Antioxidant Activity of Carotenoids: An Electron-Spin Resonance Study on β-Carotene and Lutein Interaction with Free Radicals Generated in a Chemical System

Journal of Biochemical and Molecular Toxicology

Volumn 12, Issue 5, 1998, Pages 299-304

  Iannone, Anna ^a,c   Rota, Cristina ^a   Bergamini, Stefania ^a   Tomasi, Aldo ^a   Canfield, Louise M ^b  

^a UNIVERSITY OF MODENA AND REGGIO EMILIA   (Italy)

^b University of Arizona   (United States)

^c Department of Biomedical Sciences ^*  (Italy)

Author keywords

Alkoxyl Radical; Carotenoids; Peroxyl Radical; Radical Scavengers; Spin Trapping; Tocopherol

Indexed keywords

LETHRINIDAE;

ANTIOXIDANT; BETA CAROTENE; FREE RADICAL; N TERT BUTYL ALPHA PHENYLNITRONE; NITROGEN OXIDE; PERHYDROXYL RADICAL; PEROXIDE; PHENYL-N-TERT-BUTYLNITRONE; REACTIVE OXYGEN METABOLITE; TERT BUTYL HYDROPEROXIDE; XANTHOPHYLL;

ARTICLE; CHEMICAL MODEL; CHEMISTRY; ELECTRON SPIN RESONANCE; SPIN LABELING;

ANTIOXIDANTS; BETA CAROTENE; ELECTRON SPIN RESONANCE SPECTROSCOPY; FREE RADICALS; LUTEIN; MODELS, CHEMICAL; NITROGEN OXIDES; PEROXIDES; REACTIVE OXYGEN SPECIES; SPIN LABELS; TERT-BUTYLHYDROPEROXIDE;

EID: 0031633948     PISSN: 10956670     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1099-0461(1998)12:5<299::AID-JBT6>3.0.CO;2-G     Document Type: Article

References (28)

