Abstract
Cardiovascular disease is one of the leading causes of morbidity and mortality in the United States. Central to the process of atherogenesis is the uptake of LDL by macrophages resulting in formation of foam cells in the vascular wall. Thus, insights into the mechanism that leads to the uptake of LDL by macrophages are key to understanding the pathogenesis of atherosclerosis. Native LDL is not internalized by macrophages. However, chemical modification of LDL apolipoprotein B-100 converts the LDL into a ligand for scavenger receptors on macrophages, which leads to rapid uptake of the modified LDL (1–3). Because the scavenger pathway of LDL uptake lacks feedback inhibition by intracellular cholesterol content, massive accumulation of modified LDL can occur, resulting in foam cell formation.
This is a preview of subscription content, log in via an institution.
Buying options
Tax calculation will be finalised at checkout
Purchases are for personal use only
Learn about institutional subscriptionsPreview
Unable to display preview. Download preview PDF.
References
Goldstein, J. L., Ho, Y. K., Basu, S. K., and Brown, M. S. (1979) Binding site on macrophages that mediates uptake and degradation of acetylated low density lipoprotein, producing massive cholesterol deposition. Proc. Natl. Acad. Sci. USA 76, 333–337.
Henriksen, T., Mahoney, E. M., and Steinberg, D. (1981) Enhanced macrophage degradation of low density lipoprotein previously incubated with cultured endothelial cells: recognition by receptor for acetylated low density lipoproteins. Proc. Natl. Acad. Sci. USA 78, 6499–6503.
Sparrow, C. P., Parthasarathy, S., and Steinberg, D. (1989) A macrophage receptor that recognizes oxidized low density lipoprotein but not acetylated low density lipoprotein. J. Biol. Chem. 264, 2599–2604.
Diaz, M. N., Frei, B., Vita, J. A., and Keaney, J. F., Jr. (1997) Antioxidants and atherosclerotic heart disease. N. Engl. J. Med. 337, 408–416.
Berliner, J. A. and Heinecke, J. W. (1996) The role of oxidized lipoproteins in atherogenesis. Free Rad. Biol. Med. 20, 707–727.
Yla-Herttuala, S., Palinski, W., and Rosenfeld, M. E. (1989) Evidence for the presence of oxidatively modified low density lipoprotein in atherosclerotic lesions of rabbit and man. J. Clin. Invest. 84, 1086–1095.
Palinski, W., Rosenfeld, M. E., Yla-Herttuala, S., Gurtner, G. C., Socher, S. S., Butler, S. W., Parthasarathy, S., and Carew, T. E. (1989) Low density lipoprotein undergoes oxidative modification in vivo. Proc. Natl Acad Sci. USA 86, 1372–1376.
Esterbauer, H., Gebicki, J., Puhl, H., and Jurgens, G. (1992) The role of lipid peroxidation and antioxidants in oxidative modification of LDL. Free Rad. Biol. Med. 13, 341–390.
Steinbrecher, U. P. (1987) Oxidation of human low density lipoprotein results in derivatization of lysine residues of apolipoprotein B by lipid decomposition products. J. Biol Chem. 262, 3603–3608.
Esterbauer, H., Jürgens, G., Quehenberger, O., and Koller, E. (1987) Autoxidation of human low density lipoprotein: loss of polyunsaturated fatty acids, vitamin E, and generation of aldehydes. J. Lipid Res. 28, 495–509.
Zhang, H. F., Yang, Y. H., and Steinbrecher, U. P. (1993) Structural requirements for the binding of modified proteins to the scavenger receptor of macrophages. J. Biol Chem. 268, 5535–5542.
Morel, D. W., Hessler, J. R., and Chisolm, G. M. (1983) Low density lipoprotein cytotoxicity induced by free radical peroxidation of lipid. J. Lipid Res. 24, 1070–1076.
Chin, J. H., Azhar, S., and Hoffman, B. B. (1992) Inactivation of enothelial derived relaxing factor by oxidized lipoproteins. J. Clin. Invest. 89, 10–18.
Kugiyama, K., Kerns, S. A., Morrisett, J. D., Roberts, R., and Henry, P. D. (1990) Impairment of endothelium-dependent relaxation by lysolecithin in modified low-density lipoproteins. Nature 344, 160–162.
