Diphenyl diselenide, a simple glutathione peroxidase mimetic, inhibits human LDL oxidation in vitro

Atherosclerosis

Volumn 201, Issue 1, 2008, Pages 92-100

  Bem, Andreza Fabro de ^a   Farina, Marcelo ^a   Portella, Rafael de Lima ^b   Nogueira, Cristina Wayne ^b   Dinis, Teresa C P ^c   Laranjinha, João A N ^c   Almeida, Leonor M ^c   Rocha, João Batista Teixeira ^b  

^a FEDERAL UNIVERSITY OF SANTA CATARINA   (Brazil)

^b FEDERAL UNIVERSITY OF SANTA MARIA   (Brazil)

^c UNIVERSITY OF COIMBRA   (Portugal)

Author keywords

Atherosclerosis; Diphenyl diselenide; Ebselen; Glutathione peroxidase; LDL oxidation; Selenium

Indexed keywords

2,2' AZOBIS(2 AMIDINOPROPANE); CHALCOGEN; COPPER; DIPHENYL DISELENIDE; GLUTATHIONE PEROXIDASE; LOW DENSITY LIPOPROTEIN; PARINARIC ACID; PEROXY RADICAL; THIOBARBITURIC ACID REACTIVE SUBSTANCE;

ANIMAL TISSUE; ANTIOXIDANT ACTIVITY; ARTICLE; ATHEROGENESIS; ATHEROSCLEROSIS; CONCENTRATION RESPONSE; ENZYME ACTIVITY; HUMAN; IN VITRO STUDY; LIPID PEROXIDATION; NONHUMAN; PRIORITY JOURNAL; RAT;

EID: 84983723316     PISSN: 00219150     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.atherosclerosis.2008.02.030     Document Type: Article

References (37)

