Investigations of Molluscicidal Saponins from the Endod Plant Phytolacca dodecandra

  • Susanne T. Thiilborg
  • Claus Cornett
  • Else Lemmich
Part of the Advances in Experimental Medicine and Biology book series (AEMB, volume 404)


The parasitic disease schistosomiasis is a major health problem in many tropical countries and over 300 million people are infected. Freshwater snails act as intermediate hosts for the parasite and because of that, the infection is transmitted among humans on water contact, mainly in rural areas with minimal domestic water supply and poor sanitary facilities. It has been realized that eradication of the disease is impossible with the available resources and therefore the immediate aim is control of morbidity. Despite the success of some control programs, the prevalence of schistosomiasis remains constant, largely because population growth and development of man-made water resources is continuing (WHO, 1993). Treatment of water bodies with molluscicidal compounds, in order to reduce the number of transmitting snails, is considered an important element in integrated strategies for morbidity control. However, large scale use of synthetic molluscicides are impeded by the high costs and thus there is a demand for inexpensive alternatives (Mott, 1987). The interest in studying plant material containing molluscicidal compounds is based on the idea of producing a local supply of molluscicides in the endemic areas at low cost and by simple technologies.


Oleanolic Acid Anomeric Proton Saponin Content Carbohydrate Residue Schistosomiasis Control 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.


