Spin-labelled lutein as a new antioxidant in protection against lipid peroxidation

References

• Krinsky NI. Antioxidant functions of carotenoids. Free Radic Biol Med 1989; 7: 617–635
   PubMed Web of Science ®Google Scholar
• Conn PF, Schalch W, Truscott TG. The singlet oxygen and carotenoid interaction. J Photochem Photobiol B: Biol 1991; 11: 41–47
   PubMed Web of Science ®Google Scholar
• Cantrell A, McGarvey DJ, Truscott TG, Rancan F, Böhm F. Singlet oxygen quenching by dietary carotenoids in a model membrane environment. Arch Biochem Biophys 2003; 412: 47–54
   PubMed Web of Science ®Google Scholar
• Wrona M, Korytowski W, Rozanowska M, Sarna T, Truscott TG. Cooperation of antioxidants in protection against photosensitized oxidation. Free Radic Biol Med 2003; 35: 1319–1329
   PubMed Web of Science ®Google Scholar
• Liebler DC, McClure TD. Antioxidant reactions of β-carotene: identification of carotenoid-radical adducts. Chem Res Toxicol 1996; 9: 8–11
   PubMed Web of Science ®Google Scholar
• Mortensen A, Skibsted LH, Truscott TG. The interaction of dietary carotenoids with radical species. Arch Biochem Biophys 2001; 385: 13–19
   PubMed Web of Science ®Google Scholar
• Woodall AA, Lee SW-M, Weesie RJ, Jackson MJ, Britton G. Oxidation of carotenoids by free radicals: relationship between structure and reactivity. Biochim Biophys Acta 1997; 1336: 33–42
   PubMed Web of Science ®Google Scholar
• Woodall AA, Britton G, Jackson MJ. Carotenoids and protection of phospholipids in solution or in liposomes against oxidation by peroxyl radicals: relationship between carotenoid structure and protective ability. Biochim Biophys Acta 1997; 1336: 575–586
   PubMed Web of Science ®Google Scholar
• Stahl W, Junghans A, de Boer B, Driomina ES, Briviba K, Sies H. Carotenoid mixtures protect multilamellar liposomes against oxidative damage: synergistic effects of lycopene and lutein. FEBS Lett 1998; 427: 305–308
   PubMed Web of Science ®Google Scholar
• Sujak A, Gabrielska J, Grudzinski W, Borc R, Mazurek P, Gruszecki WI. Lutein and zeaxanthin as protectors of lipid membranes against oxidative damage: the structural aspects. Arch Biochem Biophys 1999; 371: 301–307
   PubMed Web of Science ®Google Scholar
• Kirschfeld K. Carotenoid pigments: their possible role in protecting against photooxidation in eyes and photoreceptor cells. Proc R Soc Lond B 1982; 216: 71–85
   PubMed Web of Science ®Google Scholar
• Rapp LM, Maple SS, Choi JH. Lutein and zeaxanthin concentrations in rod outer segment membranes from perifoveal and peripheral human retina. Invest Ophthalmol Vis Sci 2000; 41: 1200–1209
   PubMed Web of Science ®Google Scholar
• Wisniewska A, Subczynski WK. Accumulation of macular xanthophylls in unsaturated membrane domains. Free Radic Biol Med 2006; 40: 1820–1826
   PubMedGoogle Scholar
• Wisniewska A, Subczynski WK. Distribution of macular xanthophylls between domains in a model of photoreceptor outer segment membranes. Free Radic Biol Med 2006; 41: 1257–1265
   PubMedGoogle Scholar
• Gruszecki WI, Sielewiesiuk J. Orientation of xanthophylls in phosphatidylcholine multibilayer. Biochim Biophys Acta 1990; 1023: 405–412
   PubMed Web of Science ®Google Scholar
• Nilsson UA, Olsson LI, Carlin G, Bylund FA. Inhibition of lipid peroxidation by spin labels. Relationship between structure and function. J Biol Chem 1989; 264: 11131–11135
   PubMed Web of Science ®Google Scholar
• Miura Y, Utsumi H, Hamada A. Antioxidant activity of nitroxide radicals in lipid peroxidation of rat liver microsomes. Arch Biochem Biophys 1993; 300: 148–156
   PubMed Web of Science ®Google Scholar
• Mitchell JB, Xavier S, DeLuca AM, Sowers AL, Cook JA, Krishna MC, Hahn SM, Russo A. A low molecular weight antioxidant decreases weight and lowers tumor incidence. Free Radic Biol Med 2003; 34: 93–102
   PubMed Web of Science ®Google Scholar
• Samuni AM, Barenholz Y. Site-activity relationship of nitroxide radical's antioxidative effect. Free Radic Biol Med 2003; 34: 177–185
   PubMedGoogle Scholar
• Hideg K, Hankovszky OH. Chemistry of spin-labeled amino acids and peptides: Some new mono- and bifunctionalized nitroxide free radicals. In: Berliner LJ, Reuben J. Biological magnetic resonance. Vol. 8. Spin labelling. Theory and applications. New York; London: Plenum Press; 1989. p 427–488.
