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Volumn 28, Issue 4, 2014, Pages 311-331

Metabolite identification studies on amiodarone in in vitro (rat liver microsomes, rat and human liver S9 fractions) and in vivo (rat feces, urine, plasma) matrices by using liquid chromatography with high-resolution mass spectrometry and multiple-stage mass spectrometry: Characterization of the diquinone metabolite supposedly responsible for the drug's hepatotoxicity

Author keywords

[No Author keywords available]

Indexed keywords

BIOMOLECULES; BODY FLUIDS; DRUG PRODUCTS; FREE RADICALS; KETONES; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; RATS; TOXICITY;

EID: 84891782635     PISSN: 09514198     EISSN: 10970231     Source Type: Journal    
DOI: 10.1002/rcm.6787     Document Type: Article
Times cited : (26)

References (47)
  • 3
    • 79956118493 scopus 로고    scopus 로고
    • Identification of amiodarone metabolites in human bile by ultraperformance liquid chromatography/quadrupole time-of-flight mass spectrometry
    • P. Deng, T. You, X. Chen, T. Yuan, H. Huang, D. Zhong,. Identification of amiodarone metabolites in human bile by ultraperformance liquid chromatography/quadrupole time-of-flight mass spectrometry. Drug Metab. Dispos. 2011, 39, 1058.
    • (2011) Drug Metab. Dispos. , vol.39 , pp. 1058
    • Deng, P.1    You, T.2    Chen, X.3    Yuan, T.4    Huang, H.5    Zhong, D.6
  • 4
    • 14144256218 scopus 로고    scopus 로고
    • Identification and quantitation of novel metabolites of amiodarone in plasma of treated patients
    • H. R. Ha, L. Bigler, B. Wendt, M. Maggiorini, F. Follath,. Identification and quantitation of novel metabolites of amiodarone in plasma of treated patients. Eur. J. Pharm. Sci. 2005, 24, 271.
    • (2005) Eur. J. Pharm. Sci. , vol.24 , pp. 271
    • Ha, H.R.1    Bigler, L.2    Wendt, B.3    Maggiorini, M.4    Follath, F.5
  • 5
    • 0027523641 scopus 로고
    • Amiodarone N-deethylation in human liver microsomes: Involvement of cytochrome P450 3A enzymes (first report)
    • J. M. Trivier, C. Libersa, C. Belloc, M. Lhermitte,. Amiodarone N-deethylation in human liver microsomes: Involvement of cytochrome P450 3A enzymes (first report). Life Sci. 1993, 52, PL91.
    • (1993) Life Sci. , vol.52
    • Trivier, J.M.1    Libersa, C.2    Belloc, C.3    Lhermitte, M.4
  • 6
    • 0033791105 scopus 로고    scopus 로고
    • Characterization of amiodarone metabolites and impurities using liquid chromatography/atmospheric pressure chemical ionization mass spectrometry
    • S. W. Myung, Y. J. Chang, H. K. Min, D. H. Kim, M. Kim, T. K. Kang, E. A. Yoo, Y. T. Sohn, Y. H. Yim,. Characterization of amiodarone metabolites and impurities using liquid chromatography/atmospheric pressure chemical ionization mass spectrometry. Rapid Commun. Mass Spectrom. 2000, 14, 2046.
    • (2000) Rapid Commun. Mass Spectrom. , vol.14 , pp. 2046
    • Myung, S.W.1    Chang, Y.J.2    Min, H.K.3    Kim, D.H.4    Kim, M.5    Kang, T.K.6    Yoo, E.A.7    Sohn, Y.T.8    Yim, Y.H.9
  • 7
    • 0022529642 scopus 로고
    • In vitro metabolism of amiodarone by rabbit and rat liver and small intestine
    • R. A. Young, H. M. Mehendale,. In vitro metabolism of amiodarone by rabbit and rat liver and small intestine. Drug Metab. Dispos. 1986, 14, 423.
    • (1986) Drug Metab. Dispos. , vol.14 , pp. 423
    • Young, R.A.1    Mehendale, H.M.2
  • 9
    • 0027379673 scopus 로고
    • Evidence for CYP3A-mediated N-deethylation of amiodarone in human liver microsomal fractions
    • G. Fabre, B. Julian, B. Saint-Aubert, H. Joyeux, Y. Berger,. Evidence for CYP3A-mediated N-deethylation of amiodarone in human liver microsomal fractions. Drug Metab. Dispos. 1993, 21, 978.
    • (1993) Drug Metab. Dispos. , vol.21 , pp. 978
    • Fabre, G.1    Julian, B.2    Saint-Aubert, B.3    Joyeux, H.4    Berger, Y.5
  • 10
    • 0035877292 scopus 로고    scopus 로고
