Novel steroidal vinyl fluorides as inhibitors of steroid C17(20) lyase.
20-fluoro-17(20)-pregnenolone derivatives were designed as enol mimics of pregnenolone. All of the targeted, novel fluoroolefins were potent inhibitors of C17(20) lyase.
Burkhart
Joseph P
JP
Aventis Pharmaceuticals, Route 202-206, Bridgewater, NJ 08807-0800, USA.
Weintraub
Philip M
PM
Gates
Cynthia A
CA
Resvick
Robert J
RJ
Vaz
Roy J
RJ
Friedrich
Dirk
D
Angelastro
Michael R
MR
Bey
Philippe
P
Peet
Norton P
NP
D000818:Animals; D004305:Dose-Response Relationship, Drug; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000494:pharmacology; D008252:Macaca fascicularis; D011284:Pregnenolone / Q000031:analogs & derivatives; D013254:Steroid 17-alpha-Hydroxylase / Q000037:antagonists & inhibitors* / Q000378:metabolism; D013259:Steroids, Fluorinated / Q000138:chemical synthesis* / Q000494:pharmacology; D013329:Structure-Activity Relationship; D014753:Vinyl Compounds / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*
D004791:Enzyme Inhibitors; D013259:Steroids, Fluorinated; D014753:Vinyl Compounds; C016829:vinyl fluoride; D011284:Pregnenolone; D013254:Steroid 17-alpha-Hydroxylase