Antioxidant activity of diethyldithiocarbamate

Free Radical Research

Volumn 24, Issue 6, 1996, Pages 461-472

  Liu, Jiankang ^a   Shigenaga, Mark K ^a   Yan, Liang Jun ^a   Mori, Akitane ^b   Ames, Bruce N ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

^b OKAYAMA UNIVERSITY MEDICAL SCHOOL   (Japan)

Author keywords

Diethyldithiocarbamate (DDC); DNA damage; Hydroxyl radicals; Hypochlorous acid; NO toxicity

Indexed keywords

DEOXYRIBOSE; DIETHYLDITHIOCARBAMIC ACID; HYDROXYL RADICAL; HYPOCHLOROUS ACID; LOW DENSITY LIPOPROTEIN; NITRITE; PROTEIN; REACTIVE OXYGEN METABOLITE; SCAVENGER;

ANTIOXIDANT ACTIVITY; ARTICLE; BRAIN PROTECTION; CONTROLLED STUDY; DNA DAMAGE; IRON CHELATION;

EID: 0029950603     PISSN: 10715762     EISSN: None     Source Type: Journal    
DOI: 10.3109/10715769609088045     Document Type: Article

References (46)

1. R.E. Heikkila, F.S. Cabbat and G. Cohen (1976) In vivo inhibition of superoxide dismutase in mice by diethyldithiocarbamate. Journal of Biological Chemistry, 251, 2182-2185.
2. L.A. Bynoe, J.D. Gottsch, S. Pou and G.M. Rosen (1992) Light-dependent generation of superoxide from human erythrocytes. Photochemistry and Photobiology, 56, 353-356.
3. M.D. Faiman, R.G. Mehl and F.W. Oehme (1971) Protection with disulfiram from central and pulmonary oxygen toxicity. Biochemical Pharmacology, 20, 3059-3067.
4. L. Frank, D.L. Wood and R.J. Roberts (1978) Effect of DDC on oxygen toxicity and lung enzyme activity in immature and adult rats. Biochemical Pharmacology, 27, 251-254.
5. 2 on the rat lung. Journal of Pharmacology and Experimental Therapy, 208, 377-380.
6. L.S. Kaminsky, J.M. Fraser, M. Seaman and D. Dunbar (1992) Rat liver metabolism and toxicity of 2, 2, 2-trifluoroethanol. Biochemical Pharmacology, 44, 1829-1837.
7. P. Puccini, S. Menicagli, V. Longo, A. Santucci and P.G. Gervasi (1992) Purification and characterization of an acetone-inducible cytochrome P450 from hamster liver microsomes. Biochemical Journal, 287, 863-870.
8. E.D. Kharasch, K.E. Thummel, J. Mhyre and J.H. Lillibridge (1993) Single-dose disulfiram inhibition of chlorzoxazone metabolism: a clinical probe for P450 2E1. Clinical Pharmacology and Therapy, 53, 643-650.
9. J. Pan, J.Y. Hong, D. Li, E.G. Schuetz, P.S. Guzelian, W. Huang and C.S. Yang (1993) Regulation of cytochrome P450 2B1/2 genes by diallyl sulfone, disulfiram, and other organosulfur compounds in primary cultures of rat hepatocytes. Biochemical Pharmacology, 45, 2323-2329.
10. C.W. Broner, J.L. Sheneep, D.C. Stokes, D. Fairclough, W.K. Hildner, S.A. Storgion and J.E. Rehg (1993) Reversal of dopamine-refractory septic shock by diethyldithiocarbamate, an inhibitor of endothelium-derived relaxing factor. Journal of Infective Disease, 167, 141-147.
11. C.J. East and R.F. Borch (1992) The importance of schedule on diethyldithiocarbamate modulation of drug-induced myelosuppression. Cancer Chemotherapy and Pharmacology, 31, 123-126.
12. L.M. Schuchter, W.E. Luginbuhl and N.J. Meropol (1992) The current status of toxicity protectants in cancer therapy. Seminars in Oncology, 19, 742-751.
13. P. Dufour, J.M. Lang, C. Giron, B. Duclos, P. Haehnel, D. Jaeck, J.M. Jung and F. Oberling (1993) Sodium dithiocarb as adjuvant immunotherapy for high risk breast cancer: a randomized study. Biotherapy, 6, 9-12.
