Korean Journal of Pharmacognosy (생약학회지)

The Korean Society of Pharmacognosy (한국생약학회)
권호 표지

HPLC Analysis of Caffeoylquinic Acids in the Extract of Cacalia firma and Peroxynitrite Scavenging Effect

병풍쌈 추출물의 Caffeoylquinic Acid 성분 분석과 Peroxynitrite 소거효과

  • Park, Hee-Juhn (Department of Pharmaceutical Engineering, Sangji University, Sangji University) ;
  • Nugroho, Agung (Department of Pharmaceutical Engineering, Sangji University, Sangji University) ;
  • Lee, Jin-Ha (Department of Food Science & Biotechnology, Kangwon National University) ;
  • Kim, Jong-Dae (Department of Food Science & Biotechnology, Kangwon National University) ;
  • Kim, Won-Bae (Highland Agriculture Research Center, Rural Development Administration) ;
  • Lee, Kang-Ro (College of Pharmacy, SungKyunKwan University) ;
  • Choi, Jae-Sue (Devision of Food Science and Biotechnology, Pukyong National University)
  • Published : 2009.12.31
Download PDF
⟨ Previous Next ⟩

Abstract

Six caffeoylquinic acids of Cacalia firma (Komarov) Nakai (Compositae) leaves were identified using standard compounds by HPLC. Each content of those compounds in dried weight was determined as follows: 3,4-di-O-caffeoylquinic acid (1.44${\pm}$0.04 mg/g of dried weight), 3,5-di-O-caffeoyl-muce-quinic acid (2.47${\pm}$0.12 mg/g), 3,5-di-O-caffeoylquinic acid (3.74${\pm}$0.24 mg/g), 5-caffeoylquinic acid (chlorogenic acid, 5.20${\pm}$0.09 mg/g), 3-caffeoylquinic acid (1.35${\pm}$0.01 mg/g) and 3-Op-coumaroylquinic acid (3.84${\pm}$0.25 mg/g). The total content of six caffeoylquinic acids in the plant material was calculated as 18.05${\pm}$0.69 mg/g while the percentage of the six compounds in the MeOH extract was calculated as 30.85${\pm}$1.18%. The $IC_{50}$ value of the MeOH extract scavenging peroxynitrite ($ONOO^-$) was shown as 3.22${\pm}$0.57 ${\mu}g$/ml.

