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Volumn 52, Issue 3, 2010, Pages 391-397

Metabolism of sanguinarine in human and in rat: Characterization of oxidative metabolites produced by human CYP1A1 and CYP1A2 and rat liver microsomes using liquid chromatography-tandem mass spectrometry

Author keywords

Human CYP1A; LC MS MS; Metabolism; Rat liver microsome; Sanguinarine

Indexed keywords

5,6 DIHYDROSANQUINARINE; CYTOCHROME P450 1A1; CYTOCHROME P450 1A2; DRUG METABOLITE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE; SANGUINARINE; UNCLASSIFIED DRUG;

EID: 77649186569     PISSN: 07317085     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jpba.2009.09.014     Document Type: Article
Times cited : (39)

References (27)
  • 1
    • 0030968190 scopus 로고    scopus 로고
    • Clinicoepidemiological, toxicological, and safety evaluation studies on argemone oil
    • Das M., and Khanna S.K. Clinicoepidemiological, toxicological, and safety evaluation studies on argemone oil. Crit. Rev. Toxicol. 27 (1997) 273-297
    • (1997) Crit. Rev. Toxicol. , vol.27 , pp. 273-297
    • Das, M.1    Khanna, S.K.2
  • 2
    • 21344452114 scopus 로고    scopus 로고
    • Sanguinarine activates polycyclic aromatic hydrocarbon associated metabolic pathways in human oral keratinocytes and tissues
    • Karp J.M., Rodrigo K.A., Pei P., Pavlick M.D., Andersen J.D., Mc Tigue D.J., Fields H.W., and Mallery S.R. Sanguinarine activates polycyclic aromatic hydrocarbon associated metabolic pathways in human oral keratinocytes and tissues. Toxicol. Lett. 158 (2005) 50-60
    • (2005) Toxicol. Lett. , vol.158 , pp. 50-60
    • Karp, J.M.1    Rodrigo, K.A.2    Pei, P.3    Pavlick, M.D.4    Andersen, J.D.5    Mc Tigue, D.J.6    Fields, H.W.7    Mallery, S.R.8
  • 3
    • 2942565984 scopus 로고    scopus 로고
    • Involvement of cytochrome P450 1A in sanguinarine detoxication
    • Vrba J., Kosina P., Ulrichová J., and Modrianský M. Involvement of cytochrome P450 1A in sanguinarine detoxication. Toxicol. Lett. 151 (2004) 375-387
    • (2004) Toxicol. Lett. , vol.151 , pp. 375-387
    • Vrba, J.1    Kosina, P.2    Ulrichová, J.3    Modrianský, M.4
  • 5
    • 0033916374 scopus 로고    scopus 로고
    • Influence of 3-methylcholanthrene pretreatment on sanguinarine toxicity in mice
    • Williams M.K., Dalvi S., and Dalvi R.R. Influence of 3-methylcholanthrene pretreatment on sanguinarine toxicity in mice. Vet. Hum. Toxicol. 42 (2000) 196-198
    • (2000) Vet. Hum. Toxicol. , vol.42 , pp. 196-198
    • Williams, M.K.1    Dalvi, S.2    Dalvi, R.R.3
  • 6
    • 33645047390 scopus 로고    scopus 로고
    • Sanguinarine reductase, a key enzyme of benzophenanthridine detoxification
    • Weiss D., Baumert A., Vogel M., and Roos W. Sanguinarine reductase, a key enzyme of benzophenanthridine detoxification. Plant Cell Environ. 29 (2006) 291-302
    • (2006) Plant Cell Environ. , vol.29 , pp. 291-302
    • Weiss, D.1    Baumert, A.2    Vogel, M.3    Roos, W.4
  • 9
    • 48849113980 scopus 로고    scopus 로고
    • Production of hydrogen peroxide and redox cycling can explain how sanguinarine and chelerythrine induce rapid apoptosis
