Novel steroidal vinyl fluorides as inhibitors of steroid C17(20) lyase

Joseph P Burkhart; Philip M Weintraub; Cynthia A Gates; Robert J Resvick; Roy J Vaz; Dirk Friedrich; Michael R Angelastro; Philippe Bey; Norton P Peet

doi:10.1016/s0968-0896(01)00354-6

Novel steroidal vinyl fluorides as inhibitors of steroid C17(20) lyase

Bioorg Med Chem. 2002 Apr;10(4):929-34. doi: 10.1016/s0968-0896(01)00354-6.

Authors

Joseph P Burkhart¹, Philip M Weintraub, Cynthia A Gates, Robert J Resvick, Roy J Vaz, Dirk Friedrich, Michael R Angelastro, Philippe Bey, Norton P Peet

Affiliation

¹ Aventis Pharmaceuticals, Route 202-206, Bridgewater, NJ 08807-0800, USA.

PMID: 11836100
DOI: 10.1016/s0968-0896(01)00354-6

Abstract

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.

MeSH terms

Animals
Dose-Response Relationship, Drug
Enzyme Inhibitors / chemical synthesis
Enzyme Inhibitors / pharmacology
Macaca fascicularis
Pregnenolone / analogs & derivatives
Steroid 17-alpha-Hydroxylase / antagonists & inhibitors*
Steroid 17-alpha-Hydroxylase / metabolism
Steroids, Fluorinated / chemical synthesis*
Steroids, Fluorinated / pharmacology
Structure-Activity Relationship
Vinyl Compounds / chemical synthesis
Vinyl Compounds / chemistry
Vinyl Compounds / pharmacology*

Substances

Enzyme Inhibitors
Steroids, Fluorinated
Vinyl Compounds
vinyl fluoride
Pregnenolone
Steroid 17-alpha-Hydroxylase