Stability of arsenic metabolites, arsenic triglutathione [As(GS) 3] and methylarsenic diglutathione [CH3As(GS) 2], in rat bile

Toxicology

Volumn 211, Issue 1-2, 2005, Pages 115-123

  Kobayashi, Yayoi ^a,b   Cui, Xing ^a   Hirano, Seishiro ^a  

^a NATIONAL INSTITUTE FOR ENVIRONMENTAL STUDIES   (Japan)

^b Japan Found for Aging and Health   (Japan)

Author keywords

Arsenic glutathione complex; Bile; HPLC ICP MS; Speciation

Indexed keywords

ARSENIC DERIVATIVE; ARSENIC TRIGLUTATHIONE; ARSENIC TRIOXIDE; GLUTATHIONE; METHYLARSENIC DIGLUTATHIONE; MONOMETHYLARSONOUS ACID; ORGANOARSENIC DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANION EXCHANGE CHROMATOGRAPHY; ARTICLE; ATOMIC EMISSION SPECTROMETRY; BILE; COMPARATIVE STUDY; COMPLEX FORMATION; CONCENTRATION (PARAMETERS); CONTROLLED STUDY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDROLYSIS; MALE; METABOLITE; MOLECULAR STABILITY; NONHUMAN; PRIORITY JOURNAL; RAT;

EID: 18044380077     PISSN: 0300483X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tox.2005.03.001     Document Type: Article

References (39)