    • Metabolism of amiodarone (part II): High-performance liquid chromatographic assay for mono-N-desethylamiodarone hydroxylation in liver microsomes
    • H. R. Ha, P. Kozlik, B. Stieger, L. Bigler, F. Follath,. Metabolism of amiodarone (part II): High-performance liquid chromatographic assay for mono-N-desethylamiodarone hydroxylation in liver microsomes. J. Chromatogr. B 2001, 757, 309.
    • (2001) J. Chromatogr. B , vol.757 , pp. 309
    • Ha, H.R.1    Kozlik, P.2    Stieger, B.3    Bigler, L.4    Follath, F.5
  • 11
    • 0034960158 scopus 로고    scopus 로고
    • Metabolism of amiodarone (part III): Identification of rabbit cytochrome P450 isoforms involved in the hydroxylation of mono-N-desethylamiodarone
    • P. Kozlik, H. R. Ha, B. Stieger, L. Bigler, F. Follath,. Metabolism of amiodarone (part III): Identification of rabbit cytochrome P450 isoforms involved in the hydroxylation of mono-N-desethylamiodarone. Xenobiotica 2001, 31, 239.
    • (2001) Xenobiotica , vol.31 , pp. 239
    • Kozlik, P.1    Ha, H.R.2    Stieger, B.3    Bigler, L.4    Follath, F.5
  • 12
    • 29944442940 scopus 로고    scopus 로고
    • Determination of the enzyme(s) involved in the metabolism of amiodarone in liver and intestine of rat: The contribution of cytochrome P450 3A isoforms
    • A. Shayeganpour, A. O. S. El-Kadi, D. R. Brocks,. Determination of the enzyme(s) involved in the metabolism of amiodarone in liver and intestine of rat: The contribution of cytochrome P450 3A isoforms. Drug Metab. Dispos. 2006, 34, 43.
    • (2006) Drug Metab. Dispos. , vol.34 , pp. 43
    • Shayeganpour, A.1    El-Kadi, A.O.S.2    Brocks, D.R.3
  • 14
    • 1642281756 scopus 로고    scopus 로고
    • Drug-protein adducts: An industry perspective on minimizing the potential for drug bioactivation in drug discovery and development
    • D. C. Evans, A. P. Watt, D. A. Nicoll-Griffith, T. A. Baillie,. Drug-protein adducts: An industry perspective on minimizing the potential for drug bioactivation in drug discovery and development. Chem. Res. Toxicol. 2004, 17, 3.
    • (2004) Chem. Res. Toxicol. , vol.17 , pp. 3
    • Evans, D.C.1    Watt, A.P.2    Nicoll-Griffith, D.A.3    Baillie, T.A.4
  • 17
    • 84886826331 scopus 로고    scopus 로고
    • Acute hepatitis secondary to parenteral amiodarone does not preclude subsequent oral therapy
    • M. Lahbabi, N. Aqodad, A. Ibrahimi, M. Lahlou, H. Aqodad,. Acute hepatitis secondary to parenteral amiodarone does not preclude subsequent oral therapy. World J. Hepatol. 2012, 4, 196.
    • (2012) World J. Hepatol. , vol.4 , pp. 196
    • Lahbabi, M.1    Aqodad, N.2    Ibrahimi, A.3    Lahlou, M.4    Aqodad, H.5
  • 19
    • 0035161962 scopus 로고    scopus 로고
    • Toxicity of amiodarone and amiodarone analogues on isolated rat liver mitochondria
    • M. Spaniol, R. Bracher, H. R. Ha, F. Follath, S. KrÓhenbühl,. Toxicity of amiodarone and amiodarone analogues on isolated rat liver mitochondria. J. Hepatol. 2001, 35, 628.
    • (2001) J. Hepatol. , vol.35 , pp. 628
    • Spaniol, M.1    Bracher, R.2    Ha, H.R.3    Follath, F.4    Króhenbühl, S.5
  • 22
    • 84891788075 scopus 로고    scopus 로고
    • Effect of long-term administration of amiodarone on rat lung and the possible protective role of vitamin E: A histological and immunohistochemical study
    • R. A. Zidan,. Effect of long-term administration of amiodarone on rat lung and the possible protective role of vitamin E: A histological and immunohistochemical study. Egyptian J. Histol. 2011, 34, 117.
    • (2011) Egyptian J. Histol. , vol.34 , pp. 117
    • Zidan, R.A.1
  • 23
    • 0030331810 scopus 로고    scopus 로고
    • Evaluation of reactive oxygen species involvement in amiodarone pulmonary toxicity in vivo and in vitro
    • R. G. Leeder, E. Rafeiro, J. F. Brien, C. C. Mandin, T. E. Massey,. Evaluation of reactive oxygen species involvement in amiodarone pulmonary toxicity in vivo and in vitro. J. Biochem. Toxicol. 1996, 11, 147.
