Isoprostanes-prostaglandin-like compounds formed in vivo independently of cyclooxygenase. Use as clinical indicators of oxidant damage

Gastroenterology Clinics of North America

Volumn 25, Issue 2, 1996, Pages 409-427

  Awad, J A ^a   Roberts II, L J ^a   Burk, R F ^a   Merrow, J D ^a  

^a VANDERBILT UNIVERSITY MEDICAL CENTER   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIOXIDANT; ARACHIDONIC ACID; CELL RECEPTOR; ISOPROSTANE; PROSTAGLANDIN; PROSTAGLANDIN SYNTHASE; PROSTANOID; UNCLASSIFIED DRUG;

ALCOHOL LIVER DISEASE; BIOCHEMISTRY; BIOSYNTHESIS; BODY FLUID; CHEMICAL STRUCTURE; CIGARETTE SMOKING; HOMEOSTASIS; LIPID PEROXIDATION; LIVER INJURY; LIVER ISCHEMIA; LIVER TOXICITY; MEASUREMENT; NEPHROTOXICITY; NUTRITIONAL DEFICIENCY; OXIDATION; PATHOPHYSIOLOGY; REPERFUSION; REVIEW;

EID: 0029999662     PISSN: 08898553     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0889-8553(05)70255-7     Document Type: Article

References (76)