1. Matsuura E., Kobayashi K., Tabuchi M., and Lopez L.R. Oxidative modification of low-density lipoprotein and immune regulation of atherosclerosis. Prog Lipid Res 45 (2006) 466-486
2. Witzum J.L. The oxidation hypothesis of atherosclerosis. Lancet 344 (1994) 793-795
3. Halliwell B. Oxidation of low-density lipoproteins: questions of initiation, propagation, and the effect of antioxidants. Am J Clin Nutr 61 Suppl. 3 (1995) 670S-677S
4. Esterbauer H., Gebicki J., Puhl H., and Jurgens G. The role of lipid peroxidation and antioxidants in oxidative modification of LDL. Free Radic Biol Med 13 (1992) 341-390
5. Noguchi N., and Niki E. Phenolic antioxidants: a rationale for design and evaluation of novel antioxidant drug for atherosclerosis. Free Radic Biol Med 28 (2000) 1538-1546
6. Hu M.L., and Tappel A.L. Selenium as a sulfhydryl redox catalyst and survey of potential selenium-dependent enzymes. Inorg Biochem 30 (1987) 239-248
7. Suadicani P., Hein H.O., and Gyntelberg F. Serum selenium concentration and risk of ischaemic heart disease in a prospective cohort study of 3000 males. Atherosclerosis 96 (1992) 33-42
8. Thomas J.P., Geiger P.G., and Girotti A.W. Lethal damage to endothelial cells by oxidized low density lipoprotein: role of selenoperoxidases in cytoprotection against lipid hydroperoxide- and iron-mediated reactions. J Lipid Res 34 (1993) 479-490
9. Andersson C.M., Hallberg A., Linden M., et al. Antioxidant activity of some diarylselenides in biological systems. Free Radic Biol Med 16 (1994) 17-28
10. Wilson S.R., Zucker P.A., Huang R.R.C., and Spector A. Development of synthetic compounds with glutathione peroxidase activity. J Am Chem Soc 111 (1989) 5936-5939
11. Nogueira C.W., Zeni G., and Rocha J.B. Organoselenium and organotellurium compounds: toxicology and pharmacology. Chem Rev 104 (2004) 6255-6285
12. Müller A., Cadenas E., Graf P., and Sies H. A novel biologically active seleno-organic compound. I. Glutathione peroxidase-like activity in vitro and antioxidant capacity of PZ 51 (Ebselen). Biochem Pharmacol 33 (1984) 3235-3239
13. Daiber A., Zou M.H., Bachschmid M., and Ullrich V. Ebselen as a peroxynitrite scavenger in vitro and ex vivo. Biochem Pharmacol 59 (2000) 153-160
14. Saito I., Asano T., Sano K., et al. Neuroprotective effect of an antioxidant, ebselen, in patients with delayed neurological deficits after aneurysmal subarachnoid hemorrhage. Neurosurgery 42 (1998) 269-277
15. Yamaguchi T., Sano K., Takakura K., et al. Ebselen in acute ischemic stroke: a placebo-controlled, double-blind clinical trial. Ebselen Study Group. Stroke 29 (1998) 12-17
16. Meotti F.C., Stangherlin E.C., Zeni G., Nogueira C.W., and Rocha J.B. Protective role of aryl and alkyl diselenides on lipid peroxidation. Environ Res 94 (2004) 276-282
17. Nogueira C.W., Meotti F.C., Curte E., et al. Investigations into the potential neurotoxicity induced by diselenides in mice and rats. Toxicology 183 (2003) 29-37
18. Bem A.F., Portella R.L., Perottoni J., et al. Changes in biochemical parameters in rabbits blood after oral exposure to diphenyl diselenide for long periods. Chem Biol Interact 162 (2006) 1-10
19. Bem A.F., Portella R.L., Farina M., et al. Low toxicity of diphenyl diselenide in rabbits: a long-term study. Basic Clin Pharmacol Toxicol 101 (2007) 47-55
20. Barbosa N.B., Rocha J.B., Wondracek D.C., et al. Diphenyl diselenide reduces temporarily hyperglycemia: possible relationship with oxidative stress. Chem Biol Interact 163 (2006) 230-238
21. Posser T., Moretto M.B., Dafre A.L., et al. Antioxidant effect of diphenyl diselenide against sodium nitroprusside (SNP) induced lipid peroxidation in human platelets and erythrocyte membranes: an in vitro evaluation. Chem Biol Interact 164 (2006) 126-135
22. Paulmier C. Selenium reagents and intermediates in organic synthesis (1986), Pergamon Books, New York p. 463
23. Ohkawa H., Ohishi H., and Yagi K. Assay for lipid peroxide in animal tissues by thiobarbituric acid reaction. Anal Biochem 95 (1979) 351-358
24. Ellman G.L. Tissue sulphydryl groups. Arch Biochem Biophys 82 (1959) 70
25. Silva E.L., Tsushida T., and Terao J. Inhibition of mammalian 15-lipoxygenase-dependent LDL lipid peroxidation by quercetin and quercetin-monoglucosides. Arch Biochem Biophys 349 (1998) 313-320
26. Lowry O.H., Rosebrough N.J., Farr A.L., and Randall R.J. Protein measurement with the Folin phenol reagent. J Biol Chem 193 (1951) 265-275
27. Ziouzenkova O., Sevanian A., Abuja P.M., Ramos P., and Esterbauer H. Copper can promote oxidation of LDL by markedly different mechanisms. Free Radic Biol Med 24 (1998) 607-623
28. Laranjinha J.A.N., Almeida L.M., and Madeira V.M.C. Lipid peroxidation and its inhibition in low density lipoproteins: quenching of cis-parinaricacid fluorescence. Arch Biochem Biophys 297 (1992) 147-154
29. Reyftmann J.P., Santus R., Maziere J.C., et al. Sensitivity of tryptophane and related compounds to oxidation induced by lipid autoperoxidation. Application to human low- and high-density lipoproteins. Biochim Biophys Acta 1042 (1990) 159-167
30. Stocker R., and Keaney Jr. J.F. Role of oxidative modifications in atherosclerosis. Physiol Rev 84 (2004) 1381-1478
31. Parthasarathy S., Quinn M.T., and Steinberg D. Is oxidized low density lipoprotein involved in the recruitment and retention of monocyte/macrophages in the artery wall during the initiation of atherosclerosis?. Basic Life Sci 49 (1988) 375-380
32. Faviou E., Vourli G., Nounopoulos C., Zachari A., and Dionyssiou-Asteriou A. Circulating oxidized low density lipoprotein, autoantibodies against them and homocysteine serum levels in diagnosis and estimation of severity of coronary artery disease. Free Radic Res 39 (2005) 419-429
33. Kaliora A.C., Dedoussis G.V.Z., and Schmidt H. Dietary antioxidants in preventing atherogenesis. Atherosclerosis 187 (2006) 1-17
34. Ursini F., and Sevanian A. Wine polyphenols and optimal nutrition. Ann NY Acad Sci 957 (2002) 200-209
35. Ferns G.A.A., Lamb D.J., and Taylor A. The possible role of copper ions in atherogenesis: the Blue Janus. Atherosclerosis 133 (1997) 139-152
36. Smith C., Mitchinson M.J., Aruoma O.I., et al. Stimulation of lipid peroxidation and hydroxyl-radical generation by the contents of human atherosclerotic lesions. Biochem J 286 (1992) 901-905
37. Atkin M.A., Gasper A., Ullegaddi R., and Powers H.J. Oxidative susceptibility of unfractionated serum or plasma: response to antioxidants in vitro and to antioxidant supplementation. Clin Chem 51 (2005) 2138-2144