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Anticomplement activities of oleanolic acid monodesmosides and bisdesmosides isolated fromTiarella polyphylla


Seven known oleanolic acid glycosides (1–7) were isolated from the MeOH extract ofTiarella polyphylla. The structures were identified to be 3-O-(β-D-glucopyranosyl) oleanolic acid (1), 3-O-[β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl] oleanolic acid (2), 3-O-[β-D-glucopyranosyl-(1→2)-β-D-glucopyranosyl] oleanolic acid (3), 3-O-[β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl] oleanolic acid 28-O-β-D-glucopyranosyl ester (4), 3-O-[β-D-glucopyranosyl-(1→2)-β-D-glucopyranosyl] lleanolic acid 28-O-β-D-glucopyranosyl ester (5), 3-O-[a-L-rhamnopyranosyl-(1→3)-β-D-glucuronopyranosyl] oleanolic acid (6), and 3-O-[α-L-rhamnopyranosyl-(1→3)-β-D-glucuronopyranosyl] oleanolic acid 28-O-β-D-glucopyranosyl ester (7) on the basis of physicochemical and spectral data. These triterpene glycosides were tested for the anticomplement activity and hemolytic activity. Bisdesmosidic saponins,4, 5, and7, showed anticomplement activity; in contrast, monodesmosidic saponins,1–3, and6, showed direct hemolytic activity. Methyl esterified monodesmosidic saponins showed anticomplement activity at a low concentration and hemolytic activity at a high concentration.

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References Cited

  1. Borel, C. and Hostettmann, K., Molluscicidal saponins fromSwartzia madagascariensis Desvaux.Helv. Chim. Acta., 70, 570–576 (1987).

  2. Borel, C., Gupta, M. P. and Hostettmann, K., Molluscicidal saponins fromSwartzia simplex.Phytochemistry, 26, 2685–2689 (1987).

  3. Davidyants, E. S., Putieva, Zh. M., Bandyukova, V. A. and Abubakirov, N. K., Triterpene glycosides ofSilphium perfoliatum. III. Structure of silphioside E.Chem. Nat. Compd., 20, 708–710 (1984).

  4. Kabat, E. A. and Mayer, M. M. in Experimental immunochemistry Springfield, Illinois, 1961.

  5. Kim, J. G. in Illustrated natural drugs encyclopedia, Nam-San-Dang Co. Seoul, 1984.

  6. Kim, D. S., Oh, S. R., Lee, I. S., Jung, K. Y., Park, J. D., Kim, S. I. and Lee, H. K., anticomplementary activity of ginseng saponins and their degradation products.Phytochemistry, 47, 397–399 (1998).

  7. Kuby, J. in Immunology, W. H. Freeman, New York, pp 336–355 (1992).

  8. Nagao, T., Tanaka, R., Iwase, Y., Hanazono, H and Okabe, H., Studies on the constituents ofLuffa acutangula Roxb. I. Structures of acutosides A-G, oleanane-type triterpene saponins isolated from the herb.Chem. Pharm. Bull., 39, 599–606 (1991).

  9. Oh, S. R., Jung, K. Y. and Lee, H. K.,In vitro anticomplementary activity of phenylpropanoids fromAgastache rugosa.Kor. J. Pharmacogn., 27, 20–25 (1996).

  10. Romussi, G., Ciarallo, G., Falson, G. and Schneider, C., Constituents of Boraginaceae. Triterpene saponins fromAnchusa officinalis L.Lieb. Ann. Chem., 2028–2035 (1979).

  11. Rother, K., Rother, U. and Hansch, G., The role of complement in inflammation.Path. Res. Pract., 180, 117–124 (1985).

  12. Sati, O. P., Uniyal, S. K., Bahuguna, S. and Kikuchi, T., Clematoside-S, A triterpenoid saponin from the roots ofClematis grata.Phytochemistry, 29, 3676–3678 (1990).

  13. Sotheeswaran, S., Bokel, M. and Kraus, W., A hemolytic saponin, randianin, fromRandia dumetorum.Phytochemistry, 28, 1544–1546 (1989).

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Correspondence to Hyeong-Kyu Lee.

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Park, S., Oh, S.R., Jung, K.Y. et al. Anticomplement activities of oleanolic acid monodesmosides and bisdesmosides isolated fromTiarella polyphylla . Arch Pharm Res 22, 428–431 (1999). https://doi.org/10.1007/BF02979071

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Key words

  • Tiarella polyphylla
  • Saxifragaceae
  • Saponins
  • Anti-complement activity