Influence of pH on the reactivity of diphenyl ditelluride with thiols and anti-oxidant potential in rat brain

Chemico-Biological Interactions

Volumn 180, Issue 1, 2009, Pages 47-53

  Hassan, Waseem ^a   Ibrahim, Mohammad ^a   Nogueira, Cristina Wayne ^a   Braga, Antonio Luis ^a   Deobald, Anna Maria ^a   MohammadZai, Imdad ullah ^b   Rocha, Joao Batista Teixeira ^a  

^a FEDERAL UNIVERSITY OF SANTA MARIA   (Brazil)

^b UNIVERSITY OF PESHAWAR   (Pakistan)

Author keywords

Diphenyl ditelluride; pH; TBARS; Thiols

Indexed keywords

ANTIOXIDANT; BUFFER; CYSTEINE; DIPHENYL DITELLURIDE; DITHIOTHREITOL; FERROUS ION; GLUTATHIONE; MALONALDEHYDE; ORGANOTELLURIUM DERIVATIVE; PHOSPHATE; PHOSPHOLIPID; SUCCIMER; THIOBARBITURIC ACID REACTIVE SUBSTANCE; THIOL GROUP; UNCLASSIFIED DRUG;

ACIDOSIS; ANIMAL TISSUE; ANTIOXIDANT ACTIVITY; ARTICLE; BRAIN; BRAIN HOMOGENATE; CONTROLLED STUDY; DRUG MECHANISM; EGG YOLK; IRON KINETICS; LIPID PEROXIDATION; MALE; NONHUMAN; OXIDATION; OXIDATIVE STRESS; PH; RAT; REACTION ANALYSIS;

RATTUS;

EID: 84984564071     PISSN: 00092797     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.cbi.2008.12.013     Document Type: Article

References (45)

