Protection of Peroxynitrite-Induced DNA Damage by Dietary Antioxidants

  • Moon Hye-Kyung (School of Life Sciences and Biotechnology and Agro-Biotechnology Education Center, Kyungpook National University) ;
  • Yang Eun-Sun (School of Life Sciences and Biotechnology and Agro-Biotechnology Education Center, Kyungpook National University) ;
  • Park Jeen-Woo (School of Life Sciences and Biotechnology and Agro-Biotechnology Education Center, Kyungpook National University)
  • Published : 2006.03.01

Abstract

The present study was undertaken to test the hypothesis that dietary antioxidants protect DNA damage induced by peroxynitrite, a potent physiological inorganic toxin. The present study showed that dietary antioxidants such as (-)-epigallocatechin gallate, quercerin, rutin, resveratrol, and ursolic acid inhibit single strand breaks in supercoiled plasmid DNA induced by 3-morpholinosydnomine N-ethylcarbamide (SIN-1), a generator of peroxynitrite through the reaction between nitric oxide and superoxide anion. The formation of 8-hydroxy-2'-deoxyguanosine (8-OH-dG) in calf thymus DNA by SIN-1 was also inhibited by dietary antioxidants. When U937 cells were incubated with 1 mM SIN-1 bolus, a significant increase of 8-OH-dG level was observed. However, oxidative DNA damage was significantly lower in the cells pre-treated with dietary antioxidants when cells were exposed to SIN-1.

Keywords

References

  1. Afanas'ev, I. B., Dorozhko, A. I., Brodskii, A. V., Kostyuk, V. A., and Potapovitch, A. I., Chelating and free radical scavenging mechanisms of inhibitory action of rutin and quercetin in lipid peroxidation. Biochem. Pharmacol., 38, 1763-1769 (1989) https://doi.org/10.1016/0006-2952(89)90410-3
  2. Ames, B. N., Gold, L. S., and Willet, W. C., The causes and prevention of cancer. Proc. Natl. Acad. Sci. USA, 92, 5258- 5265 (1995)
  3. Balanehru, S. and Nagarajan, B., Protective effect of oleanolic acid and ursolic acid against lipid peroxidation. Biochem. Int., 24, 981-990 (1991)
  4. Beckman, J. S., Beckman, T. W., Chen, J., Marshall, P. A., and Freeman, B. A., Apparent hydroxyl radical production by peroxynitrite: implications for endothelial injury from nitric oxide and superoxide. Proc. Natl. Acad. Sci. USA, 87, 1620- 1624 (1990)
  5. Beckman, J. S., Carson, M., Smith, C. D., and Koppenol, W. H., ALS, SOD and Peroxynitrite. Nature, 364, 584 (1993) https://doi.org/10.1038/364584a0
  6. Carreras, M. C., Pargament, G. A., Catz, S. D., Poderosa, J. J., and Boveris, A., Kinetics of nitric oxide and hydrogen peroxide production and formation of peroxynitrite during the respiratory burst of human neutrophils. FEBS Lett., 341, 65- 68 (1994) https://doi.org/10.1016/0014-5793(94)80241-6
  7. Galati, G. and O'Brien, P. J., Potential toxicity of flavonoids and other dietary phenolics: Significance for their chemopreventive and anticancer properties. Free Radic. Biol. Med., 37, 287-303 (2004) https://doi.org/10.1016/j.freeradbiomed.2004.04.034
  8. Hertog, M. G., Hollman, P. C., Katan, M. B., and Kromhout, D., Intake of potentially anticarcinogenic flavonoids and their determinants in adults in The Netherlands. Nutr. Cancer., 20, 21-29 (1993) https://doi.org/10.1080/01635589309514267
  9. Ischiropoulos, H., Zhu, L., and Beckman, J. S., Peroxynitrite formation from macrophage-derived nitric oxide. Arch. Biochem. Biophys., 298, 446-451 (1992) https://doi.org/10.1016/0003-9861(92)90433-W
  10. Juedes, M. J. and Wogan, G. N., Peroxynitrite-induced mutation spectra of pSP189 following replication in bacteria and in human cells. Mut. Res., 349, 51-61 (1996) https://doi.org/10.1016/0027-5107(95)00152-2
  11. Kaur, H. and Halliwell, B., Evidence for nitric oxide-mediated oxidative damage in chronic inflammation. Nitrotyrosine in serum and synovial fluid from rheumatoid patients. FEBS Lett., 350, 9-12 (1994) https://doi.org/10.1016/0014-5793(94)00722-5
  12. Kooy, N. W. and Royall, J. A., Agonist-induced peroxynitrite production from endothelial cells. Arch. Biochem. Biophys., 310, 352-359 (1994) https://doi.org/10.1006/abbi.1994.1178
  13. Koppenol, W. H., Moreno, J. J., Pryor, W. A., Ischiropoulos, H., and Beckman, J. S., Peroxynitrite, a cloaked oxidant formed by nitric oxide and superoxide. Chem. Res. Toxicol., 5, 834- 842 (1992) https://doi.org/10.1021/tx00030a017
  14. Park, J.-W. and Floyd, R. A., Lipid peroxidation products mediate the formation of 8-hydroxydeoxyguanosine in DNA. Free Radic. Biol. Med., 12, 245-250 (1992) https://doi.org/10.1016/0891-5849(92)90111-S
  15. Park, J.-W. and Floyd, R. A., Generation of strand breaks and formation of 8-hydroxy-2'-deoxyguanosine in DNA by a thiol/ $Fe^{3+}/O_2$-catalyzed oxidation system. Arch. Biochem. Biophys., 12, 245-250 (1992)
  16. Radi, R., Beckman, J. S., Bush, K. M., and Freeman, B. A., Peroxynitrite oxidation of sulfhydryls. The cytotoxic potential of superoxide and nitric oxide. J. Biol. Chem., 266, 4244- 4250 (1991)
  17. Salgo, M. G. and Pryor, W. A., Trolox inhibits peroxynitritemediated oxidative stress and apoptosis in rat thymocytes. Arch. Biochem. Biophys., 333, 482-488 (1996) https://doi.org/10.1006/abbi.1996.0418
  18. Shibutani, S., Takeshita, M., and Grollman, A. P., Insertion of specific base during DNA synthesis past the oxidationdamaged base 8-oxodG. Nature, 349, 431-434 (1991) https://doi.org/10.1038/349431a0
  19. Struthers, L., Patel, R., Clark, J., and Thomas, S., Direct detection of 8-oxodeoxyguanosine and 8-oxoguanine by avidin and its analogues. Anal. Biochem., 255, 20-31 (1998) https://doi.org/10.1006/abio.1997.2354
  20. Sun, A. Y., Simonyi, A., and Sun, G. Y., The 'French paradox' and beyond: Neuroprotective effects of polyphenols. Free Radic. Biol. Med., 32, 314-318 (2002) https://doi.org/10.1016/S0891-5849(01)00803-6
  21. Sundaresan, M., Yu, Z. Y., Ferrans, C. J., Irani, K., and Finkel, T., Requirement for generation of H2O2 for platelet-derived growth factor signal transduction. Science, 270, 296-299 (1995) https://doi.org/10.1126/science.270.5234.296