메뉴 건너뛰기




Volumn 192, Issue 2, 2010, Pages 141-149

Investigation of the role of the thiazolidinedione ring of troglitazone in inducing hepatotoxicity

Author keywords

Glutathione; Hepatotoxicity; Human hepatocytes; Reactive metabolites; Thiazolidinedione; Troglitazone

Indexed keywords

CARBENE; GLITAZONE DERIVATIVE; GLUTATHIONE; PEROXISOME PROLIFERATOR ACTIVATED RECEPTOR GAMMA; SUCCINIMIDE; SULFUR; TROGLITAZONE; TROSUCCINIMIDE; UNCLASSIFIED DRUG;

EID: 73749083993     PISSN: 03784274     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.toxlet.2009.10.014     Document Type: Article
Times cited : (36)

References (30)
  • 1
    • 33748656068 scopus 로고    scopus 로고
    • Thiazolidinedione bioactivation: a comparison of the bioactivation potentials of troglitazone, rosiglitazone and pioglitazone using stable isotope-labeled analogues and liquid chromatography tandem mass spectrometry
    • Alvarez-Sánchez R., Montavon F., Hartung T., and Phler A. Thiazolidinedione bioactivation: a comparison of the bioactivation potentials of troglitazone, rosiglitazone and pioglitazone using stable isotope-labeled analogues and liquid chromatography tandem mass spectrometry. Chem. Res. Toxicol. 19 (2006) 1106-1116
    • (2006) Chem. Res. Toxicol. , vol.19 , pp. 1106-1116
    • Alvarez-Sánchez, R.1    Montavon, F.2    Hartung, T.3    Phler, A.4
  • 2
    • 0027254424 scopus 로고
    • Simian virus 40 large tumor antigen-immortalized normal human liver epithelial cells express hepatocyte characteristics and metabolize chemical carcinogens (serum-free medium/aflatoxin Bi/benzo[a]pyrene/N-nitrosodinethylamine)
    • Andrea M.A.P., Katherine E.C., Duane T.S., Ainsley W., John D.F., Peter G.S., Jean-Michel V., Michel J., Michel M.L., Benjamin F.T., John F.L., and Curtis C.H. Simian virus 40 large tumor antigen-immortalized normal human liver epithelial cells express hepatocyte characteristics and metabolize chemical carcinogens (serum-free medium/aflatoxin Bi/benzo[a]pyrene/N-nitrosodinethylamine). Proc. Natl. Acad. Sci. U.S.A. 90 (1993) 5123-5127
    • (1993) Proc. Natl. Acad. Sci. U.S.A. , vol.90 , pp. 5123-5127
    • Andrea, M.A.P.1    Katherine, E.C.2    Duane, T.S.3    Ainsley, W.4    John, D.F.5    Peter, G.S.6    Jean-Michel, V.7    Michel, J.8    Michel, M.L.9    Benjamin, F.T.10    John, F.L.11    Curtis, C.H.12
  • 4
    • 0027205012 scopus 로고
    • Mass spectrometry in the analysis of glutathione conjugates
    • Baillie T.A., and Davis M.R. Mass spectrometry in the analysis of glutathione conjugates. Biol. Mass Spectrom. 22 (1993) 319-325
    • (1993) Biol. Mass Spectrom. , vol.22 , pp. 319-325
    • Baillie, T.A.1    Davis, M.R.2
  • 5
    • 0034114625 scopus 로고    scopus 로고
    • Differential activation of peroxisome proliferator-activated receptor-gamma by troglitazone and rosiglitazone
    • Camp H.S., Li O., Wise S.C., Hong Y.H., Frankowski C.L., Shen X., Vanbogelen R., and Leff T. Differential activation of peroxisome proliferator-activated receptor-gamma by troglitazone and rosiglitazone. Diabetes 49 (2000) 539-547
    • (2000) Diabetes , vol.49 , pp. 539-547
    • Camp, H.S.1    Li, O.2    Wise, S.C.3    Hong, Y.H.4    Frankowski, C.L.5    Shen, X.6    Vanbogelen, R.7    Leff, T.8
  • 6
    • 12844253684 scopus 로고    scopus 로고
    • Troglitazone and liver injury: in search of answers
    • Chojkier M. Troglitazone and liver injury: in search of answers. Hepatology 41 (2005) 237-246
    • (2005) Hepatology , vol.41 , pp. 237-246
    • Chojkier, M.1
  • 7
    • 0034048091 scopus 로고    scopus 로고