14. E.M. Hersh, C.Y. Funk, E.A. Petersen and D.E. Mosier (1990) Biological activity of diethyldithiocarbamate (Dithiocarb, Imuthiol) in an animal model of retrovirus-induced immunodeficiency disease and in clinical trials in patients with HIV infection: The Dithiocarb Study Group. Developmental Biology and Standardazation, 72, 355-363.
15. A. Coutellier, D. Bonnefont-Rousselot, J. Delattre, O. Lopez, MC Jaudon, S. Herson and J. Emerit (1992) Oxidative stress in 29 HIV seropositive patients: two-year results of a double-blind trial of diethyldithiocarbamate versus placebo. Presse Medicine, 21, 1809-1812.
16. G.L. Vanham, L. Kestens, J. Van-Hoof, G. Penne, R. Colebunders, C. Giolav, M. Vandenbruaene, R. El-Habib and P. Gigase (1993) Immunological parameters during treatment with dithiocarb (Imuthiol). AIDS, 7, 525-530.
17. R.E. Evans, C.R. Engel, C.L. Wheatly, J.R. Nielsen and L.J. Ciborowski (1983) An in vitro study of the radioprotective effect of diethyldithiocarbamate (DTC). International Journal of Rad. Onc. Biol. Phys, 9, 1635-1640.
18. G. Bartoli, A. Muller, E. Cadenas and H. Sies (1983) Antioxidant effect of diethyldithiocarbamate on microsomal lipid peroxidation assessed by low-level chemiluminescence and alkane production. FEBS Letters, 164, 371-374.
19. A.L. Zanocco, R. Pavez, A. Videla and E.A. Lissi (1989) Antioxidant capacity of diethyldithiocarbamate in a metal independent lipid peroxidative process. Free Radical Biology and Medicine, 7, 151-156.
20. S. Mankhetkorn, Z. Abedinzadeh and C. Houee-Levin (1994) Antioxidant action of sodium diethyldithiocarbamate: reaction with hydrogen peroxide and superoxide radical. Free Radical Biology and Medicine, 17, 517-527.
21. M. Wasil, B. Halliwell, D.C.S. Hutchison and H. Baum (1987) The antioxidant action of human extracellular fluids. Biochemical Journal, 243, 219-223.
22. B. Halliwell (1991) Drug antioxidant effects - a basis for drug selection. Drugs, 42, 569-605.
23. J.M.C. Gutteridge, L. Maidt and L. Poyer (1990) Superoxide dismutase and Fenton chemistry: reaction of ferric-EDTA complex and ferric-bipyridyl complex with hydrogen peroxide without the apparent formation of iron(II). Biochemical Journal, 269, 169-174.
24. N. Hogg, V.M. Darley-Usmar, M.T. Wilson and S, Moncada (1992) Production of hydroxyl radicals from the simultaneous generation of superoxide and nitric oxide. Biochemical Journal, 281, 419-424.
25. J.M.C. Gutteridge and X.C. Fu (1981) Enhancement of bleomycin-iron free radical damage to DNA by antioxidants and their inhibition of lipid peroxidation. FEBS Letters, 123, 71-74.
26. M. Paya, B. Halliwell and J.R.S. Hoult (1992) Interaction of a series of coumarins with reactive oxygen species: scavenging of superoxide, hypochlorous acid and hydroxyl radicals. Biochemical Pharmacology, 44, 205-214.
27. J. Liu and A. Mori (1993) Monoamine metabolism provides an antioxidant defense in the brain against oxidant-and free radical-induced damage. Archives of Biochemistry and Biophysics, 302, 118-127.
28. H. Ohkawa, N. Ohishi and K. Yagi (1979) Assay for lipid peroxides in animal tissues by thiobarbituric acid reaction. Analytical Biochemistry, 95, 351-358.
29. C.N. Oliver, B-W. Ahn, E.J. Moerman, S. Goldstein and E.R. Stadtman (1987) Age-related changes in oxidized proteins. Journal of Biological Chemistry, 262, 5488-5491.
