Abstract
The detection and measurement of lipid oxidation in biological systems and some biologic effects of this oxidation are reviewed. The role of lipid oxidation in the process of photocarcinogenesis and the protective effect of antioxidants against this process also are discussed. The mechanism of such protection is unknown and studies directed at elucidating the mechanism of antioxidant effect in photocarcinogenesis and in some other pathological conditions believed to involve, lipid oxidation are needed. In addition to this, epoxidation of lipids observed in monolayer studies requires further investigation, particularly in the presence of some other unsaturated molecules. The possible significance of such a study—particularly in the presence of polycyclic aromatic hydrocarbon carcinogens, where formation of epoxides is generally accepted as active intermediates-is also discussed. In addition, present knowledge on the role of lipid peroxides in the destruction of proteins and biomembranes, in chemically induced toxicity and in generation of singlet oxygen is presented.
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Recknagel, R.O., Pharmacol. Rev. 19:145 (1967).
Recknagel, R.O., and E.A. Glende, Jr., CRC Critical Rev. Toxicol. 2:268 (1973).
Litov, R.E., D.H. Irving, and A.L. Tappel, Lipids 13:305 (1978).
Seligman, M.L., E.S. Flamm, B.D. Goldstein, R.D. Poser, H.B. Dermopoulos, and J. Ransohoft, Ibid. 12:945 (1977).
Goldstein, B.D., C. Lodi, C. Collinson, and O.J. Balchum, Arch. Environ. Health 18:631 (1969).
Goldstein, B.D., R.D. Buckley, R. Cardenas and O.J. Balchum, Science 169:605 (1970).
Mensel, D.B., Arch. Int. Med. 128:48 (1971).
Chio, K.S., and A.L. Tappel, Biochemistry 8:2827 (1969).
Wills, E.D., Biochem. Pharmacol. 7:7 (1961).
Desai, I.D., and A.L. Tappel, J. Lipid Res. 4:204 (1963).
Andrews, F., J. Bjorkstan, F.B. Trenk, A.S. Henick and R.B. Koch, J. Am. Oil Chem. Soc. 42:779 (1965).
Roubal, W.T., and A.L. Tappel, Arch. Biochem. 113:5 (1966).
Roubal, W.T., and A.L. Tappel, Ibid. 113:150 (1966).
Roubal, W.T., Lipids 6:62 (1971).
Zirlin, A., and M. Karel, J. Food Sci. 34:160 (1969).
Braddock R.J., and L.R. Dugan, Jr., J. Am. Chem. Soc. 50:343 (1973).
Black, H.S., and J.T. Chan, J. Invest. Dermatol. 65:412 (1975).
Black, H.S., and J.T. Chan, Oncology 33:119 (1976).
Black, H.S., and J.T. Chan, Photochem. Photobiol. 26:183 (1977).
Chan, J.T., and H.S. Black, Science 196:1216 (1974).
Black, H.S., J.S. Jones, and W.B. Lo, Lipids 9:292 (1975).
Black, H.S., Y. Tsurumaru, and W.B. Lo, Res. Commun. Chem. Path. Pharm. 10:177 (1975).
Lo, W.B., and H.S. Black, Nature (London) 246:489 (1973).
Ross, J., A.I. Gebbart, and J.E. Gerech, J. Am. Chem. Soc. 71:282 (1949).
Knight, H.B., D. Swern, and C.R. Eddy, J. Am. Oil Chem. Soc. 28:188 (1951).
Privett, O.S., and E.C. Nickell, Fette Seifen Anstrichm. 61:842 (1959).
Khan, N.A., Oleagineux 397 (1964).
Scholler, R., and R. Herznsehuh, Fett Seifen Anstrichm. 68:469 (1966).
Frankel, E.N., W.K. Rohwedder, W.E. Neff and D. Weisleder, J. Org. Chem. 40:3247 (1975).
Frankel, E.N., W.E. Neff, W.K. Rohwedder, B.P.S. Khambay, R.F. Garwood, and B.C.L. Weedon, Lipids 1:901 (1977).
Frankel, E.N., W.E. Neff, W.K. Rohwedder, B.P.S. Khambay, R.F. Garwood and B.C.L. Weedon, Ibid. 12:908 (1977).
