생약학회지 (Korean Journal of Pharmacognosy)

  • 제40권4호
  • /
  • Pages.376-381
  • /
  • 2009
  • /
  • 0253-3073(pISSN)
  • /
  • 2288-9299(eISSN)
한국생약학회 (The Korean Society of Pharmacognosy)
권호 표지

상추 7 품종의 Quinic Acid 유도체 분석 및 Peroxynitrite 소거효과

Analysis of Quinic Acid Derivatives on Seven Cultivars of the Lettuce (Lactuca sativa L.) and Peroxynitrite Scavenging Effect

  • Nugroho, Agung (Department of Pharmaceutical Engineering, Sangji University, Sangji University) ;
  • Jang, Suk-Woo (Highland Agriculture Research Center, Rural Development Administration) ;
  • Kim, Won-Bae (Highland Agriculture Research Center, Rural Development Administration) ;
  • Lee, Kang-Ro (Natural Products Laboratory College of Pharmacy, SungKyunKwan University) ;
  • Choi, Jae-Sue (Devision of Food Science and Biotechnology, Pukyong National University) ;
  • Park, Hee-Juhn (Department of Pharmaceutical Engineering, Sangji University, Sangji University)
  • 발행 : 2009.12.31
PDF 다운로드
⟨ 이전 논문 다음 논문 ⟩

초록

The compositional analysis and the peroxynitrite ($ONOO^-$) scavenging assay were undertaken to demonstrate beneficial dietary effect of lettuce (Lactuca sativa L., Compositae). Quinic acid derivatives of the seven cultivars were qualitatively and quantitatively analyzed by HPLC to lead to the finding of 3,4-di-O-caffeoyquinic acid and 3-O-p-coumaroylquinic acid and their contents ranged over 2.72-4.47 mg/g and 8.97-23.26 mg/g, respectively. A cultivar Hacheong had the highest quantity of quinic acid derivatives. The peroxynitrite scavenging effect of the five cultivars (Jangsu, Gosina 27, Gopung, Yeolpungjeogchima, and Mipungjeogchugmyeon) were ranged over 7.45-8.26${\mu}g$/ml as $IC_{50}s$ while those of Hacheong and Mihong had less effect ($IC_{50}$ >10 ${\mu}g$/ml).

