Natural Product Sciences

  • 제14권2호
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  • Pages.107-112
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  • 2008
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  • 1226-3907(pISSN)
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  • 2288-9027(eISSN)
한국생약학회 (The Korean Society of Pharmacognosy)
권호 표지

Antioxidant Activities of Phenolic Derivatives from Dipsacus asper Wall. (II)

  • 발행 : 2008.06.30
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초록

The six phenolic compounds isolated from the root of Dipsacus asper, 3,4-di-O-caffeoylquinic acid (1), methyl 3,4-di-O-caffeoyl quinate (2), 3,5-di-O-caffeoylquinic acid (3), methyl 3,5-di-O-caffeoyl quinate (4), 4-5-di-O-caffeoylquinic acid (5), methyl 4,5-di-O-caffeoyl quinate (6) were continuously evaluated for their antioxidant activity using superoxide radical scavenging and AAPH-mediated (LDL) oxidation assay. The results demonstrated that compounds 1 - 6 had remarkable antioxidant activities with the $IC_50$ values ranging from 12.0 to $2.8{\mu}M$ in superoxide radical scavenging. They also inhibited AAPH-mediated low-density lipoprotein LDL oxidation by the generation of thiobarbituric acid reactive substances (TBARS) with $IC_50$ ranging from 6.7 to $8.7{\mu}M$.

