Baicalein and Baicalin from the Radix of Scutellaria baicalensis Georgi Inhibits Oxidative DNA Damage and Apoptosis via its Antioxidant Activity

  • Garcia, Nellie Ann S. (University of Philippines) ;
  • Jeong, Hyung-Jin (School of Bioresources, Andong National University)
  • 발행 : 2009.12.31

초록

In this study, we evaluated and compared the protective effects of two major constituents, baicalein and baicalin, against oxidative DNA and cell damages caused by hydroxyl radical. Antioxidant properties were evaluated using DPPH and hydroxyl radicals scavenging assays and $Fe^{2+}$ chelating assay. ${\varphi}X$ 174 RFI plasmid DNA and intracellular DNA migration assay were used to evaluate the protective effect against oxidative DNA damage. Also, MTT and lipid peroxidation assays were used to evaluate their protective effects against oxidative cell damage. Both baicalein and baicalin prevented intracellular DNA and cells from oxidative damage caused by hydroxyl radical via antioxidant activities. Baicalein demonstrated a stronger antioxidant activity in scavenging DPPH radicals and chelating $Fe^{2+}$ while baicalin scavenged hydroxyl radicals more efficiently. The differences in the level of baicalein and baicalin pose a different pathological pathway for each. The antioxidant activity of baicalin was due to its ability to scavenge hydroxyl radical whilst baicalein was a stronger $Fe^{2+}$ chelator. Further investigation to compare the molecular mechanisms of antitumor activities of baicalein and baicalin is vital to anticancer research.