    • Liver injury caused by ebrotidine: a new example of the utility of the postmarketing surveillance
    • Castillo J.R., Torello J., and Hernandez A. Liver injury caused by ebrotidine: a new example of the utility of the postmarketing surveillance. Eur. J. Clin. Pharmacol. 56 (2000) 187-189
    • (2000) Eur. J. Clin. Pharmacol. , vol.56 , pp. 187-189
    • Castillo, J.R.1    Torello, J.2    Hernandez, A.3
  • 8
    • 0035879932 scopus 로고    scopus 로고
    • Troglitazone quinine formation catalyzed by human and rat CYP3A: an atypical CYP oxidation reaction
    • He K., Woolf T.F., Kindt E.K., Fielder A.E., and Talaat R.E. Troglitazone quinine formation catalyzed by human and rat CYP3A: an atypical CYP oxidation reaction. Biochem. Pharmacol. 62 (2001) 191-198
    • (2001) Biochem. Pharmacol. , vol.62 , pp. 191-198
    • He, K.1    Woolf, T.F.2    Kindt, E.K.3    Fielder, A.E.4    Talaat, R.E.5
  • 9
    • 2442707819 scopus 로고    scopus 로고
    • Metabolic activation of troglitazone: identification of a reactive metabolite and mechanism involved
    • He K., Talaat R.E., Pool W.F., Reily M.D., Reed J.E., Bridges A.J., and Woolf T.F. Metabolic activation of troglitazone: identification of a reactive metabolite and mechanism involved. Drug Metab. Dispos. 32 (2004) 639-646
    • (2004) Drug Metab. Dispos. , vol.32 , pp. 639-646
    • He, K.1    Talaat, R.E.2    Pool, W.F.3    Reily, M.D.4    Reed, J.E.5    Bridges, A.J.6    Woolf, T.F.7
  • 11
    • 17744394481 scopus 로고    scopus 로고
    • Studies on the metabolism of troglitazone to reactive intermediates in vitro and in vivo. Evidence for novel biotransformation pathways involving quinone methide formation and thiazolidinedione ring scission
    • Kassahun K., Pearson P.G., Tang W., McIntosh I., Leung K., Elmore C., Dean D., Wang R., Doss G., and Baillie T.A. Studies on the metabolism of troglitazone to reactive intermediates in vitro and in vivo. Evidence for novel biotransformation pathways involving quinone methide formation and thiazolidinedione ring scission. Chem. Res. Toxicol. 14 (2001) 62-70
    • (2001) Chem. Res. Toxicol. , vol.14 , pp. 62-70
    • Kassahun, K.1    Pearson, P.G.2    Tang, W.3    McIntosh, I.4    Leung, K.5    Elmore, C.6    Dean, D.7    Wang, R.8    Doss, G.9    Baillie, T.A.10
  • 12
    • 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., Davis M., Hu P., Martin B., and Baillie T. 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 (1994) 253-275
    • (1994) Chem. Biol. Interact. , vol.90 , pp. 253-275
    • Kassahun, K.1    Davis, M.2    Hu, P.3    Martin, B.4    Baillie, T.5
  • 16
    • 0031406407 scopus 로고    scopus 로고
    • Lack of effect of type II diabetes on the pharmacokinetics of troglitazone in a multiple-dose study
    • Loi C.M., Randiniis E.J., Vassos A.B., Kazierad D.J., Koup J.R., and Sedman A.J. Lack of effect of type II diabetes on the pharmacokinetics of troglitazone in a multiple-dose study. J. Clin. Pharmacol. 37 (1997) 1114-1120
    • (1997) J. Clin. Pharmacol. , vol.37 , pp. 1114-1120
    • Loi, C.M.1    Randiniis, E.J.2    Vassos, A.B.3    Kazierad, D.J.4    Koup, J.R.5    Sedman, A.J.6
  • 18
    • 0033744396 scopus 로고    scopus 로고
    • Rosiglitazone in the treatment of type 2 diabetes mellitus: a critical review
    • Malinowski J.M., and Bolesta S. Rosiglitazone in the treatment of type 2 diabetes mellitus: a critical review. Clin. Ther. 22 (2000) 1151-1168
    • (2000) Clin. Ther. , vol.22 , pp. 1151-1168
    • Malinowski, J.M.1    Bolesta, S.2
  • 19
    • 34447280628 scopus 로고    scopus 로고
