Oxygen free radicals and their biomedical implications: A mini review

Mini-Reviews in Organic Chemistry

Volumn 8, Issue 4, 2011, Pages 372-376

  Sharan, R N ^a   Odyuo, M M ^b   Purkayastha, S ^c  

^a NORTH EASTERN HILL UNIVERSITY   (India)

^b St Anthony s College   (India)

^c GC College   (India)

Author keywords

Cellular and molecular damage; Diseases; DNA; Free radicals; Reactive oxygen species

Indexed keywords

EID: 80053464233     PISSN: 1570193X     EISSN: None     Source Type: Journal    
DOI: 10.2174/157019311797440344     Document Type: Review

References (80)

1. Halliwell, B.; Gutteridge, J.M.C. Free Radicals in Biology and Medicine; Claredon Press: Oxford, 1989.
2. Karlsson, J. Antioxidants and Exercise; Human Kinetics Press: Illinois, 1997.
3. Herzberg, G. The Spectra and Structures of Simple Free Radicals: Introduction to Molecular Spectroscopy; Dover Publications: New York, 1989.
4. Halliwell, B.; Gutteridge, J.M.C.; Cross, C.E. Free radicals, antioxidants and human diseases - Where are we now? J. Lab. Clin. Med., 1992, 119, 598-620.
5. Halliwell, B. Free radicals, antioxidants, and human disease: curiosity, cause, or consequence? Lancet, 1994, 344 (8924), 721-724.
6. Jaruga, P.; Dizdaroglu, M. Repair of products of oxidative base damage in human cells. Nucleic Acid Res., 1996, 24(8), 1389-1394.
7. McCord, J.M. The evolution of free radicals and oxidative stress. Am. J. Med., 2000, 108, 652-659.
8. Zheng, M.; Storz, G. Redox sensing by prokaryotic transcription factors. Biochem. Pharmacol., 2000, 59, 1-6.
9. Liu, R.H.; Hotchkiss, J.H. Potential genotoxicity of chronically elevated nitric oxide: a review. Mutat. Res., 1995, 339, 73-89.
10. Douki, T.; Cadet, J. Peroxynitrite mediated oxidation of purine bases of nucleosides and isolated DNA. Free Radic. Res., 1996, 24, 369-370.
11. Pacher, P.; Beckman, J.S.; Liaudet, L. Nitric oxide and peroxynitrite in health and disease. Physiol. Rev., 2007, 87(1), 315-324.
12. Yu, B.P. Cellular defenses against damage from reactive oxygen species. Biol. Rev., 1994, 74, 139-162.
13. Poulson, H.E.; Prieme, H.; Loft, S. Role of oxidative DNA damage in cancer initiation and promotion. Eur. J. Cancer Prev., 1998, 7(1), 9-16.
14. Gilgun-Sherki, Y.; Melamed, E.; Offen, D. Oxidative stress induced neurodegenerative diseases: the need for antioxidants that penetrate the blood brain barrier. Neuropharmacology, 2001, 40, 959-975.
15. Prousek, J. Fenton reaction after a century. Chem. Listy, 1995, 89, 11-21.
16. Goldstien, S.; Meyerstein, D.; Czapski, G. The Fenton reagents. Free Radic. Med. Biol., 1993, 15, 435-445.
17. Uday, B.; Dipak, D.; Ranajit, B.K. Reactive oxygen species: Oxidative damage and pathogenesis. Curr. Sci., 1990, 77, 658-666.
18. Buettner, G.R.; Jurkiewicz, B.A. Catabolic metals, ascorbate and free radicals: Combinations to avoid. Radiat. Res., 1996, 145, 532-545.
19. Klung-Roth, D.; Rabani, J. Pulse radiolytic studies on reactions of aqueous supoeroxide radicvals with copper (II) complexes. J. Phys. Chem., 1976, 80, 588-591.
20. Rodriguez, A.M.; Carrico, P.M.; Mazurkeiwicz, J.E.; Melendez, J.A. Mitochondrial or cytosolic catalase reverses the MnSOD-dependent inhibition of proliferation by enhancing respiratory chain activity, net ATP production, and decreasing steady state levels of H2O2. Free Radic. Biol. Med., 2000, 29, 801-813.
21. Lepoivre, M.; Flaman, J.M.; Bobé, P.; Lemaire, G.; Henry, Y. Quenching of the tyrosyl free radical of ribonucleotide reductase by nitric oxide. J. Biol. Chem., 1994, 269, 21891-97.
