6 alpha,7 alpha-cyclopropane derivatives of androst-4-ene: a novel class of competitive aromatase inhibitors.
6 alpha,7 alpha-Cyclopropane steroids were found to be potent competitive inhibitors of human placental aromatase. 6 beta,7 beta-Dihydro-3'H-cyclopropa [6,7]-androst-4-en-17-one (4) has extremely high affinity for aromatase (Ki = 5 nM) but does not cause a time-dependent inactivation of the enzyme.
Numazawa
M
M
Tohoku College of Pharmacy, Sendai, Japan.
Mutsumi
A
A
D000735:Androstenedione; D000736:Androstenes / Q000138:chemical synthesis / Q000494:pharmacology*; D047072:Aromatase Inhibitors; D001667:Binding, Competitive; D003521:Cyclopropanes / Q000138:chemical synthesis / Q000494:pharmacology*; D005260:Female; D006801:Humans; D007202:Indicators and Reagents; D007700:Kinetics; D008861:Microsomes / Q000201:enzymology; D010920:Placenta / Q000201:enzymology; D011247:Pregnancy; D013329:Structure-Activity Relationship
D000736:Androstenes; D047072:Aromatase Inhibitors; D003521:Cyclopropanes; D007202:Indicators and Reagents; D000735:Androstenedione