Abstract
The fruits ofEvodia rutaecarpa Benth (Rutaceae) has long been used for inflammatory disorders and some anti-inflammatory actions of its constituents such as dehydroevodiamine, evodiamine and rutaecarpine were previously reported. Since the pharmacological data is not sufficient to clearly establish the scientific rationale of anti-inflammatory medicinal use of this plant material and the search for its active principles is limited so far, three major constituents (evodiamine, rutaecarpine, goshuyuamide II) were evaluated for their anti-inflammatory cellular action mechanisms in the present study. From the results, evodiamine and rutaecarpine were found to strongly inhibit prostaglandin E2 synthesis from lipopolysaccharide-treated RAW 264.7 cells at 1–10 μM. Evodiamine inhibited cyclooxygenase-2 induction and NF-κB activation, while rutaecarpine did not. On the other hand, goshuyuamide II inhibited 5-lipoxygenase from RBL-1 cells (IC50=6.6 μM), resulting in the reduced synthesis of leukotrienes. However, these three compounds were not inhibitory against inducible nitric oxide synthase-mediated nitric oxide production from RAW cells up to 50 μM. These pharmacological properties may provide the additional scientific rationale for anti-inflammatory use of the fruits ofE. rutaecarpa.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Adams, M., Kunert, O., Haslinger, E., and Bauer, R., Inhibition of leukotriene biosynthesis by quinolone alkaloids from the fruits ofEvodia rutaecarpa.Planta Med., 70, 904–908 (2004).
Ahn, K. S., Moon, K. Y., and Kim, Y. S., Downregulation of NF-κB activation in human keratinocytes by melanogenic inhibitors.J. Dermatol. Sci., 31, 193–201 (2003).
Ahn, K. S., Noh, E. J., Zhao, H. L., Jung, S. H., Kang, S. S., and Kim, Y. S., Inhibition of inducible nitric oxide synthase and cyclooxygenase II byPlatycodon grandiflorum saponins via suppression of NF-κB activation in RAW 264.7 cells.Life Sci., 76, 2315–2328 (2005).
Bae, K., The medicinal plants of Korea, Kyo-Hak Publishing Co., Seoul, (2000) pp. 287.
Bergman, J. and Bergman, S., Studies of rutaecarpine and related quinazolinocarboline alkaloids.J. Org. Chem., 50, 1246–1255 (1985).
Chi, Y. S., Cheon, B. S., and Kim, H. P., Effect of wogonin, a plant flavone from Scutellaria radix, on the suppression of cyclooxygenase and the induction of inducible nitric oxide synthase in lipopolysaccharide-treated RAW 264.7 cells.Biochem. Pharmacol., 61, 1195–1203 (2001).
Chiou, W. F., Sung, Y. J., Liao, J. F., Shum, A. Y., and Chen, C. F., Inhibitory effect of dehydroevodiamine and evodiamine on nitric oxide production in cultured murine macrophages.J. Nat. Prod., 60, 708–711 (1997).
Hwang, S. Y., Hwang, B. Y., Ju, H. K., Park, J. H., Son, K. H., Lee, S. H., Chang, S. Y., Kang, S. J., Ro, J. S., and Lee, K. S., Isolation and quantitative analysis of evodiamine from Evodiae Fructus.Kor. J. Pharmacogn., 32, 98–102 (2004).
Jin, H. Z., Lee, J. H., Lee, D., Lee, H. S., Hong, Y. S., Kim, Y. H., and Lee, J. J., Quinolone alkaloids with inhibitory activity against nuclear factor of activated T cells from the fruits ofEvodia rutaecarpa.Biol. Pharm. Bull., 27, 926–928 (2004).
Gallin, J. I. and Snyderman, R., Overview, In Gallin, J. I. and Snyderman, R. (Eds.). Inflammaton: Basic principles and clinical correlates, 3rd ed. Lippincott Williams & Wilkins, Philadelphia, pp. 1–4 (1999).
Moon, T. C., Murakami, M., Kudo, I., Son, K. H., Kim, H. P., Kang, S. S., and Chang, H. W., A new class of COX-2 inhibitor, rutaecarpine fromEvodia rutaecarpa.Inflammation Res., 48, 621–625 (1999).
Mossman, T., Rapid colorimetric assay for cellular growth and survival: Application to proliferation and cytotoxic assays.J. Immunol. Methods., 65, 55–63 (1983).
Noboru, S., Akemi, U., Akio, I., Nobuaki, S., and Shigenobu, A., Two novel alkaloids fromEvodia rutaecarpa.J. Nat. Prod., 52, 1160–1162 (1989).
Takara, Y., Kobayashi, Y., and Aggarwal, B. B., Evodiamine abolishes constitutive and inducible NF-κB activation by inhibiting IkB-α kinase activation, thereby suppressing NF-κB-regulated antiapoptotic and metastatic gene expression, up-regulating apoptosis and inhibiting invasion.J. Biol. Chem., 280, 17203–17212 (2005).
Tang, W. and Eisenbrand, G., Chinese drugs of plant origin, Springer-Verlag, New York, pp. 509–514 (1992).
Woo, H. G., Lee, C. H., Noh, M. S., Lee, J. J., Jung, Y. S., Baik, E. J., Moon, C. H., and Lee, S. H., Rutaecarpine, a quinazolinocarboline alkaloid, inhibits prostaglandin production in RAW 264.7 macrophages.Planta Med., 67, 505–509 (2001).
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Choi, Y.H., Shin, E.M., Kim, Y.S. et al. Anti-inflammatory principles from the fruits ofEvodia rutaecarpa and their cellular action mechanisms. Arch Pharm Res 29, 293–297 (2006). https://doi.org/10.1007/BF02968573
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF02968573