22. Halliwell, B.; Gutteridge, J.M.C. Role of free radicals and catalytic metal ions in human disease: an overview. Methods Enzymol., 1990, 186, 1-85.
23. Beckman, K.B.; Ames, B.N. Oxidative decay of DNA. J. Biol. Chem., 1997, 272, 19633-19636.
24. Klungland, A.; Rosewell, I.; Hollenback, S.; Larsen, E.; Daly, G.; Seeberg, E.; Lindahl, T.; Barnes, E. Accumulation of premutagenic lesions in mice defective in removal of oxidative base damage. Proc. Natl. Acad. Sci., USA, 1999, 96, 1300-1305.
25. Wallace, S.S. AP endonucleases and DNA glycosylases that recognize oxidative DNA damage. Environ. Mol. Mutagen., 1988, 12, 431-477.
26. Blaisdell, J.O.; Wallace, S.S. Abortive base-excision repair of radiation induced clustered DNA lesions in Escherichia coli. Proc. Natl. Acad. Sci. USA, 2001, 98(13), 7426-7430.
27. Benzi, G.; Pastoris, O.; Marzatico, F.; Villa, R.F.; Dagani, F.; Curti, D. The mitochondrial electron-transfer alteration as a factor involved in brain ageing. Neurobiol. Ageing, 1992, 13, 361-368.
28. Brooks, P.S.; Levonen, A.L.; Shiva, S.; Sarti, P.; Darley-Usmar, V.M. Mitochndria: Regulators of signal transduction by reactive oxygen and nitrogen species. Free Radic. Biol. Med., 2002, 33, 755-764.
29. Thannickal, V.J.; Fanburg, B.L. Reactive oxygen species in cell signaling. Am. J. Physiol. - Lung Cell. Mol. Physiol., 2000, 279, L1005-1028.
30. Fahl, W.L.; Lalwani, N.D.; Watanabe, T.; Goel, S.K.; Reddy, J.K. DNA dmage related to increased hydrogen-peroxide generation by hypolipidemic drug-induced liver peroxisomes. Proc. Natl. Acad. Sci. USA, 1984, 81, 7827- 7830.
31. Stohs, S.J.; Bagchi, D. Oxidative mechanisms in toxicity of metal-ions. Free Radic. Biol. Med., 1995, 18, 321-336.
32. Butler, J.; Hoey, B.M. The one-electron reduction potential of several substrates can be related to their reduction rates by Cytochrome-P-450 reductase. Biochim. Biophys. Acta, 1993, 1161, 73-78.
33. Jirapongsananuruk, O.; Malech, H.L.; Kuhns, D.B.; Niemela, J.E.; Brown, M.R.; Anderson-Cohen, M.; Fleisher, T.A. Diagnostic paradigm for evaluation of male patients with chronic granulomatous disease, based on dihydrorhodamine. J. Allergy Clin. Immunol., 2003, 111, 374-379.
34. Stadtman, E.R.; Levine, R.L. Protein oxidation. Ann. NY Acad. Sci., 2000, 899, 191-208.
35. Valko, M.; Izakovic, M.; Mazur, M.; Rhodes, C.J.; Telser, J. Role of oxygen radicals in DNA damage and cancer incidence. Mol. Cell. Biochem., 2004, 266, 37-56.
36. Ward, J.F.; Limoli, C.L.; Calabro-Jones, P.; Evans, J.W. In: Anticarcinogenesis and Radiation Protection.; Ceruti, P.A.; Nygaard, O.F.; Simic, M.G. Eds.; Plenum: New York, 1988, pp. 321-327.
37. Esterbauer, H.; Eckl, P.; Ortner, A. Possible mutagens derived from lipids and lipid precursors. Mutat. Res., 1990, 238, 223-233.
38. Bartsch, H. DNA adducts in human carcinogenesis: Etiological relevance and structure activity relationship. Mutat. Res. Rev. Genet. Toxicol., 1996, 340, 67-79.
39. Cadet, J. DNA damage caused by oxidation, deamination, ultraviolet radiation and photoexcited psoralens, in DNA adducts: Identification and biological significance. Int. Agency Res. Cancer, 1994, 125, 245-276.
40. Randerath, K.; Randerath, E.; Smith, C.V.; Chiang, J. Structural origins of bulky oxidative DNA adducts (type III-compounds) as deduced by oxidation of oligonucleotides of known sequence. Chem. Res. Toxicol., 1996, 9, 247- 254.
