Effects of aminoglutethiumide and its metabolite, N-acetylaminoglutethimide, on bovine adrenocortical and human placental cytochromes P-450scc.
The ability of aminoglutethimide to inhibit cholesterol conversion to pregnenolone was lost upon acetylation of the arylamine nitrogen. This appears to be due to failure of N-acetyl-d-aminoglutethimide to bind to cytochrome P-450scc, since it does not produce the altered low spin form of the enzyme formed upon binding of d-aminoglutethimide. These findings provide further evidence for a role of the free arenamine function in aminoglutethimide and related inhibitors.
D000302:Adrenal Cortex / Q000201:enzymology*; D000616:Aminoglutethimide / Q000031:analogs & derivatives* / Q000494:pharmacology*; D000818:Animals; D002417:Cattle; D002784:Cholesterol / Q000378:metabolism; D065607:Cytochrome P-450 Enzyme Inhibitors; D005260:Female; D006801:Humans; D008928:Mitochondria / Q000201:enzymology; D010539:Permeability; D010920:Placenta / Q000201:enzymology*; D011247:Pregnancy; D011284:Pregnenolone / Q000378:metabolism; D013237:Stereoisomerism
D065607:Cytochrome P-450 Enzyme Inhibitors; D000616:Aminoglutethimide; C036163:N-acetylaminoglutethimide; D011284:Pregnenolone; D002784:Cholesterol