Frankel, E.N., W.E. Neff, W.K. Rohwedder, B.P.S. Khambay, R.F. Garwood, and B.C.L. Weedon, Ibid. 12:1055 (1977).
Pryor, W.A., in “Free Radicals in Biology,” Vol. 1, Edited by W.A. Pryor, Academic Press, New York, NY, 1976, p. 1.
Piretti, M.V., P. Capella, and G. Bonaga, J. Chromatogr. 92:196 (1973).
Terao, J., and S. Matsushita, Agric. Biol. Chem. 39:2027 (1975).
Sattar, A., and J.M. Deman, J. Am. Chem. Soc. 53:473 (1976).
Carlsson, D.J., T. Suprunchuk, and D.M. Wiles, Ibid. 53:656 (1976).
Kearns, D., Chem. Rev. 71:395 (1971).
Chan, H.W.S., J. Am. Oil Chem. Soc. 54:100 (1977).
Terao, J., and S. Matsushita, J. Am. Chem. Soc. 54:215 (1977).
Honn, F.J., I.J. Bezman, and B.F. Daubert, J. Am. Oil Chem. Soc. 28:129 (1951).
Togashi, H.J., A.S. Henick, and R.B. Koch, J. Food Sci. 26:186 (1961).
Weis, L.D., T.R. Evans, and P.A. Leermakers, J. Am. Chem. Soc. 90:6109 (1968).
Porter, W.L., L.A. Levasseur, and A.S. Henick, Lipids 6:1 (1971).
Porter, W.L., L.A. Levasseur, and A.S. Henick, Ibid. 7:699 (1972).
Slawson, V., and J.F. Mead, J. Lipid Res. 13:143 (1972).
Porter, W.L., A.S. Henick, and L.A. Levasseur, Lipids 8:31 (1973).
Slawson, V., A.W. Adamson, and J.F. Mead, Ibid. 8:129 (1973).
Whitten, D.G., J. Am. Chem. Soc. 96:594 (1974).
Slawson, W., and A.W. Adamson, Lipids 11:472 (1976).
Wu, G.S., R.A. Stein, and J.F. Mead, Ibid. 12:971 (1977).
Heidelberger, C., Studies on the Mechanisms of Carcinogenesis by Polycyclic Aromatic Hydrocarbons and Their Derivatives, in “Carcinogenesis—A Comprehensive Survey,” Vol. 1, edited by R. Freudenthal and P.W. Jones, Raven Press, New York, 1976, p. 1.
Hopkins, G.J., C.E. West, and G.C. Hard, Lipids 11:328 (1976).
Gray, J.I., J. Am. Oil Chem. Soc. 55:539 (1978).
Dahle, L.K., E.G. Hill, and R.T. Holman, Arch. Biochem. 98:253 (1962).
Recknagel, R.O., and A.K. Ghoshal, Exp. Mol. Path. 5:413 (1966).
Shenstone, F.S., in “Biochemistry and Methodology of Lipids,” edited by A.R. Johnson and J.B. Davenport, Wiley Interscience, New York, 1971, p. 219.
Ellis, B.A., and R.A. Jones, Analyst 61:812 (1936).
Waller, R.L., and R.O. Recknagel Lipids 12:915 (1966) and references cited therein.
Riley, C.A., G. Cohen, and M. Lieberman, Science 183:208 (1974).
Hafeman, D.G., and W.G. Hoekstra, J. Nutr. 107:666 (1977).
Hafeman, D.G., and W.G. Hoekstra, Ibid. 107:656 (1977).
Dillard, C.J., E.E. Dunnelin, and A.L. Tappel, Lipids 12:109 (1977).
Dunnelin, E.E., and A.L. Tappel, Ibid. 12:895 (1977).
Dillard, C.J., R.E. Litov, and A.L. Tappel, Ibid. 13:396 (1978).
Downey, J.E., D.H. Irving, and A.L. Tappel, Ibid. 13:403 (1978).
Evans, C.D., G.R. List, A. Dolev, D.G. McConnell and R.L. Hoffmann, Ibid. 2:432 (1967).
