Biliary and urinary excretion of inorganic arsenic: Monomethylarsonous acid as a major biliary metabolite in rats

Toxicological Sciences

Volumn 56, Issue 1, 2000, Pages 18-25

  Gregus, Zoltán ^a   Gyurasics, Ágnes ^a   Csanaky, Iván ^a  

^a UNIVERSITY OF PÉCS   (Hungary)

Author keywords

Arsenic; Biliary excretion; Methylation; Monomethylarsonous acid; Urinary excretion

Indexed keywords

ADENOSINE DERIVATIVE; ARSENIC; ARSENIC ACID; ARSENIC TRIOXIDE; GLUTATHIONE; METHANEARSONIC ACID; MONOMETHYLARSONOUS ACID; ORGANOARSENIC DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ARTICLE; BILE; BILIARY EXCRETION; BIOTRANSFORMATION; CONTROLLED STUDY; FLUORESCENCE ANALYSIS; MALE; METABOLITE; METHYLATION; NONHUMAN; OXIDATION REDUCTION REACTION; RAT; REACTION ANALYSIS; TOXICOKINETICS; URINARY EXCRETION; URINE; WATER CONTAMINATION;

ANIMALIA;

EID: 0033936088     PISSN: 10966080     EISSN: None     Source Type: Journal    
DOI: 10.1093/toxsci/56.1.18     Document Type: Article

References (46)