Drake, T. A., Hannani, K., Fei, H., Lavi, S., and Berliner, J. A. (1991) MM-LDL induces tissue factor expression in cultured human endothelial cells. Am. J. Path. 138, 601–607.
Aviram, M. (1989) Modified forms of low density lipoprotein affect platelet aggregation in vitro. Thromb. Res. 53, 561–567.
Tippin, P. G., Davenport, P., Gallicchio, M., Filonzi, E. L., Apostolopoulos, J., and Wojita, J. (1993) Atheromatous plaque macrophages produce PAI-1 and simulate its production by endothelial cells and smooth muscle cells. Am. J. Pathol 143, 875–885.
Bielicki, J. K., Forte, T. M., and McCall, M. R. (1996) Minimally oxidized LDL is a potent inhibitor of lecithinxholesterol acytransferase activity. J. Lipid Res. 37, 1012–1021.
Halliwell, B. and Grootveld, M. (1987) The measurement of free radical reactions in humans. FEBS Lett. 213, 9–14.
Morrow, J. D., Hill, K. E., Burk, R. F., Nammour, T. M., Badr, K. F., and Roberts, L. J. II (1990) A series of prostaglandin F2-like compounds are produced in vivo in humans by a non-cox, free radical catalyzed mechanism. Proc. Natl Acad. Sci. USA 87, 9383–9387.
Morrow, J. D., and Roberts, L. J. II (1996) The isoprostanes: current knowledge and directions for future research. Biochem. Pharmacol. 51, 1–9.
Roberts, L. J. II and Morrow, J. D. (1997) The generation and actions of isoprostanes. Biochem. Biophys. Acta 1345, 121–135.
Morrow, J. D., and Roberts, L. J., II. (1997) The isoprostanes: unique bioactive products of lipid peroxidation. Prog. Lip. Res. 36, 1–21.
Taber, D. F., Morrow, J. D., and Roberts, L. J. II (1997) A nomenclature system for the isoprostanes. PGs 53, 63–67.
Waugh, R. J., and Murphy, R.C. (1996) Mass spectrometric analysis of four regioisomers of F2-isoprostanes formed by free radical oxidation of arachidonic acid. J. Am. Soc. Mass. Spectrom. 1, 490–499.
Waugh, R. J., Morrow, J. D., Roberts, L. J. II, and Murphy, R. C. (1997) Identification and relative quantitation of F2-isoprostane regioisomers formed in vivo in the rat. Free Rad. Biol Med. 23, 943–954.
Hamberg, M. and Samuelsson, B. (1973) Detection and isolation of an endoperoxide intermediate in prostaglandin biosynthesis. Proc. Natl Acad. Sci. USA 70, 899–903.
Hecker, M. and Ullrich, V. (1989) On the mechanism of prostacyclin and thromboxane A2 biosynthesis. J. Biol Chem. 264, 141–150.
Morrow, J. D., Minton, T. A., Mukundan, C. R., Campbell, M. D., Zackert, W. E., Daniel, V. C., Badr, K. R., Blair, I. A., and Roberts, L. J. II (1994) Free radical induced generation of isoprostanes in vivo: evidence for the formation of D-ring and E-ring isoprostanes. J. Biol. Chem. 269, 4317–4326.
Morrow, J. D., Awad, J. A., Zackert, W. E., Daniel, V. C., and Roberts, L. J. II (1996) Free radical-induced generation of thromboxane-like compounds (isothromboxanes) in vivo. J. Biol. Chem. 38, 23,185–23,190.
Morrow, J. D., Awad, J. A., Boss, H. J., Blair, I. A., and Roberts, L. J. II (1992) Non-cox-derived prostanoids (F2-isoprostanes) are formed in situ on phospholipids. Proc. Natl. Acad. Sci. USA 89, 10,721–10,725.
Morrow, J. D. and Roberts, L. J. II (1994) Mass spectrometry of prostanoids: F2-isoprostanes produced by non-cox free radical-catalyzed mechanism. Methods Enzymol 233, 163–174.
