The Inhibitory Principle of Lipopolysaccharide-Induced Nitric Oxide Production from Inula Britannica var. Chinensis

  • Je, Kang-Hoon (Natural Products Research Institute, College of Pharmacy, Seoul National University) ;
  • Han, Ah-Reum (Natural Products Chemistry Laboratory, College of Pharmacy, Ewha Womans University) ;
  • Lee, Hyun-Tai (Natural Products Chemistry Laboratory, College of Pharmacy, Ewha Womans University) ;
  • Mar, Woong-Chon (Natural Products Research Institute, College of Pharmacy, Seoul National University) ;
  • Seo, Eun-Kyoung (Natural Products Chemistry Laboratory, College of Pharmacy, Ewha Womans University)
  • Published : 2004.01.01

Abstract

A sesquiterpene lactone, 1-O-acetyl-4R,6S-britannilactone (1) isolated from the flowers of Inula britannica L. var. chinensis (Rupr.) Reg. (Compositae), was found as an iNOS inhibitory constituent for the first time with an $IC_{50}$ value of 22.1 $\mu$ M which is more potent than the positive control, L-$N^6$-(1-iminoethyl)lysine ($IC_{50} =33.7 \mu$ M). Structure of compound 1 was identified by 1D and 2D NMR experiments and by comparison with the reference standard.

Keywords

References

  1. Bensky, D. and Gamble, A., Chinese Herbal Medicine: Materia Medica. Revised edition. Eastland Press, Seattle, pp. 193-194 (1993)
  2. Dawson, T. M. and Snyder, S. H., Gases as biological messengers: nitric oxide and carbon monoxide in the brain. J. Neurosci., 14, 5147-5159 (1994)
  3. Green, L. C., Wagner, D. A., Glogowski, J., Skipper, P. L., Wishnok, J. S., and Tannenbaum, S. R., Analysis of nitrate, nitrite, and $[^{15}N]$-nitrite in biological fluids. Anal. Biochem., 126, 131-138 (1982). https://doi.org/10.1016/0003-2697(82)90118-X
  4. Han, A. R., Mar, W., and Seo, E. K., X-Ray Crystallography of a New Sesquiterpene Lactone isolated from Inula britannica var. chinensis. Nat. Prod. Sci., 9, 28-30 (2003)
  5. Jeske, F., Huneck, S., and Jakupovic, J., Secoeudesmanolides from Inula japonica. Phytochemistry, 34, 1647-1649 (1993) https://doi.org/10.1016/S0031-9422(00)90865-3
  6. Lee, H. T., Yang, S. W., Kim, K. H., Seo, E. K., and Mar, W., Pseudoguaianolide isolated from Inula britannica var.chinensis as inhibitory constituents against inducible nitric oxide synthase. Arch. Pharm. Res., 25, 151-153 (2002) https://doi.org/10.1007/BF02976555
  7. Mosmann, T., Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays. J. Immunol. Methods, 65, 55-63 (1983) https://doi.org/10.1016/0022-1759(83)90303-4
  8. Nathan, C., Inducible nitric oxide synthase: What difference does it make? J. Clin. Invest., 100, 2417-2423 (1997) https://doi.org/10.1172/JCI119782
  9. Park, E. J. and Kim, J. Cytotoxic sesquiterpene lactones from Inula britannica. Planta Med., 64, 752-754 (1998) https://doi.org/10.1055/s-2006-957573
  10. Park, E. J., Kim, Y., and Kim, J., Acylated Flavonol Glycosides from the Flower of Inula britannica. J. Nat. Prod., 63, 34-36 (2000) https://doi.org/10.1021/np990271r
  11. Song, Q. H., Kobayashi, T., lijima, K., Hong, T., and Cyong, J. C., Hepatoprotective effects of Inula britannica. Phytother. Res., 14, 180-186 (2000) https://doi.org/10.1002/(SICI)1099-1573(200005)14:3<180::AID-PTR589>3.0.CO;2-H
  12. Zhou, B. N., Bai, N. S., Lin, L. Z., and Cordell, G. A., Sesquiterpene lactones from Inula britannica. Phytochemistry, 34, 249-252 (1993) https://doi.org/10.1016/S0031-9422(00)90813-6