   Google Scholar
• Wisniewska A, Subczynski WK. Effect of polar carotenoids on the shape of the hydrophobic barrier of phospholipid bilayers. Biochim Biophys Acta 1998; 1368: 235–246
   PubMed Web of Science ®Google Scholar
• MacDonald RC, MacDonald RI, Menco BP, Takeshita K, Subbarao NK, Hu LR. Small-volume extrusion apparatus for preparation of large, unilamellar vesicles. Biochim Biophys Acta 1991; 1061: 297–303
   PubMed Web of Science ®Google Scholar
• Hyde JS, Subczynski WK. Spin-label oximetry. In: Berliner LJ, Reuben J. Biological magnetic resonance. Vol. 8. Spin labelling. Theory and applications. New York; London: Plenum Press; 1989. p 399–425.
   Google Scholar
• Korytowski W, Wrona M, Girotti AW. Radiolabeled cholesterol as a reporter for assessing one-electron turnover of lipid hydroperoxides. Anal Biochem 1999; 270: 123–132
   PubMed Web of Science ®Google Scholar
• Halliwell B, Gutteridge JMC. Free Radicals in Biology and Medicine. Oxford University Press, New York 1999
   Google Scholar
• Suttnar J, Cermak J, Dyr JE. Solid-phase extraction in malondialdehyde analysis. Anal Biochem 1997; 249: 20–23
   PubMedGoogle Scholar
• Griffith OH, Dehlinger PJ, Van SP. Shape of the hydrophobic barrier of phospholipids bilayers (evidence for water penetration into biological membranes). J Membr Biol 1974; 15: 159–192
   PubMed Web of Science ®Google Scholar
• Subczynski WK, Wisniewska A, Yin J-J, Hyde JS, Kusumi A. Hydrophobic barriers of lipid bilayer membranes formed by reduction of water penetration by alkyl chain unsaturation and cholesterol. Biochemistry 1994; 33: 7670–7681
   PubMed Web of Science ®Google Scholar
• Marsh D. Electron spin resonance: spin labels. In: Grell E. Membrane spectroscopy. Molecular biology, biochemistry and biophysics. Vol. 31. Berlin: Springer-Verlag; 1981. p 51–142.
   Google Scholar
• Niki E. Free radical initiators as source of water- or lipid-soluble peroxyl radicals. Methods Enzymol 1990; 186: 100–108
   PubMed Web of Science ®Google Scholar
• Beckwith ALJ, Bowry VW, Ingold KU. Kinetics of nitroxide radical trapping. 1. Solvent effects. J Am Chem Soc 1992; 114: 4983–4992
   Web of Science ®Google Scholar
• Kocherginsky N, Swartz HM. Chemical reactivity of nitroxides. In: Kocherginsky N, Swartz HM. Nitroxide spin labels. Reactions in biology and chemistry. Boca Raton; New York; London; Tokyo: CRC Press; 1995. p 25–65.
   Google Scholar
• Damiani E, Belaid C, Carloni P, Greci L. Comparison of antioxidant activity between aromatic indolinoic nitroxides and natural and synthetic antioxidants. Free Radic Res 2003; 37: 731–741
   PubMed Web of Science ®Google Scholar
• Damiani E, Kalinska B, Canapa A, Canestrari S, Wozniak M, Olmo E, Greci L. The effects of nitroxide radicals on oxidative DNA damage. Free Radic Biol Med 2000; 28: 1257–1265
   PubMed Web of Science ®Google Scholar
• Offer T, Samuni A. Nitroxides inhibit peroxyl radical-mediated DNA scission and enzyme inactivation. Free Radic Biol Med 2002; 32: 872–881
   PubMed Web of Science ®Google Scholar
• Blough NV. Electron paramagnetic resonance measurements of photochemical radical production in humic substances. 1. Effects of O2 and charge on radical scavenging by nitroxides. Environ Sci Technol 1988; 22: 77–82
   PubMed Web of Science ®Google Scholar
• Damiani E, Castagna R, Astolfi P, Greci L. Aromatic and aliphatic mono- and bis-nitroxides: a study on their radical scavenging abilities. Free Radic Res 2005; 39: 325–336
   PubMed Web of Science ®Google Scholar