Inhibition of in vitro lipid peroxidation by stable steroidic nitroxyl radicals

Chemistry and Physics of Lipids

Volumn 88, Issue 2, 1997, Pages 97-106

  Cighetti, Giuliana ^a   Allevi, Pietro ^a   Debiasi, Sandra ^a   Paroni, Rita ^b  

^a UNIVERSITY OF MILAN   (Italy)

^b SAN RAFFAELE HOSPITAL   (Italy)

Author keywords

Free radicals; Lipid peroxidation; Nitroxyl radicals

Indexed keywords

2,2' AZOBIS(2 AMIDINOPROPANE); ALKADIENE; ALPHA TOCOPHEROL; FREE RADICAL; HYDROXYLAMINE; LIPID; LIPOSOME; PHOSPHATIDYLCHOLINE; TEMPONE; THIOBARBITURIC ACID REACTIVE SUBSTANCE;

ARTICLE; CONTROLLED STUDY; LIPID PEROXIDATION; LIVER MICROSOME; PRIORITY JOURNAL;

AMIDINES; ANIMALS; ANTIOXIDANTS; AZO COMPOUNDS; CHOLIC ACIDS; CYCLIC N-OXIDES; FREE RADICALS; HYDROGEN PEROXIDE; IRON; LIPID PEROXIDATION; LIPOSOMES; MICROSOMES, LIVER; MOLECULAR STRUCTURE; OXIDANTS; RATS; RATS, SPRAGUE-DAWLEY; THIOBARBITURIC ACID REACTIVE SUBSTANCES; VITAMIN E;

EID: 0030766289     PISSN: 00093084     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0009-3084(97)00052-2     Document Type: Article

References (32)