1. 10 and α-tocopherol Free Rad Biol Med 19 1995 169 176
2. J.A. Award R.F. Burk L.J. Roberts II Effect of selenium deficiency and glutathione-modulating agents on diquat toxicity and lipid peroxidation in rats J Pharmacol Exp Ther 270 1994 858 864
3. 2-isoprostanes. Anesthesiology (in press)
4. 2-isoprostanes in bile: A novel index of hepatic lipid peroxidation Hepatology 22 1995 962 968
5. 2-isoprostanes J Nutr 124 1994 810 816
6. 2-isoprostane) metabolites in human urine J Biol Chem 268 1993 4161 4169
7. S.S. Aws Role of oxygen-derived free radicals in mechanism of acute and chronic duodenal ulceration in the rat Dig Dis Sci 35 1990 73 79
8. 2 in rabbit lung in situ Am J Physiol 263 1992 H660 H663
9. A.B. Bridges N.A. Scott G.J. Parry Age, sex, cigarette smoking and indices of free radical activity in healthy humans Eur J Med 2 1993 205 208
10. R.S. Britton G.A. Ramm J. Olynyk Pathophysiology of iron toxicity Adv Exp Med Biol 356 1994 239 253
11. R.F. Burk K.E. Hill J.A. Awad Liver and kidney necrosis in selenium-deficient rats depleted of glutathione Lab Invest 72 1995 723 730
12. R.F. Burk K.E. Hill J.A. Awad Pathogenesis of diquat-induced liver necrosis in selenium-deficient rats: Assessment of the roles of lipid peroxidation and Selenoprotein P Hepatology 21 1995 561 569
13. R.F. Burk K.E. Hill J.A. Awad Liver and kidney necrosis in selenium-deficient rats depleted of glutathione Lab Invest 72 1995 723 730
14. R.F. Burk R.A. Lawrence J.M. Lane Liver necrosis and lipid peroxidation in the rat as the result of paraquat and diquat administration J Clin Invest 65 1980 1024 1031
15. D.F. Church W.A. Pryor Free-radical chemistry of cigarette smoke and its toxicological implications Environ Health Perspect 64 1985 111 126
16. E.C. Cross B. Halliwell E.T. Borish Oxygen radicals and human disease Ann Intern Med 107 1987 526 545
17. 2α excretion as a non-invasive marker of free radical injury in humans Clin Res 42 1994 182A
18. J.A. Farrington M. Ebert E.J. Land Bipyridilium quaternary salts and related compounds: V. Pulse radiolysis studies of the reaction of paraquat radical with oxygen: Implications for the mode of action of bipyridyl herbicides Biochim Biophys Acta 314 1973 372 381
19. 2-isoprostane receptors on rat vascular smooth muscle cells Am J Physiol 264 1993 C1619 C1624
20. 2-isoprostane Biochem Biophys Res Commun 195 1993 507 515
21. M.B. Grisham Role of reactive oxygen metabolites in inflammatory bowel disease Curr Opin Gastroenterol 9 1993 971 980
22. M.B. Grisham Oxidants and free radicals in inflammatory bowel disease Lancet 344 1994 859 861
23. D.G. Hafeman W.G. Hoekstra Lipid peroxidation in vivo during vitamin E and selenium deficiency in the rat as monitored by ethane evolution J Nutr 107 1977 666 672
24. B. Halliwell M. Grootveld The measurement of free radical reactions in humans FEBS Lett 213 1987 9 14
25. D. Harats M. Ben-Naim Y. Dabach Cigarette smoking renders LDL susceptible to peroxidative modification and enhanced metabolism by macrophages Atherosclerosis 79 1989 245 252
26. P.M. Harrison R. Keays G.P. Bray Improved outcome of paracetamol-induced fulminant hepatic failure by late administration of acetylcystiene Lancet 335 1990 1572 1573
27. P.M. Harrison J.A. Wendon A.E. Gimson Improvement by acetylcysteine of hemodynamics and oxygen transport in fulminant hepatic failure N Engl J Med 324 1991 1852 1857
28. 2 receptor Nature 349 1991 617 620
29. H. Jaeschke Reactive oxygen and ischemia/reperfusion injury of the liver Chem Biol Interact 79 1991 115 136
30. D.J. Jollow J.R. Mitchell W.Z. Potter Acetaminophen-induced hepatic necrosis: II. Role of covalent binding in vivo J Pharmacol Exp Ther 187 1973 195 202
31. J. Kalra A.K. Chaudhary K. Prasad Increased production of oxygen free radicals in cigarette smokers Int J Exp Pathol 72 1991 1 7
32. 2α in isolated perfused rat lung J Appl Physiol 74 1993 460 465
33. K.A. Kayganich-Harrison D.M. Rose R.C. Murphy Collision-induced dissociation of isoprostane-containing phospholipids J Lipid Res 34 1993 1229 1235
34. R. Keays P.M. Harrison J.A. Wendon Intravenous acetylcysteine in paracetamol induced fulminant hepatic failure: A prospective controlled trial BMJ 303 1991 1026 1029
35. 2 receptor FASEB J 9 1995 A40
36. C.S. Lieber L.M. Decarli Ethanol oxidation by liver microsomes: Adaptive increase after ethanol feeding Science (Washington DC) 162 1968 917 918
37. 2-isoprostanes and malondialdehyde in peroxidizing rat liver microsomes Biochem Pharmacol 47 1994 1173 1177
38. W.R. Mathews D.M. Guido M.A. Fisher Lipid peroxidation as molecular mechanism of liver cell injury during reperfusion after ischemia Free Rad Biol Med 16 1994 763 770
39. Mathews WR, McKenna R, Guido DM, et al: A comparison of gas chromatographymass spectrometry assays for in vivo lipid peroxidation. In Proceedings of the 41st American Society of Mass Spectrometry Conference on Mass Spectrometry and Allied Topics, San Francisco, 1993, p 865a-865b
40. J.M. McCord Oxygen-derived free radicals in postischemic tissue injury N Engl J Med 312 1985 159 163
