Stereoselective pharmacokinetics of oxybutynin and N-desethyloxybutynin in vitro and in vivo

References

• Appell RA, Chancellor MB, Zobrist RH, Thomas H, Sanders SW. Pharmacokinetics, metabolism, and saliva output during transdermal and extended-release oral oxybutynin administration in healthy subjects. Mayo Clinic Proceedings 2003; 78: 696–702
   PubMed Web of Science ®Google Scholar
• Appell RA, Sand P, Dmochowski R, Anderson R, Zinner N, Lama D, Roach M, Miklos J, Saltzstein D, Boone T, et al. Prospective randomized controlled trial of extended-release oxybutynin chloride and tolterodine tartrate in the treatment of overactive bladder: Results of the OBJECT study. Mayo Clinic Proceedings 2001; 76: 358–363
   PubMed Web of Science ®Google Scholar
• Brocks DR, Mehvar R. Stereoselectivity in the pharmacodynamics and pharmacokinetics of the chiral antimalarial drugs. Clinical Pharmacokinetics 2003; 42: 1359–1382
   PubMed Web of Science ®Google Scholar
• Diokno AC, Appell RA, Sand PK, Dmochowski RR, Gburek BM, Klimberg IW, Kell SH. Prospective, randomized, double-blind study of the efficacy and tolerability of the extended-release formulations of oxybutynin and tolterodine for overactive bladder: Results of the OPERA trial. Mayo Clinic Proceedings 2003; 78: 687–695
   PubMed Web of Science ®Google Scholar
• Douchamps J, Derenne F, Stockis A, Gangji D, Juvent M, Herchuelz A. The pharmacokinetics of oxybutynin in man. European Journal of Clinical Pharmacology 1988; 35: 515–520
   PubMed Web of Science ®Google Scholar
• Hao H, Wang G, Sun J. Enantioselective pharmacokinetics of ibuprofen and involved mechanisms. Drug Metabolism Reviews 2005; 37: 215–234
   PubMed Web of Science ®Google Scholar
• Kim K, Kim M, Park J, Shon J, Yoon Y, Lee S, Liu K, Chun J, Hyun M, Shin J. Stereoselective metabolism of lansoprazole by human liver cytochrome P450 enzymes. Drug Metabolism and Disposition 2003; 31: 1227–1234
   PubMed Web of Science ®Google Scholar
• Kim K, Shon J, Park J, Yoon Y, Kim M, Yun D, Kim M, Cha I, Hyun M, Shin J. Enantioselective disposition of lansoprazole in extensive and poor metabolizers of CYP2C19. Clinical Pharmacology and Therapeutics 2002; 72: 90–99
   PubMed Web of Science ®Google Scholar
• Koch P, McCullough JR, Blum PS, Degraw S, Krause AC, Rubin PD. Pharmacokinetics and safety of (S)-oxybutynin in normal healthy volunteers [abstract 825]. FASEB Journal 1998; 12: A142
   Google Scholar
• Kunze KL, Nelson WL, Kharasch ED, Thummel KE, Isoherranen N. Stereochemical aspects of itraconazole metabolism in vitro and in vivo. Drug Metabolism and Disposition 2006; 34: 583–590
   PubMed Web of Science ®Google Scholar
• Li X, Weidolf L, Simonsson R, Anderson TB. Enantiomer/enantiomer interactions between the S- and R-isomers of omeprazole in human cytochrome P450 enzymes: Major role of CYP2C19 and CYP3A4. The Journal of Pharmacology and Experimental Therapeutics 2005; 315: 777–787
   PubMed Web of Science ®Google Scholar
• Lukkari E, Taavitsainen P, Juhakoski A, Pelkonen O. Cytochrome P450 specificity of metabolism and interactions of oxybutynin in human liver microsomes. Pharmacology and Toxicology 1998; 82: 161–166
   PubMedGoogle Scholar
• Miura M, Satoh S, Tada H, Habuchi T, Suzuki T. Stereoselective metabolism of rabeprazole-thioether to rabeprazole by human liver microsomes. European Journal of Clinical Pharmacology 2006; 62: 113–117
   PubMed Web of Science ®Google Scholar
• Noronha-Blob L, Kachur JF. Enantiomers of oxybutynin: In vitro pharmacological characterization at M1, M2 and M3 muscarinic receptors and in vivo effects on urinary bladder contraction, mydriasis and salivary secretion in guinea pigs. The Journal of Pharmacology and experimental therapeutics 1990; 256: 562–567
   Google Scholar
• Rodrigues AD. Integrated cytochrome P450 reaction phenotyping. Biochemical Pharmacology 1999; 57: 465–480
   PubMed Web of Science ®Google Scholar
• Sathyan G, Chancellor MB, Gupta SK. Effect of OROS® controlled-release delivery on the pharmacokinetics and pharmacodynamics of oxybutynin chloride. British Journal of Clinical Pharmacology 2001a; 52: 409–417
   PubMed Web of Science ®Google Scholar
• Sathyan G, Hu W, Gupta SK. Lack of effect of food on the pharmacokinetics of an extended-release oxybutynin formulation. Journal of Clinical Pharmacology 2001b; 41: 187–192
   PubMedGoogle Scholar
• Shibukawa A, Ishizawa N, Kimura T, Sakamoto Y, Ogita K, Matsuo Y, Kuroda Y, Matayatsuk C, Nakagawa T, Wainer IW. Plasma protein binding study of oxybutynin by high-performance frontal analysis. Journal of Chromatography B 2002a; 768: 177–188
   PubMedGoogle Scholar
• Shibukawa A, Yoshikawa Y, Kimura T, Kuroda Y, Nakagawa T, Wainer IW. Binding study of desethyloxybutynin using high-performance frontal analysis method. Journal of Chromatography B 2002b; 768: 189–197
   PubMed Web of Science ®Google Scholar
• Smith ER, Wright SE, Aberg G, Fang Y, McCullough JR. Comparison of the antimuscarinic and antispasmodic actions of racemic oxybutynin and desethyloxybutynin and their enantiomers with those of racemic terodiline. Arzneimittelforschung Drug Research 1998; 48: 1012–1018
   PubMedGoogle Scholar
• Takai S, Matsuda A, Usami Y, Adachi T, Sugiyama T, Katagiri Y, Tatematsu M, Hirano K. Hydrolytic profile for ester- or amide-linkage by carboxylesterases pI 5. 3 and 4. 5 from human liver. Biological and Pharmaceutical Bulletin 1997; 20: 869–873
   PubMed Web of Science ®Google Scholar
• Waldeck K, Larsson B, Andersson KE. Comparison of oxybutynin and its active metabolite, N-desethyl-oxybutynin, in the human detrusor and parotid gland. The Journal of Urology 1997; 157: 1093–1097
   PubMed Web of Science ®Google Scholar
• Yaich M, Popon M, Medard Y, Aigrain EJ. In-vitro cytochrome P450 dependent metabolism of oxybutynin to N-desethyloxybutynin in humans. Pharmacogenetics 1998; 8: 449–451
   PubMedGoogle Scholar
• Zobrist RH, Schmid B, Feick A, Quan D, Sanders SW. Pharmacokinetics of the R- and S-enantiomers of oxybutynin and N-deethyloxybutynin following oral and transdermal administration of the racemate in healthy volunteers. Pharmaceutical Research 2001; 18: 1029–1034
   PubMed Web of Science ®Google Scholar