메뉴 건너뛰기




Volumn 41, Issue 1, 2013, Pages 111-121

Interaction of γ-glutamyltranspeptidase with ibuprofen-S-acyl- glutathione in vitro and in vivo in human

Author keywords

[No Author keywords available]

Indexed keywords

ACETYLCYSTEINE; GAMMA GLUTAMYLTRANSFERASE; GLYCINE; IBUPROFEN; IBUPROFEN DERIVATIVE; IBUPROFEN N ACYL CYSTEINYLGLYCINE; IBUPROFEN S ACYL N ACETYLCYSTEINE; UNCLASSIFIED DRUG;

EID: 84871599836     PISSN: 00909556     EISSN: 1521009X     Source Type: Journal    
DOI: 10.1124/dmd.112.048645     Document Type: Article
Times cited : (8)

References (28)
  • 1
    • 0035996572 scopus 로고    scopus 로고
    • Xenobiotic acyl glucuronides and acyl CoA thioesters as protein-reactive metabolites with the potential to cause idiosyncratic drug reactions
    • Boelsterli UA (2002) Xenobiotic acyl glucuronides and acyl CoA thioesters as protein-reactive metabolites with the potential to cause idiosyncratic drug reactions. Curr Drug Metab 3:439-450.
    • (2002) Curr Drug Metab , vol.3 , pp. 439-450
    • Boelsterli, U.A.1
  • 2
    • 0028998136 scopus 로고
    • Disposition and covalent binding of ibuprofen and its acyl glucuronide in the elderly
    • Castillo M, Lam YW, Dooley MA, Stahl E, and Smith PC (1995) Disposition and covalent binding of ibuprofen and its acyl glucuronide in the elderly. Clin Pharmacol Ther 57:636-644.
    • (1995) Clin Pharmacol Ther , vol.57 , pp. 636-644
    • Castillo, M.1    Lam, Y.W.2    Dooley, M.A.3    Stahl, E.4    Smith, P.C.5
  • 3
    • 0029029708 scopus 로고
    • Disposition and reactivity of ibuprofen and ibufenac acyl glucuronides in vivo in the rhesus monkey and in vitro with human serum albumin
    • Castillo M and Smith PC (1995) Disposition and reactivity of ibuprofen and ibufenac acyl glucuronides in vivo in the rhesus monkey and in vitro with human serum albumin. Drug Metab Dispos 23:566-572.
    • (1995) Drug Metab Dispos , vol.23 , pp. 566-572
    • Castillo, M.1    Smith, P.C.2
  • 4
    • 0023556469 scopus 로고
    • Species-dependent enantioselective glucuronidation of three 2-arylpropionic acids. Naproxen, ibuprofen, and benoxaprofen
    • el Mouelhi M, Ruelius HW, Fenselau C, and Dulik DM (1987) Species-dependent enantioselective glucuronidation of three 2-arylpropionic acids. Naproxen, ibuprofen, and benoxaprofen. Drug Metab Dispos 15:767-772. (Pubitemid 18019767)
    • (1987) Drug Metabolism and Disposition , vol.15 , Issue.6 , pp. 767-772
    • Mouelhi, M.E.1    Ruelius, H.W.2    Fenselau, C.3    Dulik, D.M.4
  • 5
    • 0021707968 scopus 로고
    • Properties of acyl glucuronides: Implications for studies of the pharmacokinetics and metabolism of acidic drugs
    • Faed EM (1984) Properties of acyl glucuronides: implications for studies of the pharmacokinetics and metabolism of acidic drugs. Drug Metab Rev 15:1213-1249.
    • (1984) Drug Metab Rev , vol.15 , pp. 1213-1249
    • Faed, E.M.1
  • 7
    • 79953655654 scopus 로고    scopus 로고
    • Drug-S-acyl-glutathione thioesters: Synthesis, bioanalytical properties, chemical reactivity, biological formation and degradation
