Species comparison of enantioselective oral bioavailability and pharmacokinetics of ketoprofen

Research in Veterinary Science - Tập 91 - Trang 415-421 - 2011
E. Neirinckx1,2, S. Croubels1, S. De Boever1, J.P. Remon2, T. Bosmans3, S. Daminet3, P. De Backer1, C. Vervaet2
1Department of Pharmacology, Toxicology and Biochemistry, Faculty of Veterinary Medicine, Ghent University, Merelbeke, Belgium
2Laboratory of Pharmaceutical Technology, Faculty of Pharmaceutical Sciences, Ghent University, Gent, Belgium
3Department of Medicine and Clinical Biology of Small Animals, Faculty of Veterinary Medicine, Ghent University, Merelbeke, Belgium

Tài liệu tham khảo

Aberg, 1995, Inversion of (R)- to (S)-ketoprofen in eight animal species, Chirality, 7, 383, 10.1002/chir.530070513 Arifah, 2001, Pharmacodynamics and pharmacokinetics of ketoprofen enantiomers in sheep, American Journal of Veterinary Research, 62, 77, 10.2460/ajvr.2001.62.77 Arifah, 2003, Pharmacodynamics, chiral pharmacokinetics and PK–PD modelling of ketoprofen in the goat, Journal of veterinary Pharmacology and Therapeutics, 26, 139, 10.1046/j.1365-2885.2003.00455.x Baert, 2003, Comparative pharmacokinetics of three non-steroidal anti-inflammatory drugs in five bird species, Comparative Biochemistry and Physiology C - Toxicology and Pharmacology, 134, 25, 10.1016/S1532-0456(02)00184-9 Caldwell, 1988, The metabolic chiral inversion and dispositional enantioselectivity of the 2-arylpropionic acids and their biological consequences, Biochemical Pharmacology, 37, 105, 10.1016/0006-2952(88)90762-9 Campbell, 1990, Stereoselectivity in clinical pharmacokinetics and drug development, European Journal of Drug Metabolism and Pharmacokinetics, 15, 109, 10.1007/BF03190194 Castro, 2000, Chiral inversion of R(−) fenoprofen and ketoprofen enantiomers in cats, Journal of Veterinary Pharmacology and Therapeutics, 23, 265, 10.1046/j.1365-2885.2000.00280.x Chakir, 1994, High-performance liquid-chromatographic enantio selective assay for the measurement of ketoprofen glucuronidation by liver-microsomes, Journal of Chromatography B - Biomedical Applications, 654, 61, 10.1016/0378-4347(93)E0450-5 Delatour, 1993, Enantioselectivity in the disposition of ketoprofen and carprofen in man and animals, Bulletin de l’Académie Nationale de Médecine, 177, 515 Dorrestein, 1992, Formulation and (bio)availability problems of drug formulations in birds, Journal of Veterinary Pharmacology and Therapeutics, 15, 143, 10.1111/j.1365-2885.1992.tb01001.x Foster, 1988, Stereoselective pharmacokinetics of ketoprofen in the rat, Influence of route of administration. Drug Metabolism and Disposition, 16, 623 Foster, 1988, Pharmacokinetics of ketoprofen enantiomers in healthy subjects following single and multiple doses, Journal of Pharmaceutical Sciences, 77, 70, 10.1002/jps.2600770113 Garcia, 1998, Bioavailability of S(+)-ketoprofen after oral administration of different mixtures of ketoprofen enantiomers to dogs, Journal of Clinical Pharmacology, 38, 22S, 10.1002/jcph.1998.38.s1.22 Gasthuys, 2009, Transsplenic portal catheterization combined with a jugular double-lumen catheter for pharmacokinetic and presystemic metabolization studies in pigs, Journal of Veterinary Pharmacology and Therapeutics, 32, 137, 10.1111/j.1365-2885.2008.01012.x Graham, 2005, Pharmacokinetics of ketoprofen in Japanese quail (Coturnix