Morrow, J. D. and Roberts, L. J. II (1998) Mass spectrometric quantification of F2-isoprostanes in biological fluids and tissues as a measure of oxidant stress. Methods Enzymol., 300, 3–12.
Wang, A., Ciabationi, G., Creminon, C., Lawson, J., FitzGerald, G. A., Patrono, C., and Maclouf, J. (1995) Immunological characterization of urinary 8-epi-prostaglandin F2α excretion in man. J. Pharmacol. Exp. Ther. 275, 94–100.
Morrow, J. D., Minton, T. A., Badr, K. F., and Roberts, L. J. II. (1994) Evidence that the F2-isoprostane, 8-epi-prostaglandin F2α, is formed in vivo. Biochim. Biophys. Acta 1210, 244–248.
Bachi, A., Zuccato, E., Baraldi, M., Fanelli, R., and Chiabrando, C. (1996) Measurement of urinary 8-epi-prostaglandin F2α, a novel index of lipid peroxidation in vivo, by immunoaffinity extraction/gas chromatography-mass spectrometry. Basal levels in smokers and nonsmokers. Free Rad. Biol. Med. 20, 619–624.
Adiyaman, M., Lawson, J. A., Hwang, S. W., Khanapure, S. P., FitzGerald, G. A., and Rokach, J. (1996) Total synthesis of a novel isoprostane IPF2α-I and its identification in biological fluids. Tetrahedron Lett. 37, 4849–4852.
Morrow, J. D., Awad, J. A., Kato, T., Takahashi, K., Badr, K. F., Roberts, L. J. II, and Burk, R. F. (1992) Formation of non-cox derived prostanoids (F2-isoprostanes) in carbon tetrachloride heptotoxicity, an animal model of lipid peroxidation. J. Clin. Invest. 90, 2502–2507.
Awad, J. A., Morrow, J. D., Hill, K. E., Roberts, L. J. II, and Burk, R. F. (1994) Detection and localization of lipid peroxidation in vitamin E and selenium deficient rats using F2-isoprostanes. J. Nutr. 124, 810–816.
Awad, J. A., Burk, R. R., and Roberts, L. J. II (1994) Effect of selenium deficiency and glutathione modulating agents on diquat toxicity and lipid peroxidation. J. Pharmacol. Exp. Thera. 270, 858–864.
Longmire, A. W., Swift, L. L., Roberts, L. J. II, Awad, J. A., Burk, R. R., and Morrow, J. D. (1994) Effect of oxygen tension on the generation of F2-isoprostanes and malondialdehyde in peroxidizing rat liver microsomes. Biochem. Pharmacol. 47, 1173–1177.
Matthews, W. R., Mckenna, R., Guido, D. M., Petre, T. W., Jolly, R. A., Morrow, J. D., and Roberts, L. J. II (1993) A comparison of gas chromatography-mass spectrometry assays for in vivo lipid peroxidation. Proceedings of the 41st ASMS Conference on Mass Spectrometry and Allied Topics, 865A-865B.
Halovet, P. and Collen, D. (1994) Oxidized lipoproteins in atherosclerosis and thrombosis. FASEB J. 8, 1279–1284.
Suzukawa, M., Ishikawa, T., Yoshida, H., and Nakamura, H. (1995) Effect of in vivo supplementation with low-dose vitamin E on susceptibility of low density lipoprotein and high density lipoprotein to oxidative modification. Am. J. Nutr. 14, 46–52.
Heinecke, J. W., Baker, L., Rosen, H., and Chait, A. (1986) Superoxide-mediated modification of low density lipoprotein by arterial smooth muscle cells. J. Clin. Invest. 71, 757–761.
Steinbrecher, U. P. (1988) Role of Superoxide in endothelial cell modification of LDL. Biochim. Biophys. Acta 959, 20–30.
Gryglewski, R. J., Palmer, R. M., and Moncada, S. (1986) Superoxide anion is involved in the breakdown of endothelium-derived relaxing factor. Nature 320, 453–456.
Huie, R. E. and Padmaja, S. (1993) The reaction of NO with Superoxide. Free Rad. Res. Commun. 18, 195–199.
