Pro-oxidant action of diphenyl diselenide in the yeast Saccharomyces cerevisiae exposed to ROS-generating conditions

Life Sciences

Volumn 77, Issue 19, 2005, Pages 2398-2411

  Rosa, Renato Moreira ^a   De Oliveira, Ramatis Birnfeld ^a   Saffi, Jenifer ^a,c   Braga, Antônio Luís ^b   Roesler, Rafael ^a   Dal Pizzol, Felipe ^d   Fonseca Moreira, José Cláudio ^a   Brendel, Martin ^a,e   Pêgas Henriques, João Antonio ^a,c  

^a FEDERAL UNIVERSITY OF RIO GRANDE DO SUL   (Brazil)

^b FEDERAL UNIVERSITY OF SANTA MARIA   (Brazil)

^c UNIVERSIDADE LUTERANA DO BRASIL   (Brazil)

^d UNIVERSIDADE DO EXTREMO SUL CATARINENSE   (Brazil)

^e DEPARTAMENTO DE CIÊNCIAS BIOLÓGICAS   (Brazil)

Author keywords

Diphenyl diselenide; Glutathione; Organochalcogenides; Oxidative stress; Saccharomyces cerevisiae; Selenium

Indexed keywords

ACETYLCYSTEINE; ALPHA TOCOPHEROL; GLUTATHIONE; ORGANOSELENIUM DERIVATIVE; SELENIUM DERIVATIVE; SUPEROXIDE DISMUTASE; THIOL GROUP; TRANSCRIPTION FACTOR; TRANSCRIPTION FACTOR YAP 1; UNCLASSIFIED DRUG;

AMINO ACID SYNTHESIS; ANTIOXIDANT ACTIVITY; ARTICLE; CHEMOLUMINESCENCE; CONTROLLED STUDY; FUNGAL STRAIN; FUNGUS CULTURE; FUNGUS MUTANT; GENE INACTIVATION; IN VITRO STUDY; METABOLIC ACTIVATION; MUTAGEN TESTING; NONHUMAN; OXIDATIVE STRESS; SACCHAROMYCES CEREVISIAE; TELOMERIC REPEAT AMPLIFICATION PROTOCOL;

ANTIMETABOLITES, ANTINEOPLASTIC; BENZENE DERIVATIVES; BLEOMYCIN; CHEMILUMINESCENT MEASUREMENTS; DNA DAMAGE; FERMENTATION; FREE RADICAL SCAVENGERS; GENES, FUNGAL; GLUTATHIONE; LUMINOL; MUTATION; ORGANOSELENIUM COMPOUNDS; OXIDANTS; OXYGEN; REACTIVE OXYGEN SPECIES; SACCHAROMYCES CEREVISIAE; SUPEROXIDE DISMUTASE; TRANSCRIPTION FACTOR AP-1; VITAMIN E;

SACCHAROMYCES CEREVISIAE;

EID: 23944513805     PISSN: 00243205     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.lfs.2005.01.029     Document Type: Article

References (43)

