title: Chiral inversion of R(-) to S(+) ketoprofen in pigs.
abstract: The S(+) enantiomer of ketoprofen is predominant in the plasma of pigs after administration of racemic ketoprofen, although the occurrence and extent of R(-)-to-S(+) inversion is uncertain. Plasma concentrations of both enantiomers were measured and percentages of S(+) ketoprofen were calculated at different time points after intravenous and oral dosing of pigs with 1.5mg/kg R(-) ketoprofen. S(+) ketoprofen was formed immediately after administration and concentrations exceeded R(-) concentrations after 1h. Absence of pre-systemic inversion was deduced from the lower S(+) percentages after oral administration. A rapid and increasing inversion, reaching a maximum of about 70%, occurred and appeared to be responsible for the predominance of S(+) ketoprofen in pig plasma after administration of the racemate.
authors: Department of Pharmacology, Toxicology and Biochemistry, Faculty of Veterinary Medicine, Ghent University, Salisburylaan 133, 9820 Merelbeke, Belgium; Laboratory of Pharmaceutical Technology, Faculty of Pharmaceutical Sciences, Ghent University, Harelbekestraat 72, 9000 Ghent, Belgium. Electronic address: eva.neirinckx@ugent.be.
authors: Eva
authors: E
authors: Neirinckx
authors: Department of Pharmacology, Toxicology and Biochemistry, Faculty of Veterinary Medicine, Ghent University, Salisburylaan 133, 9820 Merelbeke, Belgium.
authors: Siska
authors: S
authors: Croubels
authors: Laboratory of Pharmaceutical Technology, Faculty of Pharmaceutical Sciences, Ghent University, Harelbekestraat 72, 9000 Ghent, Belgium.
authors: Jean Paul
authors: JP
authors: Remon
authors: Department of Pharmacology, Toxicology and Biochemistry, Faculty of Veterinary Medicine, Ghent University, Salisburylaan 133, 9820 Merelbeke, Belgium.
authors: Mathias
authors: M
authors: Devreese
authors: Department of Pharmacology, Toxicology and Biochemistry, Faculty of Veterinary Medicine, Ghent University, Salisburylaan 133, 9820 Merelbeke, Belgium.
authors: Patrick De
authors: P
authors: Backer
authors: Laboratory of Pharmaceutical Technology, Faculty of Pharmaceutical Sciences, Ghent University, Harelbekestraat 72, 9000 Ghent, Belgium.
authors: Chris
authors: C
authors: Vervaet
mesh_terms: D000284:Administration, Oral; D000818:Animals; D001682:Biological Availability; D018592:Cross-Over Studies; D016861:Cyclooxygenase Inhibitors / Q000008:administration & dosage / Q000097:blood / Q000737:chemistry*; D007275:Injections, Intravenous / Q000662:veterinary; D007536:Isomerism; D007660:Ketoprofen / Q000008:administration & dosage / Q000097:blood / Q000737:chemistry*; D008657:Metabolic Clearance Rate; D013552:Swine / Q000097:blood*
chemical_list: D016861:Cyclooxygenase Inhibitors; D007660:Ketoprofen