DOI QR코드

DOI QR Code

Comparison of Hydroxyl Radical, Peroxyl Radical, and Peroxynitrite Scavenging Capacity of Extracts and Active Components from Selected Medicinal Plants

  • Received : 2010.10.21
  • Accepted : 2010.11.13
  • Published : 2010.12.01

Abstract

The ability of 80% ethanol extracts from five medicinal plants, Aralia continentalis, Paeonia suffruticosa, Magnolia denudata, Anemarrhena asphodeloides, and Schizonepeta tenuifolia, to neutralize hydroxyl radical, peroxyl radical and peroxynitrite was examined using the total oxyradical scavenging capacity (TOSC) assay. Peroxyl radical was generated from thermal homolysis of 2,2'-azobis(2-methylpropionamidine) dihydrochloride (ABAP); hydroxyl radical by an iron-ascorbate Fenton reaction; peroxynitrite by spontaneous decomposition of 3-morpholinosydnonimine N-ethylcarbamide (SIN-1). The oxidants generated react with $\alpha$-keto-$\gamma$-methiolbutyric acid (KMBA) to yield ethylene, and the TOSC of the substances tested is quantified from their ability to inhibit ethylene formation. Extracts from P. suffruticosa, M. denudata, and S. tenuifolia were determined to be potent peroxyl radical scavenging agents with a specific TOSC (sTOSC) being at least six-fold greater than that of glutathione (GSH). These three plants also showed sTOSCs toward peroxynitrite markedly greater than sTOSC of GSH, however, only P. suffruticosa revealed a significant hydroxyl radical scavenging capacity. Seven major active constituents isolated from P. suffruticosa, quercetin, (+)-catechin, methyl gallate, gallic acid, benzoic acid, benzoyl paeoniflorin and paeoniflorin, were determined for their antioxidant potential toward peroxynitrite, peroxyl and hydroxyl radicals. Quercetin, (+)-catechin, methyl gallate, and gallic acid exhibited sTOSCs 40~85 times greater than sTOSC of GSH. These four components also showed a peroxynitrite scavenging capacity higher than at least 10-fold of GSH. For antioxidant activity against hydroxyl radical, methyl gallate was greatest followed by gallic acid and quercetin. Further studies need to be conducted to substantiate the significance of scavenging a specific oxidant in the prevention of cellular injury and disease states caused by the reactive free radical species.