1. Allevi, P., Anastasia, M., Cajone, F., Ciuffreda, P., Sanvito, A.M., 1995a. Structural requirements of aldehydes produced in LPO for the activation of heat-shock genes in HeLa cells. Free Radic. Biol. Med. 18, 107-116.
2. Allevi, P., Cajone, F., Ciuffreda, P., Anastasia, M., 1995b. The first synthesis of Threo-and Erythro-(E)-4,5-dihydroxydec-2-enals carbonyls related to the peroxidation of liver mi-crosomal lipids. Tetrahedron Lett. 36, 1347-1350.
3. Ankel, E.G., Lai, C.S., Hopwood, L.E., Zivkovic, Z., 1987. Cytotoxicity of commonly used nitroxide radical spin probes. Life Sci. 40, 495-498.
4. Belkin, S., Mehlhorn, R.J., Hideg, K., Hankovsky, O., Packer, L., 1987. Reduction and destruction rates of nitroxide spin probes. Arch. Biochem. Biophys. 256, 232-243.
5. 3-poisoned rats. Biochim. Biophys. Acta 712, 628-638.
6. Bradford, M.M., 1976. A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein dye binding. Anal. Biochem. 72, 248-254.
7. Chen, K., Swartz, H.M., 1988. Oxidation of hydroxylamines to nitroxide spin labels in living cells. Biochim. Biophys. Acta 970, 270-277.
8. Chen, K., Glockner, J.F., Morse, P.D., Swartz, H.M., 1989. Effects of oxygen on the metabolism of nitroxide spin labels in cells. Biochemistry 28, 2496-2501.
9. Cordis, G.A., Bagchi, D., Maulik, N., Das, D.K., 1994. High-performance liquid chromatographic method for the simultaneous detection of malonaldehyde, acetaldehyde, formaldehyde, acetone and propionaldehyde to monitor the oxidative stress in heart. J. Chromatogr. 661, 181-191.
10. Esterbauer, H., Wäg, G., Puhl, H., 1993. Lipid peroxidation and its role in atherosclerosis. Br. Med. Bull. 49, 566-576.
11. Fridovich, I., 1970. Quantitative aspects of the production of superoxide anion radical by milk xanthine oxidase. J. Biol. Chem. 245, 4053-4057.
12. Gelvan, D., Saltman, P., Powell, S.R., 1991. Cardiac reperfusion damage prevented by a nitroxide free radical. Proc. Natl. Acad. Sci. USA 88, 4680-4684.
13. Halliwell, B., Gutteridge, J.M.C., Cross, C.E., 1992. Free radicals, antioxidants, and human disease: where are we now?. J. Lab. Clin. Med. 119, 598-620.
14. Halliwell, B., Aeschbach, R., Löliger, J., Aruoma, O.I., 1995. The characterization of antioxidants. Food Chem. Toxicol. 33, 601-617.
15. Iannone, A., Tomasi, A., Vannini, V., Swartz, H.M., 1990. Metabolism of nitroxide spin labels in subcellular fraction of rat liver. Biochim. Biophys. Acta 1034, 285-289.
16. Keana, J.F.W., Keana, S.B., Beethan, D., 1967. A new versatile ketone spin label. J. Am. Chem. Soc. 89, 3055-3056.
17. Lee, T.D., Keana, J.F.W., 1975. In situ reduction of nitroxide spin labels with phenylhydrazine in deuteriochloroform solution. A convenient method for obtaining structural information on nitroxides using nuclear magnetic resonance spectroscopy. J. Org. Chem. 40, 3145-3147.
18. Mitchell, B., Samuni, A., Krishna, M.C., DeGraff, W.G., Ahn, M.S., Samuni, U., Russo, A., 1990. Biologically active metal-independent superoxide dismutase mimics. Biochemistry 29, 2802-2807.
19. Miura, Y., Utsumi, H., Hamada, A., 1993. Antioxidant activity of nitroxide radicals in lipid peroxidation of rat liver microsomes. Arch. Biochem. Biophys. 300, 148-156.
20. Nakajima, T., Ikatsu, H., Okino, T., Wang, R.S., Murayama, N., Yonekura, I., Sato, A., 1992. Enhancement of ethanol-induced lipid peroxidation in rat liver by lowered carbohydrate intake. Biochem. Pharmacol. 43, 245-250.
21. Niki, E., 1987. Antioxidants in relation to lipid peroxidation. Chem. Phys. Lipids. 44, 227-253.
22. Nilsson, U.A., Olsson, L.I., Carlin, G., Bylund-Fellenius, A.C., 1989. Inhibition of lipid peroxidation by spin labels. J. Biol. Chem. 264, 11131-11135.
23. •, act as complementary inhibitors of lipid peroxidation. Chem.-Biol. Interact. 74, 325-342.
24. Palozza, P., Krinsky, N.I., 1991. The inhibition of radical-initiated peroxidation of microsomal lipids by both α-tocopherol and β-carotene. Free Radic. Biol. Med. 11, 407-414.
25. Rosen, G.M., Rauckman, E.J., 1977. Formation and reduction of a nitroxide radical by liver microsomes. Biochem. Pharmacol. 26, 675-678.
26. Rosen, G.M., Finkelstein, E., Rauckman, E.J., 1982. A method for the detection of superoxide in biological systems. Arch. Biochem. Biophys. 215, 367-378.
27. Samuni, A., Krishna, C.M., Riesz, P., Finkelstein, E., Russo, A., 1988. A novel metal-free low molecular weight superoxide dismutase mimic. J. Biol. Chem. 263, 17921-17924.
28. Samuni, A., Mitchell, J.B., DeGraff, W., Krishna, M.C., Samuni, U., Russo, A., 1991. Nitroxide SOD-mimics: modes of action. Free Radic. Res. Commun. 12, 187-194.
29. Shaw, S., Jayatilleke, E., Lieber, C.S., 1984. The effect of chronic alcohol feeeding on lipid peroxidation in microsomes: lack of relationship to hydroxyl radical generation. Biochem. Biophys. Res. Commun. 118, 233-238.
30. Still, W.C., Kahn, M., Mitra, A., 1978. Rapid chromatographic technique for preparative separations with moderate resolution. J. Org. Chem. 43, 2923-2925.
31. Voest, E.E., van Acker, S.A.B.E., van der Vijgh, W.J.F., van Asbeck, B.S., Bast, A., 1994. Comparison of different iron chelators as protective agents against acute doxorubicin-induced cardiotoxicity. J. Mol. Cell. Cardiol. 26, 1179-1185.
32. von Grand, R., Reichstein, T., 1945. Ber Gallens uren und verwandte Stoffe. Derivate der Cholsäure. Helv. Chim. Acta 8, 344-349.