Protective effect of a vitamin E analog, phosphatidylchromanol, against oxidative hemolysis of human erythrocytes

Lipids

Volumn 33, Issue 6, 1998, Pages 589-595

  Koga, Takuro ^a   Moro, Keiko ^a   Terao, Junji ^b,c  

^a Noda Institute for Scientific Research   (Japan)

^b NATIONAL FOOD RESEARCH INSTITUTE   (Japan)

^c UNIVERSITY OF TOKUSHIMA   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

2,2' AZOBIS(2 AMIDINOPROPANE); 6 HYDROXY 2,2,5,7,8 PENTAMETHYLCHROMAN; ALPHA TOCOPHEROL; ALPHA TOCOPHEROL DERIVATIVE; PHOSPHATIDYLCHROMANOL; UNCLASSIFIED DRUG;

ARTICLE; CELL PROTECTION; DRUG EFFECT; ERYTHROCYTE; HEMOLYSIS; HUMAN; HUMAN CELL; NORMAL HUMAN; OXIDATION;

AMIDINES; ANTIOXIDANTS; BUTYLATED HYDROXYTOLUENE; CHROMANS; ERYTHROCYTE MEMBRANE; ERYTHROCYTES; FREE RADICALS; GLYCEROPHOSPHOLIPIDS; HEMOLYSIS; HUMANS; OXIDANTS; OXIDATION-REDUCTION; PHOSPHATIDIC ACIDS; PROBUCOL; VITAMIN E;

EID: 0031779218     PISSN: 00244201     EISSN: None     Source Type: Journal    
DOI: 10.1007/s11745-998-0244-4     Document Type: Article

References (36)

