YAKHAK HOEJI (약학회지)

The Pharmaceutical Society of Korea (대한약학회)
권호 표지

Lignans Isolated from the Roots of Patrinia scabiosaefolia F. and their IL(Interleukin)-6 Inhibitory Activity

마타리 뿌리로부터 분리한 Lignan 화합물의 IL-6 저해활성

  • Published : 2009.08.31
Download PDF
⟨ Previous Next ⟩

Abstract

In an ongoing investigation into anti-inflammatory compounds from natural products, the $CH_2Cl_2$ soluble fraction of Patrinia scabiosaefolia F. (Valerianaceae) was found to inhibit IL-6 production in TNF-$\alpha$ stimulated MG-63 cell line. By means of a bioassay-directed chromatographic separation technique, lappaol E (1), and nortrachelogenin (2) were isolated. These compounds have been isolated from this plant for the first time. Compounds $1{\sim}2$ showed potent antioxidative activity using NBT superoxide scavenging assay. Moreover, compound 1 decreased IL-6 production in TNF-$\alpha$ stimulated MG-63 cell line.

Keywords

References

  1. 김태정 : 한국의 자원도감 식물IV, 서울대학교 출판부, p.156 (1996)
  2. 배기환 : 한국의 약용식물, 교학사, p.475 (2000),
  3. 이창복 : 대한식물도감, 향문사 p.714 (1980)
  4. Kang, S. S. and Kim, J. S. : A Triterpenoid sapoin from Patrinia scabiosaefolia. J. Nat. Prod. 60, 1060 (1997) https://doi.org/10.1021/np970175v
  5. Kouno, I., Koyama, I., Jiang, Z.-H., Tanaka, T. and Yang, D.-M. : Patrinioside, an esterified monocyclic iridoid glucoside from Patrinia scabra. Phytochemistry 40, 1567 (1995) https://doi.org/10.1016/0031-9422(95)00516-A
  6. Kouno, I., Yasuda, I., Mizoshiri, H., Tanaka, T., Marubayashi, N. and Yang, D.-M. : Two new iridolactones and their glycosides from the root of Patrina scabra. Phytochemistry 37, 467 (1994) https://doi.org/10.1016/0031-9422(94)85081-X
  7. Larchenko, V. A., Fursa, N. S. and Drozd, G. A.: A new antibiotic sesquiterpenoid from Collybia confluens. Khim. Prir. Soedin. 50, 852 (1979)
  8. Bagchi, A., Oshima, Y. and Hikino, H. : Iridoid of Randia ruiziana. Plant. Med. 54, 87 (1988)
  9. Boros, C. A., Stermitz, F. R. and Harris, G. H. : Iridoid glycosides and a pyridine monoterpene alkaloid from Orthocarpus, new artifactual iridoid dienals. J. Nat. Prod. 53, 72 (1990) https://doi.org/10.1021/np50067a009
  10. Kamel, M. S., Mohamed, K. M., Hassanean, H. A., Ohtani, K., Kasai, R. and Yamasaki, K. : Iridoid and megastigmane glucoside from Phlomis aurea. Phytochemistry 55, 353 (2000) https://doi.org/10.1016/S0031-9422(00)00331-9
  11. Woo, W. S., Choi, J. S. and Seligmann, O. : Sterol and triterpenoid glycosides from the roots of Patrinia scabiosaefolia. Phytochemistry 22, 1045 (1983) https://doi.org/10.1016/0031-9422(83)85060-2
  12. An, R. B., Min, B. S., Na, M. K. and Bea, K. H. : Iridoid esters from Patrinia scaniculaefolia. Chem. Pharm. Bull. 51, 583 (2006)
  13. Hirano, T., Akira, S., Taga,T. and Kishimoto, T. : Biological and clinical aspects of interleukin 6. Immunol. Today 11, 443 (1990) https://doi.org/10.1016/0167-5699(90)90173-7