    • (1996) J. Biochem. Toxicol. , vol.11 , pp. 147
    • Leeder, R.G.1    Rafeiro, E.2    Brien, J.F.3    Mandin, C.C.4    Massey, T.E.5
  • 26
    • 85153973785 scopus 로고
    • Free-radical induced redox reactions of drugs: A pulse radiolysis study
    • G. Istvan, F. Gabor,. Free-radical induced redox reactions of drugs: A pulse radiolysis study. Magyar Kemiai Folyoirat 1992, 98, 361.
    • (1992) Magyar Kemiai Folyoirat , vol.98 , pp. 361
    • Istvan, G.1    Gabor, F.2
  • 27
    • 10044257558 scopus 로고    scopus 로고
    • Mechanism-based inactivation of human cytochrome P4502C8 by drugs in vitro
    • T. M. Polasek, D. J. Elliot, B. C. Lewis, J. O. Miners,. Mechanism-based inactivation of human cytochrome P4502C8 by drugs in vitro. J. Pharmacol. Exp. Ther. 2004, 311, 996.
    • (2004) J. Pharmacol. Exp. Ther. , vol.311 , pp. 996
    • Polasek, T.M.1    Elliot, D.J.2    Lewis, B.C.3    Miners, J.O.4
  • 28
    • 33846449874 scopus 로고    scopus 로고
    • Mechanism-based inactivation of human cytochrome P450 enzymes and the prediction of drug-drug interactions
    • R. S. Obach, R. L. Walsky, K. Venkatakrishnan,. Mechanism-based inactivation of human cytochrome P450 enzymes and the prediction of drug-drug interactions. Drug Metab. Dispos. 2007, 35, 246.
    • (2007) Drug Metab. Dispos. , vol.35 , pp. 246
    • Obach, R.S.1    Walsky, R.L.2    Venkatakrishnan, K.3
  • 29
    • 62249151758 scopus 로고    scopus 로고
    • Qualitative analysis of the role of metabolites in inhibitory drug-drug interactions: Literature evaluation based on the metabolism and transport drug interaction database
    • N. Isoherranen, H. Hachad, C. K. Yeung, R. H. Levy,. Qualitative analysis of the role of metabolites in inhibitory drug-drug interactions: Literature evaluation based on the metabolism and transport drug interaction database. Chem. Res. Toxicol. 2009, 22, 294.
    • (2009) Chem. Res. Toxicol. , vol.22 , pp. 294
    • Isoherranen, N.1    Hachad, H.2    Yeung, C.K.3    Levy, R.H.4
  • 30
    • 47649130363 scopus 로고    scopus 로고
    • A benefit-risk assessment of benzbromarone in the treatment of gout: Was its withdrawal from the market in the best interest of patients?
    • M. H. H. Lee, G. G. Graham, K. M. Williams, R. O. Day,. A benefit-risk assessment of benzbromarone in the treatment of gout: Was its withdrawal from the market in the best interest of patients? Drug Safety 2008, 31, 643.
    • (2008) Drug Safety , vol.31 , pp. 643
    • Lee, M.H.H.1    Graham, G.G.2    Williams, K.M.3    Day, R.O.4
  • 31
    • 38149126542 scopus 로고    scopus 로고
    • Sequential metabolism and bioactivation of the hepatotoxin benzbromarone: Formation of glutathione adducts from a catechol intermediate
    • M. G. McDonald, A. E. Rettie,. Sequential metabolism and bioactivation of the hepatotoxin benzbromarone: Formation of glutathione adducts from a catechol intermediate. Chem. Res. Toxicol. 2007, 20, 1833.
    • (2007) Chem. Res. Toxicol. , vol.20 , pp. 1833
    • McDonald, M.G.1    Rettie, A.E.2
  • 33
    • 85153993835 scopus 로고    scopus 로고
    • Available: http://www.acdlabs.com/resources/freeware/.
  • 34
    • 67650232953 scopus 로고    scopus 로고
    • In vitro and in vivo investigation of metabolic fate of rifampicin using an optimized sample preparation approach and modern tools of liquid chromatography-mass spectrometry
    • B. Prasad, S. Singh,. In vitro and in vivo investigation of metabolic fate of rifampicin using an optimized sample preparation approach and modern tools of liquid chromatography-mass spectrometry. J. Pharm. Biomed. Anal. 2009, 50, 475.
    • (2009) J. Pharm. Biomed. Anal. , vol.50 , pp. 475
    • Prasad, B.1    Singh, S.2
  • 36
    • 44249087160 scopus 로고    scopus 로고
    • Pharmacokinetics of desethylamiodarone in the rat after its administration as the preformed metabolite, and after administration of amiodarone