Keywords

References

  1. Ko, K. S. and Jeon, U. S. (1983) Ferns, Fern-Allies and seedbearing plants of Korea, pp. 685-685, Iljinsa, Seoul
  2. Choi, D. Y., Choi, E. J., Jin Q, Shin J. E., and Woo, E. R. (2009) Biological activity of flavonoids solated from Aster tataricus L., Kor. J. Pharmacogn., 40: 123-127
  3. Kwon, H. C., Jung, C. M., Shin, C. G., Lee, J. K., Choi, S. U., Kim, S. Y., and Lee, K. R. (2000) A new caffeoyl quinic acid from Aster scaber and its inhibitory activity against human immunodeficiency virus-1 (HIV-1) integrase. Chem. Pharm. Bull., 48: 1796-1798 (2000)
  4. Nagao, T., Iwase, Y., and Okabe, H. (1993) Studies on the constituents of Aster scaber Thunb. V. Structurres of six new echinocystic acid glycosides isolated from the herb. Chem. Pharm. Bull., 41: 1562-1566
  5. Jung, C. M., Kwon, H. C., Seo, J. J., Ohizumi, Y., Matsunaga, K., Saito, S., and Lee, K. R. (2001) Two new monoterpene peroxide glycosides from Aster scaber. Chem. Pharm. Bull., 49: 912-914 https://doi.org/10.1248/cpb.49.912
  6. Choi, S. Z., Choi, S. U., and Lee, K. R. (2004) Phytochemical constituents of the Aerial parts from Solidago virga-aurea var. gigantea Miq. Arch. Pharm. Res., 27: 164-168 https://doi.org/10.1007/BF02980100
  7. Choi, S. Z., Choi, S. U., Bae, S. Y., Pyo, S. N., and Lee, K. R. (2005) Immunobiological activity of a new benzyl benzoate from the aerial parts of Solidago virga-aurea var. gigantean. Arch. Pharm. Res., 28: 49-54 https://doi.org/10.1007/BF02975135
  8. Yoon, M. H., Cho, C. W., Lee, J. W., Kim, Y. S., An, G. H., and Lim, C. H. (2008) Antithrombotic compounds from the leaves of Ligularia stenocephala M. Nat. Prod. Sci., 14, 62-67
  9. Kim, K. H., Lee, K. H., Choi, S. U., Kim, Y. H., and Lee, K. R. (2008) Terpene and phenolic constituents of Lactuca indica L. Arch. Pharm. Res., 31: 983-988 https://doi.org/10.1007/s12272-001-1256-8
  10. Zhao, Y., and Zhao, J. (2006) Advances incaffeoylquinic acid research. Zhonguo Zhongyao Zazhi, 31: 869-874
  11. Nishikawa, K., Aburai, N., Yamada, K., Koshino, H., Tsuchiya, E., Kimura, K. (2008) The bisabolane sesqiquiterpenoid endoperoxide, 3,6-epidioxy-1,10-bisaboladiene, isolated from Cacalia delphiniifolia inhibits the growth of human cancer cells and induces apoptosis, Biosci. Biotechnol. Biochem., 72: 2463-2466 https://doi.org/10.1271/bbb.80266
  12. Liu, Q. J., Liu, Z. L., and Tian, X. (2008) Study on steroids of Cacalia tangustica, Zhongguo Zhong Yao Za Zhi, 33, 1035-1038
  13. Li, E. W., Gao, K., and Jia, Z. J. (2007) ent-Kaurenoids from the roots of Cacalia pilgeriana, 9: 191-195 https://doi.org/10.1080/10286020500530656
  14. Radi, R., Beckman, J. S., Bush, K. M., and Freeman, B. A. (1991) Peroxynitrite oxidation of sulfhydryls. The cytotoxic potential of superoxide and nitric oxide. J. Biol. Chem., 266: 4244-4250
  15. Haenen, G. R., Paquay, J. B., Korthouwer, R. E., and Bast, A. (1997) Peroxynitrite scavenging by flavonoids. Biochem. Biophys. Res. Commun., 236: 591-593 https://doi.org/10.1006/bbrc.1997.7016
  16. Korda, M., Kubant, R., Patton, S., and Malinski, T., (2008) Leptin-induced endothelial dysfunction in obesity. Am. J. Physiol. Heart Circ. Physiol., 295: 1514-1521 https://doi.org/10.1152/ajpheart.00479.2008
  17. Patcher, P., Obrosova, I. G., Mabley, J. G., and Szabo, C. (2005) Role of nitrosative stress and peroxynitrite in the pathogenesis of diabetic complications. Emerging new therapeutical strategies. Curr. Med. Chem., 12: 267-275 https://doi.org/10.2174/0929867053363207
  18. Drel, V. R., Patcher, P., Vareniuk, I., Pavlov, I., Lyzogulbov, V. V., Grovez, J. T., and Obrosova, I. G. (2007) A peroxynitrite decomposition catalyst counteracts sensory neuropathy in streptozotocin-diabetic mice. Eup. J. Pharmacol., 569: 48-58 https://doi.org/10.1016/j.ejphar.2007.05.055
  19. Kim, K. H., Kim, Y. H., and Lee, K. R. (2007) Isolation of quinic acid derivatives and flavonoids from the aerial parts of Lactuca indica L. and their hepatoprotective activity in vitro. Bioorg. Med. Chem. Lett., 17: 6739 – 6743 https://doi.org/10.1016/j.bmcl.2007.10.046
  20. Kooy, N. W., Royall, J. A., Ischiropoulos, H., and Beckman, J. S. (1994) Peroxynitrite-mediated oxidation of dihydrorhodamine 123. Free Radic. Biol. Med., 16: 149-156 https://doi.org/10.1016/0891-5849(94)90138-4
  21. Olmos, A., Guner, R. M., Recio, M. C., Rios, J. L., Gil-Benso, R., and Marnez, S. (2008) Interaction of dicaffeoylquinic derivatives with peroxynitrite and other reactive nitrogen species. Arch. Biochem. Biophys., 475: 66-71 https://doi.org/10.1016/j.abb.2008.04.012
  22. Hsu, C. L., Huang, S. L., and Yen, G. C. (2006) Inhibitory effect of phenolic acids on the proliferation of 3T3-L1 preadipocytes in relation to their antioxidant activity. Agric. Food Chem., 54: 4191-4197 https://doi.org/10.1021/jf0609882
  23. Jeong, D. M., Jung, H. A., and Choi, J. S. (2008) Comparative antioxidant activity and HPLC profiles of some selected Korean thistles. Arch. Pharm. Res., 31: 28-33 https://doi.org/10.1007/s12272-008-1116-7
  24. Park, H. J., and Choi, M. Y. (2007) Antinociceptive effects of 3,4-dicaffeoylquinic acid of Ligularia fisceri var. spiciformis. Korean J. Plant Res., 20: 221-225
  25. Choi, J. W., Park, J. K., Lee, K. T., Park, K. K., Kim, W. B., Lee, J. H., Jung H. J., and Park, H. J. (2004) Inhibitory Effect of Ligularia fischeri var. spiciformis and its active component, 3,4-dicaffeoylquinic acid on the hepatic lipid peroxidation in acetaminophen-Treated Rat. Nat. Prod. Sci., 10: 182-189