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

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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.

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Literature cited

  1. V. A. Kurkin, G. G. Zapesochnaya, and A. N. Shchavlinskii, Khim. Prir. Soedin., 657 (1984).

  2. G. G. Zapesochnaya and V. A. Kurkin, Khim. Prir. Soedin., 23 (1983).

  3. J. H. Bowie and D. W. Cameron, Aust. J. Chem.,19, 1627 (1966).

    Article  CAS  Google Scholar 

  4. D. G. I. Kingston, Tetrahedron,27, 2691 (1971).

    Article  CAS  Google Scholar 

  5. J. H. Bowie and R. Y. White, J. Chem. Soc. (B), 89 (1969).

  6. R. D. Schmid, R. Mues, et al., Phytochemistry,12, 2765 (1973).

    Article  CAS  Google Scholar 

  7. G. P. Kononenko, S. A. Popravko, et al., Bioorg. Khim.,6, 267 (1980).

    CAS  Google Scholar 

  8. T. J. Mabry, K. R. Markham, and M. B. Thomas, The Systematic Identification of Flavonoids, Springer, Berlin (1970).

    Book  Google Scholar 

  9. S. Tandon and R. P. Rastogi, Phytochemistry,16, 1455 (1977).

    Article  CAS  Google Scholar 

  10. R. M. Dawson, C. A. Hendrick, et al., Aust. J. Chem.,18, 1871 (1965).

    Article  CAS  Google Scholar 

  11. T. T. Pangarova and G. G. Zapesochnaya, Khim. Prir. Soedin., 712 (1975).

  12. J. B. Harborne, T. J. Mabry, and H. Mabry, The Flavonoids, Chapman and Hall, London (1975).

    Book  Google Scholar 

  13. V. I. Bykov, V. I. Glyzin, and A. I. Ban'kovskii, Khim. Prir. Soedin., 715 (1972).

  14. Z. Jerzmanowska and J. Kamecki, Roczn. Chem. Ann. Soc. Chim. Pol.,47, 1629 (1973).

    CAS  Google Scholar 

  15. P. K. Jauhari, S. C. Sharma, et al., Phytochemistry,18, 359 (1979).

    Article  CAS  Google Scholar 

  16. H. Geiger, S. Reichert, and K. R. Markhan, Z. Naturforsch.,37b, 504 (1982).

    CAS  Google Scholar 

  17. T.-S. Wu and H. Furukawa, Phytochemistry,22, 1061 (1983).

    Article  CAS  Google Scholar 

  18. G. G. Zapesochnaya, Khim. Prir. Soedin., 695 (1982),

  19. G. G. Zapesochnaya, Khim. Prir. Soedin., 21 (1979).

  20. G. G. Zapesochnaya, Khim. Prir. Soedin., 519 (1978).

  21. F. Wessely and G. H. Moser, Monatsh. Chem.,56, 97 (1930).

    Article  Google Scholar 

  22. G. G. Zapesochnaya and T. T. Pangarova, Khim. Prir. Soedin. 554 (1973).

  23. J. B. Harborne and H. T. Clifford, Phytochemistry,8, 2071 (1969).

    Article  CAS  Google Scholar 

  24. K. R. Markham and L. J. Porter, Phytochemistry,14, 1093 (1975).

    Article  CAS  Google Scholar 

  25. K. R. Markham and L. J. Porter, Pytochemistry,18, 611 (1979).

    Article  CAS  Google Scholar 

  26. V. M. Chari, R. J. Grayer-Barkmeijer, et al., Phytochemistry,20, 1977 (1981).

    Article  CAS  Google Scholar 

  27. T. A. Geissman, The Chemistry of Flavonoid Compounds, Pergamon, Oxford, (1962), p. 184.

    Google Scholar 

  28. G. P. Shnyakina and G. G. Zapesochnaya, Khim. Prir. Soedin., 92 (1975).

  29. J. B. Harborne, Phytochemistry,8, 177 (1969).

    Article  CAS  Google Scholar 

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Authors
  1. G. G. Zapesochnaya
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  2. V. A. Kurkin
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  3. A. N. Shchavlinskii
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Additional information

All-Union Scientific-Research Institute of Medicinal Plants, Moscow. Translated from Khimiya Prirodnykh Soedinenii. No. 4, pp. 496–507, July–August, 1985.

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Zapesochnaya, G.G., Kurkin, V.A. & Shchavlinskii, A.N. Flavonoids of the epigeal part ofRhodiola rosea. II. Structures of new glycosides of herbacetin and of gossypetin. Chem Nat Compd 21, 464–473 (1985). https://doi.org/10.1007/BF00579139

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  • DOI: https://doi.org/10.1007/BF00579139

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