  14. Van Damme, J., Opdenakker, G., Simpson, R. J., Rubira, M. R., Cayphas, S., Vink, A., Billiau, A. and Van Snick, J. : Identification of the human 26-kD protein, interferon beta 2 (IFN-beta 2), as a B cell hybridoma/plasmacytoma growth factor induced in interleukin 1 and tumor necrosis factor. J. Exp. Med. 165, 914 (1987) https://doi.org/10.1084/jem.165.3.914
  15. Kirby, A. J. and Schmidt, R. J. : The antioxidant activity of Chinese herbs for eczema and of placebo herbs - I. J. Ethnopharmacol. 56, 103 (1997) https://doi.org/10.1016/S0378-8741(97)01510-9
  16. Cai, X. F., Shen, G., Dat, N.T., Kang, O. H., Kim, J. A., Lee, Y. M., Lee, K. J. and Kim, Y. H. : Inhibitory effect of TNF-α and IL-8 secretion by pimarane-type diterpenoids from Acanthopanax koreanum. Chem. Pharm. Bull. 51, 605 (2003) https://doi.org/10.1248/cpb.51.605
  17. Kim, B. H., Chung, E. Y., Ryu, J.-C., Jung, S.-H., Min, K. R. and Kim, Y. : Anti-inflammatory mode of isoflavone glycosides sophoricoside by inhibition of interleukin-6 and cyclooxygenase-2 in inflammatory response. Arch. Pharm. Res. 26, 306 (2003) https://doi.org/10.1007/BF02976960
  18. Warashina, T., Nagatani, Y. and Noro, T. : Further constituents from the bark of Tabebuia impetiginose. Phytochemistry 66, 589 (2005)
  19. Ichihara, A., Numata, Y., Kanai, S. and Sakamura, S. : New sesquilignans from Arctium lappa L. The structure of Lappoal C, D and E. Agric. Biol. Chem. 41, 1813 (1977) https://doi.org/10.1271/bbb1961.41.1813
  20. Ichihara, A., Numata, Y., Kanai, S. and Sakamura, S. : Structures of Lappaol F and H, dilignans from Arctium lappa L. Tetrahedron Letters. 33, 3035 (1978)
  21. Ichihara, A., Oda, K., Numata, Y. and Sakamura, S. : Lappaol A and B, novel lignans from Arctium lappa L. Tetrahedron Letters. 44, 3961 (1976)
  22. Ichihara, A., Nakamura, Y., Kawgishi, H. and Sakamura, S. : Stereochemistry of Lappaol, A and F. Tetrahedron Letters. 39, 3735 (1979)
  23. Ichihara, A., Kanai, S., Nakamura, Y. and Sakamura, S. : Structure of Lappaol F and H, dilignans from Arctium lappa L. Tetrahedron Letters. 33, 3035 (1978)
  24. Park, S. Y., Hong, S. S., Han, X. H., Hwang, J. S., Lee, D. H. Ro, J. S. and Hwang, B. Y. : Lignans from Arctium lappa and their Inhibition of LPS-Induced nitric oxide production. Chem. Pharm. Bull. 55, 150 (2007) https://doi.org/10.1248/cpb.55.150
  25. Ichihara, A., Numata, Y., Kanai, S. and Sakamura, S. : New sesquilignans from Arctium lappa L. The Structure of Lappaol C, D and E. Agric. Biol. Chem. 41, 1813 (1977) https://doi.org/10.1271/bbb1961.41.1813
  26. Wang, L.-Y., Noriko, U. and Kitanaka, S. : Lignans from roots of Wikstroemia indica and their DPPH radical scavenging and nitric oxide inhibitory activities. Chem. Pharm. Bull. 53, 1348 (2005) https://doi.org/10.1248/cpb.53.1348
  27. Li, N., Wu, J. L., Hasegawa, T., Sakai,J., Wang, L. Y. and KaKuta, S. : Bioactive dibenzylbutyrolactone and dibenzylbutanediol lignans from Peperomia duclouxii. J. Nat. Prod. 66, 234 (2006)
  28. Han, S.-H., Lee, H.-H., Lee, I.-S., Moon, Y. H. and Woo, E.-R. : A new phenolic amide from Lycium chinense Miller. Arch. Pharm. Res. 25, 433 (2002) https://doi.org/10.1007/BF02976596