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• W2035154426 abstract "The studied 6-methylene-4-androsten-3-ones proved to be significantly inferior to 6-methylene-4-pregnene-3,20-dione and its 17-acetoxy derivative described in Part I as inhibitors of 4-ene-3-ketosteroid 5α-reductase[1] in vitro. Surprisingly, the 6-methylene derivative of testosterone was only weakly active until acetylated. when an effective inhibitor was obtained. Etherification of the hydroxyl-group, its replacement by a hydrocarbon chain, or introduction of a substituent at C17 or on the methylene group led to virtual loss of activity. 17α-Chloro-6-methylene-4-androstene-3-one had ca 60–70% of the potency of progesterone, but was inactive as enzyme inhibitor in expiants of rat prostate in tissue culture and in in vivo studies. 6-Methylenetestosterone acetate was weakly active as enzyme inhibitor in expiants of human prostate in tissue culture and produced a histological picture closely resembling testosterone and differing from that of cyproterone acetate.In vivo in the rat it had 80% of the androgenic activity of testosterone propionate. The foregoing data have been used to define some structural characteristics necessary for enzyme inhibition and to draw some conclusions regarding the architecture of the androgen and progesterone receptors and of the enzyme active site." @default.
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• W2035154426 date "1983-10-01" @default.
• W2035154426 modified "2023-09-27" @default.
• W2035154426 title "Prostatic cancer—II. Inhibitors of rat prostatic 4-ene-3-ketosteroid 5α-reductase derived from 6-methylene-4-androsten-3-ones" @default.
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• W2035154426 doi "https://doi.org/10.1016/0022-4731(83)91125-1" @default.
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