메뉴 건너뛰기




Volumn 17, Issue 1, 2004, Pages 75-81

In Vitro Reactivity of Carboxylic Acid-CoA Thioesters with Glutathione

Author keywords

[No Author keywords available]

Indexed keywords

2 (4 CHLORO 2 METHYLPHENOXY)ACETIC ACID; 2 METHYL 2 PHENOXYPROPIONIC ACID; 2 PHENOXYPROPIONIC ACID; ACETIC ACID DERIVATIVE; CARBON; CARBOXYLIC ACID DERIVATIVE; CLOFIBRIC ACID; COENZYME A; FENBUFEN; GLUTATHIONE; HYDRATROPIC ACID; IBUPROFEN; INDOMETACIN; OXYGEN; PHENOXYACETIC ACID; POTASSIUM DIHYDROGEN PHOSPHATE; PROPIONIC ACID DERIVATIVE; SALICYLIC ACID; THIOESTER; TOLMETIN; UNCLASSIFIED DRUG;

EID: 1642457324     PISSN: 0893228X     EISSN: None     Source Type: Journal    
DOI: 10.1021/tx034127o     Document Type: Conference Paper
Times cited : (52)

References (33)
  • 1
    • 0041342015 scopus 로고    scopus 로고
    • Drug-Induced Hepatotoxicity
    • Lee, W. M. (2003) Drug-Induced Hepatotoxicity. N. Engl. J. Med. 349 (5), 474-485.
    • (2003) N. Engl. J. Med. , vol.349 , Issue.5 , pp. 474-485
    • Lee, W.M.1
  • 3
    • 0029050333 scopus 로고
    • Idiosyncratic liver toxicity of nonsteroidal antiinflammatory drugs: Molecular mechanisms and pathology
    • Boelsterli, U. A., Zimmerman, H. J., and Kretz-Rommel, A. (1995) Idiosyncratic liver toxicity of nonsteroidal antiinflammatory drugs: molecular mechanisms and pathology. Crit. Rev. Toxicol. 25 (3), 207-235.
    • (1995) Crit. Rev. Toxicol. , vol.25 , Issue.3 , pp. 207-235
    • Boelsterli, U.A.1    Zimmerman, H.J.2    Kretz-Rommel, A.3
  • 4
    • 0002154067 scopus 로고    scopus 로고
    • Hepatic Injury Associated with Non-steroidal Antiinflammatory Drugs
    • (Lewis, Aj. J., and Gay, G. R., Eds.). Marcel Dekker, New York
    • Zimmerman, H. J. (2002) Hepatic Injury Associated with Non-steroidal Antiinflammatory Drugs. In Nonsteroidal Antiinflammatory Drugs: Mechanisms and Clinical Uses, 2nd ed. (Lewis, Aj. J., and Gay, G. R., Eds.) pp 171-194, Marcel Dekker, New York.
    • (2002) Nonsteroidal Antiinflammatory Drugs: Mechanisms and Clinical Uses, 2nd Ed. , pp. 171-194
    • Zimmerman, H.J.1
  • 5
    • 0029129057 scopus 로고
    • Drug safety discontinuations in the United Kingdom, the United States, and Spain from 1974 through 1993: A regulatory perspective
    • Bakke, O. M., Manocchia, M., de Abajo, F., Kaitin, K. I., and Lasagna, L. (1995) Drug safety discontinuations in the United Kingdom, the United States, and Spain from 1974 through 1993: a regulatory perspective. Clin. Pharmacol. Ther. 58 (1), 108-117.
    • (1995) Clin. Pharmacol. Ther. , vol.58 , Issue.1 , pp. 108-117
    • Bakke, O.M.1    Manocchia, M.2    De Abajo, F.3    Kaitin, K.I.4    Lasagna, L.5
  • 6
    • 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, U. A. (2002) Xenobiotic Acyl Glucuronides and Acyl CoA Thioesters as Protein-Reactive Metabolites With the Potential to Cause Idiosyncratic Drug Reactions. Curr. Drug Metab. 3 (4), 439-450.
