In vitro effect of arsenical compounds on glutathione-related enzymes

Chemical Research in Toxicology

Volumn 14, Issue 5, 2001, Pages 517-522

  Chouchane, Salem ^a,b   Snow, Elizabeth T ^a,c  

^a NEW YORK UNIVERSITY SCHOOL OF MEDICINE   (United States)

^b CITY COLLEGE OF NEW YORK   (United States)

^c DEAKIN UNIVERSITY   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

ARSENIC TRIOXIDE; ARSENITE SODIUM; GLUTATHIONE; GLUTATHIONE PEROXIDASE; GLUTATHIONE REDUCTASE; GLUTATHIONE TRANSFERASE; THIOL DERIVATIVE;

ARTICLE; CARCINOGENESIS; CONCENTRATION RESPONSE; ENVIRONMENTAL EXPOSURE; ENZYME ACTIVITY; ENZYME SYNTHESIS; METABOLISM; PROTEIN BINDING; TOXICITY;

ARSENICALS; CARCINOGENS; DOSE-RESPONSE RELATIONSHIP, DRUG; GLUTATHIONE PEROXIDASE; GLUTATHIONE REDUCTASE; GLUTATHIONE TRANSFERASE; THIOREDOXIN REDUCTASE (NADPH);

BOVINAE; EQUIDAE;

EID: 0035012528     PISSN: 0893228X     EISSN: None     Source Type: Journal    
DOI: 10.1021/tx000123x     Document Type: Article

References (45)