키워드

참고문헌

  1. Azuma, K., Nakayama, M., Koshioka, M., Ippoushi, K., Yamaguchi, Y., Kohata, K., Yamaguchi, Y., Ito, H., and Higashio, H., Phenolic antioxidants from the leaves of Corchorus olitorius L. J. Agric. Food Chem. 47, 3963-3966 (1999) https://doi.org/10.1021/jf990347p
  2. Chuda, Y., Suzuki, M., Nagata, T., and Tsushida, T., Contents and cooking loss of three quinic acid derivatives from Garland (Chrysanthemum coronarium L.). J. Agric. Food Chem. 46, 1437-1439 (1998) https://doi.org/10.1021/jf9708554
  3. Herrmann, K., Flavonols and flavones in food plants: a review. J. Food Tech. 11, 433-448 (1976) https://doi.org/10.1111/j.1365-2621.1976.tb00743.x
  4. Hung, T.M., Na, M., Thuong, P.T., Su, N.D., Sok, D., Song, K.S., Seong, H.Y., and Bae, K., Antioxidant activity of caffeoyl quinic acid derivatives from the roots of Dipsacus asper Wall. J. Ethnopharmacol. 108, 188-192 (2006) https://doi.org/10.1016/j.jep.2006.04.029
  5. Jeong, T.S., Kim, J.R., Kim, K.S., Cho, K.H., Bae K.H., and Lee, W.S., Inhibitory effects of multi-substituted benzylidenethiazolidine-2,4-diones on LDL oxidation Bioorg. Med. Chem. 12, 4017-4023 (2004) https://doi.org/10.1016/j.bmc.2004.06.001
  6. Jung, K.Y., Do, J.C., and Son, K.H., Triterpene glycosides from the roots of Dipsacus asper. J. Nat. Prod. 56, 1912-1916 (1993) https://doi.org/10.1021/np50101a007
  7. Kerry N. and Abbey, M., The isoflavone genistein inhibits copper and peroxyl radical mediated low-density lipoprotein oxidation in vitro. Atherosclerosis 140, 341-347 (1998) https://doi.org/10.1016/S0021-9150(98)00138-5
  8. Kouno, I., Tsuboi, A., Nanri, M., and Kawano, N., Acylated triterpene glycoside from the roots of Dipsacus asper. Phytochemistry 29, 338-339 (1990) https://doi.org/10.1016/0031-9422(90)89068-K
  9. Kwon, H.C., Jung, C.M., Shin, C.G., Lee, J.K., Choi, S.U., Kim, S.Y., and Lee, K.R., A new caffeoyl quinic acid from Aster scaber its inhibitory activity against human immunodeficiency virus-1 (HIV-1) integrase. Chem. Pharm. Bull. 48, 1976-1978 (2000)
  10. Kwon, Y.S., Kim, K,O., Lee, J.H., Son, S.J., W, H.M., Chang, B.S., and Kim, C.M., Chemical constituents of Dipsacus asper (II). Kor. J. Pharmacogn. 34, 128-131 (2003)
  11. Loi, D.T., Glossary of Vietnamese Medicinal Plants. Hanoi S&T Publishing (2001)
  12. Masaki, H., Sakaki, S., Atsumi, T., and Sakurai, H., Active oxygen scavenging activity of plant extracts. Biol. Pharm. Bull. 18, 162-166 (1995) https://doi.org/10.1248/bpb.18.162
  13. Namba, T., The Encyclopedia of Wakan-Yaku (Traditional Sino-Japanese Medicines) with Color Pictures Vol. I. Hoikusha Publishing Co., Osaka, pp. 185-186 (1993)
  14. Oh, S.R., Jung, K.Y., Son, K.H., Park, S.H., Lee, I.M., Ahn, K.S., and Lee, H.K., In Vitro anticomplementry activity of hederagenin saponins isolated from roots of Dipsacus asper. Arch. Pharm. Res. 22, 317-319 (1999) https://doi.org/10.1007/BF02976371
  15. Osawa, T., Katsuzuki, H., Kumon, H., Kawakishi, S., Yamashita, K., Nakayama, T., and Hara, Y., Protective role of phenolic antioxidants in dietary plants against oxidative damage. International Congress Series (Frontiers of Reactive Oxygen Species in Biology and Medicine) 1058, 333-336 (1994)
  16. Paya, M., Halliwell, B., and Hoult, R.S., Interactions of a series of coumarins with reactive oxygen species. Biochem. Pharm. 44, 205-214 (1992) https://doi.org/10.1016/0006-2952(92)90002-Z
  17. Smith, P.K., Krohn, R.I., Hermanson, G.T., Mallia, A.K., Gartner, F.H., Provenzano, M.D., Fujimoto, E.K., Goeke, N.M., Olson, B.J., and Klent, D.J., Measurement of protein using bicinchoninic acid. Anal. Biochem. 150, 76-85 (1985) https://doi.org/10.1016/0003-2697(85)90442-7
  18. Soh, Y., Kim, J.A., Sohn, N.W., Lee, K.R., and Kim, S.Y., Protective effects of quinic acid derivatives on tetrahydropepeveroline-induced cell death in C6 glioma cells. Biol. Pharm. Bull. 26, 803-807 (2003) https://doi.org/10.1248/bpb.26.803
  19. Suh, H.W., Song, D.K., Son, K.H., Wie, M.B., Lee, K.H., Jung, K.Y., Do, J.C., and Kim, Y. H., Antinociceptive mechanisms of Dipsacus Saponin C administered intrecerebroventricularly in the mouse. Gen. Pharmac. 27, 1167-1172 (1996) https://doi.org/10.1016/S0306-3623(96)00052-3
  20. Tomita, H. and Mouri, Y., An iridoid glucoside from Dipsacus asperoides. Phytochemistry 42, 239-240 (1996) https://doi.org/10.1016/0031-9422(95)00904-3
  21. Velioglu, Y.S., Mazza, G., Gao, L., and Omah, B.D., Antioxidant activity and total phenolics in selected fruits, vegetables, and grain products. J. Agric. Food Chem. 6, 4113-4117 (1998)
  22. Vinson, J.A., Dabbagh, Y.A., Serry, M.M., and Jang, J.H., Plant flavonoids, especially tea flavonols, is powerful antioxidants using an in vitro oxidation model for heart disease. J. Agric. Food Chem. 43, 2800-2802 (1995) https://doi.org/10.1021/jf00059a005
  23. Yoshihiro, C., Hirosi, O., Mayumi, O.K., Tadahiro, N., and Tojiro, T., Structural identification of two antioxidant quinic acid derivates from Garland (Chrysanthemum coronarium L.). J. Agric. Food Chem. 44, 2037-2039 (1996) https://doi.org/10.1021/jf960182+
  24. Zhang, J.Z., Qian, Y.H., Yang, J., and Yang, G.D., The herbal medicine Dipsacus asper Wall. extract reduces the cognitive deficits and overexpression of $\beta$-amyloid protein induced by aluminum exposure. Life Sci. 73, 2443-2454 (2003) https://doi.org/10.1016/S0024-3205(03)00649-0