Beckman, J. S., Beckman, T. W., Chen, J., Marshall, P. A., and Freeman, B. A. (1990) Apparent hydroxyl radical production by peroxynitrate: implications for endothelial injury from nitric oxide and Superoxide. Proc. Natl. Acad. Sci. USA 87, 1620–1624.
Moore, K. P., Darley-Usmar, V., Morrow, J. D., and Roberts, L. J. II. (1995) Formation of F2-isoprostanes during oxidation of human low density lipoprotein and plasma by peroxynitrite. Cirr. Res. 77, 335–341.
Lynch, S. M., Frei, B., Morrow, J. D., Roberts, L. J. II, Xu, A., Jackson, T., Reyna, R., Klevay, L. M., Vita, J. A., and Keaney, J. F. (1997) Vascular Superoxide dismutase deficiency impairs endothelial vasodilator function through direct inactivation of nitric oxide and increased lipid peroxidation. Arterioscl. Thromb. Vase. Biol., 17, 2975–2981.
Xiu, R. J., Ying, F. X., Berglund, L., Henriksson, P., and Bjorkhem, I. (1994) The antioxidant butylated hydroxytoluene prevents early cholesterol-induced microcirculatory changes in rabbits. J. Clin. Invest. 93, 2732–2737.
Bjorkhem, I., Henriksson-Freyschuss, A., Breuer, O., Diczfalusyt, U., Berglund, L., and Henriksson, P. (1991) The antioxidant butylated hydroxytoluene protects against atherosclerosis. Arterioscl. Thromb. 11, 15–22.
McCord, J. M. (1987) Oxygen-derived radicals: a link between reperfusion injury and inflammation. Fed. Proc. 46, 2402–2406.
Werns, S. W. and Lucchesi, B. R. (1990) Free radical and ischémic tissue injury. TIPS 11, 161–166.
Mobert, J., Becker, B. F., Zahler, S., and Gerlach, E. (1997) Hemodynamic effects of isoprostanes (8-iso-prostaglandin F2α and E2) in isolated guinea pig hearts. J. Cardiovasc. Pharmacol. 29, 789–794.
Delanty, N., Reilly, M. B., Pratico, M. D., Lawson, J. A., McCarthy, M. B., Wood, A. E., Ohnishi, S. T., FitzGerald, D. J., and FitzGerald, G. A. (1997) 8-epi-PGF2α generation during coronary reperfusion. Circulation 95, 2492–2499.
Kannel, W. B. (1981) Update on the role of cigarette smoking in coronary disease. Am. Heart J. 101, 319–328.
Church, D. F. and Pryor, W. A. (1985) Free-radical chemistry of cigarette smoke and its toxico-logical implications. Environ. Health Perspect. 64, 111–126.
Frei, B., Forte, T. M., Ames, B. N., and Cross, C. E. (1991) Gas phase oxidants of cigarette smoke induce lipid peroxidation and changes in lipoprotein properties in human blood plasma: protective effect of ascorbic acid. Biochem. J. 277, 133–138.
Morrow, J. D., Frei, B., Atkinson, A. W., Gaziano, M., Lynch, S. M., Shyr, Y., Strauss, W. E., Oates, J. A., and Roberts, L. J. II (1995) Increase in circulating products of lipid peroxidation (F2-isoprostanes) in smokers. Smoking as cause of oxidant damage. N. Engl. J. Med. 332, 1198–1203.
Reilly, M., Delanty, N., Lawson, J. A., and FitzGerald, G. A. (1996) Modulation of oxidant stress in vivo in chronic cigarette smokers. Circulation 94, 19–25.
Davi, G., Alessandrini, P., Mezzetti, A., Minotti, G., Bucciarelli, A., Costatini, F., Cipollone, F., Bon, G., Ciabattoni, G., and Patrono, C. (1997) In vivo formation of 8-epi-prostaglandin F2α in hypercholesterolemia. Arterioscl. Thromb. Vase. Biol. 17, 3230–3235.
Natarajan, R., Lanting, L., Gonzales, N., and Nadler, J. (1996) Formation of and F2-isoprostane in vascular smooth muscle cells by elevated glucose and growth factors. Am. J. Physiol. 271 (Heart Circ. Physiol. 40), H159–H165.
