Kurata H, Ishibashi K, Saito S, Hamada T, Horikoshi H, Furukawa Y, Kojima K
Medicinal Chemistry Research Laboratories, Sankyo Co., Ltd, Tokyo, Japan.
Chem Pharm Bull (Tokyo). 1996 Jan;44(1):115-21. doi: 10.1248/cpb.44.115.
A series of 4-aza-5 alpha-androstane compounds with one or two aromatic moieties in the carbamoyl group at the C-17 position were synthesized and their inhibitory activities for rat and human prostatic testosterone 5 alpha-reductase were tested in vitro. Compounds with one aromatic moiety in the carbamoyl group showed high inhibitory activity for rat 5 alpha-reductase, but little for human prostatic 5 alpha-reductase. On the other hand, compounds with two aromatic moieties had potent inhibitory activities for both rat and human 5 alpha-reductase. The structural requirements for potent inhibition for both enzymes are discussed in relation to the spatial arrangement of the C-17 carbamoyl group.
