Development and validation of fluorescence spectroscopic assays to evaluate antioxidant efficacy. Application to metal chelators

JAOCS, Journal of the American Oil Chemists' Society

Volumn 74, Issue 9, 1997, Pages 1031-1040

  Arora, Arti ^a   Strasburg, Gale M ^a  

^a MICHIGAN STATE UNIVERSITY   (United States)

Author keywords

Antioxidants; Chemiluminescence; Diphenylhexatriene propionic acid; Fluorescence spectroscopy; Free radicals; Hydroperoxides; Lipid peroxidation; Liposomes; Membrane fluidity; Metal chelators

Indexed keywords

ACETIC ACID; CHELATION; CHEMILUMINESCENCE; COMPOSITION EFFECTS; FLUORESCENCE; FREE RADICALS; HYDROGEN PEROXIDE; INITIATORS (CHEMICAL); IRON; LIPIDS; SODIUM COMPOUNDS;

ADENOSINE DIPHOSPHATE DISODIUM SALT; ETHYLENEDIAMINETETRAACETIC ACID DISODIUM SALT; LIPID PEROXIDATION; LIPOSOMES; NITRILOACETIC ACID TRISODIUM SALT; SODIUM CITRATE;

ANTIOXIDANTS;

EID: 0031237401     PISSN: 0003021X     EISSN: None     Source Type: Journal    
DOI: 10.1007/s11746-997-0021-4     Document Type: Article

References (48)