41. Llyod, D.R.; Philips, D.H.; Carmichael, P.L. Generation of putative intrastrand cross-links and strand breaks in DNA by transition metal ion- mediated oxygen radical attack. Chem. Res. Toxicol., 1997, 10, 393-400.
42. Cadet, J.; Berger, M.; Douki, T.; Ravanat, J.L. Oxidative damage to DNA: Formation, measurement, and biological significance. Rev. Physiol. Biochem. Pharmacol., 1997, 131, 1-87.
43. Odyuo M.M.; Sharan, R.N. Differential DNA breaking abilities of OH and ROS generating radiomimetic chemicals and y-rays: Study of plasmid DNA, pMTa4, in vitro. Free Radic. Res., 2005, 39(5), 499-505.
44. Odyuo M.M.; Sharan, R.N. Quantitative evaluation of EDTA and ethanol for their ability to afford protecton against ·OH and ROS generating chemical system: DNA strand breaks in pMTa4 DNA in vitro. In: Free Radical and Natural products in Health: Kumar, Ashok Ed.; Genises Publications: India, 2009, pp. 150-160.
45. Henle, E.S.; Linn, S. Formation, prevention and repair of DNA damage by iron/hydrogen peroxide. J. Biol. Chem., 1997, 272, 19095-19098.
46. Grollman, A.P.; Moriya, M. Mutagenesis by 8-oxoguanine: An enemy within. Trends Genet., 1993, 9, 246-249.
47. Bruner, S.D.; Norman, D.P.G.; Verdine, G.L. Structural basis for recognition and repair of endogenous mutagen 8-oxoguanine in DNA. Nature, 2000, 403, 859-866.
48. Cerda, S.; Weitzman, S.A. Influence of oxygen radical injury on DNA methylation. Mutat. Res. Rev. Mutat. Res., 1997, 386, 141-152.
49. Shapiro, R.; Shiuey, S. Reaction of nitrous acid with alkyl-aminopurines. Biochim. Biophys. Acta, 1969, 174, 403-405.
50. Kow, Y.W. Repair of deaminated bases in DNA. Free Radic. Biol. Med., 2002, 33(7), 886-893.
51. Toyokuni, T.M.; Dizdaroglu, M. DNA base modifications in renal rat chromatin of Wistar rats treated with a renal carcinogen. Int. J. Cancer, 1994, 57, 123-128.
52. Metzgar, D.; Thomas, E.; Davis, C.; Field, D.; Wills, C. The microsatellites of Escherichia coli: Rapidly evolving repetitive DNAs in a non-pathogenic prokaryote. Mol. Microbiol., 2001, 39(1), 183-190.
53. Purkayastha, S.; Sharan, R.N. Molecular signature of genomic DNA following exposure to radiation and oxidative stress, 2010, unpublished results.
54. Floyd, R.A. In: Proceedings of the First Oxygen Society Meeting, Pergamon Press: New York, 1994, pp. 79-84.
55. Dekkers, J.C.; Van Doornen, L.J.P.; Kemper, H.C.G. The role of antioxidants vitamins and enzymes in the prevention of exercise-induced muscle damage. Sports Med., 1996, 21, 213-238.
56. Esterbauer, H.; Schaur, R.J.; Zollner, H. Chemistry and biochemistry of 4- hydroxynonenal, malonaldehyde and related aldehydes. Free Radic. Biol. Med., 1991, 11, 81-128.
57. Marnett, L.J. Lipid peroxidation - DNA damage by malonaldialdehyde. Mutat. Res. Fundam. Mol. Mech. Mutagen., 1999, 424, 83-95.
58. Mao, H.; Schnetz-Boutaud, N.C.; Weisenseel, J.P.; Marnett, L.J.; Stone, M.P. Duplex DNA catalyzes the chemical rearrangement of a malonaldialdehyde deoxyguanosine adduct. Proc. Natl. Acad. Sci., USA, 1999, 96, 6615-6620.
59. Takahara, N.; Kashiwagi, A.; Nishio, Y.; Harada, N.; Kojima, H.; Maegawa, H.; Hidaka, H.; Kikkawa, R. Oxidized lipoproteins found in patients with NIDDM stimulate radical-induced monocyte chemo attractant protein-1 mRNA expression in cultured human endothelial cells. Diabetologia, 1997, 40, 662-70.
60. Xu, Y. Sphingosylphosphorylcholine and lysophosphatidylcholine: G protein- coupled receptors and receptor-mediated signal transduction. Biochim. Biophys. Acta., 2002, 1582, 81-88.