30. J.R. Wagner, C-C. Hu and B.N. Ames (1992) Endogenous oxidative damage of deoxycytidine in DNA. Proceedings of National Academy of Sciences of USA, 89, 3380-3384.
31. M.K. Shigenaga, E.N. Aboujaoude, Q. Chen and B.N. Ames (1994) Assays of oxidative DNA damage biomarkers 8-oxo-2′-deoxyguanosine and 8-oxoguanine in nuclear DNA and biological fluids by high-performance liquid chromatography with electrochemical detection. Methods in Enzymology, 234, 16-33.
32. J.M.C. Gutteridge and B. Halliwell (1987) Radical-promoting loosely-bound iron in biological fluids and the bleomycin assay. Life Chemistry Reports, 4, 113-142.
33. H. Wiseman, G. Paganga, C. Rice-Evans and B. Halliwell (1993) Protective actions of tamoxifen and 4-hydroxytamoxifen against oxidative damage to human low-density lipoproteins: a mechanism accounting for the cardioprotective action of tamoxifen? Biochemical Journal, 292, 635-638.
34. O.I. Aruoma and B. Halliwell (1988) The iron-binding and hydroxyl radical scavenging action of anti-inflammatory drugs. Xenobiotica, 18, 459-470.
35. R.C. Fay, J.R. Weir and A.H. Bruder (1984) Nuclear magnetic resonance studies of stereochemical rearrangements in pentagonal-bipyramidal. Inorganic Chemistry, 23, 1079-1089.
36. B.J. McCormick (1984) Monothio- and monoselenocarbamate complexes. Coordination Chemistry Reviews, 54, 99-130.
37. A.M. Bond (1984) Electrochemistry and redox behavior of transition metal dithiocarbamates. Coordination Chemistry Reviews, 54, 23-98.
38. S. Okada, Y. Minamiyama, S. Hamazaki, S. Toyokuni and A. Sotomatsu (1993) Glutathione cycle dependency of ferric nitrilotriacetate-induced lipid peroxidation in mouse proximal renal tubules. Archives of Biochemistry and Biophysics, 301, 138-142.
39. J.M.C. Gutteridge and G.J. Quinlan (1993) Antioxidant protection against organic and inorganic oxygen radicals by normal human plasma: the important primary role for iron-binding and iron-oxidizing proteins. Biochimica et Biophysica Acta, 1156, 144-150.
40. B. Halliwell (1989) Oxidants and the central nervous system: some fundamental questions. Acta Neurologica Scandinavica, 126, 23-33.
41. A.F. Vanin, P.I. Mordvintcev, S. Hauschildt and A. Mulsch (1993) The relationship between L-arginine-dependent nitric oxide synthesis, nitrite release and dinitrosyl-iron complex formation by activated macrophages. Biochimica et Biophysica Acta, 1177, 37-42.
42. S. Sato, T. Tominaga, T. Ohnishi and S.T. Ohnishi (1993) EPR spin-trapping study of nitric oxide formation during bilateral carotid occlusion in the rat. Biochimica et Biophysica Acta, 1181, 195-197.
43. J.M.C. Gutteridge, G.J. Quinlan, J. Swain and J. Cox (1994) Ferrous ion formation by ferrioxamine prepared from aged desferrioxamine: a potential prooxidant property. Free Radical Biology and Medicine, 16, 733-739.
44. J.A. Howard and J.H.B. Chemier (1976) Metal complexes as antioxidant II. Reaction of nickel di-n-butyldithiocarbamate and nickel diisopropyldithiophosphate with alkyl peroxy radicals. Canadian Journal of Chemistry, 54, 382-389.
45. T. Gessner and M. Jakubowski (1972) Diethyldithiocarbamic acid methyl ester: a metabolite of disulfiram. Biochemical Pharmacology, 21, 219-230.
46. V. Narayanaswami and H. Sies (1990) Oxidative damage to mitochondria and protection by ebselen and other antioxidants. Biochemical Pharmacology, 40, 1623-1629.