Skip to main content
Log in

Triterpenoid saponins

Communication 8. Some data on the structure of the carbohydrate part of gypsoside

  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Summary

  1. 1.

    Gypsoside in an octa- or nona-oside of gypsogenin or its derivatives and contains one residue each of D-glucose, D-galactose, L-arabinose, L-rhamnose, D-fucose, and D-glucuronic acid and two or three residues of D-xylose.

  2. 2.

    The hydrolysis of fully methylated gypsoside gives 2,3,4-tri-O-methyl- and 2,4-diO-methyl-D-xylose, 2,3,4,6-tetra-O-methyl-D-galactose, 2,3,4-tri-O-methyl-L-arabinose, 2,3,6-tri-O-methyl-D-glucose, 2,4-di-O-methyl-D-fucose, 3-O-methyl-L-rhamnose, and a very small amount of methyl 2-O-methyl-D-glucuronate.

  3. 3.

    After the reduction of methylated gypsoside and subsequent hydrolysis 2-O-methyl-D-glucose was isolated, which indicates the presence of 2-O-methyl-D-glucuronic acid in methylated gypsoside.

  4. 4.

    The carbohydrate chain of gypsoside is highly branched. The centers of the branching of the chain are D-glucuronic acid and L-rhamnose residues, and terminal sugars ane D-galactose, D-xylose, and L-arabinose.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

Literature cited

  1. N. K. Kochetkov, A. Ya. Khorlin, and Yu. S. Ovodov, Izv. AN SSSR. Ser. khim. 1964, 83.

  2. L. Hough, J. X. N. Jones, and W. H. Wadman, J. Chem. Soc. 1950, 1702.

  3. T. Purdie and J. C. Irvine, J. Chem. Soc.83, 1021 (1903).

    Google Scholar 

  4. E. J. Bourne and S. Peat, Advances Carbohydr. Chem.5, 145 (1950).

    Google Scholar 

  5. T. Bonner, Chem. and Ind. 1960, 345.

  6. N. K. Kochetkov, A. Ya. Khorlin, and V. E. Vas'kovskii, Izv. AN SSSR. Otd. khim. n. 1963, 1398.

  7. E. Stahl, Arch, pharm.292, 411 (1959).

    Google Scholar 

  8. G. G. Maher, Advances Carbohydr. Chem.10, 257, 273 (1955).

    Google Scholar 

  9. F. P. Phelps and C. B. Purves, J. Amer. Chem. Soc.51, 2443 (1929).

    Google Scholar 

  10. J. C. Irvine and D. McNicoll, J. Chem. Soc.97, 1449 (1910).

    Google Scholar 

  11. W. N. Haworh and G. C. Leitch, J. Chem. Soc.113, 188 (1918).

    Google Scholar 

  12. J. C. Irvine, and A. Cameron, J. Chem. Soc.85, 1071 (1904).

    Google Scholar 

  13. C. C. Barker, E. L. Hirst, and N. J. K. Jones, J. Chem. Soc. 1946, 783.

  14. J. K. N. Jones, J. Chem. Soc. 1953, 1672.

  15. J. C. Irvine, J. Chem. Soc.123, 529 (1923).

    Google Scholar 

  16. J. G. Gardiner and E. Percival, J. Chem. Soc. 1958, 1414.

  17. E. L. Hirst and S. Dunstan, J. Chem. Soc. 1953, 2332.

  18. A. R. N. Garrod and J. K. N. Jones, J. Chem. Soc., 1954, 2522.

  19. L. Hough and D. B. Dowell, J. Chem. Soc. 1960, 16.

  20. E. Pacsu and S. M. Trister, J. Amer. Chem. Soc. 63, 925 (1941).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Kochetkov, N.K., Khorlin, A.Y. & Ovodov, Y.S. Triterpenoid saponins. Russ Chem Bull 13, 77–83 (1964). https://doi.org/10.1007/BF01179571

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF01179571

Keywords

Navigation