    • A. Shayeganpour, D. A. Hamdy, D. R. Brocks,. Pharmacokinetics of desethylamiodarone in the rat after its administration as the preformed metabolite, and after administration of amiodarone. Biopharm. Drug Dispos. 2008, 29, 159.
    • (2008) Biopharm. Drug Dispos. , vol.29 , pp. 159
    • Shayeganpour, A.1    Hamdy, D.A.2    Brocks, D.R.3
  • 38
    • 34848919555 scopus 로고    scopus 로고
    • Historical review of sample preparation for chromatographic bioanalysis: Pros and cons
    • M. S. Chang, Q. Ji, J. Zhang, T. A. El-Shourbagy,. Historical review of sample preparation for chromatographic bioanalysis: Pros and cons. Drug Develop. Res. 2007, 68, 107.
    • (2007) Drug Develop. Res. , vol.68 , pp. 107
    • Chang, M.S.1    Ji, Q.2    Zhang, J.3    El-Shourbagy, T.A.4
  • 39
    • 79751537827 scopus 로고    scopus 로고
    • Metabolite identification by liquid chromatography-mass spectrometry
    • B. Prasad, A. Garg, H. Takwani, S. Singh,. Metabolite identification by liquid chromatography-mass spectrometry. TrAC-Trend. Anal. Chem. 2011, 30, 360.
    • (2011) TrAC-Trend. Anal. Chem. , vol.30 , pp. 360
    • Prasad, B.1    Garg, A.2    Takwani, H.3    Singh, S.4
  • 40
    • 33748902567 scopus 로고    scopus 로고
    • Detection and characterization of metabolites in biological matrices using mass defect filtering of liquid chromatography/high resolution mass spectrometry data
    • M. Zhu, L. Ma, D. Zhang, K. Ray, W. Zhao, W. G. Humphreys, G. Skiles, M. Sanders, H. Zhang,. Detection and characterization of metabolites in biological matrices using mass defect filtering of liquid chromatography/high resolution mass spectrometry data. Drug Metab. Dispos. 2006, 34, 1722.
    • (2006) Drug Metab. Dispos. , vol.34 , pp. 1722
    • Zhu, M.1    Ma, L.2    Zhang, D.3    Ray, K.4    Zhao, W.5    Humphreys, W.G.6    Skiles, G.7    Sanders, M.8    Zhang, H.9
  • 41
    • 0025768585 scopus 로고
    • Liquid chromatography-mass spectrometry in metabolic research: I. Metabolites of benzbromarone in human plasma and urine
    • P. J. Arnold, R. Guserle, V. Luckow, R. Hemmer, H. Grote,. Liquid chromatography-mass spectrometry in metabolic research: I. Metabolites of benzbromarone in human plasma and urine. J. Chromatogr. A 1991, 554, 267.
    • (1991) J. Chromatogr. A , vol.554 , pp. 267
    • Arnold, P.J.1    Guserle, R.2    Luckow, V.3    Hemmer, R.4    Grote, H.5
  • 42
    • 0027954402 scopus 로고
    • International commission for protection against environmental mutagens and carcinogens. Use of SAR in computer-assisted prediction of carcinogenicity and mutagenicity of chemicals by the TOPKAT program
    • K. Enslein, V. K. Gombar, B. W. Blake,. International commission for protection against environmental mutagens and carcinogens. Use of SAR in computer-assisted prediction of carcinogenicity and mutagenicity of chemicals by the TOPKAT program. Mutat. Res. 1994, 305, 47.
    • (1994) Mutat. Res. , vol.305 , pp. 47
    • Enslein, K.1    Gombar, V.K.2    Blake, B.W.3
  • 43
    • 2542459539 scopus 로고    scopus 로고
    • Characterization of in vitro metabolites of rutaecarpine in rat liver microsomes using liquid chromatography/tandem mass spectrometry
    • S. K. Lee, J. Lee, E. S. Lee, Y. Jahng, D. H. Kim, T. C. Jeong,. Characterization of in vitro metabolites of rutaecarpine in rat liver microsomes using liquid chromatography/tandem mass spectrometry. Rapid Commun. Mass Spectrom. 2004, 18, 1073.
    • (2004) Rapid Commun. Mass Spectrom. , vol.18 , pp. 1073
    • Lee, S.K.1    Lee, J.2    Lee, E.S.3    Jahng, Y.4    Kim, D.H.5    Jeong, T.C.6
  • 47
    • 33847081148 scopus 로고    scopus 로고
    • Idiosyncratic drug reactions: Current understanding
    • J. Uetrecht,. Idiosyncratic drug reactions: Current understanding. Annu. Rev. Pharmacol. Toxicol. 2007, 47, 513.
    • (2007) Annu. Rev. Pharmacol. Toxicol. , vol.47 , pp. 513
    • Uetrecht, J.1


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