1. Deuticke B., Lutkemeier P., and Poser B. Tellurite-induced damage of the erythrocyte membrane, manifestations and mechanisms. Biochim. Biophys. Acta 1109 (1992) 97-107
2. Andersson C.M., Brattsand R., and Hallberg A. Diaryl tellurides as inhibitors of lipid peroxidation in biological and chemical systems. Free Radic. Res. 20 (1994) 401-410
3. Andersson C.M., Hallberg A., Brattsand R., Cotgrave I.A., Engman L., and Persson J. Glutathione peroxidase-like activity of diaryl tellurides. Bioorg. Med. Chem. Lett. 3 (1993) 2553-2558
4. Engman L., Stern D., Cotgreave I., and Andersson C.M. Thiol peroxidase activity of diaryl ditellurides as determined by a 1H NMR method. J. Am. Chem. Soc. 114 (1992) 9737-9743
5. Engman L., Person J., Vessman K., Ekstrom M., Berglund M., and Andersson C.M. Organotellurium compounds as efficient retarders of lipid peroxidation in methanol. Free Radic. Biol. Med. 19 (1995) 441-452
6. Ren X., Xue Y., Zhang K., Liu J., Luo G., Zheng J., Mu Y., and Shen J. A novel dicyclodextrinyl ditelluride compound with antioxidantactivity. FEBS Lett. 507 (2001) 377-380
7. Rossato J.I., Ketzer L.A., Centurião F.B., Silva S.J.N., Ludtke D.S., Zeni G., Braga A.L., Rubin M.A., and Rocha J.B.T. Antioxidant properties of new chalcogenides against lipid peroxidation in rat brain. Neurochem. Res. 27 (2002) 297-303
8. Briviba K., Tamler R., Klotz L.O., Engman L., Cotgreave I.A., and Sies H. Protection against organotellurium compounds against peroxynitrite-mediated oxidation and nitration reactions. Biochem. Pharmacol. 55 (1998) 817-823
9. Barbosa N.B.V., Rocha J.B.T., Zeni G., Emanuelli T., Beque M.C., and Braga A.L. Effect of organic forms of selenium on delta-aminolevulinate dehydratase from liver, kidney and brain of adult rats. Toxicol. Appl. Pharmacol. 149 (1998) 243-253
10. Farina M., Barbosa N.B., Nogueira C.W., Folmer V., Zeni G., Andrade L.H., Braga A.L., and Rocha J.B.T. Reaction of diphenyl diselenide with hydrogen peroxide and inhibition of delta-aminolevulinate dehydratase from rat liver and cucumber leaves. Braz. J. Med. Biol. Res. 35 (2002) 623-631
11. Nogueira C.W., Borges V.C., Zeni G., and Rocha J.B.T. Organochalcogens effects on {eth}-aminolevilinate dehydratase activity from human erythrocytic cells in vitro. Toxicology 191 (2003) 169-178
12. Nogueira C.W., Rotta L.N., Perry M.L., Souza D.O., and Rocha J.B.T. Diphenyl diselenide and diphenyl diteluride affect the rat glutamatergic system in vitro and in vivo. Brain Res. 906 (2001) 157-163
13. Nogueira C.W., Zeni G., and Rocha J.B.T. Organoselenium and organotellurium compounds: toxicology and pharmacology. Chem. Rev. 104 (2004) 6255-6285
14. Borges V.C., Rocha J.B.T., and Nogueira C.W. Effect of diphenyl diselenide, diphenyl ditelluride and ebselen on cerebral Na+, K+ ATPase activity in rats. Toxicology 215 (2005) 191-197
15. Cunha L.O.R., Urano M.E., Chagas J.R., Almeida P.C., Bincoletto C., Tersariol I.L.S., and Comasseto J.V. Tellurium-based cysteine protease inhibitors: evaluation of novel organotellurium (IV) compounds as inhibitors of human Cathepsin B. Bioorg. Med. Chem. Lett. 15 (2005) 755-760
16. Laden B.P., and Porter T.D. Inhibition oh human squalene monooxigenase by tellurium compounds: evidence of interaction with vicinal sulfhydryls. J. Lipid Res. 42 (2001) 235-240
17. Goodrum J.F. Role of organotellurium species in tellurium neuropathy. Neurochem. Res. 10 (1998) 1313-1319
18. Toews A.D., Eckermann M.D., Roberson S.Y., Lee S.Y., and Morell P. Primary demyelination induced by exposure to tellurium alters mRNA levels for nerve growth factor receptor, SCIP, 2-3-cyclic nucleotide 3-phosphodiesterase, and myelin proteolipid in rat sciatic nerve. Mol. Brain Res. 11 (1991) 321-325
19. Bralet S.L., and Bouvier C. Effect of acidosis and anoxia on iron delocalization from brain homogenates. Biochem. Biophys. 43 (1992) 979-983
20. Bralet J., Bouvier C., Schreiber L., and Boquillon M. Effect of acidosis on lipid peroxidation in brain slices. Brain Res. 539 (1991) 175-177
21. Sipe D.M., and Murphy R.F. Binding to cellular receptors results in increased iron release from transferrin at mildly acidic pH. J. Biol. Chem. 266 (1991) 8002-8007
22. Petragnani N. Tellurium in Organic Synthesis (1994), Academic Press, San Diego p. 248
