Radical Scavenging Activity of Gallic Acid from Woodfordia Fruticosa Flowers

  • Bhatt, Lok Ranjan (Department of Bionanochemistry, Wonkwang University) ;
  • Yook, Chan-Nam (Department of Food Nutrition, Wonkwang Health Sciences) ;
  • Choi, Hwa-Jung (Natural Medicine Research Centre, Korea Research Institute of Bioscience & Biotechnology) ;
  • Baek, Seung-Hwa (Department of Herbal Resources, Professional Graduate School of Oriental Medicine Wonkwang University)
  • Published : 2008.08.25

Abstract

Woodfordia fruticosa Kurz (Lythraceae) is used in the treatment of various ailments in traditional medicines. DPPH activity guided fractionation and purification process was used to identify the free radical-scavenging components from the flowers of this plant. The methanolic extract of the plant was first fractionated into four extracts; namely, n-hexane, chloroform, ethyl acetate and water fractions. Among them, the ethyl acetate fraction was found to be the most effective and was further subjected to activity guided-fractionation and isolation procedures. After successive column chromatography on silica gel and Sephadex LH-20, gallic acid, which is responsible for the radical scavenging activity, was isolated and its structure was elucidated by spectral methods ($^1H$ NMR, $^{13}C$ NMR) and by comparison with literature.

Keywords

References

  1. Das, P.K., Goswami, S., Chinniah, A. et al. Woodfordia fruticosa: Traditional uses and recent findings. J Ethnopharmacol 110: 189-199, 2007 https://doi.org/10.1016/j.jep.2006.12.029
  2. National register of Medicinal Plants, IUCN Nepal/Ministry of Forest and Soil Conservation, His Majestys' Government of Nepal, May, 2000
  3. Medicinal plants of Nepal, Bulletin of the Department of Medicinal Plants Number 3, His Majestys' Government of Nepal, Ministry of Forest and Soil Conservation, Department of Plant Resources, Thapathali, Kathmandu, Nepal, 1997
  4. Siwakoti, M., Siwakoti, S., Ethnomedicinal Uses of Plants among the Satar Tribe of Nepal In Ethnobotany and Medicinal Plants of Indian Subcontinent. Edited by JK Maheshwori, Scientific Publishers, India, pp 99-108, 2000
  5. Yoshida, T., Chou, T., Nitta, A., Miyamoto, K., Koshiura, R., Okuda, T. Woodfordin C a macro-ring hydrolyzable tannin dimer with antitumor activity, and accompanying dimers from Woodfordia fruticosa flowers. Chem Pharm Bull 38: 1211-1217, 1990 https://doi.org/10.1248/cpb.38.1211
  6. Yoshida, T., Chou, T., Matsuda, M., Yasuhara, T., Yazaki, K., Hatano, T., Nitta, A., Okuda, T. Woodfordin D and oenothein A, trimeric hydrolyzable tannins of macro-ring structure with antitumor activity. Chem Pharm Bull 39: 1157-1162, 1991 https://doi.org/10.1248/cpb.39.1157
  7. Kadota, S., Takamori, Y., Nyein, K.N., Kikuchi, T., Tanaka, K., Ekimoto, H. Constituents of the leaves of Woodfordia fruticosa Kurz. I. Isolation, structure, and proton and carbon-13 nuclear magnetic resonance signal assignments of woodfruticosin (woodfordin C), an inhibitor of deoxyribonucleic acid topoisomerase II. Chem Pharm Bull 38: 2687-2697, 1990 https://doi.org/10.1248/cpb.38.2687
  8. Kinsella, J.E., Frankel, E., German, B., Kanner, J. Possible mechanisms for the protective role of antioxidants in wine and plant foods, Food Technol 47: 85-89, 1993
  9. Iqbal, S., Bhanger, M.I. Effect of season and production location on antioxidant activity of Moringa oleifera leaves grown in Pakistan, J. Food Comp Analys 19: 544-551, 2006 https://doi.org/10.1016/j.jfca.2005.05.001
  10. Yen, G.C., Chen, H.Y. Antioxidant activity of various tea extracts in relation to their antimutagenicity, J Agric Food Chem 43: 27-37, 1995 https://doi.org/10.1021/jf00049a007
  11. Marcocci, L., Maguire, J.J., Droy-Lefaix, M.T., Packer, L. The nitric oxide-scavenging properties of Ginkgo biloba extract EGB 761. Biochem Biophys Res Commun 201: 748-755, 1994 https://doi.org/10.1006/bbrc.1994.1764
  12. Dinis, T.C.P., Madeira, V.M.C., Almeida, L.M. Action of phenolic derivates (acetoaminophen, salycilate and 5-aminosalycilate) as inhibitors of membrane lipid peroxidation and as peroxyl radical scavengers, Arch Biochem Biophys 315: 161-169, 1994 https://doi.org/10.1006/abbi.1994.1485
  13. Wagner, H., Bladt, S., Zgainski, E.M. Plant drug analysis. A thin layer chromatography Atlas, Springer-Verlag, Berlin Heidelberg, Germany, 1996
  14. Lu, J.J., Wei, Y., Yuan, Q.P. Preparative separation of gallic acid from Chinese traditional medicine by high-speed counter-current chromatography andfollowed by preparative liquid chromatography. Separ Purific Technol 55: 40-43, 2007 https://doi.org/10.1016/j.seppur.2006.10.022
  15. Wang, K.J., Yang, C.R., Zhang, Y.J. Phenolic antioxidants from Chinese toon (fresh young leaves and shoots of Toona sinensis). Food Chem 101: 365-371, 2007 https://doi.org/10.1016/j.foodchem.2006.01.044
  16. Brand-Williams, W., Cuvelier, M.E., Berset, C. Use of a free radical method to evaluate antioxidant activity, Lebensm.-Wiss Technol 28: 25-30, 1995 https://doi.org/10.1016/S0023-6438(95)80008-5
  17. Sanchez-Moreno, C., Larrauri, J., Saura-Calixto, F. A procedure to measure the antiradical efficiency of polyphenols. J Sci Food Agri 76: 270-276, 1998 https://doi.org/10.1002/(SICI)1097-0010(199802)76:2<270::AID-JSFA945>3.0.CO;2-9
  18. Villano, D., Fernandez-Pachon, M.S., Moya, M.L., Troncoso, A.M., Garcia-Parrilla, M.C. Radical scavenging ability of polyphenolic compounds towards DPPH free radical, Talanta 71: 230-235, 2007 https://doi.org/10.1016/j.talanta.2006.03.050