    • Grillo MP (2011) Drug-S-acyl-glutathione thioesters: synthesis, bioanalytical properties, chemical reactivity, biological formation and degradation. Curr Drug Metab 12:229-244.
    • (2011) Curr Drug Metab , vol.12 , pp. 229-244
    • Grillo, M.P.1
  • 8
    • 0034860672 scopus 로고    scopus 로고
    • Interaction of gamma-glutamyltranspeptidase with clofibryl-S-acyl- glutathione in vitro and in vivo in rat
    • DOI 10.1021/tx010039x
    • Grillo MP and Benet LZ (2001) Interaction of gamma-glutamyltranspeptidase with clofibryl-S-acyl-glutathione in vitro and in vivo in rat. Chem Res Toxicol 14:1033-1040. (Pubitemid 32800159)
    • (2001) Chemical Research in Toxicology , vol.14 , Issue.8 , pp. 1033-1040
    • Grillo, M.P.1    Benet, L.Z.2
  • 9
    • 53549096792 scopus 로고    scopus 로고
    • Enantioselective formation of ibuprofen-S-acyl-glutathione in vitro in incubations of ibuprofen with rat hepatocytes
    • Grillo MP and Hua F (2008) Enantioselective formation of ibuprofen-S-acyl-glutathione in vitro in incubations of ibuprofen with rat hepatocytes. Chem Res Toxicol 21:1749-1759.
    • (2008) Chem Res Toxicol , vol.21 , pp. 1749-1759
    • Grillo, M.P.1    Hua, F.2
  • 10
    • 0344851843 scopus 로고    scopus 로고
    • Mechanistic Studies on the Bioactivation of Diclofenac: Identification of Diclofenac-S-acyl-glutathione in Vitro in Incubations with Rat and Human Hepatocytest
    • DOI 10.1021/tx034038b
    • Grillo MP, Hua F, Knutson CG, Ware JA, and Li C (2003) Mechanistic studies on the bioactivation of diclofenac: identification of diclofenac-S-acyl-glutathione in vitro in incubations with rat and human hepatocytes. Chem Res Toxicol 16:1410-1417. (Pubitemid 37464462)
    • (2003) Chemical Research in Toxicology , vol.16 , Issue.11 , pp. 1410-1417
    • Grillo, M.P.1    Hua, F.2    Knutson, C.G.3    Ware, J.A.4    Li, C.5
  • 11
    • 55949097873 scopus 로고    scopus 로고
    • Gamma-glutamyltranspeptidase-mediated degradation of diclofenac-S-acyl- glutathione in vitro and in vivo in rat
    • Grillo MP, Hua F, March KL, Benet LZ, Knutson CG, and Ware JA (2008) Gamma-glutamyltranspeptidase-mediated degradation of diclofenac-S-acyl- glutathione in vitro and in vivo in rat. Chem Res Toxicol 21:1933-1938.
    • (2008) Chem Res Toxicol , vol.21 , pp. 1933-1938
    • Grillo, M.P.1    Hua, F.2    March, K.L.3    Benet, L.Z.4    Knutson, C.G.5    Ware, J.A.6
  • 12
    • 0025171032 scopus 로고
    • Glutathione-degrading capacities of liver and kidney in different species
    • DOI 10.1016/0006-2952(90)90503-D
    • Hinchman CA and Ballatori N (1990) Glutathione-degrading capacities of liver and kidney in different species. Biochem Pharmacol 40:1131-1135. (Pubitemid 20259721)
    • (1990) Biochemical Pharmacology , vol.40 , Issue.5 , pp. 1131-1135
    • Hinchman, C.A.1    Ballatori, N.2
  • 14
    • 0030886616 scopus 로고    scopus 로고
    • Simultaneous quantitative determination of the major phase I and II metabolites of ibuprofen in biological fluids by high-performance liquid chromatography on dynamically modified silica