1. J. Alexander, and J. Aaseth Biliary excretion of copper and zinc in the rat as influenced by diethylmaleate, selenite and diethyldithiocarbamate Biochem. Pharmacol. 29 1980 2129 2133
2. J. Alexander, and J. Aaseth Hepatobiliary transport and organ distribution of silver in the rat as influenced by selenite Toxicology 21 1981 179 186
3. J. Alexander, J. Aaseth, and A. Mikalsen Excretion of lead in rat bile - the role of glutathione Acta Pharmacol. Toxicol. 59 1986 486 489
4. I. Anundi, J. Hogberg, and M. Vahter GSH release in bile as influenced by arsenite FEBS Lett. 145 1982 285 288
5. H.V. Aposhian, E.S. Gurzau, X.C. Le, A. Gurzau, S.M. Healy, X.F. Lu, M.S. Ma, L. Yip, R.A. Zakharyan, R.M. Maiorino, R.C. Dart, M.G. Tircus, D. Gonzalez-Ramirez, D.L. Morgan, D. Avram, and M.M. Aposhian Occurrence of monomethylarsonous acid in urine of humans exposed to inorganic arsenic Chem. Res. Toxicol. 13 2000 693 697
6. H.V. Aposhian, R.A. Zakharyan, M.D. Avram, M.J. Kopplin, and M.L. Wollenberg Oxidation and detoxification of trivalent arsenic species Toxicol. Appl. Pharmacol. 193 2003 1 8
7. N. Ballatori, and T.W. Clarkson Biliary transport of glutathione and methylmercury Am. J. Physiol. 244 1983 G435 G441
8. N. Ballatori, and T.W. Clarkson Inorganic mercury secretion into bile as a low-molecular weight complex Biochem. Pharmacol. 33 1984 1087 1092
9. N. Ballatori, and T.W. Clarkson Biliary-secretion of glutathione and of glutathione metal-complexes Fundam. Appl. Toxicol. 5 1985 816 831
10. M.N. Bates, A.H. Smith, and C. Hopenhaynrich Arsenic ingestion and internal cancers - a review Am. J. Epidemiol. 135 1992 462 476
11. J.P. Buchet, and R. Lauwerys Role of thiols in the in vitro methylation of inorganic arsenic by rat-liver cytosol Biochem. Pharmacol. 37 1988 3149 3153
12. C.J. Chen, C.W. Chen, M.M. Wu, and T.L. Kuo Cancer potential in liver, lung, bladder and kidney due to ingested inorganic arsenic in drinking-water Br. J. Cancer 66 1992 888 892
13. M.G. Cherian, and J.J. Vostal Biliary excretion of cadmium in rat I. Dose-dependent biliary excretion and the form of cadmium in the bile J. Toxicol. Environ. Health 2 1977 945 954
14. E.A. Crecelius Changes in the chemical speciation of arsenic following ingestion by man Environ. Health Perspect. 19 1977 147 150
15. I. Csanaky, B. Nemeti, and Z. Gregus Dose-dependent biotransformation of arsenite in rats - not S-adenosylmethionine depletion impairs arsenic methylation at high dose Toxicology 183 2003 77 91
16. X. Cui, Y. Kobayashi, T. Hayakawa, and S. Hirano Arsenic speciation in bile and urine following oral and intravenous exposure to inorganic and organic arsenics in rats Toxicol Sci. 82 2004 478 487
17. W.R. Cullen, B.C. McBride, and J. Reglinski The reaction of methylarsenicals with thiols - some biological implications J. Inorg. Biochem. 21 1984 179 194
18. L.M. Del Razo, M. Stybo, W.R. Cullen, and D.J. Thomas Determination of trivalent methylated arsenicals in biological matrices Toxicol. Appl. Pharmacol. 174 2001 282 293
19. J. Gailer, and W. Lindner On-column formation of arsenic-glutathione species detected by size-exclusion chromatography in conjunction with arsenic-specific detectors J. Chromatogr. B 716 1998 83 93
20. Z.L. Gong, X.F. Lu, W.R. Cullen, and X.C. Le Unstable trivalent arsenic metabolites, monomethylarsonous acid and dimethylarsinous acid J. Anal. At. Spectrom. 16 2001 1409 1413
21. Z. Gregus, A. Gyurasics, and I. Csanaky Biliary and urinary excretion of inorganic arsenic: monomethylarsonous acid as a major biliary metabolite in rats Toxicol. Sci. 56 2000 18 25
22. Z. Gregus, and C.D. Klaassen Disposition of metals in rats - a comparative-study of fecal, urinary, and biliary-excretion and tissue distribution of 18 metals Toxicol. Appl. Pharmacol. 85 1986 24 38
23. A. Gyurasics, F. Varga, and Z. Gregus Effect of arsenicals on biliary-excretion of endogenous glutathione and xenobiotics with glutathione-dependent hepatobiliary transport Biochem. Pharmacol. 41 1991 937 944
24. A. Gyurasics, F. Varga, and Z. Gregus Glutathione-dependent biliary-excretion of arsenic Biochem. Pharmacol. 42 1991 465 468
25. H.R. Hansen, A. Raab, M. Jaspars, B.F. Milne, and J. Feldmann Sulfur-containing arsenical mistaken for dimethylarsinous acid [DMA(III)] and identified as a natural metabolite in urine: major implications for studies on arsenic metabolism and toxicity Chem. Res. Toxicol. 17 2004 1086 1091
26. S.V. Kala, M.W. Neely, G. Kala, C.I. Prater, D.W. Atwood, J.S. Rice, and M.W. Lieberman The MRP2/cMOAT transporter and arsenic-glutathione complex formation are required for biliary excretion of arsenic J. Biol. Chem. 275 2000 33404 33408
27. X.C. Le, X.F. Lu, M.S. Ma, W.R. Cullen, H.V. Aposhian, and B.S. Zheng Speciation of key arsenic metabolic intermediates in human urine Anal. Chem. 72 2000 5172 5177
28. B.K. Mandal, Y. Ogra, and K.T. Suzuki Identification of dimethylarsinous and monomethylarsonous acids in human urine of the arsenic-affected areas in West Bengal India Chem. Res. Toxicol. 14 2001 371 378
29. M.J. Mass, A. Tennant, B.C. Roop, W.R. Cullen, M. Styblo, D.J. Thomas, and A.D. Kligerman Methylated trivalent arsenic species are genotoxic Chem. Res. Toxicol. 14 2001 355 361
30. J.S. Petrick, F. Ayala-Fierro, W.R. Cullen, D.E. Carter, and H.V. Aposhian Monomethylarsonous acid (MMA(III)) is more toxic than arsenite in Chang human hepatocytes Toxicol. Appl. Pharmacol. 163 2000 203 207
31. A. Raab, A.A. Meharg, M. Jaspars, D.R. Genney, and J. Feldmann Arsenic-glutathione complexes - their stability in solution and during separation by different HPLC modes J. Anal. At. Spectrom. 19 2004 183 190
32. P.F. Reay, and C.J. Asher Preparation and purification of 74As-labeled arsenate and arsenite for use in biological experiments Anal. Biochem. 78 1977 557 560
33. N.A. Rey, O.W. Howarth, and E.C. Pereira-Maia Equilibrium characterization of the As(III)-cysteine and the As(III)-glutathione systems in aqueous solution J. Inorg. Biochem. 98 2004 1151 1159
34. N. Scott, K.M. Hatlelid, N.E. Mackenzie, and D.E. Carter Reactions of arsenic(III) and arsenic(V) species with glutathione Chem. Res. Toxicol. 6 1993 102 106
35. A.H. Smith, C. Hopenhaynrich, M.N. Bates, H.M. Goeden, I. Hertzpicciotto, H.M. Duggan, R. Wood, M.J. Kosnett, and M.T. Smith Cancer risks from arsenic in drinking-water Environ. Health Perspect. 97 1992 259 267
36. T.J. Smith, E.A. Crecelius, and J.C. Reading Airborne arsenic exposure and excretion of methylated arsenic compounds Environ. Health Perspect. 19 1977 89 93
37. M. Styblo, L.M. Del Razo, L. Vega, D.R. Germolec, E.L. LeCluyse, G.A. Hamilton, W. Reed, C. Wang, W.R. Cullen, and D.J. Thomas Comparative toxicity of trivalent and pentavalent inorganic and methylated arsenicals in rat and human cells Arch. Toxicol. 74 2000 289 299
38. K.T. Suzuki, B.K. Mandal, A. Katagiri, Y. Sakuma, A. Kawakami, Y. Ogra, K. Yamaguchi, Y. Sei, K. Yamanaka, K. Anzai, M. Ohmichi, H. Takayama, and N. Aimi Dimethylthioarsenicals as arsenic metabolites and their chemical preparations Chem. Res. Toxicol. 17 2004 914 921
39. H. Yamauchi, and B.A. Fowler Toxicity and metabolism of inorganic and methylated arsenicals J.O. Nriagu Arsenic in the Environment, Part II: Human Health and Ecosystem Effects 1994 John Wiley and Sons New York 33 43