19-Hydroxy-4-androsten-17-one: potential competitive inhibitor of estrogen biosynthesis.
3-Deoxy steroids having a 4-ene system were found to be competitive inhibitors of human placental aromatase. 19-Hydroxy-4-androsten-17-one (2) potently inhibits the enzyme with an apparent Ki of 12.5 nM, but does not produce a time-dependent inactivation of the enzyme.
Numazawa
M
M
Tohoku College of Pharmacy, Sendai, Japan.
Mutsumi
A
A
Hoshi
K
K
Koike
R
R
D000735:Androstenedione / Q000031:analogs & derivatives / Q000494:pharmacology; D000738:Androsterone / Q000031:analogs & derivatives* / Q000494:pharmacology; D047072:Aromatase Inhibitors; D001665:Binding Sites; D001667:Binding, Competitive; D002384:Catalysis; D004967:Estrogens / Q000096:biosynthesis*; D005260:Female; D006801:Humans; D007700:Kinetics; D008861:Microsomes / Q000201:enzymology; D010920:Placenta / Q000201:enzymology; D011247:Pregnancy; D013329:Structure-Activity Relationship
D047072:Aromatase Inhibitors; D004967:Estrogens; C059926:19-hydroxy-4-androsten-17-one; D000735:Androstenedione; D000738:Androsterone