    • DOI 10.1016/S0378-4347(97)00239-9, PII S0378434797002399
    • Kepp DR, Sidelmann UG, Tjørnelund J, and Hansen SH (1997) Simultaneous quantitative determination of the major phase I and II metabolites of ibuprofen in biological fluids by high-performance liquid chromatography on dynamically modified silica. J Chromatogr B Biomed Sci Appl 696:235-241. (Pubitemid 27387449)
    • (1997) Journal of Chromatography B: Biomedical Applications , vol.696 , Issue.2 , pp. 235-241
    • Kepp, D.R.1    Sidelmann, U.G.2    Tjornelund, J.3    Hansen, S.H.4
  • 15
    • 0025371183 scopus 로고
    • Stereoselective arylpropionyl-CoA thioester formation in vitro
    • DOI 10.1002/chir.530020202
    • Knadler MP and Hall SD (1990) Stereoselective arylpropionyl-CoA thioester formation in vitro. Chirality 2:67-73. (Pubitemid 20192123)
    • (1990) Chirality , vol.2 , Issue.2 , pp. 67-73
    • Knadler, M.P.1    Hall, S.D.2
  • 16
    • 0019988899 scopus 로고
    • Glutathione-degrading enzymes of microvillus membranes
    • Kozak EM and Tate SS (1982) Glutathione-degrading enzymes of microvillus membranes. J Biol Chem 257:6322-6327. (Pubitemid 12029545)
    • (1982) Journal of Biological Chemistry , vol.257 , Issue.11 , pp. 6322-6327
    • Kozak, E.M.1    Tate, S.S.2
  • 17
    • 0022216138 scopus 로고
    • Stereoselective disposition of ibuprofen enantiomers in man
    • Lee EJ, Williams K, Day R, Graham G, and Champion D (1985) Stereoselective disposition of ibuprofen enantiomers in man. Br J Clin Pharmacol 19:669-674. (Pubitemid 16255937)
    • (1985) British Journal of Clinical Pharmacology , vol.19 , Issue.5 , pp. 669-674
    • Lee, E.J.D.1    Williams, K.2    Day, R.3
  • 18
    • 0019178133 scopus 로고
    • Kinetic properties of gamma-glutamyltransferase from human liver
    • PetitClerc C, Shiele F, Bagrel D, Mahassen A, and Siest G (1980) Kinetic properties of gamma-glutamyltransferase from human liver. Clin Chem 26:1688-1693.
    • (1980) Clin Chem , vol.26 , pp. 1688-1693
    • PetitClerc, C.1    Shiele, F.2    Bagrel, D.3    Mahassen, A.4    Siest, G.5
  • 19
    • 0028837297 scopus 로고
    • Characterization and formation of the glutathione conjugate of clofibric acid
    • Shore LJ, Fenselau C, King AR, and Dickinson RG (1995) Characterization and formation of the glutathione conjugate of clofibric acid. Drug Metab Dispos 23:119-123.
    • (1995) Drug Metab Dispos , vol.23 , pp. 119-123
    • Shore, L.J.1    Fenselau, C.2    King, A.R.3    Dickinson, R.G.4
  • 21
    • 33646807833 scopus 로고    scopus 로고
    • Mammalian cysteine metabolism: New insights into regulation of cysteine metabolism
    • Stipanuk MH, Dominy JE, Jr, Lee JI, and Coloso RM (2006) Mammalian cysteine metabolism: new insights into regulation of cysteine metabolism. J Nutr 136(6, Suppl)1652S-1659S. (Pubitemid 43765376)
    • (2006) Journal of Nutrition , vol.136 , Issue.6
    • Stipanuk, M.H.1    Dominy Jr., J.E.2    Lee, J.-I.3    Coloso, R.M.4
  • 22
    • 0020438434 scopus 로고
    • Electrophilic reactions of acyl-linked glucuronides. Formation of clofibrate mercapturate in humans