    • Matkar S.S., Wrischnik L.A., and Hellmann-Blumberg U. Production of hydrogen peroxide and redox cycling can explain how sanguinarine and chelerythrine induce rapid apoptosis. Arch. Biochem. Biophys. 477 (2008) 43-52
    • (2008) Arch. Biochem. Biophys. , vol.477 , pp. 43-52
    • Matkar, S.S.1    Wrischnik, L.A.2    Hellmann-Blumberg, U.3
  • 10
    • 0037713603 scopus 로고    scopus 로고
    • Sanguinarine-induced apoptosis is associated with an early and severe cellular glutathione depletion
    • Dubiton E., Madelmont J.C., Legault J., and Barthomeuf C. Sanguinarine-induced apoptosis is associated with an early and severe cellular glutathione depletion. Cancer Chemother. Pharmacol. 51 (2003) 474-482
    • (2003) Cancer Chemother. Pharmacol. , vol.51 , pp. 474-482
    • Dubiton, E.1    Madelmont, J.C.2    Legault, J.3    Barthomeuf, C.4
  • 11
    • 44749084848 scopus 로고    scopus 로고
    • Safety evaluation studies on argemone oil through dietary exposure for 90 days in rats
    • Babu Ch.K., Ansari K.M., Mehrotra S., Khanna R., Khanna S.K., and Das M. Safety evaluation studies on argemone oil through dietary exposure for 90 days in rats. Food Chem. Toxicol. 46 (2008) 2409-2414
    • (2008) Food Chem. Toxicol. , vol.46 , pp. 2409-2414
    • Babu, Ch.K.1    Ansari, K.M.2    Mehrotra, S.3    Khanna, R.4    Khanna, S.K.5    Das, M.6
  • 12
    • 33749251461 scopus 로고    scopus 로고
    • Protective effect of bioantioxidants on argemone oil/sanguinarine alkaloid induced genotoxicity in mice
    • Ansari K.M., Dhawan A., Khanna S.K., and Das M. Protective effect of bioantioxidants on argemone oil/sanguinarine alkaloid induced genotoxicity in mice. Cancer Lett. 244 (2006) 109-118
    • (2006) Cancer Lett. , vol.244 , pp. 109-118
    • Ansari, K.M.1    Dhawan, A.2    Khanna, S.K.3    Das, M.4
  • 13
    • 33746443779 scopus 로고    scopus 로고
    • Analysis of secondary metabolites from eschscholtzia californica by high-performance liquid chromatography
    • Klvana M., Chen J., Lépine F., Legros R., and Jolicoeur M. Analysis of secondary metabolites from eschscholtzia californica by high-performance liquid chromatography. Phytochem. Anal. 17 (2006) 236-242
    • (2006) Phytochem. Anal. , vol.17 , pp. 236-242
    • Klvana, M.1    Chen, J.2    Lépine, F.3    Legros, R.4    Jolicoeur, M.5
  • 15
    • 34248379116 scopus 로고    scopus 로고
    • Liquid chromatographic/electrospray mass spectrometric determination (LC/ESI-MS) of chelerythrine and dihydrochelerythrine in near-critical CO(2) extracts from real and spiked plasma samples
    • Klejdus B., Lojková L., Kosina P., Ulrichová J., Simánek V., and Kubán V. Liquid chromatographic/electrospray mass spectrometric determination (LC/ESI-MS) of chelerythrine and dihydrochelerythrine in near-critical CO(2) extracts from real and spiked plasma samples. Talanta 72 (2007) 1348-1356
    • (2007) Talanta , vol.72 , pp. 1348-1356
    • Klejdus, B.1    Lojková, L.2    Kosina, P.3    Ulrichová, J.4    Simánek, V.5    Kubán, V.6
  • 16
    • 0015122877 scopus 로고
    • Structure-activity relationships on the induction of hepatic microsomal enzymes in the mouse by 1,1,1-trichloro-2,2-bis(p-chlorophenyl) ethane(DDT) analogs
