3-Carboxy-20-keto steroids are dual uncompetitive inhibitors of human steroid 5 alpha-reductase types 1 and 2.
Steroidal 3-carboxy-20-ketones have been prepared within two structural series, the androsta-3,5-dienes and the estra-1,3,5-trienes, as potential inhibitors of types 1 and 2 steroid 5 alpha-reductase, the enzyme activity responsible for the final step in biosynthesis of dihydrotestosterone. These compounds are shown to be potent uncompetitive inhibitors of both human recombinant enzyme activities, defining a novel class of dual steroid 5 alpha-reductase inhibitors.
Yamashita
D S
DS
Department of Medicinal Chemistry, SmithKline Beecham Pharmaceuticals, King of Prussia, PA 19406-0939, USA.
Holt
D A
DA
Oh
H J
HJ
Shah
D
D
Yen
H K
HK
Brandt
M
M
Levy
M A
MA
D058891:5-alpha Reductase Inhibitors; D000730:Androstadienes / Q000737:chemistry*; D055598:Chemical Phenomena; D002621:Chemistry; D004791:Enzyme Inhibitors / Q000737:chemistry*; D004963:Estrenes / Q000737:chemistry*; D006801:Humans; D006863:Hydrogen-Ion Concentration; D007651:Keto Acids / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry
D058891:5-alpha Reductase Inhibitors; D000730:Androstadienes; D004791:Enzyme Inhibitors; D004963:Estrenes; D007651:Keto Acids; D007659:Ketones