Fluoroprostaglandins: synthesis and biological evaluation of the methyl esters of (+)-12-fluoro-, (-)-ent-12-fluoro-, (+)-15-epi-fluoro-, and (-)-ent-15-epi-12-fluoroprostaglandin F2.alpha.
- 1 October 1980
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 23 (10) , 1072-1077
- https://doi.org/10.1021/jm00184a003
Abstract
The synthesis and biological activity of the methyl esters of (+)-12-fluoroPG[prostaglandin]F2.alpha., (+)-15-epi-12-fluoroPGF2.alpha., (-)-ent-12-fluoroPGF2.alpha., and (-)-ent-15-epi-12-fluoroPGF2.alpha. are described. Each fluoroprostaglandin was evaluated from pregnancy interruption in the hamster and smooth-muscle stimulating effects on gerbil colon and hamster uterine strips. All fluoroprostaglandins synthesized were neither substrates for the 15-hydroxyprostaglandin dehydrogenase nor inhibitors of the enzyme.This publication has 4 references indexed in Scilit:
- Fluoroprostaglandins: synthesis of (.+-.)-10.beta.-fluoroprostaglandin F2.alpha. methyl esterThe Journal of Organic Chemistry, 1979
- Synthesis of ring halogenated prostaglandins (1)Prostaglandins, 1978
- Total synthesis of racemic 12-methylprostaglandinsJournal of the American Chemical Society, 1977
- Kinetic studies on a 15-hydroxyprostaglandin dehydrogenase from human placentaArchives of Biochemistry and Biophysics, 1976