1. Rossman, T. G. (1998) Arsenic. In Environmental and Occupational Medicine (Rom, W. N., Ed.) pp 1011-1019, Lippencott-Raven, Philadelphia.
2. Abernathy, C. O., Liu, Y. P., Longfellow, D., Aposhian, H. V., Beck, B., Fowler, B., Goyer, R., Menzer, R., Rossman, T., Thompson, C., and Waalkes, M. (1999) Arsenic: health effects, mechanisms of actions, and research issues. Environ. Health Perspect. 107 (7), 593-597.
3. Leonard, A., and Lauwerys, R. R. (1980) Carcinogenicity, teratogenicity and mutagenicity of arsenic. Mutat. Res. 75 (1), 49-62.
4. Wang, Z., and Rossman, T. G. (1996) The Carcinogenicity of Arsenic. In Toxicology of Metals (Chang, L. W., Ed.) pp 219-227, CRC Press, Boca Raton, FL.
5. Kalyanaraman, B. (1995) Thiyl radicals in biological systems: significant or trivial? In Free Radicals and Oxidative Stress: Environment, Drugs and Food Additives (Rice-Evans, C., Halliwell, B., and Lunt, G. G., Eds.) pp 55-63, Portland Press, London.
6. Ballatori, N. (1994) Glutathione mercaptides as transport forms of metals. Adv. Pharmacol. 27, 271-298.
7. Aposhian, H. V. (1997) Enzymatic methylation of arsenic species and other new approaches to arsenic toxicity. Annu. Rev. Pharmacol. Toxicol. 37, 397-419.
8. Farago, M. E., and Kavanagh, P. (1999) Proportions of arsenic species in human urine. In Arsenic Exposure and Health Effects: Proceedings of the Third International Conference on Arsenic Exposure and Health Effects, July 12-15, 1998 (Chappell, W. R., Abernathy, C. O., and Calderon, R. L., Eds.) pp 325-334, Elsevier Science Ltd., Oxford, U.K.
9. Zakharyan, R. A., Ayala-Fierro, F., Cullen, W. R., Carter, D. M., and Aposhian, H. V. (1999) Enzymatic methylation of arsenic compounds. VII. Monomethylarsonous acid (MMAIII) is the substrate for MMA methyltransferase of rabbit liver and human hepatocytes. Toxicol. Appl. Pharmacol. 158 (1), 9-15.
10. Lee, T. C., and Ho, I. C. (1995) Modulation of cellular antioxidant defense activities by sodium arsenite in human fibroblasts. Arch. Toxicol. 69 (7), 498-504.
11. Zakharyan, R. A., and Aposhian, H. V. (1999) Arsenite methylation by methylvitamin B12 and glutathione does not require an enzyme. Toxicol. Appl. Pharmacol. 154 (3), 287-291.
12. Delnomdedieu, M., Basti, M., Otvos, J., and Thomas, D. (1994) Reduction and binding of arsenate and dimethylarsinate by glutathione: a magnetic resonance study. Chem.-Biol. Interact. 90 (2), 139-155.
13. Zakharyan, R. A., and Aposhian, H. V. (1999) Enzymatic reduction of arsenic compounds in mammalian systems: the rate-limiting enzyme of rabbit liver arsenic biotransformation is MMA(V) reductase. Chem. Res. Toxicol. 12 (12), 1278-1283.
14. Thompson, D. (1993) A chemical hypothesis for arsenic methylation in mammals. Chem.-Biol. Interact. 88 (2-3), 89-114.
15. 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 (1), 27-33.
16. Wendel, A. (1980) Glutathione peroxidase. In Enzymatic basis of detoxication, pp 333-353, Academic Press, San Diego.
17. Meister, A. (1994) Glutathione, ascorbate, and cellular protection. Cancer Res. 54 (Suppl.), 1969s-1975s.
18. Habig, W. H., and Jakoby, W. B. (1981) Glutathione S-transferases (rat and human). Methods Enzymol. 77, 218-231.
19. Keen, J. H., Habig, W. H., and Jakoby, W. B. (1976) Mechanism for the several activities of the glutathione S-transferases. J. Biol. Chem. 251 (20), 6183-6188.
20. Matsui, M., Nishigori, C., Toyokuni, S., Takada, J., Akaboshi, M., Ishikawa, M., Imamura, S., and Miyachi, Y. (1999) The role of oxidative DNA damage in human arsenic carcinogenesis: detection of 8-hydroxy-2′-deoxyguanosine in arsenic-related Bowen's disease. J. Invest. Dermatol. 113 (1), 26-31.
21. Nordenson, I., and Beckman, L. (1991) Is the genotoxic effect of arsenic mediated by oxygen free radicals? Hum. Hered. 41 (1), 71-73.
22. Wang, T., Shu, Y., Liu, Y., Jan, K., and Huang, H. (1997) Glutathione peroxidase and catalase modulate the genotoxicity of arsenite. Toxicology 121 (3), 229-237.
23. Barchowsky, A., Roussel, R. R., Klei, L. R., James, P. E., Ganju, N., Smith, K. R., and Dudek, E. J. (1999) Low levels of arsenic trioxide stimulate proliferative signals in primary vascular cells without activating stress effector pathways. Toxicol. Appl. Pharmacol. 159 (1), 65-75.
