoi, Bunkyo-ku, Tokyo 113-0032, Japan.
Shinnosuke
S
Hosoda
Yuichi
Y
Hashimoto
D058891:5-alpha Reductase Inhibitors; D045744:Cell Line, Tumor; D004305:Dose-Response Relationship, Drug; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology*; D018120:Finasteride / Q000494:pharmacology; D006801:Humans; D007202:Indicators and Reagents; D010420:Pentanes / Q000138:chemical synthesis* / Q000494:pharmacology*; D013329:Structure-Activity Relationship
C524325:3,3-diphenylpentane; D058891:5-alpha Reductase Inhibitors; D004791:Enzyme Inhibitors; D007202:Indicators and Reagents; D010420:Pentanes; D018120:Finasteride