키워드

참고문헌

  1. Kim, T. J. (1996) Korean Resources of Plants, Publishing Center of Seoul National University, Seoul, p. 317
  2. Choi, J. W., Park, J. K., Lee, K., T., Park, J. K., Park, K. K., Kim, W. B., Lee, J. H., Jung, H. J. and Park, H. J. (2005) In Vivo Antihepatotoxic effect of Ligularia fischeri var. spiciformis and of the active component, 3,4-dicaffeoylquinic acid. J. Med. Food 8: 348-352 https://doi.org/10.1089/jmf.2005.8.348
  3. Yoo, Y. M., Nam, J. H., Kim, M. Y., Choi, J. W., Park, H. J. (2008) Pectolinarin and pectolinarigenin of Cirsium setidens prevent the rat hepatic injury caused by D-galactosamine via antioxidant mechanism. Biol. Pharm. Bull. 31: 760-76 (2008) https://doi.org/10.1248/bpb.31.760
  4. Jung, H. J., Kim, S. G., Nam, J. H., Park, K. K., Chung, W. Y., Kim, W. B., Lee, K. T., Won, J. H., Choi, J. W. and Park, H. J. (2005) Isolation of saponins with the inhibitory effect on nitric oxide formation from Pleurospermum kamtschaticum. Biol. Pharm. Bull. 28: 1668-1671 https://doi.org/10.1248/bpb.28.1668
  5. Won, J. H., Im, H. T., Kim, Y. H., Yun, K J., Park, H. J., Choi, J. W. and Lee K. T. (2006) Anti-inflammatory effect of buddlejasaponin IV through the inhibition of iNOS and COX-2 expression in RAW 264.7 macrophages via the inactivation of NF-$\kappa$B. Brit. J. Pharmacol. 148: 216-225
  6. 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
  7. 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
  8. 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
  9. 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
  10. 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
  11. Zhao, Y. and Zhao, J. (2006) Advances in caffeoylquinic acid research. Zhonguo Zhongyao Zazhi 31: 869-874
  12. 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
  13. 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
  14. 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
  15. Choi, S. Z. and 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
  16. 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 https://doi.org/10.1002/chin.200113230
  17. Kim, J. Y,, Jung, K. J., Choi, J. S. and Chung, H. Y. (2004) Hesperetin: a potent antioxidant against peroxynitrite. Free Radic. Res. 38: 761-769 https://doi.org/10.1080/10715760410001713844
  18. Mouly, P. P. M., Arzouyan, C. G., Gaydou, E. M. and Estienne, J. M. (1994) Differentiation of citrus juices by factorial discriminate analysis using liquid chromatography of flavanone glycosides. J. Agric. Food Chem. 42: 70-79 https://doi.org/10.1021/jf00037a011
  19. Rouseff, R. L., Martin, S. F. and Youtsey, C. O. (1987) Quantitative survey of narirutin, naringin, hesperidin and neohesperidin in citrus. J. Agric. Food Chem. 35: 1027-1030 https://doi.org/10.1021/jf00078a040
  20. Kimura, Y., Kubo, M., Tani, T., Arichi, S. and Okuda, H. (1981) Studies on scutellariae radix. IV. Effects on lipid peroxidation in rat liver. Chem. Pharm. Bull. 29: 2610-2617
  21. Bracke, M. E., Bruyneel, E. A., Vermeulen, S. J., Vennekens, K. I., Marck, V. V. and Mareel, M. M. (1994) Citrus flavonoid effect on tumor invasion and metastasis. Food Technol. 48: 121-124
  22. Middeton, E. and Kanadaswami, C. (1994) Potential health promoting properties of citrus flavonoids. Food Technol. 48: 115-119
  23. Attaway, J. A. (1994) Citrus juice flavonoids with anticarcinogenic and antitumor properties, In: Huang, M.T., Osawa, T., Ho, C.T. and Rosen, R.T., eds, Food phytochemicals for cancer prevention. I. Fruits and vegetables, American Chemical Society, Washington, DC, pp 240–248
  24. Rayalam, S., Della-Fera, M. A. and Baile, C. A. (2008) Phytochemicals and regulation of the life cycle. J. Nutr. Biochem. 19: 717-726 https://doi.org/10.1016/j.jnutbio.2007.12.007
  25. Jung, H. A., Chung, H. Y., Kang, S. S., Hyun, S. K., Kang, H. S. and Choi, J. S. (2005) A phenolic glucoside isolated from Prunus serrulata var. spontanea and its peroxynitrite scavenging activity. Arch. Pharm. Res. 28: 1277-1130
  26. Kim, M. Y., Cheong, S. H., Kim, M. H., Son, C., Yook, H. S., Sok, D. E., Kim, J. H., Cho, Y., Chun, H. and Kim, M. R. (2009) Leafy vegetable mix supplementation improves lipid profiles and antioxidant status in C57BL/6J mice fed a high fat and high cholesterol diet. J. Med. Food. 12: 877-884 https://doi.org/10.1089/jmf.2008.1125
  27. Mulabagal, V., Ngouajio, M., Nair, A., Zhang, Y., Gottumukkala, A. L. and Nair, M. G. (2010) In viro evaluation of red and green lettuce (Lactuca sativa) for functional food properties. Food Chemistry 118: 300-306 https://doi.org/10.1016/j.foodchem.2009.04.119
  28. Bakker, M. I., Baas, W., Sijm, D. T. H. M. and Kolloeffel (1998) Leaf wax of Lactuca sativa and Plantago major. Phytochemistry 47: 1489-1493 https://doi.org/10.1016/S0031-9422(97)01084-4
  29. Yamaguchi, M. A., Kawanobu, S., Maki, T. and Ino, I. (2006) Cyanidin 3-malonylglucosdide and malonyl-coenzyme A: Anthocyanidin malonylacyltransferase in Lactuca sativa leaves. Phytochemistry 42: 661-663 https://doi.org/10.1016/0031-9422(96)00025-8
  30. Harms, D. S., Hertzberg, S., Borch, G. and Liaaen-Jensen, S. (1981) Lactucaxanthin, an $\varepsilon$,$\varepsilon$-carotene-3,3'-diol from Lactuca tuca sativa. Phytochemistry 20: 85-88 https://doi.org/10.1016/0031-9422(81)85222-3
  31. Mahmoud, Z. F., Kassem, F. F., Abdel-Salam, N. A. and Zdero, C. (1986) Sesquiterpene lactones from Lactuca sativa. Phytochemistry 25: 747-748 https://doi.org/10.1016/0031-9422(86)88039-6
  32. Caldwell, C. R. (2003) Alkylperoxyl radical scavenging activity of red leaf lettuce (Lactuca sativa L.) phenolics. J. Agric. Food Chem. 51: 4589-4595 https://doi.org/10.1021/jf030005q