1. R. Aeschlach, J. Loliger, B.C. Scott, A. Murcia, J. Butler, B. Haliwell, and O.I. Aruoma Antioxidants actions of thymol, carvacol, b-gingerol, zingerona and hydroxyl-tyrosol Food and Chemical Toxicology 32 1994 31 36
2. T.P. Akerboom, and H. Sies Assay of glutathione, glutathione disulfide and glutathione mixed disulfides in biological samples Methods in Enzymology 77 1981 373 382
3. G. Arteel, and H. Sies The biochemistry of selenium and the glutathione system Environmental Toxicology and Pharmacology 10 2001 153 158
4. Bioxytech GSH/GSSG-412 Technical manual. Oxis Research Company. Portland, Oregon, USA.
5. M. Bradford A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein dye binding Analytical Biochemistry 72 1976 248 254
6. A.L. Braga, G. Zeni, L.H. Andrade, C.C. Silveira, and H.A. Stefani Stereospecific formation of chalcogens via palladium catalyzed cross-coupling reaction of α-bromovinylic chalcogens Synthesis 1 1998 39 41
7. R. Brennan, and R. Schiestl Cadmium is an inducer of oxidative stress in yeast Mutation Research 356 1996 171 178
8. N.H.P. Cnubben, I.M.C.M. Rietjens, H. Wortelboer, J. Van Zanden, and P. Bladeren The interplay of GSH-related processes in antioxidant defense Environmental Toxicology and Pharmacology 10 2001 141 152
9. V. Costa, and P. Moradas-Ferreira Oxidative stress and signal transduction in Saccharomyces cerevisiae: insights into ageing, apoptosis and diseases Molecular Aspects of Medicine 22 2001 217 246
10. A.T. Diploc Fat-soluble vitamins 1985 Heineman London
11. R. Dixit, M. Das, P. Seth, and H. Mukhtar Interaction of acrylamide with glutathione in rat erythrocytes Toxicology Letters 23 1984 291 298
12. M. Farina, N.B.N. Barbosa, C.W. Nogueira, V. Folmer, G. Zeni, L.H. Andrade, A.L. Braga, and J.B.T. Rocha Reaction of diphenyl diselenide with hydrogen peroxide and inhibition of delta-aminolevulinate dehydratase from rat liver and cucumber leaves Brazilian Journal of Medical and Biological Research 35 2002 623 631
13. V. Glaab, A. Collins, G. Eisenbrand, and C. Janzowski DNA-damaging potential and GSH depletion of 2-cyclohexene-1-one in mammalian cells, compared to food relevant 2-alkenals Mutation Research 497 2001 185 197
14. M. Habdous, M. Vicent-Viry, S. Visvikis, and G. Siest Rapid spectrophotometric method for serum glutathione S-transferases activity Clinical Chimica Acta 326 2002 131 142
15. W.H. Habig, M.J. Pabst, and W.B. Jakoby Glutathione S-transferases: the first enzymatic step in mercapturic acid formation Journal of Biological Chemistry 249 1974 7130 7139
16. M. Hermes-Lima, E.M. Wang, H.M. Schulman, K.B. Storey, and P. Ponka Deoxyribose degradation catalyzed by Fe(III)EDTA: kinetic aspects and potential usefulness for submicromolar iron measurements Molecular and Cellular Biochemistry 137 1994 65 73
17. M.C. Jacques-Silva, C.W. Nogueira, L.C. Broch, E.M. Flores, and J.B.T. Rocha Diphenyl diselenide and ascorbic acid change the deposition of selenium and ascorbic acid in liver and brain of mice Pharmacology and Toxicology 88 2001 119 125
18. C. Janzowski, V. Glaab, E. Samimi, J. Schlatter, and G. Eisenbrand 5-Hydroxymethylfurfural: assessment of mutagenecity, DNA-damaging potential and reactivity towards cellular glutathione Food and Chemical Toxicology 38 2000 801 809
19. J. Liu, G. Luo, X. Ren, Y. Mu, Y. Bai, and J. Shen A bis-cyclodextrin diselenide with glutathione peroxidase-like activity Biochimica et Biophysica Acta 1481 2000 222 228
20. K. Machida, T. Tanaka, and M. Taniguchi Depletion of glutathione as a cause of the promotive effects of polygodial, a sesquiterpene on the production of reactive oxygen species in Saccharomyces cerevisiae Journal of Bioscience and Bioengineering 88 1999 526 530
21. E.N. Maciel, R.C. Bolzan, A.L. Braga, and J.B.T. Rocha Diphenyl diselenide and diphenyl ditelluride differentially affect delta-aminolevulinate dehydratase from liver, kidney and brain of mice Journal of Biochemical and Molecular Toxicology 14 2000 310 319
