Abstract
The root of Aralia cordata is a traditional medicine for the treatment of inflammation, fever, pain, and spasm in the various diseases in Korea. We isolated a dibenzylbutyrolactone diterpene acid, 7-oxosandaracopimaric acid (OSA), from the ether fraction of Aralia cordata MeOH extract, and studied the effect of OSA on phenylquinone (PQ)-induced writhing syndrome and PQ-induced capillary permeability increase, compound 48/80-induced histamine release by peritoneal mast cells, cycloxygenase (COX) activities, and silica-induced RAW 264.7 cell reactive oxygen species production. OSA (30 mg/kg, p.o.) significantly (p < 0.05) inhibited PQinduced writhes by 25.8% and the PQ-induced capillary permeability increase levels by 33.13% as compared with PQ control. Furthermore, OSA (10 mM) inhibited COX-1 by 22.82 ± 1.94%, and COX-2 by 15.86 ± 1.35%, respectively, to the same extent as indomethacin at the same concentration (10 mM). And OSA (3.0 mM) significantly (p < 0.05) inhibited compound 48/80-induced histamine release from rat mast cells, and its activity was similar to that of celebrex (1 mM), but no piracetam (0.1 mM) inhibited them. OSA did not inhibit ROS production in RAW 264.7 cells. These results indicated that OSA has analgesic and anti-inflammatory effects due to its inhibitory effects on capillary permeability, COX activities, and histamine release.
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References
Atkinson, G., Ennis, M., and Pearce, F. L., The effect of alkaline earth cations on the release of histamine from rat peritoneal mast cells treated with compound 48/80 and peptide 401. Br. J. Pharmacol., 65, 395–402 (1979).
Baek, Y. H., Huh, J. E., Lee, J. D., Choi, D. Y., and Park, D. S., Effect of Aralia cordata extracts on cartilage protection and apoptosis inhibition. Biol. Pharm. Bull., 29, 1423–1430 (2006).
Bhalla, T. N., Sinha, J. N., Kohli, R. P., and Bhargava, K. P., A comparative study of the writhing response induced by phenylquinone, bradykinin and aconitine for the assessment of analgesic agents. Jpn. J. Pharmacol., 23, 609–614 (1973).
Chang, C. I., Chen, W. C., Shao, Y. Y., Yeh, G. R., Yang, N. S., Chiang, W., and Kuo, Y. H., A new labdane-type diterpene from the bark of Juniperus chinensis Linn. Nat. Prod. Res., 22, 1158–1162 (2008).
Chang, L. C., Song, L. L., Park, E. J., Luyengi, L., Lee, K. J., Farnsworth, N. R., Pezzuto, J. M., and Kinghorn, A. D., Bioactive constituents of Thuja occidentalis. J. Nat. Prod., 63, 1235–1238 (2000).
Cho, J. H., Lee, J. Y., Sim, S. S., Whang, W. K., and Kim, C. J., Inhibitory effects of diterpene aids from root of Aralia cordata on IgE-mediated asthma in guinea pigs. Pulm. Pharmacol. Ther., 23, 190–199 (2010).
Cho, K. J., Yun, C. H., Yoon, D. Y., Cho, Y. S., and Rimbach, G., Effect of Bioflavonoids Extracted from the Bark of Pinus maritima on proinflammatory cytokine interleukin- 1 production in lipopolysaccharide-stimulated RAW 264.7. Toxicol. Appl. Pharmacol., 168, 64–71 (2000).
Chung, Y. H., Miyake, H., Kamei, C., and Tasaka, K., Analgesic effect of histamine induced by intracerebral injection into mice. Agents Actions, 15, 137–142 (1984).
Dang, N. H., Zhang, X., Zheng, M., Son, K. H., Chang, H. W., Kim, H. P., Bae, K., and Kang, S. S., Inhibitory constituents against cyclooxygenases from Aralia cordata Thunb. Arch. Pharm. Res., 28, 28–33 (2005).
Enerbäck, L. and Svensson, I., Isolation of rat peritoneal mast cells by centrifugation on density gradients of Percoll. J. Immunol. Methods, 39, 135–145 (1980).