japonica), Journal of Veterinary Pharmacology and Therapeutics, 28, 399, 10.1111/j.1365-2885.2005.00673.x Granero, 2008, Possibility of enterohepatic recycling of ketoprofen in dogs, International Journal of Pharmaceutics, 349, 166, 10.1016/j.ijpharm.2007.08.005 Granero, 2006, Rapid in vivo dissolution of ketoprofen: implications on the biopharmaceutics classification system, Pharmazie, 61, 673 Hall, 1993, Lack of presystemic inversion of (R)- to (S)-ibuprofen in humans, Clinical Pharmacology and Therapeutics, 53, 393, 10.1038/clpt.1993.42 Hayball, 1992, Enantioselective pharmacodynamics of the nonsteroidal antiinflammatory drug ketoprofen: in vitro inhibition of human platelet cyclooxygenase activity, Chirality, 4, 484, 10.1002/chir.530040805 Igarza, 2002, Chiral inversion of (R)-ketoprofen: influence of age and differing physiological status in dairy cattle, Veterinary Research Communications, 26, 29, 10.1023/A:1013301620904 Ishizaki, 1980, Pharmacokinetics of ketoprofen following single oral, intramuscular and rectal doses and after repeated oral administration, European Journal of Clinical Pharmacology, 18, 407, 10.1007/BF00636794 Jamali, 1990, Clinical pharmacokinetics of ketoprofen and its enantiomers, Clinical Pharmacokinetics, 19, 197, 10.2165/00003088-199019030-00004 Jamali, 1997, Bi-directional chiral inversion of ketoprofen in CD-1 mice, Chirality, 9, 29, 10.1002/(SICI)1520-636X(1997)9:1<29::AID-CHIR6>3.0.CO;2-B Jaussaud, 1993, Enantioselective pharmacokinetics of ketoprofen in horses, Journal of Veterinary Pharmacology and Therapeutics, 16, 373, 10.1111/j.1365-2885.1993.tb00185.x Lam, 1985, Estimation of variance for harmonic mean half-lives, Journal of Pharmaceutical Sciences, 74, 229, 10.1002/jps.2600740229 Landoni, 1999, Enantiospecific pharmacokinetics and pharmacodynamics of ketoprofen in sheep, Journal of Veterinary Pharmacology and Therapeutics, 22, 349, 10.1046/j.1365-2885.1999.00209.x Landoni, 1995, Pharmacokinetics and pharmacodynamics of ketoprofen in calves applying PK/PD modelling, Journal of Veterinary Pharmacology and Therapeutics, 18, 315, 10.1111/j.1365-2885.1995.tb00597.x Landoni, 1996, Effects of flunixin, tolfenamic acid, R(−) and S(+) ketoprofen on the response of equine synoviocytes to lipopolysaccharide stimulation, Equine Veterinary Journal, 28, 468, 10.1111/j.2042-3306.1996.tb01619.x Landoni, 1995, Pharmacokinetics and pharmacodynamics of ketoprofen enantiomers in calves, Chirality, 7, 586, 10.1002/chir.530070806 Larsen, 1991, Bioavailability of ketoprofen from orally administered ketoprofen-dextran ester prodrugs in the pig, Acta Pharmaceutica Nordica, 3, 71 Lees, 2004, Pharmacodynamics and pharmacokinetics of nonsteroidal anti-inflammatory drugs in species of Veterinary interest, Journal of Veterinary Pharmacology and Therapeutics, 27, 479, 10.1111/j.1365-2885.2004.00617.x Lees, 2002, Ketoprofen in the cat: pharmacodynamics and chiral pharmacokinetics, Veterinary Journal, 165, 21, 10.1016/S1090-0233(02)00168-5 Lennernäs, 2007, Intestinal permeability and its relevance for absorption and elimination, Xenobiotica, 37, 1015, 10.1080/00498250701704819 Martinez, M.N., 2006. In vivo/in vitro correlation studies in dogs. In: 2nd Joint AAPS/AAVPT/CRS Workshop on Collaboration in the Research and Development of Veterinary Pharmaceuticals, October 27–29, San Antonio, Texas. Martinez, 2002, Applying