    • Effect of formaldehyde and reservatrol on the viability of vero, HepG2 and MCF-7 cells
    • Marcsek Z.L., Kocsis Z., Szende B., and Tompa A. Effect of formaldehyde and reservatrol on the viability of vero, HepG2 and MCF-7 cells. Cell Biol. Int. 31 (2007) 1214-1219
    • (2007) Cell Biol. Int. , vol.31 , pp. 1214-1219
    • Marcsek, Z.L.1    Kocsis, Z.2    Szende, B.3    Tompa, A.4
  • 21
    • 40449114628 scopus 로고    scopus 로고
    • 18) column chemistries for the UPLC-MS-MS analysis of glutathione, glutathione disulfide, and ophthalmic acid in mouse liver and human plasma
    • 18) column chemistries for the UPLC-MS-MS analysis of glutathione, glutathione disulfide, and ophthalmic acid in mouse liver and human plasma. J. Chromatogr. Sci. 46 (2008) 209-214
    • (2008) J. Chromatogr. Sci. , vol.46 , pp. 209-214
    • New, L.S.1    Chan, E.C.Y.2
  • 22
    • 0037027301 scopus 로고    scopus 로고
    • Troglitazone: the discovery and development of a novel therapy for the treatment of Type 2 diabetes mellitus
    • Parker J.C. Troglitazone: the discovery and development of a novel therapy for the treatment of Type 2 diabetes mellitus. Adv. Drug Deliv. Rev. 54 (2002) 1173-1197
    • (2002) Adv. Drug Deliv. Rev. , vol.54 , pp. 1173-1197
    • Parker, J.C.1
  • 23
    • 20144370158 scopus 로고    scopus 로고
    • Comparative quantification of pharmacodynamic parameters of chiral compounds (RRR- vs. all-rac-a tocopherol) by global gene expression profiling
    • Patrick Y.M., Thomas N., Jan F., Elisabeth S., Gerald R., and Luca B. Comparative quantification of pharmacodynamic parameters of chiral compounds (RRR- vs. all-rac-a tocopherol) by global gene expression profiling. J. Plant Physiol. 162 (2005) 811-817
    • (2005) J. Plant Physiol. , vol.162 , pp. 811-817
    • Patrick, Y.M.1    Thomas, N.2    Jan, F.3    Elisabeth, S.4    Gerald, R.5    Luca, B.6
  • 25
    • 0028239163 scopus 로고
    • Oxidative damage to proteins: spectrophotometirc method for carbonyl assay
    • Reznick A.Z., and Packer L. Oxidative damage to proteins: spectrophotometirc method for carbonyl assay. Methods Enzymol. 233 (1994) 357-363
    • (1994) Methods Enzymol. , vol.233 , pp. 357-363
    • Reznick, A.Z.1    Packer, L.2
  • 27
    • 0034028127 scopus 로고    scopus 로고
    • Effect of troglitazone on cytochrome P450 enzymes in primary cultures of human and rat hepatocytes
    • Sahi J., Hamilton G., Sinz M., Barros S., Huang M., and Lesko M.J. Effect of troglitazone on cytochrome P450 enzymes in primary cultures of human and rat hepatocytes. Xenobiotica 30 (2000) 273-284
    • (2000) Xenobiotica , vol.30 , pp. 273-284
    • Sahi, J.1    Hamilton, G.2    Sinz, M.3    Barros, S.4    Huang, M.5    Lesko, M.J.6
  • 29
    • 0038650658 scopus 로고    scopus 로고
    • Mechanisms of troglitazone hepatotoxicity
    • Smith M.T. Mechanisms of troglitazone hepatotoxicity. Chem. Res. Toxicol. 16 (2003) 679-684
    • (2003) Chem. Res. Toxicol. , vol.16 , pp. 679-684
    • Smith, M.T.1
  • 30
    • 0034868665 scopus 로고    scopus 로고
    • Enzyme-induction dependent bioactivation of troglitazone and troglitazone quinone in vivo
    • Tetty J.N., Maggs J.L., Rapeport W.G., Primohamed M., and Park B.K. Enzyme-induction dependent bioactivation of troglitazone and troglitazone quinone in vivo. Chem. Res. Toxicol. 14 (2001) 965-974
    • (2001) Chem. Res. Toxicol. , vol.14 , pp. 965-974
    • Tetty, J.N.1    Maggs, J.L.2    Rapeport, W.G.3    Primohamed, M.4    Park, B.K.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.