    • Stogniew M and Fenselau C (1982) Electrophilic reactions of acyl-linked glucuronides. Formation of clofibrate mercapturate in humans. Drug Metab Dispos 10:609-613. (Pubitemid 13223692)
    • (1982) Drug Metabolism and Disposition , vol.10 , Issue.6 , pp. 609-613
    • Stogniew, M.1    Fenselau, C.2
  • 23
    • 0036692471 scopus 로고    scopus 로고
    • Stereoselectivity of ibuprofen metabolism and pharmacokinetics following the administration of the racemate to healthy volunteers
    • DOI 10.1080/00498250210142994
    • Tan SC, Patel BK, Jackson SH, Swift CG, and Hutt AJ (2002) Stereoselectivity of ibuprofen metabolism and pharmacokinetics following the administration of the racemate to healthy volunteers. Xenobiotica 32:683-697. (Pubitemid 34984966)
    • (2002) Xenobiotica , vol.32 , Issue.8 , pp. 683-697
    • Tan, S.C.1    Patel, B.K.2    Jackson, S.H.D.3    Swift, C.G.4    Hutt, A.J.5
  • 24
    • 0016691817 scopus 로고
    • Interaction of gamma-glutamyl transpeptidase with S-acyl derivatives of glutathione
    • Tate SS (1975) Interaction of gamma-glutamyl transpeptidase with S-acyl derivatives of glutathione. FEBS Lett 54:319-322.
    • (1975) FEBS Lett , vol.54 , pp. 319-322
    • Tate, S.S.1
  • 25
    • 0022272470 scopus 로고
    • α-Glutamyl transpeptidase from kidney
    • Tate SS and Meister A (1985) α-Glutamyl transpeptidase from kidney. Methods Enzymol 113:400-419.
    • (1985) Methods Enzymol , vol.113 , pp. 400-419
    • Tate, S.S.1    Meister, A.2
  • 26
    • 0027471547 scopus 로고
    • Metabolic inversion of (R)-ibuprofen: Formation of ibuprofenyl-coenzyme A
    • Tracy TS, Wirthwein DP, and Hall SD (1993) Metabolic inversion of (R)-ibuprofen. Formation of ibuprofenyl-coenzyme A. Drug Metab Dispos 21:114-120. (Pubitemid 23052230)
    • (1993) Drug Metabolism and Disposition , vol.21 , Issue.1 , pp. 114-120
    • Tracy, T.S.1    Wirthwein, D.P.2    Hall, S.D.3
  • 27
    • 0023881734 scopus 로고
    • Behaviour of L-γ-glutamyl-4-nitroanilide and L-γ-glutamyl-3- carboxy-4-nitroanilide with respect to γ-glutamyltransferases of different origin
    • Verhoeff PMM, Peters FPAMN, Steigstra H, and Hafkenscheid JCM (1988) Behaviour of L-γ-glutamyl-4-nitroanilide and L-γ-glutamyl-3-carboxy- 4-nitroanilide with respect to γ-glutamyltransferases of different origin. Clin Chim Acta 175:129-134.
    • (1988) Clin Chim Acta , vol.175 , pp. 129-134
    • Verhoeff, P.M.M.1    Peters, F.P.A.M.N.2    Steigstra, H.3    Hafkenscheid, J.C.M.4
  • 28
    • 0027440325 scopus 로고
    • Modulation of enantioselective metabolism and inversion of ibuprofen by xenobiotics in isolated rat hepatocytes
    • Xiaotao Q and Hall SD (1993) Modulation of enantioselective metabolism and inversion of ibuprofen by xenobiotics in isolated rat hepatocytes. J Pharmacol Exp Ther 266:845-851. (Pubitemid 23318699)
    • (1993) Journal of Pharmacology and Experimental Therapeutics , vol.266 , Issue.2 , pp. 845-851
    • Xiaotao, Q.1    Hall, S.D.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.