키워드

참고문헌

  1. Armitage, P. and Doll, R. 1954. The age distribution of cancer and a multi-stage theory of carcinogenesis. Br. J. Cancer 8: 1-12 https://doi.org/10.1093/ije/dyh216
  2. Balaban, R.S., S. Nemoto and T. Finkel, 2005. Mitochondria, oxidants and aging, Cell 120: 483-495 https://doi.org/10.1016/j.cell.2005.02.001
  3. Barja, G. 2004. Free radicals and aging, Trends Neurosci. 27: 595-600 https://doi.org/10.1016/j.tins.2004.07.005
  4. Barreto, R., S. Kawakita, J. Tsuchiya, E. Minelli, K. Pavasuthipasit, A. Helmy and F. Marotta. 2005. Metal-induced oxidative damage in cultured hepatocytes and hepatic lysosomal fraction: beneficial effect of a curcumin/absinthium compound. Chinese J. Digest. Dis. 6: 31-36 https://doi.org/10.1111/j.1443-9573.2005.00184.x
  5. Benzie, I.F.F. 2000. Evolution of antioxidant defence mechanisms. Eur. J. Nutr. 39: 53-61 https://doi.org/10.1007/s003940070030
  6. Bokov, A., A. Chaudhuri and A. Richardson. 2004. The role of oxidative damage and stress in aging, Mech. Ageing Dev. 125: 811-826 https://doi.org/10.1016/j.mad.2004.07.009
  7. Cai, Q and H. Wei. 1996. Effect of dietary genistein antioxidant enzyme activities in SENCAR mice. Nutr. Cancer 25: 1-7 https://doi.org/10.1080/01635589609514423
  8. Chaudhary, A.K., M. Nokubo, G.R. Reddy, S.N. Yeola, J.D. Morrow, I.A. Blair and L.J. Marnett. 1994. Detection of endogenous malondialdehyde deoxyguanosine adducts in human liver. Science 265: 1580-1582 https://doi.org/10.1126/science.8079172
  9. Cho, E.S., K.W. Lee and H.J. Lee. 2008. Cocoa procyanidins protect PC12 cells from hydrogen-peroxide-induced apoptosis by inhibiting activation of p38 MAPK and JNK. Mutat. Res. 640: 123-130 https://doi.org/10.1016/j.mrfmmm.2007.12.012
  10. Esposito E., D. Rotilio, V. Di Matteo, C. Giulio, M. Cacchio and S. Algeri. 2002. A review of specific dietary antioxidants and the effects on biochemical mechanisms to neurodegenerative processes. Neurobiol. Aging 23: 719-735 https://doi.org/10.1016/S0197-4580(02)00078-7
  11. Esterbauer, H., 1982. In: McBrien, D.C.H., Slater, T.F. (Eds), Free Radicals, Lipid Peroxidation and Cancer. Academic Press, New York, pp. 101-128
  12. Ghosal, D., M.V. Omelchenko, E.K. Gaidamakova, V.Y. Matrosova, A. Vasilenko, A. Venkateswaran, M. Zhai, H.M. Kostandarithes, H. Brim, K.S. Makarova, L.P. Wackett, J.K. Fredrickson and M.J. Daly. 2005. How radiation kills cells: survival of Deinococcus radiodurans and Shewanella oneidensis under oxidative stress. FEMS Microbiol. Rev. 29: 361-375 https://doi.org/10.1016/j.fmrre.2004.12.007
  13. Grisham, M.B. 1992. Reactive oxygen metabolism. In: Grisham M.B., ed. Reactive metabolites of oxygen and nitrogen in biology and medicine. Austin: RG Landers Company. pp. 39
  14. Guo, M., C.A. Perez, Y. Wei, E. Rapoza, G. Su, F. Bou- Abdallah and N.D. Chasteen. Dalton Trans. (2007), pp. 4951- 4961
  15. Han, J., M. Ye, M. Xu, J.Sun, B.Wang and D. Guo. 2006. Characterization of flavonoids in the traditional Chinese herbal medicine-Hangqin by liquid chromatography coupled with electrospray ionization mass spectrometry. J. Chrom. B 848: 355-362 https://doi.org/10.1016/j.jchromb.2006.10.061
  16. Hus, B., I.M. Coupar and K. Ng. 2006. Antioxidant activity of hot water EtOAC extract from the fruit of the Doum palm. Hyphaene thebaica. Food Chem. 98: 317-328 https://doi.org/10.1016/j.foodchem.2005.05.077
  17. Jung, Y and Y. Surh. 2001. Oxidative DNA damage and cytotoxicity unduced by copper-stimulated redox cycling of salsolinol, a neurotoxic tetrahydroisoquinoline alkaloid. Free Radic. Biol. Med. 30: 1407-1417 https://doi.org/10.1016/S0891-5849(01)00548-2
  18. Kang, K.A., K.H. Lee, S.W. Chae, R. Zhang, M.S. Jung, Y.K. Lee, S.Y. Kim, H.S. Kim, H.G. Joo, J.W. Park, Y.M. Ham. L.H. Lee and J.W. Hyun. 2005. Eckol isolated from Ecklonia cava attenuates oxidative stress induced cell damage in lung fibroblast cells. FEBS Lett. 579: 6295-6304 https://doi.org/10.1016/j.febslet.2005.10.008
  19. Kang, K.A., R. Zhang, M.J. Piao, D.O. Ko, Z.H. Wang, B.J. Kim, J.W. Park, H.S. Kim, D.H. Kim and J.W. Hyun. 2008. Protective effect of irisolidone, a metabolite of kakkalide, against hydrogen peroxide induced cell damage via antioxidant effect. Bioorgan. Med. Chem. 16: 1133-1141 https://doi.org/10.1016/j.bmc.2007.10.085
  20. Li, H.B., Y. Jiang and F. Cheng. 2004. Separation methods used for Scutellaria baicalensis active components, J. Chrom. B 812: 277-290 https://doi.org/10.1016/j.jchromb.2004.06.045
  21. Li, Y. and M.A. Trush. 1993. Oxidation of hydroquinone by copper: chemical mechanism and biological effects. Arch. Biochem. Biophys. 300: 346-355 https://doi.org/10.1006/abbi.1993.1047
  22. Lloyd, R.V., P.M. Hanna and R.P. Mason. 1997. The origin of the hydroxyl radical oxygen in the Fenton reaction. Free Radic. Biol. Med. 22: 885-888 https://doi.org/10.1016/S0891-5849(96)00432-7
  23. Morel, I, G. Lescoat, P. Cogrel, O. Segen, N. Pasdeloup, P. Brissot, P. Cillard amd J. CillardJ. 1993. Antioxidant and iron- chelating activities of the flavonoids catechin, quercetin and diosmetin on iron-loaded rat hepatocyte cultures. Biochem. Pharmacol. 45: 13-19 https://doi.org/10.1016/0006-2952(93)90371-3
  24. Moriwaki, H., M.R. Osborne and D.H. Phillips. 2008. Effect of mixing ions on oxidative DNA damage mediated by a Fentontype reduction. Toxicol. in Vitro. 22, 36-44 https://doi.org/10.1016/j.tiv.2007.07.011
  25. Namba, T.1993. Coloured Illustrations of Wakan-Yaku, Hoikusha, p. 152
  26. Pietta, P.G. 2000. Flavonoids as antioxidants. J. Nat. Prod. 63: 1035-1042 https://doi.org/10.1021/np9904509
  27. Powell, C.L., J.A. Swenberg and I. Rusyn. 2005. Expression of base excision DNA repair genes as a biomarker of oxidative DNA damage. Cancer Lett. 229: 1-11 https://doi.org/10.1016/j.canlet.2004.12.002
  28. Schwarz, S.M., G. Peres, W. Kunz, G. Furstenberger, W. Kittstein and F. Marks. 1984. On the role of superoxide anion radicals in skin tumour promotion. Carcinogenesis. 5: 1663-1670 https://doi.org/10.1093/carcin/5.12.1663
  29. Smirnoff, N. and Q.J. Cumbes. 1989. Hydroxyl radical scavenging activity of compatible solutes. Phytochemistry. 28: 1057-1060 https://doi.org/10.1016/0031-9422(89)80182-7
  30. Stohs, S.J. and D. Bagchi. 1995. Oxidative mechanism in the toxicity of metal ions. Free Radic. Biol. Med. 18: 321-336 https://doi.org/10.1016/0891-5849(94)00159-H
  31. Sudheesh S., C. Sandaya, A. Sarah Koshy and N.R. Vijayalakshmi. 1999. Antioxidant activity of flavonoids from Solanum melongena. Phytother .Res. 13: 393-396 https://doi.org/10.1002/(SICI)1099-1573(199908/09)13:5<393::AID-PTR474>3.0.CO;2-8
  32. Vaca, C.E., J. Wilhelm and M. Harms-Ringdahl. 1988. Interaction of lipid peroxidation products with DNA. A review. Mutat. Res. 195: 137-149 https://doi.org/10.1016/0165-1110(88)90022-X