Chemistry of Natural Compounds

, Volume 24, Issue 2, pp 190–193 | Cite as

Glycosylation of triterpenoids of the dammarane series. VII. Dammar-24-ene-3α,12β,17α,20(S)-tetraol β-D-glucopyranosides

  • L. N. Atopkina
  • N. F. Samoshina
  • V. A. Denisenko
  • N. I. Uvarova


Glucosides have been synthesized from dammar-24-ene-3α,12β,17α,20(S)-tetraol (betulafolienetetraol), isolated from the leaves ofBetula pendula. Condensation with α-acetobromoglucose in the presence of silver oxide and silicate has given acetylated betulafolienetetraol 3- and 12- mono- and 3,12- and 3,20-di-O-β-D-glucopyranosides, the total yield of which amounted to 75–80%. The structures of the semisynthetic glycosides have been established on the basis of the results of IR,1H and13C NMR spectroscopy.


Oxide Silicate Organic Chemistry Glycoside Total Yield 
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Literature cited

  1. 1.
    N. D. Pokhilo, V. A. Denisenko, V. V. Makhan'kov, and N. I. Uvarova, Khim. Prir. Soedin., 179 (1986).Google Scholar
  2. 2.
    F. G. Fischer and N. Seiler, Ann. Che.,626, p. 185 (1959).Google Scholar
  3. 3.
    Y. Takemoto, T. Ueyama, H. Saito, S. Horio, S. Sanada, J. Shoji, S. Yahara, O. Tanaka, and S. Shibata, Chem. Pharm. Bull.,32, No. 8, p. 3128.Google Scholar
  4. 4.
    L. N. Atopkina, V. A. Denisenko, V. L. Novikov, and N. I. Uvarova, Khim. Prir. Soedin., 301 (1986).Google Scholar
  5. 5.
    H. Paulsen, and O. Lockhoff, Chem. Ber.,114, p. 3102 (1981).Google Scholar

Copyright information

© Plenum Publishing Corporation 1988

Authors and Affiliations

  • L. N. Atopkina
  • N. F. Samoshina
  • V. A. Denisenko
  • N. I. Uvarova

There are no affiliations available

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