1. Schaich, K.M., Metals and Lipid Oxidation. Contemporary Issues, Lipids 27:209-218 (1992).
2. Barclay, L.R.C., Model Biomembranes: Quantitative Studies of Peroxidation, Antioxidant Action, Partitioning, and Oxidative Stress, Can. J. Chem. 77:1-16 (1993).
3. Braughler, J.M., R.L. Chase, and J.F. Pregenzer, Oxidation of Ferrous Iron During Peroxidation of Lipid Substrates, Biochim. Biophys. Acta 921:457-464 (1987).
4. Aust, S.D., L.A. Morehouse, and C.E. Thomas, Role of Metals in Oxygen Radical Reactions, J. Free Radicals Biol. Med. 1:3-25 (1985).
5. Spear, N., and S.D. Aust, Thiol-Mediated NTA-Fe(III) Reduction and Lipid Peroxidation, Arch. Biochem. Biophys. 312:198-202 (1994).
6. Tampo, Y., S. Onodero, and M. Yonaha, Mechanism of the Biphasic Effect of Ethylenediaminetetraacetate on Lipid Peroxidation in Iron-Supported and Reconstituted Enzymatic System, Free Radicals Biol. Med. 17:27-34 (1994).
7. Yoshida, Y., S. Furuta, and E. Niki, Effects of Metal Chelating Agents on the Oxidation of Lipids Induced by Copper and Iron, Biochim. Biophys. Acta 1210:81-88 (1993).
8. Dikalov, S., P. Alov, and D. Rangelova, Role of Iron Ion Chelation by Quinones in Their Reduction, OH-Radical Generation and Lipid Peroxidation, Biochem. Biophys. Res. Commun. 195:113-119 (1993).
9. Miller, D.M., N.H. Spear, and S.D. Aust, Effects of Deferrioxamine on Iron-Catalyzed Lipid Peroxidation, Arch. Biochem. Biophys. 295:240-246 (1992).
10. Fujii, T., Y. Hiramoto, J. Terao, and K. Fukuzawa, Site-Specific Mechanisms of Initiation by Chelated Iron and Inhibition by α-Tocopherol of Lipid Peroxide-Dependent Lipid Peroxidation in Charged Micelles, Ibid. 284:120-126 (1991).
11. Frankel, E.N., In Search of Better Methods to Evaluate Natural Antioxidants and Oxidative Stability in Food Lipids, Trends Food Sci. Technol. 4:220-225 (1993).
12. Monahan, F.J., J.I. Gray, A. Asghar, A. Haug, G.M. Strasburg, D.J. Buckley, and P.A. Morrissey, Influence of Diet on Lipid Oxidation and Membrane Structure in Porcine Muscle Microsomes, J. Agric. Food Chem. 42:59-63 (1994).
13. Dinis, T.C.P., L.M. Almeida, and V.M.C. Madeira, Lipid Peroxidation in Sarcoplasmic Reticulum Membranes: Effect on Functional and Biophysical Properties, Arch. Biochem. Biophys. 301:256-264 (1993).
14. Tien, M.T., B.A. Svingen, and S.D. Aust, An Investigation into the Role of Hydroxyl Radical in Xanthine Oxidase-Dependent Lipid Peroxidation, Ibid. 216:142-151 (1982).
15. McKenna, R., F.J. Kedzy, and D.E. Epps, Kinetic Analysis of the Free-Radical-Induced Lipid Peroxidation in Human Erythrocyte Membranes: Evaluation of Potential Antioxidants Using cis-Parinaric Acid to Monitor Lipid Peroxidation, Anal. Biochem. 196:443-450 (1991).
16. Thomas, J.P., M. Maiorino, F. Ursini, and A.W. Girotti, Protective Action of Phospholipid Hydroperoxide Glutathione Peroxidase Against Membrane-Damaging Lipid Peroxidation, J. Biol. Chem. 265:454-461 (1990).
17. Svingen, B.A., J.A. Buege, P.O. O'Neil, and S.D. Aust, The Mechanism of NADPH-Dependent Lipid Peroxidation. The Propagation of Lipid Peroxidation, Ibid. 254:5892-5899 (1979).
18. Kanner, J., B. Hazan, and L. Doll, Catalytic "Free Iron" in Muscle Foods, J. Agric. Food Chem. 36:412-415 (1988).
19. Kellogg, E.W., III, and I. Fridovich, Superoxide, Hydrogen Peroxide, and Singlet Oxygen in Lipid Peroxidation by a Xanthine Oxidase System, J. Biol. Chem. 250:8812-8817 (1975).
20. Girotti, A.W., and J.P. Thomas, Superoxide and Hydrogen Peroxide-Dependent Lipid Peroxidation in Intact and Triton-Dispersed Erythrocyte Membranes, Biochem. Biophys. Res. Commun. 118:474-480 (1984).
21. Vigo-Pelfrey, C., and N. Nguyen. Modulation of Lipid peroxidation of Liposomes and Micelles by Antioxidants and Chelating Agents, in Membrane Lipid Oxidation, vol. II. edited by C. Vigo-Pelfrey, CRC Press, Boca Raton, 1991. pp. 135-149.
22. Strasburg, G.M., and R.D. Ludescher, Theory and Application of Fluorescence Spectroscopy in Food Research, Trends Food Sci. Technol. 6:69-75 (1995).
23. MacDonald, R.C., R.I. MacDonald, B.P.M. Menco, K. Takeshita, N.K. Subbarao, and L. Hu, Small-Volume Extrusion Apparatus for Preparation of Large, Unilamellar Vesicles, Biochim. Biophys. Acta 1061:291-303 (1991).
24. Lakowicz, J.R., in Principles of Fluorescence Spectroscopy, Plenum Press, New York, 1983, pp. 111-150.
