Abstract
Four protostane-type triterpenes, alisol B 23-acetate (1a), alisol C 23-acetate (2a), alisol B (3a), and alisol A 24-acetate (4a), were isolated from the rhizome ofAlismatis plantago-aquatica L. var.orientate Samuelson (Alismataceae) and eleven protostane derivatives (compounds1-11) were obtained by selective modification from alisol B 23-acetate (1a). These compounds were investigated for their anti-complement activity against the classical pathway of the complement system. Alisol B (3a) and alisol A 24-acetate (4a) exhibited anti-complement activity with IC50 values of 150 and 130 μM. Among the synthetic derivatives, the tetrahydroxylated protostane triterpene (9) showed moderate inhibitory activity with IC50 value of 97.1 μM. Introduction of an aldehyde group at C-23 (10; IC50 value, 47.7 μM) showed the most potent inhibitory effect on the complement systemin vitro
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Jung, K. Y., Oh, S. R., Park, S. H., Lee, I. S., Ahn, K. S., Lee, J. J., and Lee, H. K., Anti-complement activity of tiliroside from the flower buds ofMagnolia fargesii.Biol. Pharm. Bull., 21, 1077–1078 (1998).
Kabat, E. A. and Mayer, M. M., “Experimental Immunochemistry,” 2nd ed., Springfield, Illinois (1961).
Klerx, J. P. A. M., Beukelman, C. J., Dijk, H. V., and Willers, J. M. N., Microassay for colorimetric estimation of complement activity in guinea pig, human and mouse serum.J. Immunol. Methods, 63, 215–220 (1983).
Lee, S. M., Kho, Y. H., Min, B. S., Kim, J. H., Na, M. K., Kang, S. J., Maeng, H. Y., and Bae, K. H., Cytotoxic triterpenoides from Alismatis Rhizoma.Arch. Pharm. Res., 24, 524–526 (2001).
Lee, S. M., Min, B. S., and Bae, K. H., Chemical modification of alisol B 23-acetate and their cytotoxic activity.Arch. Pharm. Res., 25, 608–612 (2002).
Lichtman, A. K. and Pober, J. S., Cellular and Molecular Immunology. W. B. Sounders Company. Philadelphia, pp 315–338 (1997).
Matsuda, H., Tomohiro, N., Yoshikawa, M., and Kubo, M., Anti-complementary activities of methanol extract and terpene components from Alismatis Rhizoma.Biol. Pharm. Bull., 21, 1317–1321 (1998).
Min, B. S., Gao, J. J., Hattori, M., Lee, H. K., and Kim, Y. H., Anticomplement activity of terpenoids from the spores ofGanoderma lucidum.Planta Med., 67, 811–814 (2001).
Murata, T., Shinohara, M., and Miyamoto, M., Biological active triterpenes of Alismatis Rhizoma.Chem. Pharm. Bull., 18, 1369–1384 (1970).
Namba, T., The encyclopedia of Wakan-Yaku with Color Picture Vol. I. Osaka, Japan: Hoikusha Co., Ltd, pp 99–101 (1993).
Oh, S. R., Kim, D. S., Lee, I. S., Jung, K. Y., Lee, J. J., and Lee, H. K., Anticomplementary activity of constituents from the heartwood ofCaesalpina sappan.Planta Med., 64, 456–458 (1998).
Park, S. H., Oh, S. R., Jung, K. Y., Lee, I. S., Ahn, K. S., Kim, J. H., Kim, Y. S., Lee, J. J., and Lee, H. K., Acylated flavonol glycosides with anti-complement activity fromPersicaria lapathifolia.Chem. Pharm. Bull., 47, 1484–1486 (1999).
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Lee, S.M., Kim, J.H., Zhang, Y. et al. Anti-complementary activity of protostane-type triterpenes fromAlismatis rhizoma . Arch Pharm Res 26, 463–465 (2003). https://doi.org/10.1007/BF02976863
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DOI: https://doi.org/10.1007/BF02976863