41. J.R. Mitchell D.J. Jollow W.Z. Potter Acetaminophen-induced hepatic necrosis: I. Role of drug metabolism J Pharmacol Exp Ther 187 1973 185 194
42. J.R. Mitchell D.J. Jollow W.Z. Potter Acetaminophen-induced hepatic necrosis: IV. Protective role of glutathione J Pharmacol Exp Ther 187 1973 211 217
43. J.D. Morrow J.A. Awad H.J. Boss Formation of non-cyclooxygenase derived prostanoids occurs in situ on phospholipids Proc Natl Acad Sci USA 89 1992 10721 10725
44. 2-isoprostanes) in carbon tetrachloride hepatotoxicity, an animal model of lipid peroxidation J Clin Invest 90 1992 2502 2507
45. 2-isoprostanes) in smokers—smoking as a cause of oxidative damage N Engl J Med 332 1995 1198 1203
46. J.D. Morrow T.M. Harris L.J. Roberts II Noncyclooxygenase oxidative formation of a series of novel prostaglandins: Analytical ramifications for measurement of eicosanoids Anal Biochem 184 1990 1 10
47. 2-like compounds are produced in vivo in humans by a non-cyclooxygenase, free radical-catalyzed mechanism Proc Natl Acad Sci USA 87 1990 9383 9387
48. 2α is formed in vivo Biochim Biophys Acta 1210 1994 244 248
49. J.D. Morrow T.A. Minton C.R. Mukundan Free radical-induced generation of isoprostanes in vivo: Evidence for the formation of D-ring and E-ring isoprostanes J Biol Chem 269 1994 4317 4326
50. 2α, a potent agonist of the vascular thromboxane/endoperoxide receptor, is a platelet thromboxane/endoperoxide receptor antagonist Prostaglandins 44 1992 155 163
51. 2-isoprostanes) in the hepatorenal syndrome J Lipid Mediators 6 1993 417 420
52. 2-isoprostanes produced by non-cyclooxygenase free radical-catalyzed mechanism L. Packer Oxygen Radicals in Biological Systems (Methods of Enzymology, vol 233) 1994 Academic Press San Diego 163
53. A.A. Nanji S. Kwaja S.R. Tahan Plasma levels of a novel noncyclooxygenase-derived prostanoid (8-isoprostane) correlate with severity of liver injury in experimental alcoholic liver disease J Pharmacol Exp Ther 269 1994 1280 1285
54. A.A. Nanji S. Zhao S. Khwaja Cimetidine prevents alcoholic hepatic injury in the intragastric feeding rat model J Pharmacol Exp Ther 269 1994 827 832
55. A.A. Nanji S. Zhao R.G. Lamb Changes in microsomal phospholipases and arachidonic acid in experimental alcoholic liver injury: Relationship to cytochrome P450 2E1 induction and conjugated diene formation Alcoholism Clin Exp Res 17 1993 598 603
56. N.A. Porter M.O. Funk Peroxy radical cyclization as a model for prostaglandin synthesis J Org Chem 40 1975 3614 3615
57. 2 antibodies Biochem Biophys Acta 206 1995 455 461
58. W.A. Pryor J.P. Stanley E. Blair Autoxidation of polyunsaturated fatty acids: II. A suggested mechanism for the formation of TBA-reactive materials from prostaglandin-like endoperoxides Lipids 11 1976 370 379
59. 2 receptor J Biol Chem 269 1994 19256 19261
60. R.O. Recknagel E.A. Glende Jr Carbon tetrachloride hepatotoxicity: An example of lethal cleavage CRC Critical Rev Toxicol 2 1973 263 267
61. E.S. Reynolds Liver endoplasmic reticulum: Target site of halocarbon metabolites M.W. Miller A.E. Shamov Membrane Toxicity (Advances in Experimental Medicine and Biology) 1977 Plenum Press New York 117
62. S.M.H. Sadrazadeh A.A. Nanji M. Meydani Effect of chronic ethanol feeding on plasma and liver α-and γ-tocopherol levels in normal and vitamin E-deficient rats: Relationship to lipid peroxidation Biochem Pharmacol 47 1994 2005 2010
63. M.H. Schoenberg M. Buchler H.G. Beger The role of oxygen radicals in experimental acute pancreatitis Free Rad Biol Med 12 1992 515 522
64. K. Schwarz Vitamin E, trace elements and sulfhydryl groups in respiratory decline Vitam Horm 20 1962 463 484
65. 2 dependent release of fatty acids from peroxidized membranes J Free Rad Biol Med 1 1985 263 271
66. S. Shaw K.P. Rubin C.S. Lieber Depressed hepatic glutathione and increased diene conjugates in alcoholic liver disease: Evidence for lipid peroxidation Dig Dis Sci 28 1983 585 589
67. C.V. Smith Effect of BCNU pretreatment on diquat-induced oxidant stress and hepatotoxicity Biochem Biophys Res Commun 144 1987 415 421
68. C.V. Smith H. Hughes B.H. Lauterburg Oxidant stress and hepatic necrosis in rats treated with diquat J Pharmacol Exp Ther 245 1985 172 177
69. R.J. Sokol M. Devereaux R. Khandwala Evidence for involvement of oxygen free radicals in bile acid toxicity to isolated rat hepatocytes Hepatology 17 1993 869 881
70. R.J. Sokol D. Twedt J.M. McKim Oxidant injury to hepatic mitochondria in patients with Wilson's disease and Bedlington terriers with copper toxicosis Gastroenterology 107 1994 1788 1798
71. 2 receptors J Clin Invest 90 1992 136 141
72. A.L. Tappel Vitamin E and free radical peroxidation of lipids Ann NY Acad Sci 203 1972 12 28
73. C. Werner A. Wendel Hepatic uptake and antihepatotoxic properties of vitamin E and liposomes in the mouse Chem-Biol Interactions 75 1990 83 92
74. J.L. Witzum D. Steinberg Role of oxidized LDL in atherogenesis J Clin Invest 88 1991 1785 1792
75. 2 Adv Prostaglandin Thromboxane Leukotriene Res 23 1995 237 239
76. B.J. Zimmerman D.N. Granger Mechanisms of reperfusion injury Am J Med Sci 307 1994 284 292