22. A.F. Maris, A.L. Kern, J.N. Picada, F. Boccardi, M. Brendel, and J.A.P. Henriques Glutathione, but not transcription factor Yap1, is required for carbon source-dependent resistance to oxidative stress in Saccharomyces cerevisiae Current Genetics 37 2000 175 182
23. A.A. Melo Cavalcante, G. Rubensam, J.N. Picada, E. Gomes da Silva, J.C. Fonseca Moreira, and J.A. Henriques Mutagenicity, antioxidant potential, and antimutagenic activity against hydrogen peroxide of cashew (Anacardium occidentale) apple juice and cajuina Environmental and Molecular Mutagenesis 41 2003 360 369
24. A. Meister, and M.E. Anderson Glutathione Annual Review of Biochemistry 52 1983 711 760
25. 2+ influx into brain synaptosomes Journal of Biochemical and Molecular Toxicology 17 3 2003 154 160
26. G. Mugesh, A. Panda, H. Singh, N. Punekar, and R. Butcher Glutathione peroxidase-like antioxidant activity of diaryl diselenides: a mechanistic study Journal of the American Chemical Society 123 2001 839 850
27. G. Mugesh, W. du Mont, and H. Sies Chemistry of biologically important synthetic organoselenium compounds Chemical Reviews 101 2001 2125 2179
28. M. Penninckx An overview on glutathione in Saccharomyces versus non-conventional yeasts FEMS Yeast Research 2 2002 295 305
29. R.M. Rosa, K. Sulzbacher, J.N. Picada, R. Roesler, J. Saffi, M. Brendel, and J.A. Henriques Genotoxicity of diphenyl diselenide in bacteria and yeast Mutation Research 563 2004 107 115
30. I. Saito, T. Asano, K. Takakura, H. Abe, T. Yoshimoto, H. Kikuchi, T. Ohta, and S. Ishibashi Neuroprotective effect of an antioxidant, ebselen, in patients with delayed neurological deficits after aneurismal subarachnoid hemorrhage Neurosurgery 42 1998 269 277
31. T. Schewe Molecular actions of ebselen-an anti-inflammatory antioxidant General Pharmacology 26 1995 1153 1169
32. M. Schmidt, M. Grey, and M. Brendel A microbiological assay for the quantitative determination of glutathione BioTechniques 21 1996 881 886
33. H. Sies Ebselen, a selenoorganic compound as glutathione peroxidase mimic Free Radical Biology & Medicine 14 1993 313 323
34. D. Spector, J. Labarre, and M.B. Toledano A genetic investigation of the essential role of glutathione Journal of Biological Chemistry 276 2001 7011 7016
35. H. Tapiero, D.M. Townsend, and K.D. Tew The antioxidant role of selenium and seleno-compounds Biomedical Pharmacology 57 2003 134 144
36. M. Toledano, A. Delaney, B. Biteau, D. Spector, and D. Azevedo Oxidative stress responses in yeast Topics Current Genetics 1 2003 241 303
37. G.L. Wheeler, K.A. Quinn, G. Perrone, I.W. Dawes, and C.W. Grant Glutathione regulates the expression of gamma-glutamylcysteine synthetase via the Met4 transcription factor Molecular Microbiology 46 2002 546 556
38. S.R. Wilson, P.A. Sucker, R.C. Hung, and A. Spector Development of synthetic compounds with glutathione peroxidase activity Journal of the American Chemical Society 111 1989 5936 5939
39. T. Yamaguchi, K. Sano, K. Takakura, I. Saito, Y. Shinohara, T. Asano, and H. Yasuhara Ebselen in acute ischemic stroke-a placebo-controlled double blind clinical trial Stroke 29 1998 12 17
40. K. Yamamoto, Y. Masubuchi, S. Narimatsu, S. Kobayashi, and T. Horie Toxicity of ethacrynic acid in isolated rat hepatocytes Toxicology In Vitro 16 2002 151 158
41. C. Yang, H. Shen, and C. Ong Ebselen induces apoptosis in HepG2 cells through rapid depletion of intracelullar thiols Archives of Biochemistry and Biophysics 374 2000 142 152
42. C. Yang, H. Shen, and C. Ong Intracellular thiol depletion causes mitochondrial permeability transition in ebselen-induced apoptosis Archives of Biochemistry and Biophysics 380 2000 319 330
43. M. Zafarullah, W.Q. Li, J. Sylvester, and M. Ahmad Molecular mechanisms of N-acetylcysteine actions Cellular and Molecular Life Sciences 60 2003 6 20