25. Miyazawa, T., K. Yasuda, and K. Fujimoto, Chemiluminescence-High Performance Liquid Chromatography of Phosphatidylcholine Hydroperoxide, Anal. Letters 20:915 (1987).
26. Zhang, J.-R., A.R. Gazers, B.S. Lutzke, and E.D. Hall, HPLC-Chemiluminescence and Thermospray LC/MS Study of Hydroperoxides Generated from Phosphatidylcholine, Free Radicals Biol. Med. 18:1-10 (1995).
27. 2+ in the Presence of Xylenol Orange. Comparison with the TBA Assay and an Iodo-metric method, Lipids 26:853-856 (1991).
28. de Hingh, Y.C.M., J. Meyer, J.C. Fischer, R. Berger, J.A.M. Smeitink, and J.A.F. Op den Kamp, Direct Measurement of Lipid Peroxidation in Submitochondrial Particles, Biochemistry 34:12755-12760 (1995).
29. Laranjinha, J.A.N., L.M. Almeida, and V.M.C. Madeira, Lipid Peroxidation and Its Inhibition in Low Density Lipoproteins; Quenching of cis-Parinaric Acid Fluorescence, Arch. Biochem. Biophys. 297:147-154 (1992).
30. Dinis, T.C.P., V.M.C. Madeira, and L.M. Almeida. Action of Phenolic Derivatives (Acetaminophen, Salicylate, and 5-Aminosalicylate) as Inhibitors of Membrane Lipid Peroxidation and as Peroxyl Radical Scavengers, Ibid. 375:161-169 (1994).
31. Van den Berg, J.J.M., F.A. Kuypers, J.H. Oju, D. Chiu, B. Lubin, B. Roelefsen, and J.A.F. Op den Kamp, The Use of cis-Parinaric Acid to Determine Lipid Peroxidation in Human Erythrocyte Membranes. Comparison of Normal and Sickle Erythrocyte Membranes, Biochim. Biophys. Acta 944:29-39 (1988).
32. Kuypers, F.A., J.J.M. Van den Berg, C. Schalkwijk, B. Roelofsen, and J.A.F. Op den Kamp, Parinaric Acid as a Sensitive Fluorescent Probe for the Determination of Lipid Peroxidation, Ibid. 921:266-274 (1987).
33. Lentz, B.R., Use of Fluorescent Probes to Monitor Molecular Order and Motions Within Liposome Bilayers, Chem. Phys. Lipids 64:99-116 (1993).
34. Ivessa, E.N., E. Kalb, F. Paltauf, and A. Hermetter, Diphenylhexatrienyl Propanoyl Hydrazyl Stachyose: A New Oligosaccharide Derivative of Diphenylhexatriene. Synthesis and Fluorescence Properties in Artificial Membranes, Ibid. 49:185-195 (1988).
35. Trotter, P.J., and J. Storch, 3-[p-(6-Phenyl)-1,3,5-hexatrenyl)-phenylpropionic acid (PA-DPH); Characterization as a Fluorescent Membrane Probe and Binding to Fatty Acid Binding Proteins, Biochim. Biophys. Acta 982:131-139 (1989).
36. Mateo, C.R., M.P. Lillo, J. Gonzalez-Rodriguez, and A.V. Acuna, Molecular Order and Fluidity of the Plasma Membrane of Human Platelets from Time-Resolved Fluorescence Polarization, Eur. Biophys. J. 20:41-52 (1991).
37. 2: Modulation by Dietary Restriction, Mech. Age. Dev. 65:17-33 (1992).
38. Choe, M., C. Jackson, and B.P. Yu. Lipid Peroxidation Contributes to Age-Related Membrane Rigidity, Free Radicals Biol. Med. 78:977-984 (1995),
39. Maiorino, M., A. Zamburlini, A. Roveri, and F. Ursini, Copper-Induced Lipid Peroxidation in Liposomes. Micelles, and LDL: Which Is the Role of Vitamin E, Ibid. 78:67-74 (1995).
40. Miller, D.M., G.R. Buettner, and S.D. Aust. Transition Metals as Catalysts of "Autoxidation" Reactions, Ibid. 5:95-108 (1990).
41. Ding, A.-H., and P.C. Chan, Singlet Oxygen in Copper-Catalyzed Lipid Peroxidation in Erythrocyte Membranes. Lipids 19:278-284 (1984).
42. Minotti, G., Sources and Role of Iron in Lipid Peroxidation, Chem. Res. Toxicol. 6:134-146 (1993).
43. Porter, W.L., Paradoxical Behavior of Antioxidants in Food and Biological Systems, Toxicol Indust. Health 9:93-122 (1993).
44. Kanner, J., J.B. German, and J.E. Kinsella, Initiation of Lipid Peroxidation in Biological Systems, CRC Crit. Rev. Food Sci. Nutr. 25:317-364 (1987).
45. Buettner, G.R., The Pecking Order of Free Radicals and Antiox-idants: Lipid Peroxidation, α-Tocopherol, and Ascorbate, Arch. Biochem. Biophys. 300:535-543 (1993).
46. Willson, R.L., Iron and Hydroxyl Free Radicals in Enzyme Inactivation and Cancer, in Free Radicals, Lipid Peroxidation, and Cancer, edited by D.C.H. McBrien and T.F. Slater, Academic Press, London. 1982, pp. 275-303.
47. Schaich, K.M., and D.C. Borg, Fenton Reactions in Lipid Phases. Lipids 25:570-579 (1988).
48. Stanley, D.W., Biological Membrane Deterioration and Associated Quality Loss in Food Tissues. CRC Crit. Rev. Food Sci. Nutr. 50:487-553 (1991).