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  1. Aue, W.P., Bartholdi, E., and Ernst, R.R., 1975, Two-dimensional spectroscopy. Application to nuclear magnetic resonance, J. Chem. Phys. 64: 22–29.Google Scholar
  2. Braunschweiler, L. and Ernst, R.R., 1983, Coherence transfer by isotropic mixing. Application to proton correlation spectroscopy, J. Magn. Reson. 53: 521.Google Scholar
  3. Burum, D.P. and Ernst, R.R.,1980, Net polarisation transfer via a J-ordered state for signal enhancement of low-sensitivity nuclei, J. Magn. Reson. 39: 163.Google Scholar
  4. Chandiwana, S.K., Mavi, S., and Ndamba, J., 1986, A preliminary report on the distribution of Phytolacca dodecandra (L’Herit) in Zimbabwe, Zimbabwe Agric. J. 83: 1.Google Scholar
  5. Domon, B., Dorsaz, A.-C., and Hostettmann, K., 1984, High performance liquid chromatography of oleanane saponins, J. Chromatogr. 315: 441.PubMedCrossRefGoogle Scholar
  6. Domon, B. and Hostettmann, K., 1984, New saponins from Phytolacca dodecandra L’Herit., Hely. Chim. Acta 67: 1310.CrossRefGoogle Scholar
  7. Dorsaz, A.-C. and Hostettmann, K., 1986, Further saponins from Phytolacca dodecandra L’Herit., Helv. Chim. Acta 69: 2038.CrossRefGoogle Scholar
  8. Elferink, J.G.R., 1977, The hemolytic action of saponins. Pharm. Weekbl. 112: 1.Google Scholar
  9. Ferrier, R.J., 1983, Monosaccharides and their derivatives. In: Supplements to the 2nd edition of Rodd’s Chemistry of Carbon Compounds, Vol. I (part FG). M.F. Ansell, Ed., Elsevier Scientific Publishing Co.Google Scholar
  10. Freeman, R. and Morris, G. A., 1978, Experimental chemical shift correlation maps in nuclear magnetic resonance spectroscopy, J. Chem. Soc. Chem. Commun. 684.Google Scholar
  11. Horton, W.J., 1968, Wld. Hlth. Org . Molluscicide Information Series,24:V.Google Scholar
  12. Hostettmann, K., Kizu, H., and Tomimori, T.,1982, Molluscicidal properties of various saponins, Planta Med. 44: 34.Google Scholar
  13. Hough, L. and Richardson, A.C., 1967, The monosaccharides: Pentoses, hexoses, heptoses and higher sugars. In: Rodd’s Chemistry of Carbon Compounds, 2nd ed. Vol. I (part F), S. Coffey, Ed., Elsevier Scientific Publishing Co., Amsterdam.Google Scholar
  14. King, T.A., Jervers, K. Richardson, H., and Falshaw, C.P., 1968, Abstract of 5th International Symposium on the Chemistry of Natural Products,F.43, London.Google Scholar
  15. Lambert, J.D.H., Temmink, J.H.M., Marquis, J., Parkhurst, R.M., Lugt, Ch.B., Lemmich, E., Wolde-Yohannes, L., and DeSavigny, D., 1991, Endod: Safety evaluation of a plant molluscicide, Regul. Toxicol. Pharmacol. 14: 189.PubMedCrossRefGoogle Scholar
  16. Lemma, A., 1970, Laboratory and field evaluation of the molluscicidal properties of Phytolacca dodecandra, Bull. Wld. Hlth. Org. 42: 597.Google Scholar
  17. Lemma, A., 1965, A preliminary report on the molluscicidal property of Endod (Phytolacca dodecandra), Ethiop. Med. J. 3: 187.Google Scholar
  18. Lemma, A., Brody, G., Newell, G.W., Parkhurst, R.M., and Skinner, W.A., 1972, Studies on the molluscicidal properties of Endod (Phytolacca dodecandra), i. Increased potency with butanol extraction, J. Parasitol, 58: 104.PubMedCrossRefGoogle Scholar
  19. Lemma, A., Heyneman, D., and Silangwa, S.M., Eds., 1983, Phytolacca dodecandra (Endod). Towards Controlling Transmission of Schistosomiasis with the Use of a Natural Product, Final Report of the International Workshop, Lusaka, Zambia.Google Scholar
  20. Lugt, Ch. B., 1981, Phytolacca dodecandra berries as a means of controlling bilharzia transmitting snails, Litho Printer, Addis Ababa.Google Scholar
  21. Macura, S., Huang, Y., Suter, D., and Ernst, R.R., 1981, Two-dimensional chemical exchange and cross-relaxation spectroscopy of coupled nuclear spins, J. Magn. Reson. 43: 259.Google Scholar
  22. Macura, S. and Ernst., R.R., 1980, Elucidation of cross relaxation in liquids by two-dimensional NMR spectroscopy. Mol. Phys. 41: 95.CrossRefGoogle Scholar
  23. Makhubu, L., Lemma, A., and Heyneman, D., 1987, Endod II (Phytolacca dodecandra). Report of the Second International Workshop on Endod, Phytolacca dodecandra, Mbabane, Swaziland, Council on International and Public Affairs, New York.Google Scholar
  24. Monkiedje, A., Wall, J. H., Englande, A. J., and Anderson, A. C., 1990, A new method for determining concentrations of Endod-S (Phytolacca dodecandra) in water during mollusciciding, J. Environ. Sci. Health 25: 777.CrossRefGoogle Scholar
  25. Mott, K.E., ed., 1987, Plant Molluscicides, John Wiley & Sons Ltd., New York.Google Scholar
  26. Nakamura, T., Inoue, K., Nojima, S., Sankawa, U., Shoji, J., Kawasaki, T., and Shibata, S., 1979, Interaction of saponins with red blood cells as well as with the phosphatidylcholine liposomal membranes, J. Pharm. Dyn. 2: 374.CrossRefGoogle Scholar
  27. Ndamba, J., 1993, Agronomic and Other Factors that Influence the Yield. Molluscicidal Potency and Saponin Content of the Berries of Phytolacca dodecandra, Ph.D. Thesis, Royal Danish School of Pharmacy, Copenhagen, Denmark.Google Scholar
  28. Ndamba, J., Chandiwana, S.K., and Makaza, N., 1989b, Knowledge, attitudes and practices among rural communities in Zimbabwe in relation to Phytolacca dodecandra - a plant molluscicide, Social Sci. and Med. 28: 1249.CrossRefGoogle Scholar
