Chemistry of Natural Compounds

, Volume 21, Issue 4, pp 464–473 | Cite as

Flavonoids of the epigeal part ofRhodiola rosea. II. Structures of new glycosides of herbacetin and of gossypetin

  • G. G. Zapesochnaya
  • V. A. Kurkin
  • A. N. Shchavlinskii
Article
First Online:
Received:

Abstract

The structure of four new flavonol glycosides isolated from the epigeal part ofRhodiola rosea have been established: 7-O-α-L-rhamnopyranosylgossypetin (rhodiolgin), 8-O-β-D-glucopyranosyl-7-O-α-L-rhamnopyranosylgossypetin (rhodiolgidin), 8-O-β-D-glucopyranosol-7-O-α-L-rhamnopyranosylherbacetin (rhodionidin), and 3-O-β-D-glucopyranosyl-8-O-β-D-xylopyranosylherbacetin (rhodalidin). The properties of the previously undescribed incomplete methyl ethers of herbacetin and gossypetin obtained during the structural analysis of the glycosides have been studied. It has been found that diazomethane methylates the 5-OH groups in the diglycosides investigated.

Keywords

Glycoside Rhamnose Methyl Ether Epigeal Part Flavonol Glycoside 
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Literature cited

  1. 1.
    V. A. Kurkin, G. G. Zapesochnaya, and A. N. Shchavlinskii, Khim. Prir. Soedin., 657 (1984).Google Scholar
  2. 2.
    G. G. Zapesochnaya and V. A. Kurkin, Khim. Prir. Soedin., 23 (1983).Google Scholar
  3. 3.
    J. H. Bowie and D. W. Cameron, Aust. J. Chem.,19, 1627 (1966).CrossRefGoogle Scholar
  4. 4.
    D. G. I. Kingston, Tetrahedron,27, 2691 (1971).CrossRefGoogle Scholar
  5. 5.
    J. H. Bowie and R. Y. White, J. Chem. Soc. (B), 89 (1969).Google Scholar
  6. 6.
    R. D. Schmid, R. Mues, et al., Phytochemistry,12, 2765 (1973).CrossRefGoogle Scholar
  7. 7.
    G. P. Kononenko, S. A. Popravko, et al., Bioorg. Khim.,6, 267 (1980).Google Scholar
  8. 8.
    T. J. Mabry, K. R. Markham, and M. B. Thomas, The Systematic Identification of Flavonoids, Springer, Berlin (1970).CrossRefGoogle Scholar
  9. 9.
    S. Tandon and R. P. Rastogi, Phytochemistry,16, 1455 (1977).CrossRefGoogle Scholar
  10. 10.
    R. M. Dawson, C. A. Hendrick, et al., Aust. J. Chem.,18, 1871 (1965).CrossRefGoogle Scholar
  11. 11.
    T. T. Pangarova and G. G. Zapesochnaya, Khim. Prir. Soedin., 712 (1975).Google Scholar
  12. 12.
    J. B. Harborne, T. J. Mabry, and H. Mabry, The Flavonoids, Chapman and Hall, London (1975).CrossRefGoogle Scholar
  13. 13.
    V. I. Bykov, V. I. Glyzin, and A. I. Ban'kovskii, Khim. Prir. Soedin., 715 (1972).Google Scholar
  14. 14.
    Z. Jerzmanowska and J. Kamecki, Roczn. Chem. Ann. Soc. Chim. Pol.,47, 1629 (1973).Google Scholar
  15. 15.
    P. K. Jauhari, S. C. Sharma, et al., Phytochemistry,18, 359 (1979).CrossRefGoogle Scholar
  16. 16.
    H. Geiger, S. Reichert, and K. R. Markhan, Z. Naturforsch.,37b, 504 (1982).Google Scholar
  17. 17.
    T.-S. Wu and H. Furukawa, Phytochemistry,22, 1061 (1983).CrossRefGoogle Scholar
  18. 18.
    G. G. Zapesochnaya, Khim. Prir. Soedin., 695 (1982),Google Scholar
  19. 19.
    G. G. Zapesochnaya, Khim. Prir. Soedin., 21 (1979).Google Scholar
  20. 20.
    G. G. Zapesochnaya, Khim. Prir. Soedin., 519 (1978).Google Scholar
  21. 21.
    F. Wessely and G. H. Moser, Monatsh. Chem.,56, 97 (1930).CrossRefGoogle Scholar
  22. 22.
    G. G. Zapesochnaya and T. T. Pangarova, Khim. Prir. Soedin. 554 (1973).Google Scholar
  23. 23.
    J. B. Harborne and H. T. Clifford, Phytochemistry,8, 2071 (1969).CrossRefGoogle Scholar
  24. 24.
    K. R. Markham and L. J. Porter, Phytochemistry,14, 1093 (1975).CrossRefGoogle Scholar
  25. 25.
    K. R. Markham and L. J. Porter, Pytochemistry,18, 611 (1979).CrossRefGoogle Scholar
  26. 26.
    V. M. Chari, R. J. Grayer-Barkmeijer, et al., Phytochemistry,20, 1977 (1981).CrossRefGoogle Scholar
  27. 27.
    T. A. Geissman, The Chemistry of Flavonoid Compounds, Pergamon, Oxford, (1962), p. 184.Google Scholar
  28. 28.
    G. P. Shnyakina and G. G. Zapesochnaya, Khim. Prir. Soedin., 92 (1975).Google Scholar
  29. 29.
    J. B. Harborne, Phytochemistry,8, 177 (1969).CrossRefGoogle Scholar

Copyright information

© Plenum Publishing Corporation 1986

Authors and Affiliations

  • G. G. Zapesochnaya
  • V. A. Kurkin
  • A. N. Shchavlinskii

There are no affiliations available

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