Gopaul, N. K., Anggard, E. E., Mallet, A. I., Beteridge, D. J., Wolff, S. P., and Nourooz-Zadey, J. (1995) Plasma 8-epi-PGF2α are elevated in individuals with non-insulin dependent diabetes mellitus. FEBS Lett. 368, 225–229.
Boushey, C. J., Beresford, S. A., Omenn, G. S., and Motulsky, A. G. (1995) A quantitative assessment of plasma homocysteine as a risk factor for vascular disease: probable benefits of increasing folic acid intakes. J. Am. Med. Assoc. 274, 1049–1057.
Berwanger, C. S., Jeremy, J. Y., and Stansby, G. (1995) Homocysteine and vascular disease. Br. J.Surg. 82, 726–731.
Mayer, E. L., Jacobsen, D. W., and Robinson, K. (1996) Homocysteine and coronary atherosclerosis. J. Am. Coll. Cardiol. 27, 517–527.
Gniwotta, C., Morrow, J. D., Roberts, L. J. II, and Kuhn, H. (1997) Prostaglandin F2-like compounds, F2-isoprostanes, are present in increased amounts in human atherosclerotic lesions. Arterioscl. Thromb. Vase. Biol., 17, 3236–3241.
Harland, W. A., Gilbert, J. D., Steel, G., and Brooks, J. W. (1971) Lipids in human atheroma. Atheroscl 13, 239–243.
Kuhn, H., Belkner, J., Wiesner, R., Schewe, T., Lankin, V. A., and Tikhaze, A. K. Structure elucidation of oxygenated lipids in human atherosclerotic lesions. Eicosanoids 5, 17-22.
Folck, V. A., Nivar-Aristy, R. A., Krajewski, L. P., and Cathcardt, M. K. (1995) LOX contributes to the oxidation of lipids in human atherosclerotic plaques. J. Clin. Invest. 96, 504–510.
Pratico, D., Lulianl, L., Mauriello, A., Spagnoli, L., Lawson, J. A., Maclouf, J., Violi, F., and Fitzgerald, G. A. (1997) Localization of distinct F2-isoprostanes in human atherosclerotic lesions. J. Clin. Invest. 100, 2028–2034.
Azen, S. P., Qian, D., Mack, W. J., Sevanian, A., Selzer, R. H., Liu, C. R., and Hodis, H. N. (1996) Effect of supplementary antioxidant vitamin intake on carotid arterial wall intima-media thickness in a controlled clinical trial of cholesterol lowering. Circulation 94, 2369–2372.
Steinberg, D. and Workshop Participants. (1992) Antioxidants in the prevention of human atherosclerosis. Circulation 85, 2338–2344.
Keaney, J. F., Jr. and Frei, B. (1994) Antioxidant protection of low-density lipoprotein and its role in the prevention of atherosclerotic vascular disease, in Natural Antioxidants in Human Health and Disease (Frei, B., ed.), Academic, San Diego, CA, pp. 303–352.
Awad, J. A., Morrow, J. D., Hill, K. E., Roberts, L. J. II, and Burk, R. F. (1994) Detection and localization of lipid peroxidation in selenium-and vitamin E-deficient rats using F2-isoprostanes. J.Nutr. 124, 810–816.
Salahudeen, A., Bach, K., Morrow, J. D., and Roberts, L. J. II (1995) Hydrogen peroxide induces 21-aminosteroid-inhibitable F2-isoprostane production and cytolysis in renal tubular epithelial cells. J. Am. Soc. Nephrol. 6, 1300–1303.
Salahudeen, A., Wilson, P., Pande, R., Poovala, V., Kanji, V., Ansari, N., Morrow, J. D., and Roberts, L. J. II (1998) Cisplatin induces N-acetylcysteine suppressible F2-isoprostane production and injury in renal tubular epithelial cells. J. Am. Soc. Nephrol, in press.
Reckelhoff, J. F., Kanji, V., Racusen, L., Schmidt, A. M., Yan, S. D., Morrow, J. D., and Roberts, L. J. II (1998) Vitamin E ameliorates enhanced renal lipid peroxidation and accumulation of F2-isoprostane in aging kidneys. Am. J. Physiol., 274, R767–R774.