1. Aposhian, H. V. (1997). Enzymatic methylation of arsenic species and other new approaches to arsenic toxicity. Annu. Rev. Pharmacol. Toxicol. 37, 397-419.
2. Benramdane, L., Accominotti, M., Fanton, L., Malicier, D., and Vallon, J. J. (1999). Arsenic speciation in human organs following fatal arsenic trioxide poisoning - a case report. Clin. Chem. 45, 301-306.
3. Braman, R. S. (1983). Environmental reaction and analysis methods. In Biological and Environmental Effects of Arsenic (B. A. Fowler, Ed.), pp. 141-154. Elsevier Science, New York.
4. Buchet, J. P., and Lauwerys, R. (1987). Study of factors influencing the in vivo methylation of inorganic arsenic in rats. Toxicol. Appl. Pharmacol. 91, 65-74.
5. Buchet, J. P., and Lauwerys, R. (1988). Role of thiols in the in vitro methylation of inorganic arsenic by rat liver cytosol. Biochem. Pharmacol. 37, 3149-3153.
6. Buchet, J. P., Lauwerys, R., and Roels, H. (1981). Comparison of the urinary excretion of arsenic metabolites after a single oral dose of sodium arsenite, monomethylarsonate, or dimethylarsonate in man. Int. Arch. Occup. Environ. Health 48, 71-79.
7. Chan, P. C., and Huff, J. (1997). Arsenic carcinogenesis in animals and in humans: mechanistic, experimental, and epidemiological evidence. Environ. Carcino. Ecotox. Rev. C15, 83-122.
8. 3 induces NB4 cell apoptosis with downregulation of Bcl-2 expression and modulation of PML-RARα/PML proteins. Blood 88, 1052-1061.
9. Concha, G., Nermell, B., and Vahter, M. (1998). Metabolism of inorganic arsenic in children with chronic high arsenic exposure in northern Argentina. Environ. Health Perspect. 106, 355-359.
10. Cullen, W.R. (1989). The metabolism of methylarsine oxide and sulfide. Appl. Organometal. Chem. 3, 71-78.
11. Cullen, W. R., McBride, B. C., and Reglinski, J. (1984). The reaction of methylarsenicals with thiols: some biological implications. J. Inorg. Biochem. 21, 179-194.
12. Delnomdedieu, M., Basti, M. M., Otvos, J. D., and Thomas, D. J. (1994). Reduction and binding of arsenate and dimethylarsinate by glutathione: a magnetic resonance study. Chem-Biol. Interact. 90, 139-155.
13. Dixon, H. B. F. (1997). The biochemical action of arsonic acids especially as phosphate analogues. Adv. Inorg. Chem. 44, 191-227.
14. Gailer, J., and Lindner, W. (1998). On-column formation of arsenic-glutathione species detected by size-exclusion chromatography in conjunction with arsenic-specific detectors. J. Chromatography B 716, 83-93.
15. Gomez-Ariza, J. L., Rodas, D. S., Beltran, R., Corns, W., and Stockwell, P. (1998). Evaluation of atomic fluorescence spectrometry as a sensitive detection technique for arsenic speciation. Appl. Organometal. Chem. 12, 1-9.
16. Gregus, Z., and Klaassen, C. D. (1986). Disposition of metals in rats: a comparative study of fecal, urinary and biliary excretion and tissue distribution of eighteen metals. Toxicol. Appl. Pharmacol. 85, 24-38.
17. Gregus, Z., and Klaassen, C. D. (1995). Excretion of metal ions: mechanisms and influencing factors. In Handbook on Metal-Ligand Interactions in Biological Fluids (G. Berthen, Ed.). Vol. 1, pp. 445-460. Marcel Dekker, New York.
18. Gregus, Z., Perjési, P., and Gyurasics, Á. (1998). Enhancement of selenium excretion in bile by sulfobromophthalein: elucidation of the mechanism. Biochem. Pharmacol. 56, 1391-1402.
19. Gyurasics, Á., Varga, F., and Gregus, Z. (1991a). Effect of arsenicals on biliary excretion of glutathione and xenobiotics undergoing conjugation with glutathione. Biochem. Pharmacol. 41, 937-944.
20. Gyurasics, Á., Varga, F., and Gregus, Z. (1991b). Glutathione-dependent biliary excretion of arsenic. Biochem. Pharmacol. 42, 465-468.
21. Healy, S. M., Wildfang, E., Zakharyan, R. A., and Aposhian, H. V. (1999). Diversity of inorganic arsenite biotransformation. Biol. Trace Elem. Res. 68, 249-266.
22. Hoffman, J. L. (1980). The rate of transmethylation in mouse liver as measured by trapping S-adenosylhomocysteine. Arch. Biochem. Biophys. 205, 132-135.
23. Hughes, M. F., Menache, M., and Thompson, D. J. (1994). Dose-dependent disposition of sodium arsenate in mice following acute oral exposure. Fundam. Appl. Toxicol. 22, 80-89.
24. Iffland, R. (1994). Arsenic. In Handbook on Metals in Clinical and Analytical Chemistry (H. G., Seiler, A. Sigel, and H. Sigel, Eds.), pp. 237-253. Marcel Dekker, New York.
25. Ishinishi, N., Tsuchiya, K., Vahter, M., and Fowler, B. A. (1986). Arsenic. In Handbook on the Toxicology of Metals, 2nd ed. (L. Friberg, G. F. Nordberg, and V. Vouk, Eds.), pp. 43-83. Elsevier Science, New York.
26. Klaassen, C. D. (1974). Biliary excretion of arsenic in rats, rabbits, and dogs. Toxicol. Appl. Pharmacol. 29, 447-457.
27. Knowles, F. C., and Benson, A. A. (1983). The biochemistry of arsenic. Trends Biochem. Sci. 8, 178-180.
28. Lin, S., Cullen, W. R., and Thomas, D. J. (1999). Methylarsenicals and arsinothiols are potent inhibitors of mouse liver thioredoxin reductase. Chem. Res. Toxicol. 12, 924-930.
29. 75As) arsenite in mice and rabbits. Chem. Biol. Interact. 50, 49-57.
30. 74Aslabelled arsenate and arsenite for use in biological experiments. Anal. Biochem. 78, 557-560.
31. Scott, N., Hatlelid, K. M., MacKenzie, N. E., and Carter, D. E. (1993). Reactions of arsenic(III) and arsenic(V) species with glutathione. Chem. Res. Toxicol. 6, 102-106.
32. Soignet, S. L., Maslak, P., Wang, Z. G., Jhanwar, S., Calleja, E., Dardashti, L. J., Corso, D., DeBlasio, A., Gabrilove, J., Scheinberg, D. A., Pandolfi, P. P., and Warrel, R. P. (1998). Complete remission after treatment of acute promyelocytic leukemia with arsenic trioxide. New Eng. J. Med. 339, 1341-1348.
33. Styblo, M., Del Razo, L. M., and Thomas, D. J. (1999). Metabolism and toxicity of arsenicals in primary rat hepatocytes. Toxicologist 48, 350.
34. Styblo, M., Delnomdedieu, M., and Thomas, D. J. (1995a). Biological mechanisms and toxicological consequences of the methylation of arsenic. In Toxicology of Metals. Biochemical Aspects. Handbook of Experimental Pharmacology (R. A. Goyer, and G. Cherian, Eds.), Vol. 115, pp. 407-433. Springer Verlag, Berlin.
35. Styblo, M., Delnomdedieu, M., and Thomas, D. J. (1996). Mono dimethylation of arsenic in rat liver cytosol in vitro. Chem. Biol. Interact. 99, 147-164.
36. Styblo, M., Serves, S. V., Cullen, W. R., and Thomas, D. J. (1997). Comparative inhibition of yeast glutathione reductase by arsenicals and arsenothiols. Chem. Res. Toxicol. 10, 27-33.
37. Styblo, M., Yamauchi, H., and Thomas, D. J. (1995b). Comparative in vitro methylation of trivalent and pentavalent arsenicals. Toxicol. Appl. Pharmacol. 135, 172-178.
38. Tandon, S. K., Magos, L., and Webb, M. (1986). The stimulation and inhibition of the exhalation of volatile selenium. Biochem. Pharmacol. 35, 2763-2766.
39. Thompson, D. J. (1993). A chemical hypothesis for arsenic methylation in mammals. Chem. Biol. Interact. 88, 89-114.
40. Vahter, M. (1983). Metabolism of arsenic. In Biological and Environmental Effects of Arsenic (B. A. Fowler, Ed.), pp. 170-197. Elsevier Science, New York.
41. Vahter, M. (1994). Species differences in the metabolism of arsenic. Environ. Geochem. Health 16, 171-179.
42. Vahter, M., and Envall, J. (1983). In vivo reduction of arsenate in mice and rabbits. Environ. Res. 32, 14-24.
43. Vahter, M., and Marafante, E. (1988). In vivo methylation and detoxication of arsenic. In The Biological Alkylation of Heavy Elements. (F. Glocking, and P. J. Craig, Eds.), pp. 105-119. Royal Society of Chemistry, London.
44. Yamauchi, H., Yamato, N., and Yamamura, Y. (1988). Metabolism and excretion of orally and intraperitoneally administered methylarsonic acid in the hamster. Bull. Environ. Contam. Toxicol. 40, 280-286.
45. Zakharyan, R., Wu, Y., Bogdan, G. M., and Aposhian, H. V. (1995). Enzymatic methylation of arsenic compounds: assay partial purification and properties of arsenite methyltransferase and monomethylarsonic acid methyltransferase of rabbit liver. Chem. Res. Toxicol. 8, 1029-1038.
46. 12 and glutathione does not require an enzyme. Toxicol. Appl. Pharmacol. 154, 287-291.