1. M. Griffiths, W. R. Sistrom, G. Cohen-Bazire, and R. Y. Stanier (1955). Function of carotenoids in photosynthesis. Nature, 176, 1211-1214.
2. N. I. Krinsky (1968). The protective function of carotenoid pigments. In Photophysiology, A. C. Giese, ed., vol. 2, pp. 123-195, Academic Press, New York.
3. N. I. Krinsky (1971). Function of carotenoids. In Carotenoids, O. Isler, ed., pp. 669-716, Birkhauser Verlag, Basel.
4. O. H. Will III and C. A. Scovell (1989). Photoprotective functions of carotenoids. In Carotenoids: Chemistry and Biology, N.I. Krinsky, M. M. Mathews-Roth, and R. F. Taylor, eds., pp. 229-236, Plenum Press, New York/London.
5. M. M. Mathews-Roth (1987). Photoprotection by carotenoids. Fed. Proc., 46, 1890-1893.
6. E. Fujimora and R. Livingston (1957). Interaction of chlorophyll in its triplet state with oxygen, carotene, ect. Nature, 180, 1036-1038.
7. P. Mathis (1969). Study of flash spectroscopy chlorophyll-carotenoid energy transfer. Photochem. Photobiol., 9, 55-63.
8. T. G. Monger, R. J. Cogdell, and W. W. Parson (1976). Triplet states as bacteriochlorophyll and carotenoids in chromatophores of photosynthetic bacteria. Biochim. Biophys. Acta, 449, 136-153.
9. C. S. Foote, Y. C. Chang, and R. W. Denny (1970). Chemistry of singlet oxygen. X. Carotenoid quenching parallels biological protection. J. Am. Chem. Soc., 92, 5216-5218.
10. C. S. Foote and R. W. Denny (1968). Chemistry of singlet oxygen. VII: Quenching by β-carotene. J. Am. Chem. Soc., 90, 6233-6235.
11. J. E. Packer, J. S. Mahood, V. O. Mora-Arellano, T. F. Slater, R. L. Willson, and B. S. Wolfenden (1981). Free radicals and singlet oxygen scavengers: reaction of peroxy-radical with beta-carotene, diphenyl furan and 1,4-diazobicyclo(2,2,2)-octane. Biochem. Biophys. Res. Commun., 98, 901-906.
12. G. W. Burton and K. U. Ingold (1984). Beta-carotene: an unusual type of lipid antioxidant. Science, 224, 569-573.
13. T. A. Kennedy and D. C. Liebler (1992). Peroxyl radical scavenging by beta-carotene in lipid bilayers. Effect of oxygen partial pressure. J. Biol. Chem., 267, 4658-4663.
14. R. Stocker, Y. Yamamoto, A. F. McDonagh, A. N. Glazer, and B. N. Ames (1987). Bilirubin is an antioxidant of possible physiological importance. Science, 235, 1043-1046.
15. G. F. Vile and C. C. Winterbourn (1988). Inhibition of adriamycin-promoted microsomal lipid peroxidation by beta-carotene, alpha-tocopherol and retinol at high and low oxygen partial pressures. FEBS Lett., 238, 353-356.
16. G. W. Burton (1989). Antioxidant action of carotenoids. J. Nutr., 119, 109-111.
17. A. H. El-Tinai and C. O. Chichester (1970). Oxidation of beta carotene. Site of initial attack. J. Org. Chem., 35, 2290-2293.
18. M. Elahi and E. R. Cole (1964). Oxidation of beta-carotene by hydroperoxides. Nature, 203, 186-187.
19. W. Bors, C. Michel, and M. Saran (1981). Organic oxygen radicals in biology. Generation and reactions. In Oxygen and Oxy-Radicals in Chemistry and Biology, M. A. Rodgers and E. L. Powers, eds., pp. 75-81, Academic Press, New York.
20. B. P. Klein, S. Grossman, D. King, B. Cohen, and A. Pinsky (1984). Pigment bleaching, carbonyl production and antioxidant effects during the anaerobic lipoxygenase reaction. Biochim. Biophys. Acta, 793, 72-79.
21. P. Palozza and N. I. Krinsky (1991). The inhibition of radical-initiated peroxidation of microsomal lipids by both a-tocopherol and β-carotene. Free Rad. Biol. Med., 11, 407-414.
22. W. A. Pryor and C. K. Govindan (1981). Decomposition of triphenyl phosphite ozonide in the presence of spin traps. J. Org. Chem., 46, 4679-4682.
23. M. J. Davies and T. F. Slater (1987). Studies on the metal-ion and lipoxygenase-catalysed breakdown of hydroperoxides using electron spin resonance spectroscopy. Biochem. J., 245, 167-173.
24. A. Iannone, A. Tomasi, and L. M. Canfield (1996). Generation of N-tert-butyl-α-phenylnitrone radical adducts in iron breakdown of tert-butyl-hydroperoxide. Res. Chem. Interm., 22, 469-479.
25. P. Palozza, G. Calviello, and G. M. Bartoli (1995). Prooxidant activity of β-carotene under 100% oxygen pressure in rat liver microsomes. Free Rad. Biol. Med., 19, 887-892.
26. I. Jialal, E. P. Norkus, L. Cristol, and S. M. Grundy (1991). β-Carotene inhibits the oxidative modification of low density lipoprotein. Biochim. Biophys. Acta, 1086, 134-138.
27. P. Palozza, S. Moualla, and N. Krinsky (1992). Effects of β-carotene and α-tocopherol on radical-initiated peroxidation of microsomes. Free Rad. Biol. Med., 13, 127-136.
28. D. C. Liebler, S. P. Stratton, and K. L. Kaysen (1997). Antioxidant actions of β-carotene in liposomal and microsomal membranes: role of carotenoid-membrane incorporation by α-tocopherol. Arch. Biochem. Biophys., 338, 244-250.