    • Abernathy C.O., Hodgson E., and Guthrie F.E. Structure-activity relationships on the induction of hepatic microsomal enzymes in the mouse by 1,1,1-trichloro-2,2-bis(p-chlorophenyl) ethane(DDT) analogs. Biochem. Pharmacol. 21 (1971) 2385-2393
    • (1971) Biochem. Pharmacol. , vol.21 , pp. 2385-2393
    • Abernathy, C.O.1    Hodgson, E.2    Guthrie, F.E.3
  • 17
    • 50449100139 scopus 로고
    • The carbon monoxide-binding pigment of liver microsomes. II. Solubilization, purification, and properties
    • Omura T., and Sato R. The carbon monoxide-binding pigment of liver microsomes. II. Solubilization, purification, and properties. J. Biol. Chem. 239 (1964) 2379-2385
    • (1964) J. Biol. Chem. , vol.239 , pp. 2379-2385
    • Omura, T.1    Sato, R.2
  • 18
    • 0032005988 scopus 로고    scopus 로고
    • Delayed ontogenesis of CYP1A2 in the human liver
    • Sonnier M., and Cresteil T. Delayed ontogenesis of CYP1A2 in the human liver. Eur. J. Biochem. 251 (1998) 893-898
    • (1998) Eur. J. Biochem. , vol.251 , pp. 893-898
    • Sonnier, M.1    Cresteil, T.2
  • 19
    • 0025090928 scopus 로고
    • New hydroxylated benzo[c]phenanthridine alkaloids from Eschscholtzia californica cell suspension cultures
    • Tanahashi T., and Zenh M.H. New hydroxylated benzo[c]phenanthridine alkaloids from Eschscholtzia californica cell suspension cultures. J. Nat. Prod. 53 (1990) 579-586
    • (1990) J. Nat. Prod. , vol.53 , pp. 579-586
    • Tanahashi, T.1    Zenh, M.H.2
  • 20
    • 1242316997 scopus 로고    scopus 로고
    • In vitro metabolism of ethoxidine by human CYP1A1 and rat microsomes: identification of metabolites by high-performance liquid chromatography combined with electrospray tandem mass spectrometry and accurate mass measurements by time-of-flight mass spectrometry
    • Deroussent A., Ré M., Hoellinger H., Vanquelef E., Duval O., Sonnier M., and Cresteil T. In vitro metabolism of ethoxidine by human CYP1A1 and rat microsomes: identification of metabolites by high-performance liquid chromatography combined with electrospray tandem mass spectrometry and accurate mass measurements by time-of-flight mass spectrometry. Rapid Commun. Mass Spectrom. 18 (2004) 1-9
    • (2004) Rapid Commun. Mass Spectrom. , vol.18 , pp. 1-9
    • Deroussent, A.1    Ré, M.2    Hoellinger, H.3    Vanquelef, E.4    Duval, O.5    Sonnier, M.6    Cresteil, T.7
  • 21
    • 67349251852 scopus 로고    scopus 로고
    • Cytotoxic activity of sanguinarine and dihydrosanguinarine in human promyelocytic leukemia HL-60 cells
    • Vrba J., Dolezel P., Vicar J., and Ulrichová J. Cytotoxic activity of sanguinarine and dihydrosanguinarine in human promyelocytic leukemia HL-60 cells. Toxicol. In Vitro 23 (2009) 580-588
    • (2009) Toxicol. In Vitro , vol.23 , pp. 580-588
    • Vrba, J.1    Dolezel, P.2    Vicar, J.3    Ulrichová, J.4
  • 22
    • 40649095392 scopus 로고    scopus 로고
    • The relative contribution of human cytochrome P450 isoforms to the four caffeine oxidation pathways: an in vitro comparative study with cDNA-expressed P450s including CYP2C isoforms