  29. Ndamba, J., Lemmich, E., and Molgaard, P., 1994b, Investigation of the diurnal, ontogenetic and seasonal variation in the molluscicidal saponin content of Phytolacca dodecandra aqueous berry extracts, Phytochemistry 35: 95.PubMedCrossRefGoogle Scholar
  30. Ndamba, J., Chandiwana, S.K., and Kanyande, C., 1992, Factors influencing the natural distribution of Phytolacca dodecandra (L’Herit) plants in Zimbabwe, Zimbabwe Science News 25: 59.Google Scholar
  31. Ndamba, J. and Chandiwana, S.K., 1988, The geographical variation in the molluscicidal potency of Phytolacca dodecandra in Zimbabwe, Trop. Geograph. Med. 40: 34.Google Scholar
  32. Ndamba, J., Chandiwana, S.K., and Makaza, N., 1989a, The use of Phytolacca dodecandra berries in the control of trematode-transmitting snails in Zimbabwe, Acta Trop. 46: 303.PubMedCrossRefGoogle Scholar
  33. Ndamba, J., Lemmich, E., and Molgaard, P., 1994a, Release of molluscicidal saponins from. Phytolacca dodecandra aqueous berry extracts as influenced by the male plant and the extraction procedure, Biochem. System. Ecol. 22: 249.CrossRefGoogle Scholar
  34. Nose, M., Amagaya, S., and Ogihara, Y., 1989, Effects of saikasaponin metabolites on the hemolysis of red blood cells and their adsorbability on the cell membrane. Chem. Pharm. Bull. 37: 3306.PubMedCrossRefGoogle Scholar
  35. OECD, 1981, OECD Guidelines for Testing Chemicals. Organization for Economic Cooperation and Development, Paris.Google Scholar
  36. Parkhurst, R.M., Mthupha, B.M., Liang, Y-S., Bruce, J.I., Lambert, J.D.H., Collier, T.L., ApSimon, J.W., Wolde-Yohannes, L., Heath, G.E., Jones, W.O., Stobaeus, J.K., and Makhubu, L.P., 1989, The molluscicidal activity of Phytolacca dodecandra. 1. Location of the activating esterase., Biochem. Biophys. Res. Commun. 158: 436.PubMedCrossRefGoogle Scholar
  37. Parkhurst, R.M., 1975, The chemotaxonomy of Phytolacca species, Indian J. Chem. 13: 757.PubMedGoogle Scholar
  38. Parkhurst, R.M., Thomas, D.W., Skinner, W.A., and Cary, L.W., 1973b, Molluscicidal saponins of Phytolacca dodecandra: Lemmatoxin-C., Indian J. Chem. 11: 1192.Google Scholar
  39. Parkhurst, R.M., Thomas, D.W., Skinner, W.A., and Cary, L.W., 1973a, Molluscicidal saponins of Phytolacca dodecandra: Oleanoglycotoxin-A, Phytochemistry, 12: 1437.CrossRefGoogle Scholar
  40. Parkhurst, R.M., Thomas, D.W., Adams, R.P., Makhubu, L.P., Mthupa, B.M., WoldeYohannes, L., Mamo, E., Heath, G.E., Stobaeus, J.K., and Jones, W.O., 1990, Triterpene aglycones from various Phytolacca dodecandra populations, Phytochemistry 29: 1171.CrossRefGoogle Scholar
  41. Parkhurst, R.M., Thomas, D.W., Skinner, W.A., and Cary, L.W., 1974, Molluscicidal saponins of Phytolacca dodecandra: Lemmatoxin, Can. J. Chem. 52: 702.CrossRefGoogle Scholar
  42. Powell, J.W. and Whalley, W.B., 1969, Triterpenoid saponins from Phytolacca dodecandra, Phytochemistry 8: 2105.CrossRefGoogle Scholar
  43. Segal, R., Shatkovsky, P., and Milo-Goldzweig, I., 1974, On the mechanism of saponin hemolysis-I. Hydrolysis of the glycosidic bond, Biochem. Pharmacol. 23: 973.PubMedCrossRefGoogle Scholar
  44. Segal, R. and Milo-Goldzweig, I., 1975, On the mechanism of saponin hemolysis-II. Inhibition of hemolysis by aldonolactones, Biochem. Pharmacol. 24: 77.PubMedCrossRefGoogle Scholar
  45. Slacanin, I., Marston, A., and Hostettmann, K., 1988, High-performance liquid chromatographic determination of molluscicidal saponins from Phytolacca dodecandra (Phytolaccacae), J. Chromatogr. 448: 265.PubMedCrossRefGoogle Scholar
  46. Thiilborg, S.T., Bragger Christensen, S., Cornett, C., Olsen, C.E., and Lemmich, E., 1993Google Scholar
  47. Molluscicidal saponins from Phytolacca dodecandra, Phytochemistry 32:1167.Google Scholar
  48. Thiilborg, S.T., Bragger Christensen, S., Comett, C., Olsen, C.E., and Lemmich, E., 1994, Molluscicidal saponins from a Zimbabwean strain of Phytolacca dodecandra, Phytochemistry 36: 753.PubMedCrossRefGoogle Scholar
  49. Thiilborg, S. T., 1993, Molluscicidal and Hemolytic Saponins from Phytolacca dodecandra, Ph. D. Thesis, Royal Danish School of Pharmacy and Danish Bilharziasis Labora tory, Copenhagen, Denmark.Google Scholar
  50. UNFSSTD/IDRC, 1986, Endod Toxicology. Report of the Expert Group Meeting, United Nations, New York.Google Scholar
  51. W.H.O., 1983, Report of the scientific working group on plant molluscicides, unpublished. W.H.O., 1993, The Control of Schistosomiasis, Wld. Hlth. Org. Tech. Rep. Ser. 830:53.document, TDR/SCH-SWG, 4: 83. 3.Google Scholar
  52. Wolde-Yohannes, L., Demeke, T., and Lambert, J.D.H., 1987, Cultivation studies of Phytolacca dodecandra and its role in schistosomiasis control, In Makhubu, L., Lemma, A., Heyneman, D., 1987, Endod 11 (Phytolacca dodecandra). Report of the Second International Workshop on Endod,Phytolacca dodecandra, Mbabane, Swaziland, Council on International and Public Affairs, New York.Google Scholar

Copyright information

© Springer Science+Business Media New York 1996

Authors and Affiliations

  • Susanne T. Thiilborg
    • 1
  • Claus Cornett
    • 2
  • Else Lemmich
    • 1
  1. 1.Department of Medicinal ChemistryRoyal Danish School of PharmacyCopenhagen ØDenmark
  2. 2.Department of Analytical and Pharmaceutical ChemistryRoyal Danish School of PharmacyDenmark

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