23. Ellman. Tissue sulphydryl groups. Arch. Biochem. Biophys. 82 (1959) 70-77
24. Puntel R.L., Roos D.H., Weber M.P., Braga A.L., Zeni G., Nogueira C.W., and Rocha J.B.T. Oxalate modulates thiobarbituric acid reactive species (TBARS) production in supernatants of homogenates from rat brain, liver and kidney: Effect of diphenyl diselenide and diphenyl ditelluride. Chem. Biol. Interact. 165 (2007) 87-98
25. Ohkawa H., Ohishi N., and Yagi K. Assay for lipid peroxides in animal tissues by thiobarbituric acid reaction. Anal. Biochem. 95 (1979) 351-358
26. Dixon M., and Webb E.C. Enzymes. 2nd ed. (1964), Longmans, London and Colchester p. 950
27. Jocelyn P.C. The Biochemistry of the SH Group (1972), Academic Press, London
28. Lindley H. A study of the kinetics of the reaction between thiol compounds and chloroacetamide. Biochem. J. 74 (1960) 577-584
29. Danehy J.P., and Noel C.J. Assay of the enzymatic hydrolysis of pantetheine. J. Am. Chem. Soc. 82 (1960) 2511-2515
30. Martin A.N. Physical Pharmacy (1993), Lippincot Williams & Wilkins, Philadelphia, PA
31. Wumm M., Grabe S., Adams R.Y., Tsien H.P., Moore T., and Machen E. Mechanisms of pH regulation in the regulated secretory pathway. J. Biol. Chem. 276 (2001) 33027-33035
32. Cohen J.S., Motiei M., Carmi S., Shiperto D., Yefet O., and Ringel I. Determination of intracellular pH and compartmentation using diffusion-weighted NMR spectroscopy with pH-sensitive indicators. Magn. Reson. Med. 51 (2004) 900-903
33. Myers R.E. Brain damage due to asphyxia: mechanism of causation. J. Perinatal Med. 9 Suppl. 1 (1981) 78-86
34. Meyer F.B., Anderson R.E., Sundt Jr. T.M., and Yaksh T.L. Intracellular brain pH, indicator tissue perfusion and electroencephalography and histology in severe and moderate focal cortical ischemia. J. Cereb. Blood Flow Metab. 8 (1986) 71-78
35. Silver I.A., and Erecinska M. Ion homeostasis in rat brain in vivo: intra- and extracellular Ca and H in the hippocampus during recovery from short-term, transient ischemia. J. Cereb. Blood Flow Metab. 12 (1992) 759-772
36. Herman E.H., Zhang J., Hasinoff B.B., Clark J.R., and Ferrans V.J. Comparison of the structural changes induced by doxorubicin and mitoxantrone in the heart, kidney and intestine and characterization of the Fe(III)-mitoxantrone complex. J. Mol. Cell 29 (1997) 2415-2430
37. Welch S.A. comparison of the structure and properties of serum transferrin from 17 animal species. Comp. Biochem. Physiol. 97B (1990) 417-427
38. Balla G., Vercellotti G.M., Eaton J.W., and Jacob H.S. Iron loading of endothelial cells augments oxidant damage. J. Lab. Clin. Med. 116 (1990) 546-554
39. Daiana S.A., Marisa C.B., Vanderlei F., Braga A.L., Zeni G., Nogueira C.W., Felix A.A.S., and Rocha J.B.T. Diethyl 2-phenyl-2 tellurophenyl vinylphosphonate: an organotellurium compound with low toxicity. Toxicology 224 (2006) 100-107
40. Sredni B., Caspi R.R., Klein A., Kalechman Y., Danziger Y., Ben Ya'akov M., Tamari T., Shalit F., and Albeck M. A new immunomodulating compound (AS101) with potential therapeutic application. Nature (Lond.) 330 (1987) 173-176
41. Sredni B., Shani A., Catane R., Kaufman B., Strassmann G., Albeck M., and Kalechman Y. Predominance of TH1 response in tumor-bearing mice and cancer patients treated with AS101. J. Natl. Cancer Inst. 88 (1996) 1276-1284
42. Sredni B., Albeck M., Tichler T., Shani A., Shapira J., Bruderman I., Catane R., Kaufman B., and Kalechman Y. Bone marrow sparing and prevention of alopecia by AS101 in NSCL cancer patients treated with carboplatin and etoposide. J. Clin. Oncol. 13 (1995) 2342-2353
43. Meotti F.C., Borges V.C., Zeni G., Rocha J.B.T., and Nogueira C.W. Potential renal and hepatic toxicity of diphenyl diselenide, diphenyl ditelluride and Ebselen for rats and mice. Toxicol. Lett. 143 (2003) 9-16
44. Sailer B.L., Liles N., Dickerson S., Sumners S., and Chasteen T.G. Organotellurium compound toxicity in a promyelocytic cell line compared to non-tellurium-containing organic analog. Toxicol. In Vitro 18 (2004) 475-482
45. Sailer B.L., Liles N., Dickerson S., and Chasteen T.G. Cytometric determination of novel organotellurium compound toxicity in a promyelocitic (HL-60) cell line. Arch. Toxicol. 77 (2003) 30-36