    • (2002) Curr. Drug Metab. , vol.3 , Issue.4 , pp. 439-450
    • Boelsterli, U.A.1
  • 7
    • 0036206773 scopus 로고    scopus 로고
    • Development of an in vitro screening model for the biosynthesis of acyl glucuronide metabolites and the assessment of their reactivity toward human serum albumin
    • Bolze, S., Bromet, N., Gay-Feutry, C., Massiere, F., Boulieu, R., and Hulot, T. (2002) Development of an in vitro screening model for the biosynthesis of acyl glucuronide metabolites and the assessment of their reactivity toward human serum albumin. Drug Metab. Dispos. 30 (4), 404-413.
    • (2002) Drug Metab. Dispos. , vol.30 , Issue.4 , pp. 404-413
    • Bolze, S.1    Bromet, N.2    Gay-Feutry, C.3    Massiere, F.4    Boulieu, R.5    Hulot, T.6
  • 8
    • 0036802060 scopus 로고    scopus 로고
    • Studies on the chemical reactivity of 2-phenylpropionic acid 1-O-acyl glucuronide and S-acyl-CoA thioester metabolites
    • Li, C., Benet, L. Z., and Grillo, M. P. (2002) Studies on the chemical reactivity of 2-phenylpropionic acid 1-O-acyl glucuronide and S-acyl-CoA thioester metabolites. Chem. Res. Toxicol. 15 (10), 1309-1317.
    • (2002) Chem. Res. Toxicol. , vol.15 , Issue.10 , pp. 1309-1317
    • Li, C.1    Benet, L.Z.2    Grillo, M.P.3
  • 9
    • 0037142356 scopus 로고    scopus 로고
    • Chemical reactivity of the naproxen acyl glucuronide and the naproxen coenzyme A thioester towards bionucleophiles
    • Olsen, J., Bjornsdottir, I., Tjornelund, J., and Honore, H. S. (2002) Chemical reactivity of the naproxen acyl glucuronide and the naproxen coenzyme A thioester towards bionucleophiles. J. Pharm. Biomed. Anal. 29 (1-2), 7-15.
    • (2002) J. Pharm. Biomed. Anal. , vol.29 , Issue.1-2 , pp. 7-15
    • Olsen, J.1    Bjornsdottir, I.2    Tjornelund, J.3    Honore, H.S.4
  • 10
    • 0025779217 scopus 로고
    • Incorporation of xenobiotic carboxylic acids into lipids
    • Dodds, P. F. (1991) Incorporation of xenobiotic carboxylic acids into lipids. Life Sci. 49 (9), 629-649.
    • (1991) Life Sci. , vol.49 , Issue.9 , pp. 629-649
    • Dodds, P.F.1
  • 11
    • 0029620688 scopus 로고
    • Metabolism of fenbufen by cultured 3T3-L1 adipocytes: Synthesis and metabolism of xenobiotic glycerolipids
    • Dodds, P. F., Chou, S. C., Ranasinghe, A., and Coleman, R. A. (1995) Metabolism of fenbufen by cultured 3T3-L1 adipocytes: synthesis and metabolism of xenobiotic glycerolipids. J. Lipid Res. 36 (12), 2493-2503.
    • (1995) J. Lipid Res. , vol.36 , Issue.12 , pp. 2493-2503
    • Dodds, P.F.1    Chou, S.C.2    Ranasinghe, A.3    Coleman, R.A.4
  • 12
    • 0026023312 scopus 로고
    • Xenobiotic triacylglycerol formation in isolated hepatocytes
    • Moorhouse, K. G., Dodds, P. F., and Hutson, D. H. (1991) Xenobiotic triacylglycerol formation in isolated hepatocytes. Biochem. Pharmacol. 41 (8), 1179-1185.