1. Halliwell, B., and Gutteridge, J.M.C. (1989) Free Radicals in Biology and Medicine, 2nd edn., Clarendon Press, London.
2. Slater, T.F., Cheeseman, K.H., Armstrong, D., Sohal, R.S., Cutler, R.G., Slater, T.F., and Proudfoot, K.C. (1984) Free Radicals, Lipid Peroxidation, and Cancer, in Free Radicals in Molecular Biology, Aging and Disease, Raven Press, New York, pp. 293-305.
3. Halliwell, B. (1996), Oxidative Stress, Nutrition and Health. Experimental Strategies for Optimization of Nutritional Antioxidant Intake in Humans, Free Radical Res. 25, 57-74.
4. MaCay, P.B., and King, M.M. (1980) in Vitamin E (Machlin, L.J., ed.), pp. 289-347, Marcel Dekker, New York.
5. Yamamoto, Y., and Niki, E. (1990) in Membrane Lipid Oxidation (Vigo-Pelfret, C., ed.), pp. 285-301, CRC Press, Boca Raton.
6. Kitabchi, A.E., and Wimalasena, J. (1982) Specific Binding Sites for D-α-Tocopherol on Human Erythrocytes, Biochim. Biophys. Acta 684, 200-206.
7. Wimalasena, J., Davis, M., and Kitabchi, A.E. (1982), Characterization and Solubilization of the Specific Binding Sites for d-α-Tocopherol from Human Erythrocyte Membranes, Biochem. Pharmacol. 31, 3455-3461.
8. Molenaar, I., Hulstaert, C.E., and Hardonk, M.J. (1980) in Vitamin E (Machlin, L.J., ed.), pp. 372-389, Marcel Dekker, New York.
9. Takahashi, M., Tsuchiya, J., and Niki, E. (1989) Scavenging of Radicals by Vitamin E in the Membranes as Studied by Spin Labeling, J. Am. Chem. Soc. 111, 6350-6353.
10. Fukuzawa, K., Ikebata, W., Shibata, A., Kumadaki, I., Sakanaka, T., Urano, S. (1992), Location and Dynamics of α-Tocopherol in Model Phospholipid Membranes with Different Charges, Chem. Phys. Lipids 63, 69-75.
11. Koga, T., Nagao, A., Terao, J., Sawada, K., and Mukai, K. (1994) Synthesis of a Phosphatidyl Derivative of Vitamin E and Its Antioxidant Activity in Phospholipid Bilayers, Lipids 29, 83-89.
12. Koga, T., and Terao, J. (1994), Antioxidant Activity of a Novel Phosphatidyl Derivative of Vitamin E in Lard and Its Model System, J. Agric. Food Chem. 42, 1291-1294.
13. Koga, T., and Terao, J. (1994) Antioxidant Activity of Phosphatidyl Chromanol in Bulk Phase and in Model Membranes, in Frontiers of Reactive Oxygen Species in Biology and Medicine (Asada, K., and Yoshikawa, T., eds.) Elsevier, Amsterdam, 371-372.
14. Koga, T., and Terao, J. (1996), Antioxidant Behavors of Vitamin E Analogues in Unilamellar Vesicles, Biosci. Biotech. Biochem. 60, 1043-1045.
15. Shuto, S., Itoh, H., Ueda, S., Imamura, S., Fukukawa, K., Tsujino, M., Matsuda, A., and Ueda, T. (1988), A Facile Enzymatic Synthesis of 5′-(3-sn-phosphatidyl)Nucleosides and Their Antileukemic Activities, Chem. Pharm. Bull. 36, 209-217.
16. Chiu, D., Lubin, B., and Shohet, S.B. (1982) Peroxidative Reactions in Red Cell Biology, in Free Radicals in Biology, (Pryor, W., ed.), Vol. 5, Academic Press, San Diego, 115-160.
17. Kobayashi, T., Itabe, H., Inoue, K., and Nojima, S. (1985) Peroxidation of Liposomes in the Presence of Human Erythrocytes and Induction of Membrane Damage of Erythrocytes by Peroxidized Liposomes, Biochim. Biophys. Acta 814, 170-178.
18. Yamamoto, Y., Niki, E., Eguchi, J., Kamiya, Y., and Shimasaki, H. (1985) Oxidation of Biological Membranes and Its Inhibition. Free Radical Chain Oxidation of Erythrocyte Ghost Membranes by Oxygen, Biochim. Biophys. Acta 819, 29-36.
19. Einsele, H., Clemens, M.R., and Remmer, H. (1985) Effect of Ascorbate on Red Blood Cell Lipid Peroxidation, Free Radical Res. Commun. 1, 63-67.
20. Yamamoto, Y., Niki, E., Kamiya, Y., Miki, M., Tamai, H., and Mino, M. (1986) Free Radical Chain Oxidation and Hemolysis of Erythrocytes by Molecular Oxygen and Their Inhibition by Vitamin E, J. Nutri. Sci. Vitaminol. 32, 475-479.
21. Clemens, M.R., and Waller, H.D. (1987) Lipid Peroxidation in Erythrocytes, Chem. Phys. Lipids 45, 251-268.
22. Miki, M., Tamai, H., Mino, M., Yamamoto, Y., and Niki, E. (1987) Free-Radical Chain Oxidation of Rat Red Blood Cells by Molecular Oxygen and Its Inhibition by α-Tocopherol, Arch. Biochem. Biophys. 258, 373-380.
23. Niki, E., Komuro, E., Takahashi, M., Urano, S., Ito, E., and Terao, K. (1988) Oxidative Hemolysis of Erythrocytes and Its Inhibition by Free Radical Scavengers, J. Biol. Chem. 263, 19809-19814.
24. Fung, L.W.-M., and Zhang, Y. (1990) A Method to Evaluate the Antioxidant System for Radicals in Erythrocyte Membranes, Free Radicals Biol. Med., 9, 289-298.
25. Kuag, Z.-H., Wang, P.-F., Zheng, R.-L., Liu, Z.-L., and Liu, Y.-C. (1994) Making Vitamin C Lipo-Soluble Enhances Its Protective Effect Against Radical Induced Hemolysis of Erythrocytes, Chem. Phys. Lipids 71, 95-97.
26. May, J.M., Qu, Z.-C., and Cobb, C.E. (1996) Accessibility and Reactivity of Ascorbate 6-Palmitate Bound to Erythrocyte Membranes, Free Radicals Biol. Med. 21, 471-480.
27. Dodge, J.T., Mitchell, C., and Hanahan, D.J. (1962) The Preparation and Characteristics of Hemoglobin-Free Ghosts of Human Erythrocytes, Arch. Biochem. Biophys. 100, 119-130.
28. Bartlett, G.R. (1959) Phosphorus Assay in Column Chromatography, J. Biol. Chem. 234, 466-468.
29. Bligh, E.G., and Dyer, W.J. (1959) Rapid Method of Total Lipid Extraction and Purification, Can. J. Biochem. Physiol. 37, 911-917.
30. Terao, J., Shibata, S.S., Yamada, K., and Matsushita, S. (1988) High-performance Liquid Chromatographic Determination of Lipid Hydroperoxides by Electrochemical Detection, in Medical, Biochemical and Chemical Aspects of Free Radicals, (Hayashi, O., Niki, E., Kondo, M., Yoshikawa, T., eds.) Vol. II. pp. 781-788, Elsevier, Amsterdam.
31. Bradford, M.M. (1976) A Rapid and Sensitive Method for Quantitation of Microgram Quantities of Protein Utilizing the Principle of Protein-Dye Binding, Anal. Biochem. 72, 248-254.
32. Niki, E., Kawakami, A., Saito, M., Yamamoto, Y., Tsuchiya, J., and Kamiya, Y. (1985) Effect of Phytyl Side Chain of Vitamin E on Its Antioxidant Activity, J. Biol. Chem. 260, 2191-2196.
33. Kagan, V.E., and Quinn, P.J. (1988) The Interaction of α-Tocopherol and Homologues with Shorter Hydrocarbon Chains with Phospholipid Bilayer Dispersions, Eur. J. Biochem. 171, 661-667.
34. Kaneko, T., Nakano, S., and Matsuo, M. (1991) Protective Effect of Vitamin E on Linoleic Acid Hydroperoxide-Induced Injury to Human Endothelial Cells, Lipids 26, 345-348.
35. Takami, M., and Suzuki, Y. (1994) Enzymatic Synthesis of Novel Phosphatidylgenipin, and Its Enhanced Cytotoxity, Biosci. Biotech. Biochem. 58, 1897-1898.
36. Gotoh, N., Noguchi, N., Tsuchiya, J., Morita, K., Sakai, H., Shimasaki, H., and Niki, E. (1996) Inhibition of Oxidation of Low Density Lipoprotein by Vitamin E and Related Compounds, Free Radical Res. 24, 123-134.