Steroids p. 213 - 222 (1986)
Update date:2022-08-03
Topics:
Holt, Dennis A.
Levy, Mark A.
Brandt, Martin
Metcalf, Brian W.
A novel A-ring pyrazole steroid, 2,3-bisaza-A-nor-1,5(10)-estradien-17β-ol (3), was synthesized as a potential inhibitor of steroidal NAD(P)H-dependent oxidoreductases.Compound (3) proved to be a potent inhibitor of 3(17)β-hydroxysteroid dehydrogenase (from P. testosteroni) exhibiting a Ki of 90 +/- 20 nM.The activities of 3α,20β-hydroxysteroid dehydrogenase (from S. hydrogenans), steroid-5α-reductase (from rat prostate), and 3α-hydroxysteroid dehydrogenase (from rat liver) were unaffected by pyrazole (3).Dead end inhibition studies indicate an ordered binding of cofactor prior to substrate or pyrazole inhibitor.
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