24. 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 (10), 924-930.
25. 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.
26. Serves, S. V., Charalambidis, Y. C., Sotiropoulos, D. N., and Ioannou, P. (1995) Reaction of arsenic(III) oxide, arsenous and arsenic acids with thiols. Phosphorus, Sulfur Silicon Relat. Elem. 105, 109-116.
27. Burrows, G. B., and Turner, E. E. (1920) A new type of compound containing arsenic. Trans. Chem. Soc. 117, 1375.
28. Goddard, A. (1930) Derivatives of arsenic. In A Text Book of Inorganic Chemistry (Friend, J., Ed.) pp 20-23, Griffin and Co., London.
29. Styblo, M., and Thomas, D. (1995) In vitro inhibition of glutathione reductase by arsenotriglutathione. Biochem. Pharmacol. 49 (7), 971-977.
30. 2 stress. Exp. Eye Res. 62 (5), 521-540.
31. Asaoka, K., and Takahashi, K. (1983) A colorimetric assay of glutathione S-transferases using o-dinitrobenzene as a substrate. J. Biochem. 94 (5), 1685-1688.
32. Brogdon, W., and Barber, A. (1990) Microplate assay of glutathione S-transferase activity for resistance detection in single-mosquito triturates. Comp. Biochem. Physiol. B: Comp. Biochem. 96 (2), 339-342.
33. 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 (6), 355-359.
34. Hopenhayn-Rich, C., Biggs, M. L., Kalman, D. A., Moore, L. E., and Smith, A. H. (1996) Arsenic methylation patterns before and after changing from high to lower concentrations of arsenic in drinking water. Environ. Health Perspect. 104 (11), 1200-1207.
35. Petrick, J. S., Ayala-Fierro, F., Cullen, W. R., Carter, D. E., and Vasken Aposhian, H. (2000) Monomethylarsonous acid (MMA-(III)) is more toxic than arsenite in Chang human hepatocytes. Toxicol. Appl. Pharmacol. 163 (2), 203-207.
36. Snow, E., Hu, Y., Yan, C., and Chouchane, S. (1999) Modulation of DNA repair and glutathione levels in human keratinocytes by micromolar arsenite. In Arsenic Exposure and Health Effects: Proceedings of the Third International Conference on Arsenic Exposure and Health Effects, July 12-15, 1998 (Chappell, W. R., Abernathy, C. O., and Calderon, R. L., Eds.) pp 243-251, Elsevier Science Ltd., Oxford, U.K.
37. Muller, S., Walter, R., and Fairlamb, A. (1995) Differential susceptibility of filarial and human erythrocyte glutathione reductase to inhibition by the trivalent organic arsenical melarsen oxide. Mol. Biochem. Parasitol. 71 (2), 211-219.
38. Styblo, M., Vega, L., Germolec, D., Luster, M., Maria Del Razo, L., Wang, C., Cullen, W., and Thomas, D. (1999) Metabolism and toxicity of arsenicals in cultured cells. In Arsenic Exposure and Health Effects: Proceedings of the Third International Conference on Arsenic Exposure and Health Effects, July 12-15, 1998 (Chappell, W., Abernathy, C., and Calderon, R., Eds.) pp 3111-3323, Elsevier Science, Ltd., Oxford, U.K.
39. Lee, T. C., Wei, M. L., Chang, W. J., Ho, I. C., Lo, J. F., Jan, K. Y., and Huang, H. (1989) Elevation of glutathione levels and glutathione S-transferase activity in arsenic-resistant Chinese hamster ovary cells. In Vitro Cell. Dev. Biol. 25 (5), 442-448.
40. Yamanaka, K., Hayashi, H., Tachikawa, M., Kato, K., Hasegawa, A., Oku, N., and Okada, S. (1997) Metabolic methylation is a possible genotoxicity-enhancing process of inorganic arsenics. Mutat. Res. 394 (1-3), 95-101.
41. Delnomdedieu, M., Basti, M., Otvos, J., and Thomas, D. (1993) Transfer of arsenite from glutathione to dithiols: a model of interaction. Chem. Res. Toxicol. 6 (5), 598-602.
42. Cullen, W., McBride, B., and Reglinski, J. (1984) The reaction of methylarsenicals with thiols: Some biological implications. J. Inorg. Biochem. 21, 179-194.
43. Aposhian, H. V., et al. (2000) DMPS-arsenic challenge test. II. Modulation of arsenic species, including monomethylarsonous acid (MMA(III)), excreted in human urine. Toxicol. Appl. Pharmacol. 165 (1), 74-83.
44. Styblo, M., Del Razo, L. M., LeCluyse, E. L., Hamilton, G. A., Wang, C., Cullen, W. R., and Thomas, D. J. (1999) Metabolism of arsenic in primary cultures of human and rat hepatocytes. Chem. Res. Toxicol. 12 (7), 560-565.
45. Aposhian, H. V., et al. (2000) Occurrence of monomethylarsonous acid in urine of humans exposed to inorganic arsenic. Chem. Res. Toxicol. 13 (8), 693-697.