Tappel, A.L., in “Pathology of Cell Membranes,” Vol. 1, edited by B.F. Trump and A.U. Arstila, Academic Press, New York, 1975, p. 145.
Pryor, W.A., J.P. Stanley, and E. Blair, Lipids 11:370 (1976).
Bidlack, W.R., and A.L. Tappel, Ibid. 8:203 (1973).
Riess, Y., and A.L. Tappel, Ibid. 8:199 (1973).
Dillard, C.J., and A.L. Tappel, Ibid. 6:715 (1971).
Dillard, C.J., and A.L. Tappel, Ibid. 8:183 (1973).
Trombly, R., and A.L. Tappel, Ibid. 10:441 (1975).
May, H.E., and P.B. McCay, J. Biol. Chem. 243:2288; 2296 (1968).
“The Biologic Effects of Ultraviolet Radiation,” edited by F. Urbach, Pergamon Press, New York, 1969.
Black, H.S., and W.B. Lo, Nature 234:306 (1971).
Lo, W.B., and H.S. Black, J. Invest. Dermatol. 58:278 (1972).
Bischoft, F., Adv. Lipid Res. 7:165 (1969).
De Rios, G.G., A.H. Rudolph, J.T. Chan, and H.S. Black, Clin. Res. 24:263A (1976).
Dubouloz, P., and J. Dumas, Proc. Inst. Int. Photobiol. Congr. 247 (1954).
Pathak, M.A., and K. Stratton, Effects of Ultraviolet and Visible Radiation and the Production of Free Radicals in Skin, in “The Biologic Effects of Ultraviolet Radiation,” edited by F. Urbach, Pergamon Press, New York, 1969, p. 207.
Gardner, H.W., D. Weisleder and R. Kleiman. Lipids 11:127 (1976).
Yong, H.S., and M. Karel, J. Am. Oil Chem. Soc. 55:352 (1978).
Nielson, H., Lipids 13:253 (1978).
Howard, J.A., and K.U. Ingold, J. Am. Chem. Soc. 90:1056 (1968).
Nakano, M., T. Noguchi, K. Sugioka, H. Fukuyama, M. Sato, Y. Shimizu, Tsuji, and H. Inaba, J. Biol. Chem. 250:2404 (1975).
Nakano, M., K. Takayama, Y. Tsuji, H. Inaba and T. Migita, J. Am. Chem. Soc. 98:1974 (1976).
Lai, K.E., K. Fong, and P.B. McCay, Biochim. Biophys. Acta 528:497 (1978).
Rigaudy, J., C. Brelieri, and P. Scribe, Tetrahdron Lett. (7):687 (1978).
Logani, M.K., W.A. Austin, and R.E. Davies, Ibid. (29):2467 (1977).
Logani, M.K., W.A. Austin, and R.E. Davies, Ibid. (6):511 (1978).
Takayama, K., T. Noguchi, and M. Nakano, Biochem. Biophys. Res. Commun. 75:1052 (1977).
Singlet Oxygen and Related Species in Chemistry and Biology, Photochem. Photobiol. (Special Issue), Vol. 28 (1978).
Kahn, A.W., and M. Kasha, Ann. N.Y. Acad. Sci. 171:24 (1970).
Santamaria, L., and G. Privo, in “Research Progress in Organic Biological and Medicinal Chemistry,” Vol. 1, edited by U. Gallo and L. Santamaria, Milano, Italy 1964, p. 259.
Di Luzio, N.R., and A.D. Hartman, Fed. Proc. 26:1436 (1967).
Di Luzio, N.R., Lab. Invest. 15:50 (1966).
Wu, G.S., R.A. Stein, and J.F. Mead, Lipids 13:517 (1978).
Peitronigro, D.D., M.L. Seligman, W.G. Jones and H.B. Demopoulos, Lipids 11:808 (1976).
Wattenberg, L.W., Cancer Res. 35:3326 (1975).
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Logani, M.K., Davies, R.E. Lipid oxidation: Biologic effects and antioxidants—A review. Lipids 15, 485–495 (1980). https://doi.org/10.1007/BF02534079
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DOI: https://doi.org/10.1007/BF02534079