61. Douki, T.; Ames, B.N. An HPLC-EC assay for 1,N-Propano adducts of 2'- deoxyguanosine with 4-hydroxynonenal and other 2'-unsaturated aldehydes. Chem. Res. Toxicol., 1994, 7, 511-518.
62. Ames, B.N.; Shigenaga, M.K.; Hagen, T.M. Mitochondrial decay in aging. Biochim. Biophys. Acta, 1995, 1271, 165-170.
63. Berlett, B.S.; Stadtman, E.R. Protein oxidation in aging, disease, and oxidative stress. J. Biol. Chem., 1997, 272, 20313-20316.
64. Davies, K.J.A.; Delsignore, M.E.; Lin, S.W. Protein damage and degradation by oxygen radicals. II. Modification of amino acids. J. Biol. Chem., 1987, 262, 9902-9907.
65. Davies, K.J.A.; Lin, S.W.; Pacifici, R.E. Protein damage and degradation by oxygen radicals. IV. Degradation of denatured protein. J. Biol. Chem., 1987, 262, 9914-9920.
66. Stadtman, E.R. Oxidation of free amino acids and amino acid residues in proteins by radiolysis and by metal-catalyzed reactions. Ann. Rev. Biochem., 1993, 62, 797-821.
67. Sawyer, D.B.; Colucci, W.S. Mitochondrial oxidative stress in heart failure: "Oxygen wastage" revisited. Circ. Res., 2000, 86, 119-120.
68. Williams, R.S. Canaries in the coal mine: Mitochondrial DNA and vascular injury from reactive oxygen species. Circ. Res., 2000, 86, 915-916.
69. Clayton, D.A. Transcription of the mammalian mitochondrial genome. Ann. Rev. Biochem., 1984, 53, 573 -594.
70. Wallace, D.C. Mitochondrial diseases in man and mouse. Science, 1999, 283, 1482-1488.
71. Ballinger, S.W.; Patterson, C.; Yan, C.N.; Doan, R.; Burow, D.L.; Young, C.G.; Yakes, F.M.; Van Houten, B.; Ballinger, C.A.; Freeman, B.A.; Runge, M.S. Hydrogen peroxide and peroxynitrite-induced mitochondrial DNA damage and dysfunction in vascular endothelial and smooth muscle cells. Circ. Res., 2000, 86, 960-966.
72. Ide, T.; Tsutsui, H.; Hayashidani, S.; Kang, D.; Suematsu, N.; Nakamura, K.; Utsumi, H.; Hamasaki, N.; Takeshita, A. Mitochondrial DNA damage and dysfunction associated with oxidative stress in failing hearts after myocardial infarction. Circ. Res., 2001, 16, 529-535.
73. Acworth, I.N.; Bailey, B. In: Handbook of Oxidative Metabolism; ESA Inc.: Massachusetts, 1997.
74. Weisman, H.; Halliwell, B. Damage to DNA by reactive oxygen and nitrogen species: Role of inflammatory disease and progression of cancer. Biochem. J., 1996, 313, 17-29.
75. Johnson, T.M.; Yu, X.-Z; Ferrans, V.J.; Lowenstein, R.A.; Finkel, T. Reactive oxygen species are down-stream mediators of p53-dependent apoptosis. Proc. Natl. Acad. Sci. USA, 1996, 93, 11848-11852.
76. Bandyopadhyay, U.; Das, D.; Banerjee, R.K. Reactive oxygen species: Oxidative damage and pathogenesis. Curr. Sci., 1999, 77, 658-666.
77. Chisari, F.V.; Ferrari, C. Hepatitis B virus immunopathology. Springer Semin. Immunopathol., 1995, 17, 261-281.
78. Shacter, F.; Weitzman, S.A. Chronic inflammation and cancer. Oncology, 2002, 16, 217-222.
79. Bianchini, F.; Jaeckel, A.; Vineis, P.; Martinez-Garcia, C.; Elmstahl, S.; Van Kappel, A.L.; Boeing, H.; Ohshima, H.; Riboli, E.; Kaaks, R. Inverse correlation between alcohol consumption and lymphocyte level of 8- hydroxydeoxyguanosine in humans. Carcinogen, 2001, 22, 885-890.
80. Nia, A.B.; Van Shooten, F.J.; Schilderman, P.A.E.L.; De Kok, T.M.C.M.; Haenen, G.R.; Van Herwijnen, M.H.M.; Van Agen, E.; Pachen, D.; Kleinjans, J.C.S. A multibiomarker approach to study the effects of smoking on oxidative DNA damage and repair, and antioxidative defense mechanisms. Carcinogen, 2001, 22, 885-890.