    • (1991) Biochem. Pharmacol. , vol.41 , Issue.8 , pp. 1179-1185
    • Moorhouse, K.G.1    Dodds, P.F.2    Hutson, D.H.3
  • 13
    • 0023947203 scopus 로고
    • The stereospecific incorporation of fenoprofen into rat hepatocyte and adipocyte triacylglycerols
    • Sallustio, B. C., Meffin, P. J., and Knights, K. M. (1988) The stereospecific incorporation of fenoprofen into rat hepatocyte and adipocyte triacylglycerols. Biochem. Pharmacol. 37 (10), 1919-1923.
    • (1988) Biochem. Pharmacol. , vol.37 , Issue.10 , pp. 1919-1923
    • Sallustio, B.C.1    Meffin, P.J.2    Knights, K.M.3
  • 14
    • 0033004051 scopus 로고    scopus 로고
    • Stereoselective and substrate-dependent inhibition of hepatic mitochondria beta-oxidation and oxidative phosphorylation by the nonsteroidal antiinflammatory drugs ibuprofen, flurbiprofen, and ketorolac
    • Browne, G. S., Nelson, C., Nguyen, T., Ellis, B. A., Day, R. O., and Williams, K. M. (1999) Stereoselective and substrate-dependent inhibition of hepatic mitochondria beta-oxidation and oxidative phosphorylation by the nonsteroidal antiinflammatory drugs ibuprofen, flurbiprofen, and ketorolac. Biochem. Pharmacol. 57 (7), 837-844.
    • (1999) Biochem. Pharmacol. , vol.57 , Issue.7 , pp. 837-844
    • Browne, G.S.1    Nelson, C.2    Nguyen, T.3    Ellis, B.A.4    Day, R.O.5    Williams, K.M.6
  • 15
    • 0027178059 scopus 로고
    • Induction of peroxisomal beta-oxidation by nonsteroidal antiinflammatory drugs
    • Foxworthy, P. S., Perry, D. N., and Eacho, P. I. (1993) Induction of peroxisomal beta-oxidation by nonsteroidal antiinflammatory drugs. Toxicol. Appl. Pharmacol. 118 (2), 271-274.
    • (1993) Toxicol. Appl. Pharmacol. , vol.118 , Issue.2 , pp. 271-274
    • Foxworthy, P.S.1    Perry, D.N.2    Eacho, P.I.3
  • 16
    • 0029127584 scopus 로고
    • Inhibition of Mitochondrial Beta-Oxidation As A Mechanism of Hepatotoxicity
    • Fromenty, B. and Pessayre, D. (1995) Inhibition of Mitochondrial Beta-Oxidation As A Mechanism of Hepatotoxicity. Pharmacol. Ther. 67 (1), 101-154.
    • (1995) Pharmacol. Ther. , vol.67 , Issue.1 , pp. 101-154
    • Fromenty, B.1    Pessayre, D.2
  • 17
    • 0036136379 scopus 로고    scopus 로고
    • Studies on the reactivity of clofibryl-S-acyl-CoA thioester with glutathione in vitro
    • Grillo, M. P., and Benet, L. Z. (2002) Studies on the reactivity of clofibryl-S-acyl-CoA thioester with glutathione in vitro. Drug Metab. Dispos. 30 (1), 55-62.
    • (2002) Drug Metab. Dispos. , vol.30 , Issue.1 , pp. 55-62
    • Grillo, M.P.1    Benet, L.Z.2
  • 18
    • 0037381306 scopus 로고    scopus 로고
    • In vivo mechanistic studies on the metabolic activation of 2-phenylpropionic Acid in rat
    • Li, C., Grillo, M. P., and Benet, L. Z. (2003) In vivo mechanistic studies on the metabolic activation of 2-phenylpropionic Acid in rat. J. Pharmacol. Exp. Ther. 305 (1), 250-256.