    • Kot M., and Daniel W.A. The relative contribution of human cytochrome P450 isoforms to the four caffeine oxidation pathways: an in vitro comparative study with cDNA-expressed P450s including CYP2C isoforms. Biochem. Pharmacol. 75 (2008) 1538-1549
    • (2008) Biochem. Pharmacol. , vol.75 , pp. 1538-1549
    • Kot, M.1    Daniel, W.A.2
  • 23
    • 44649189106 scopus 로고    scopus 로고
    • Sprague-Dawley rats display metabolism-mediated sex differences in the acute toxicity of 3,4-methylenedioxymethamphetamine (MDMA, ecstasy)
    • Fonsart J., Menet M.C., Declèves X., Galons H., Crété D., Debray M., Scherrmann J.M., and Noble F. Sprague-Dawley rats display metabolism-mediated sex differences in the acute toxicity of 3,4-methylenedioxymethamphetamine (MDMA, ecstasy). Toxicol. Appl. Pharmacol. 230 (2008) 117-125
    • (2008) Toxicol. Appl. Pharmacol. , vol.230 , pp. 117-125
    • Fonsart, J.1    Menet, M.C.2    Declèves, X.3    Galons, H.4    Crété, D.5    Debray, M.6    Scherrmann, J.M.7    Noble, F.8
  • 24
    • 0028241190 scopus 로고
    • The detoxification pathways of electrophilic intermediate compounds
    • Soleo L. The detoxification pathways of electrophilic intermediate compounds. Med. Lav. 85 (1994) 22-36
    • (1994) Med. Lav. , vol.85 , pp. 22-36
    • Soleo, L.1
  • 25
    • 0027937066 scopus 로고
    • The role of 12 cDNA-expressed human, rodent, and rabbit cytochromes P450 in the metabolism of benzo[a]pyrene and benzo[a]pyrene trans-7,8-dihydrodiol
    • Shou M., Korzekwa K.R., Crespi C.L., Gonzalez F.J., and Gelboin H.V. The role of 12 cDNA-expressed human, rodent, and rabbit cytochromes P450 in the metabolism of benzo[a]pyrene and benzo[a]pyrene trans-7,8-dihydrodiol. Mol. Carcinog. 10 (1994) 159-168
    • (1994) Mol. Carcinog. , vol.10 , pp. 159-168
    • Shou, M.1    Korzekwa, K.R.2    Crespi, C.L.3    Gonzalez, F.J.4    Gelboin, H.V.5
  • 26
    • 0030461793 scopus 로고    scopus 로고
    • Specificity of cDNA-expressed human and rodent cytochrome P450s in the oxidative metabolism of the potent carcinogen 7,12-dimethylbenz[a]anthracene
    • Shou M., Korzekwa K.R., Krausz K.W., Buters J.T., Grogan J., Goldfarb I., Ardwick J.P.H., Gonzalez F.J., and Gelboin H.V. Specificity of cDNA-expressed human and rodent cytochrome P450s in the oxidative metabolism of the potent carcinogen 7,12-dimethylbenz[a]anthracene. Mol. Carcinog. 17 (1996) 241-249
    • (1996) Mol. Carcinog. , vol.17 , pp. 241-249
    • Shou, M.1    Korzekwa, K.R.2    Krausz, K.W.3    Buters, J.T.4    Grogan, J.5    Goldfarb, I.6    Ardwick, J.P.H.7    Gonzalez, F.J.8    Gelboin, H.V.9
  • 27
    • 0030904085 scopus 로고    scopus 로고
    • Development of a human lymphoblastoid cell line constitutively expressing human CYP1B1 cDNA: substrate specificity with model substrates and promutagens
    • Crespi C.L., Penman B.W., Steimel D.T., Smith T., Yang C.S., and Sutter T.R. Development of a human lymphoblastoid cell line constitutively expressing human CYP1B1 cDNA: substrate specificity with model substrates and promutagens. Mutagenesis 12 (1997) 83-89
    • (1997) Mutagenesis , vol.12 , pp. 83-89
    • Crespi, C.L.1    Penman, B.W.2    Steimel, D.T.3    Smith, T.4    Yang, C.S.5    Sutter, T.R.6


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