Poor, D. L., Bierer, T. L., Merchen, N. R., Fahey, G. C., Murphy, M. R., and Erdman, J. W. (1992) Evaluation of the preruminant calf as a model for the study of human carotenoid metabolism. J. Nutr. 122, 262–268.
Karpinski, K. and Hidiroglou, M. (1990) Monitoring vitamin E pools in sheep tissue and plasma after intravenous dosing of radiotocopherol. Br. J. Nutr. 63, 375–386.
Awad, J. A., Morrow, J. D., and Roberts, L. J. II (1993) Identification of metabolites of noncox-derived prostaglandin-like compounds (F2-isoprostanes) in human urine and plasma. J. Biol. Chem. 268, 4161–4169.
Kagan, V. E., Sebinova, E. A., Forte, T., Scita, G., and Packer, L. (1992) Recycling of vitamin E in human low density lipoproteins. J. Lipid Res. 33, 385–397.
Constantinescu, A., Han D., and Packer, L. (1993) Vitamin E recycling in human erythrocyte membranes. J. Biol. Chem. 268, 10,906–10,903.
Weber, C., Erl, W., Weber, K., and Weber, P. C. (1996) Increased adhesiveness of isolated monocytes to endothelium is prevented by vitamin C intake in smokers. Circulation 93, 1488–1492.
Fuller, C. J., Grundy, S. M., Norkus, E. P., and Jialal, I. (1996) Effect of ascorbate supplementation on low density lipoprotein oxidation in smokers. Atherosclerosis 119, 139–150.
Reaven, P. D., Khouw, A., Beltz, W. F., Parthasarathy, S., and Witztum, J. L. (1993) Effect of dietary antioxidant combinations in humans: protection of LDL by vitamin E but not beta-carotene. Arterioscl. Thromb. 13, 590–600.
Belcher, J. D., Balla, J., Balla, G., Jacobs, D. R., Jr., Gross, M., Jacob, H. S., and Vercellotti, G. M. (1993) Vitamin E, LDL and endothelium: Brief oral vitamin supplementation prevents oxidized LDL-mediated vascular injury in vitro. Arterioscl. Thromb. 13, 1779–1789.
O’Conner, D. E., Mihelich, E. D., and Coleman, M. C. (1981) Isolation and characterization of bicycloendoperoxides derived from methyl linolenate. J. Am. Chem. Soc. 103, 222–224.
Takahashi, K., Nammour, T. M., Fukunaga, M., Ebert, J., Morrow, J. D., Roberts, L. J. II, Hoover, R. L., and Badr, K. F. (1992) Glomerular actions of a free radical-generated novel prostaglandin, 8-epi-prostaglandin F2α, in the rat. J. Clin. Invest. 90, 136–141.
Kang, H. K., Morrow, J. D., Roberts, L. J. II, Newman, J. H., and Banerjee, M. (1993) Airway and vascular effects of 8-epi-prostaglandin F2α in isolated perfused rat lung. J. Appl. Physiol. 74, 460–465.
Banerjee, M., Ho Kang, K., Morrow, J. D., Roberts, L. J. II, and Newman, J. H. (1992) Effects of a novel prostaglandin, 8-epi-PGF2α, in rabbit lung in situ. Am. J. Physiol. 263, H660–H663.
Fukunaga, M., Takahashi, K., and Badr, K. (1993) Vascular smooth muscle action and receptor interactions of 8-iso-PGE2, an E2-isoprostane. Biochem. Biophys. Res. Commun. 195, 507–515.
Morrow, J. D., Minton, T. A., and Roberts, L. J., II. (1992) The F2-isoprostane, 8-epi-prostaglandin F2α, a potent agonist of the vascular thromboxane/endoperoxide receptor, is a platelet thromboxane/endoperoxide receptor antagonist. PGs 44, 155–163.
Longmire, A. W., Roberts, L. J. II, and Morrow, J. D. (1994) Actions of the E2-isoprostane, 8-iso-PGE2, on the platelet thromboxane/endoperoxide receptor in humans and rats: additional evidence for the existence of a unique isoprostane receptor. PGs 48, 247–256.