    • (2003) J. Pharmacol. Exp. Ther. , vol.305 , Issue.1 , pp. 250-256
    • Li, C.1    Grillo, M.P.2    Benet, L.Z.3
  • 21
    • 0344837751 scopus 로고    scopus 로고
    • In vitro studies on the chemical reactivity of 2,4-dichlorophenoxyacetyl-S-acyl-CoA thioester
    • Li, C., Grillo, M. P., and Benet, L. Z. (2003) In vitro studies on the chemical reactivity of 2,4-dichlorophenoxyacetyl-S-acyl-CoA thioester. Toxicol. Appl. Pharmacol. 187 (2), 101-109.
    • (2003) Toxicol. Appl. Pharmacol. , vol.187 , Issue.2 , pp. 101-109
    • Li, C.1    Grillo, M.P.2    Benet, L.Z.3
  • 22
    • 0028837297 scopus 로고
    • Characterization and Formation of the Glutathione Conjugate of Clofibric Acid
    • Shore, L. J., Fenselau, C., King, A. R., and Dickinson, R. G. (1995) Characterization and Formation of the Glutathione Conjugate of Clofibric Acid. Drug Metab. Dispos. 23 (1), 119-123.
    • (1995) Drug Metab. Dispos. , vol.23 , Issue.1 , pp. 119-123
    • Shore, L.J.1    Fenselau, C.2    King, A.R.3    Dickinson, R.G.4
  • 23
    • 0019533194 scopus 로고
    • A new method for the preparation of acyl-CoA thioesters
    • Kawaguchi, A., Yoshimura, T., and Okuda, S. (1981) A new method for the preparation of acyl-CoA thioesters. J. Biochem. (Tokyo) 89 (2), 337-339.
    • (1981) J. Biochem. (Tokyo) , vol.89 , Issue.2 , pp. 337-339
    • Kawaguchi, A.1    Yoshimura, T.2    Okuda, S.3
  • 25
    • 0028208711 scopus 로고
    • Studies on the reactivity of acyl glucuronides- VII. Salicyl acyl glucuronide reactivity in vitro and covalent binding of salicylic acid to plasma protein of humans taking aspirin
    • Dickinson, R. G., Baker, P. V., and King, A. R. (1994) Studies on the reactivity of acyl glucuronides- VII. Salicyl acyl glucuronide reactivity in vitro and covalent binding of salicylic acid to plasma protein of humans taking aspirin. Biochem. Pharmacol. 47 (3), 469-476.
    • (1994) Biochem. Pharmacol. , vol.47 , Issue.3 , pp. 469-476
    • Dickinson, R.G.1    Baker, P.V.2    King, A.R.3
  • 26
    • 0028968377 scopus 로고
    • Reactivity of Tolmetin Glucuronide with Human Serum-Albumin - Identification of Binding-Sites and Mechanisms of Reaction by Tandem Mass-Spectrometry
    • Ding, A., Ziaamirhosseini, P., McDonagh, A. F., Burlingame, A. L., and Benet, L. Z. (1995) Reactivity of Tolmetin Glucuronide with Human Serum-Albumin - Identification of Binding-Sites and Mechanisms of Reaction by Tandem Mass-Spectrometry. Drug Metab. Dispos. 23 (3), 369-376.
    • (1995) Drug Metab. Dispos. , vol.23 , Issue.3 , pp. 369-376
    • Ding, A.1    Ziaamirhosseini, P.2    McDonagh, A.F.3    Burlingame, A.L.4    Benet, L.Z.5
  • 27
    • 0028243524 scopus 로고
    • Irreversible binding of tolmetin to macromolecules via its glucuronide: Binding to blood constituents, tissue homogenates and subcellular fractions in vitro
    • Ojingwa, J. C., Spahn-Langguth, H., and Benet, L. Z. (1994) Irreversible binding of tolmetin to macromolecules via its glucuronide: binding to blood constituents, tissue homogenates and subcellular fractions in vitro. Xenobiotica 24 (6), 495-506.