the biopharmaceutics classification system to veterinary pharmaceutical products Part II, Physiological considerations. Advanced Drug Delivery Reviews, 54, 825, 10.1016/S0169-409X(02)00071-6 Martinez, 2002, Applying the Biopharmaceutics classification system to veterinary pharmaceutical products Part I: Biopharmaceutics and formulation considerations, Advanced Drug Delivery Reviews, 54, 805, 10.1016/S0169-409X(02)00070-4 Mauleon, 1996, Preclinical and clinical development of dexketoprofen, Drugs, 52, 24, 10.2165/00003495-199600525-00005 Mauleon, 1994, Pharmacokinetics of ketoprofen enantiomers in monkeys following single and multiple oral administration, Chirality, 6, 537, 10.1002/chir.530060705 Mehvar, 1988, Pharmacokinetic analysis of enantiomeric inversion of chiral nonsteroidal anti-inflammatory drugs, Pharmaceutical Research, 5, 76, 10.1023/A:1015979915771 Montoya, 2004, A pharmacokinetic comparison of meloxicam and ketoprofen following oral administration to healthy dogs, Veterinary Research Communications, 28, 415, 10.1023/B:VERC.0000034995.81994.49 Neirinckx, 2006, The biopharmaceutics classification system in veterinary medicine: pH-solubility relationship of analgesic and anti-inflammatory drugs. In: Proceedings of the Tenth International EAVPT Congress, Journal of Veterinary Pharmacology and Therapeutics, 26, 287 Neirinckx, E., Vervaet, C., De Boever, S., Remon, J.P., Gommeren, K., Daminet, S., De Backer, P., Croubels, S., in press. Species comparison of oral bioavailability, first-pass metabolism and pharmacokinetics of acetaminophen. Research in Veterinary Science. Neirinckx, E., Croubels, S., Remon, J.P., De Backer, P., Vervaet, C., submitted for publication. Chiral inversion of R(−) to S(+) ketoprofen in pigs. Journal of Veterinary Pharmacology and Therapeutics. Populaire, 1973, Comportement biologique: taux sériques, excrétion et biotransformation de l’acide (benzoyl-3 phényl)-2 propionique ou kétoprofène chez l’animal et chez l’homme, Annales Pharmaceutiques Françaises, 31, 735 Raekallio, 2008, Evaluation of bioequivalence after oral, intramuscular, and intravenous administration of racemic ketoprofen in pigs, American Journal of Veterinary Research, 69, 108, 10.2460/ajvr.69.1.108 Schmitt, 1990, Biopharmaceutical evaluation of ketoprofen following intravenous, oral, and rectal administration to dogs, Journal of Pharmaceutical Sciences, 79, 614, 10.1002/jps.2600790715 Sheng, 2006, Solubilization and dissolution of insoluble weak acid, ketoprofen: effects of pH combined with surfactant, European Journal of Pharmaceutical Sciences, 29, 306, 10.1016/j.ejps.2006.06.006 Soars, 2001, Evidence for significant differences in microsomal drug glucuronidation by canine and human liver and kidney, Drug Metabolism and Disposition, 29, 121 Souilem, 1994, Particularités de la physiology digestive des volailles, Revue de Médecine Vétérinaire, 145, 525 Suesa, 1993, Stereoselective cyclooxygenase inhibition in cellular models by the enantiomers of ketoprofen, Chirality, 5, 589, 10.1002/chir.530050805 Vermeulen, 2001, The oral bioavailability of ibuprofen enantiomers in broiler chickens, Journal of Veterinary Pharmacology and Therapeutics, 24, 105, 10.1046/j.1365-2885.2001.00311.x Walle, 1986, Pharmacokinetic parameters obtained with racemates, Trends in Pharmacological Sciences, 7, 155, 10.1016/0165-6147(86)90294-4