Fukunaga, M., Makita, N., Roberts, L. J., II, Morrow, J. D., Takahashi, K., and Badr, K. F. (1993) Evidence for the existence of F2-isoprostane receptors on rat vascular smooth muscle cells. Am. J. Physiol. 264, C1619–C1624.
Pratico, D., Smyth, E. M., Violi, F., and FitzGerald, G. A. (1996) Local amplification of platelet function by 8-epi-prostaglandin F2α is not mediated by thromboxane receptor isoforms. J. Biol. Chem. 271, 14,916–14,924.
Yura, T., Fukunaga, M., Grygorczyk, T., Makita, N., Takahashi, K., and Badr, K. F. (1995) Molecular and functional evidence for the distinct nature of F2-isoprostane receptors on rat vascular smooth muscle cells. Adv. Prostaglandin Thromboxane Leukotriene Res. 23, 237–239.
Fukunaga, M., Yura, T., Grygorczyk, R., and Badr, K. F. (1997) Evidence for the distinct nature of F2-isoprostane receptors from those of thromboxane A2. Am. J. Physiol. 272, F477–F483.
Fukunaga, M., Yura, T., and Badr, K. F. (1995) Stimulatory effect of 8-epi-PGF2α, an F2-isoprostane, on endothelin-1 release. J. Cardiovasc. Pharmacol. 26(Suppl. 3), S51–S52.
Hoffman, S. W., Moore, S., and Ellis, E. F. (1997) Isoprostanes: free radical-generated PGs with constrictor effects on cerebral arterioles. Stroke 28, 844–849.
Gomoll, A. W. and Ogletree, M. L. (1994) Failure of aspirin to interfere with the cardioprotective effects of ifetroban. Eur. J. Pharmacol. 271, 471–479.
Yin, K., Halushka, P. V., Yu-ting, Y., and Wong, P. Y-K. (1994) Antiaggregatory activity of 8-epi-prostaglandin F2α and other F-series prostanoids and their binding to thromboxane A2/prostaglandin H2 receptors in human platelets. J. Pharmacol. Exp. Ther. 270, 1192–1196.
Salomon, R. G., Miller, D. B., Zagorski, M. G., and Coughlin, D. J. (1984) Solvent-induced fragmentation of prostaglandin endoperoxides: new aldehyde products from PGH2 and a novel intramolecular 1,2-hydride shift during endoperoxide fragmentation in aqueous solution. J. Am. Chem. Soc. 106, 6049–6060.
Salomon, R. G., Jirousek, M. B., Ghosh, S., and Sharma, R. B. (1987) Prostaglandin endoperoxides 21: covalent binding of levuglandin E2 with proteins. PGs 34, 643–656.
Lynch, S. M., Morrow, J. D., Roberts, L. J. II, and Frei, B. (1994) Formation of noncycooxygenase derived prostanoids (F2-isoprostanes) in human plasma and isolated low density lipoproteins exposed to metal ion-dependent and-independent oxidative stress. J. Clin. Invest. 93, 998–1004.
Hoppe, G., Subbanagounder, G., O’Neil, J., Salomon, R. G., and Hoff, H. F. (1997) Macrophage recognition of LDL modified by levuglandin E2, an oxidation product of arachidonic acid. Biochim. Biophys. Acta 1344, 1–5.
Subbanagounder, G., Salomon, R. G., Murthi, K. K., Brame, C., and Roberts, L. J. II (1997) Total synthesis of iso[4]-levuglandin E2. J. Org. Chem. 62, 7658–7666.
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 1999 Springer Science+Business Media New York
About this chapter
Cite this chapter
Roberts, L.J., Morrow, J.D. (1999). Isoprostanes as Markers of Lipid Peroxidation in Atherosclerosis. In: Serhan, C.N., Ward, P.A. (eds) Molecular and Cellular Basis of Inflammation. Current Inflammation Research. Humana Press, Totowa, NJ. https://doi.org/10.1007/978-1-59259-253-1_7
Download citation
DOI: https://doi.org/10.1007/978-1-59259-253-1_7
Publisher Name: Humana Press, Totowa, NJ
Print ISBN: 978-1-61737-089-2
Online ISBN: 978-1-59259-253-1
eBook Packages: Springer Book Archive