    • (1994) Xenobiotica , vol.24 , Issue.6 , pp. 495-506
    • Ojingwa, J.C.1    Spahn-Langguth, H.2    Benet, L.Z.3
  • 28
    • 0031953732 scopus 로고    scopus 로고
    • Mechanisms for covalent binding of benoxaprofen glucuronide to human serum albumin - Studies by tandem mass spectrometry
    • Qiu, Y., Burlingame, A. L., and Benet, L. Z. (1998) Mechanisms for covalent binding of benoxaprofen glucuronide to human serum albumin - Studies by tandem mass spectrometry. Drug Metab. Dispos. 26 (3), 246-256.
    • (1998) Drug Metab. Dispos. , vol.26 , Issue.3 , pp. 246-256
    • Qiu, Y.1    Burlingame, A.L.2    Benet, L.Z.3
  • 29
    • 0022477143 scopus 로고
    • Irreversible binding of zomepirac to plasma protein in vitro and in vivo
    • Smith, P. C., McDonagh, A. F., and Benet, L. Z. (1986) Irreversible binding of zomepirac to plasma protein in vitro and in vivo. J. Clin. Invest. 77 (3), 934-939.
    • (1986) J. Clin. Invest. , vol.77 , Issue.3 , pp. 934-939
    • Smith, P.C.1    McDonagh, A.F.2    Benet, L.Z.3
  • 30
    • 0028289068 scopus 로고
    • Metabolic activation of unsaturated derivatives of valproic acid. Identification of novel glutathione adducts formed through coenzyme A-dependent and -independent processes
    • Kassahun, K., Hu, P., Grillo, M. P., Davis, M. R., Jin, L., and Baillie, T. A. (1994) Metabolic activation of unsaturated derivatives of valproic acid. Identification of novel glutathione adducts formed through coenzyme A-dependent and -independent processes. Chem.-Biol. Interact. 90 (3), 253-275.
    • (1994) Chem.-Biol. Interact. , vol.90 , Issue.3 , pp. 253-275
    • Kassahun, K.1    Hu, P.2    Grillo, M.P.3    Davis, M.R.4    Jin, L.5    Baillie, T.A.6
  • 31
    • 0034860672 scopus 로고    scopus 로고
    • Interaction of gamma-glutamyltranspeptidase with clofibryl-S-acyl-glutathione in vitro and in vivo in rat
    • Grillo, M. P., and Benet, L. Z. (2001) Interaction of gamma-glutamyltranspeptidase with clofibryl-S-acyl-glutathione in vitro and in vivo in rat. Chem. Res. Toxicol. 14 (8), 1033-1040.
    • (2001) Chem. Res. Toxicol. , vol.14 , Issue.8 , pp. 1033-1040
    • Grillo, M.P.1    Benet, L.Z.2
  • 32
    • 0032826052 scopus 로고    scopus 로고
    • Disposition and chemical stability of telmisartan 1-O-acylglucuronide
    • Ebner, T., Heinzel, G., Prox, A., Beschke, K., and Wachsmuth, H. (1999) Disposition and chemical stability of telmisartan 1-O-acylglucuronide. Drug Metab. Dispos. 27 (10), 1143-1149.
    • (1999) Drug Metab. Dispos. , vol.27 , Issue.10 , pp. 1143-1149
    • Ebner, T.1    Heinzel, G.2    Prox, A.3    Beschke, K.4    Wachsmuth, H.5
  • 33
    • 0014700482 scopus 로고
    • Properties and reactions of salicyl-coenzyme A
    • Tishler, S. L., and Goldman, P. (1970) Properties and reactions of salicyl-coenzyme A. Biochem. Pharmacol. 19 (1), 143-150.
    • (1970) Biochem. Pharmacol. , vol.19 , Issue.1 , pp. 143-150
    • Tishler, S.L.1    Goldman, P.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.