Keywords

References

  1. Asada, K., Kiso, K. and Yoshikawa, K. (1974). Univalent reduction of molecular oxygen by spinach chloroplasts on illumination. J. Biol. Chem., 249, 2175-2181.
  2. Cadenas, E., Boveries, A. and Chance, B. (1984). Low-level chemiluminescence of biological systems in Free Radicals in Biology (Pryor, W.A. Ed.). Academic Press, San Diego, pp. 211-242.
  3. Cai, Y., Luo, Q., Sun, M. and Corke, H. (2004). Antioxidant activity and phenolic compounds of 112 traditional Chinese medicinal plants associated with anticancer. Life Sci., 74, 2157-2184. https://doi.org/10.1016/j.lfs.2003.09.047
  4. Cao, G., Alessio, H.M. and Cutler, R.G. (1993). Oxygen-radical absorbance capacity assay for antioxidants. Free Radic. Biol. Med., 14, 303-311. https://doi.org/10.1016/0891-5849(93)90027-R
  5. Chevion, S., Berry, E.M., Kitrossky, N. and Kohen, R. (1997). Evaluation of plasma low molecular weight antioxidant capacity by cyclic voltammetry. Free Radic Biol Med., 22, 411-421. https://doi.org/10.1016/S0891-5849(96)00337-1
  6. Cohen, G.M. and d’Arcy Doherty, M. (1987). Free radical mediated cell toxicity by redox cycling chemicals. Res. J. Cancer, 55, 46-52.
  7. Cutler, R.G. (1991). Recent progress in testing the longevity determinant and dysdifferentiation hypotheses of aging. Arch. Gerontol. Geriatr., 12, 75-98. https://doi.org/10.1016/0167-4943(91)90021-H
  8. DeLange, R.J. and Glazer, A.N. (1989). Phycoerythrin fluorescence-based assay for peroxy radicals: a screen for biologically relevant protective agents. Anal. Biochem., 177, 300-306. https://doi.org/10.1016/0003-2697(89)90056-0
  9. Dugas, A.J. Jr., Castaneda-Acosta, J., Bonin, G.C., Price, K.L., Fischer, N.H. and Winston, G.W. (2000). Evaluation of the Total Peroxyl Radical-Scavenging Capacity of flavonoids: structureactivity relatioships. J. Nat. Prod., 63, 321-331.
  10. Eberhardt, M.V., Lee, C.Y. and Rui, H.L. (2000). Antioxidant activity of fresh apples. Nature, 405, 903-904.
  11. Gey, K.F., Puska, P., Jordan, P. and Moser, U.K. (1991). Inverse correlation between plasma vitamin E and mortality from ischemic heart disease in cross-cultural epidemiology. Am. J. Clin. Nutr., 53, 326S-334S. https://doi.org/10.1093/ajcn/53.1.326S
  12. Halliwell, B. and Aruoma, O.I. (1991). DNA damage by oxygenderived species. Its mechanism and measurement in mammalian systems. FEBS Lett., 281, 9-19. https://doi.org/10.1016/0014-5793(91)80347-6
  13. Halliwell, B. and Gutteridge, J.M.C. (1984). Oxygen toxicity, oxygen radicals, transition metals and disease. Biochem. J., 219, 1-14. https://doi.org/10.1042/bj2190001
  14. Hogg, N., Darley-Usmar, V.M., Wilson, M.T. and Moncada, S. (1992). Production of hydroxyl radicals from the simultaneous generation of superoxide and nitric oxide. Biochem J., 281, 419-424. https://doi.org/10.1042/bj2810419
  15. Kappus, H. (1986). Overview of enzyme systems involved in bioreduction of drugs and in redox cycling. Biochem. Pharmacol., 35, 1-6. https://doi.org/10.1016/0006-2952(86)90544-7
  16. Kim, S.J., Kwon, D.Y., Kim, Y.S. and Kim, Y.C. (2010). Peroxyl radical scavenging capacity of extracts and isolated components from selected medicinal plants. Arch. Pharm. Res., 33, 867-873. https://doi.org/10.1007/s12272-010-0609-3
  17. Kim, S.K., Seo, J.M., Chae, Y.R., Jung, Y.S., Park, J.H. and Kim, Y.C. (2009). Alleviation of dimethylnitrosamine-induced liver injury and fibrosis by betaine supplementation in rats. Chem. Biol. Interact., 177, 204-211. https://doi.org/10.1016/j.cbi.2008.09.021
  18. Kwon D.Y., Choi, K.H., Kim, S.J., Choi, D.W., Kim, Y.S. and Kim, Y.C. (2009b). Comparison of peroxyl radical scavenging capacity of commonly consumed beverages. Arch. Pharm. Res., 32, 283-287. https://doi.org/10.1007/s12272-009-1234-x
  19. Kwon, D.Y., Jung, Y.S., Kim, S.J., Park, H.K., Park, J.H. and Kim, Y.C. (2009a). Impaired sulfur-amino acid metabolism and oxidative stress in nonalcoholic fatty liver are alleviated by betaine supplementation in rats. J. Nutr., 139, 63-68. https://doi.org/10.3945/jn.108.094771
  20. Liao, H., Banbury, L.K. and Leach, D.N. (2007). Elucidation of danzhixiaoyao wan and its constituent herbs on antioxidant activity and inhibition of nitric oxide production. Evid. Based Complement. Alternat. Med., 4, 425-430.
  21. Liu, F. and Ng, T.B. (2000). Antioxidative and free radical scavenging activities of selected medicinal herbs. Life Sci., 66, 725-735. https://doi.org/10.1016/S0024-3205(99)00643-8
  22. Regoli, F. and Winston, G.W. (1998). Applications of a new method for measuring the total oxyradical scavenging capacity in marine invertebrates. Mar. Environ. Res., 46, 439-442. https://doi.org/10.1016/S0141-1136(97)00119-0
  23. Regoli, F. and Winston, G.W. (1999). Quantification of total oxidant scavenging capacity of antioxidants for peroxynitrite, peroxyl radicals, and hydroxyl radicals. Toxicol. Appl. Pharmacol., 156, 96-105. https://doi.org/10.1006/taap.1999.8637
  24. Regoli, F., Nigro, M., Bompadre, S. and Winston, G.W. (2000). Total oxidant scavenging capacity (TOSC) of microsomal and cytosolic fractions from Antarctic, Arctic and Mediterranean scallops: differentiation between three potent oxidants. Aquat. Toxicol., 49, 13-25. https://doi.org/10.1016/S0166-445X(99)00070-3
  25. Regoli, F., Winston, G.W., Mastrangelo, V. and Bompadre, S. (1998). Total oxyradical scavenging capacity in mussel Mytilus sp. as a new index of biological resistance to oxidative stress. Chemosphere, 37, 2773-2783. https://doi.org/10.1016/S0045-6535(98)00320-8
  26. Rice-Evans, C.A., Miller, N.J. and Paganda, G. (1996). Structureantioxidant activity relationships of flavonoids and phenolic acids. Free Radic. Biol. Med., 20, 933-956. https://doi.org/10.1016/0891-5849(95)02227-9
  27. Squadrito, G.L., Jin, X., Uppu, R.M. and Pryor, W.A. (1996). Distinguishing reactivities of peroxynitrite and hydroxyl radical. Methods Enzymol., 269, 366-374. https://doi.org/10.1016/S0076-6879(96)69037-5
  28. Wayner, D.D.M., Burton, G.W., Ingold, K.U. and Locke, S. (1985). Quantitative measurement of the total peroxyl radicaltrapping antioxidant capacity of human plasma by controlled peroxidation. FEBS Lett., 187, 33-37. https://doi.org/10.1016/0014-5793(85)81208-4
  29. Weisburger, J.H. (1999). Mechanisms of action of antioxidants as exemplified in vegetables, tomatoes and tea. Food Chem. Toxicol., 37, 943-948. https://doi.org/10.1016/S0278-6915(99)00086-1
  30. Winston, G.W. and Cederbaum, A.I. (1983). Oxyradical production by purified components of the liver microsomal mixed function oxidase system II. Role in ethanol oxidation. J. Biol. Chem., 258, 1514-1519.
  31. Winston, G.W., Regoli, F., Dugas, A.J., Jr., Fong, J.H. and Blanchard, K.A. (1998). A rapid gas chromatographic assay for determining oxyradical scavenging capacity of antioxidants and biological fluids. Free Radic. Biol. Med., 24, 480-493. https://doi.org/10.1016/S0891-5849(97)00277-3
  32. Youwei, Z., Jinlian, Z. and Yonghong, P. (2008). A comparative study on the free radical scavenging activities of some fresh flowers in southern China. LWT-Food Sci. Technol., 41, 1586- 1591. https://doi.org/10.1016/j.lwt.2007.10.010

Cited by

  1. Combination chemoprevention with grape antioxidants vol.60, pp.6, 2016, https://doi.org/10.1002/mnfr.201500945