Chemistry of Natural Compounds

, Volume 11, Issue 6, pp 744–750 | Cite as

The structure of the flavonoids from Rhodiola algida. II

  • T. T. Pangarova
  • G. G. Zapesochnaya


New flavonoid glycosides have been obtained from the roots ofRhodiola algida: rhodalgin (I), composition C20H18O11, mp 239–240°C; acetylrhodalgin (II) C22H20O12, mp 223–224°C; diacetylrhodalgin (III), C24H22O13, mp 208–209°C; and triacetylrhodalgin (IV), C26H24O14, mp 230–231°C.

It has been established that they have the following structures: (I), 3,4′,5,7,8-pentahydroxyflavone 8-O-α-L-arabinopyranoside; (II), 3,4′,5,7,8-pentahydroxyflavone 8-O-(3″-O-acetyl-α-L-arabinopyranoside; (III), 3,4′,5,7,8-pentahydroxyflavone 8-O-(2″,3″-di-O-acetyl)-β-D-xylopyranoside; and (IV), 3,4′,5,7,8-pentahydroxyflavone 8-O-(2″,3″4″-tri-O-acetyl)-β-D-xylopyranoside. The α-L-arabinopyranose and β-D-xylopyranose are present in these compounds in the C1 conformations.

In the performance of this investigation, the authors consulted O. S. Chizhov, and M. B. Zoltarev (N. D. Zelinskii Institute of Organic Chemistry of the Academy of Sciences of the USSR) and V. I. Sheichenko (All-Union Institute of Medicinal plants).


Glycoside Myricetin Anomeric Proton Acetoxy Group Pentahydroxyflavone 


Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Literature cited

  1. 1.
    T. T. Pangarova, G. G. Zapesochnaya, and E. L. Nukhimovskii, “The flavonoids of Rhodiola algida,” Khim. Prirodn. Soedin., 667 (1974).Google Scholar
  2. 2.
    G. G. Zapesochnaya and T. T. Pangarova, Khim. Prirodn. Soedin., 554 (1973).Google Scholar
  3. 3.
    T. J. Mabry, K. R. Markham, and M. B. Thomas, The Systematic Identification of Flavonoids, Springer, New York (1970), p. 125.CrossRefGoogle Scholar
  4. 4.
    E. Rodriguez, N. J. Carman, and T. J. Mabry, Phytochem.,11, 409 (1972).CrossRefGoogle Scholar
  5. 5.
    R. G. Wilson, J. H. Bowie, and D. H. Williams, Tetrahedron,24, 1407 (1966).CrossRefGoogle Scholar
  6. 6.
    J. H. Bowie and D. W. Cameron, Aust. J. Chem.,19, 1627 (1966).CrossRefGoogle Scholar
  7. 7.
    D. G. I. Kingston, Tetrahedron,27, 2691 (1971).CrossRefGoogle Scholar
  8. 8.
    N. K. Kochetkov and O. S. Chizhov, Advan. Carbohydr. Chem.,21, 39 (1966).Google Scholar
  9. 9.
    H. Budzikiewicz, C. Djerassi, and D. H. Williams, Structure Elucidation of Natural Products by Mass Spectrometry, Holden-Day, San Francisco, Vol. 2 (1964), p. 203.Google Scholar
  10. 10.
    C. V. Holland, D. Horton, M. J. Miller, and N. S. Bhacca, J. Org. Chem.,32, 3077 (1967).CrossRefGoogle Scholar
  11. 11.
    H. Paulsen and F. Leupold, Carbohydr. Res.,3, 47 (1966).CrossRefGoogle Scholar
  12. 12.
    L. D. Hall, Chem. Ind. (London), 950 (1963).Google Scholar
  13. 13.
    R. J. Abraham, L. D. Hall, L. Hough, and K. A. McLauchlan, J. Chem. Soc., 3699 (1962).CrossRefGoogle Scholar
  14. 14.
    R. U. Lemieux, Can. J. Chem.,39, 116 (1961).CrossRefGoogle Scholar

Copyright information

© Plenum Publishing Corporation 1976

Authors and Affiliations

  • T. T. Pangarova
  • G. G. Zapesochnaya

There are no affiliations available

Personalised recommendations