Esquivel, B., Cardena, J., and Rodriguez-Hann, L., The Diterpenoid Constituents of Salvia fulgens and Salvia microphylla. J. Nat. Prod., 50, 738–740 (1987).
Fujii, E., Yoshioka, T., Wada, K., and Ishida, H., Microvascular permeability change induced by platelet-activating factor is impaired in diabetic mice. Microvasc. Res., 58, 74–78 (1999).
Gilroy, D. W., Tomlinson, A., and Willough, D. A., Differential effects of inhibition of isoforms of cyclooxygenase (COX-1, COX-2) in chronic inflammation. Inflamm. Res., 47, 79–85 (1998).
Kang, O. H., Chae, H. S., Choi, J. G., Oh, Y. C., Lee, Y. S., Kim, J. H., Seoung, M. J., Jang, H. J., Bae, K. H., Lee, J. H., Shin, D. W., and Kwon, D. Y., Ent-pimara-8(14), 15-dien-19-oic acid isolated from the roots of Aralia cordata inhibits induction of inflammatory mediators by blocking NF-κB activation and mitogen-activated protein kinase pathways. Eur. J. Pharmacol., 601, 179–185 (2008).
Kimpe, N., Schamp, N., Puyvvelde, I. V., Dube, S., Chagnon-Dube, M., Borremans, F., Anteunis, M. J. D., Declercp, J. P., Germain, G., and Van Meerssche, M., Isolation and structural identification of 8(14),15-sandaracopimaradiene-7α,18-diol from Iboza riparia. J. Org. Chem., 47, 3628–3630 (1982).
Lee, C. K. and Cheng, Y. S., Diterpenoids from the leaves of Juniperus chinensis var. kaizuka. J. Nat. Prod., 21, 511–514 (2001).
Lee, I. S., Jin, W., Zhang, X., Hung, T. M., Song, K. S., Seong, Y. H., and Bae, K., Cytotoxic and COX-2 inhibitory constituents from the aerial parts of Aralia cordata. Arch. Pharm. Res., 29, 548–555 (2006).
Okuyama, E., Nishimura, S., and Yamazaki, M., Analgesic principles from Aralia cordata Thunb. Chem. Pharm. Bull., 39, 405–407 (1991).
Pearl, J., Michel, C. R., and Bonnet, E. A., Effects of morphine and nalorphine on the phenylquinone-induced syndrome in monkeys. Psychopharmacology, 14, 266–270 (1969).
Seo, C. S., Li, G., Kim, C. H., Lee, C. S., Jahng, Y., Chang, H.W., and Son, J. K., Cytotoxic and DNA topoisomerases I and II inhibitory constituents from the roots of Aralia cordata. Arch. Pharm. Res., 30, 1404–1409 (2007).
Shibata, S., Mihashi, B., and Tanaka, O., The occurrence of (−)-pimarane type diterpene in Aralia cordata Thunb. Tetrahedron Lett., 51, 5241–5243 (1967).
Shore, P. A., Burkhalter, A., and Cohn, V. H., A method for the fluorometric assay of histamine in tissues. J. Pharmacol. Exp. Ther., 127, 182–186 (1959).
Tang, W. and Eisenbrand, G., Chinese Drugs of Plant Origin. Springer-Verlag, New York, pp. 113–125, (1992).
Whittle, B. A., The use of changes in capillary permeability in mice to distinguish between narcotic and nonnarcotic analgesics. Br. J. Pharmacol. Chemother., 22, 246–253 (1964).
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An erratum to this article can be found at http://dx.doi.org/10.1007/s12272-010-0621-7
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Kim, T.D., Lee, J.Y., Cho, B.J. et al. The analgesic and anti-inflammatory effects of 7-oxosandaracopimaric acid isolated from the roots of Aralia cordata . Arch. Pharm. Res. 33, 509–514 (2010). https://doi.org/10.1007/s12272-010-0403-2
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DOI: https://doi.org/10.1007/s12272-010-0403-2