Chemistry of Natural Compounds

, Volume 5, Issue 1, pp 3–4 | Cite as

Determination of the absolute configuration of carbohydrate components of flavonol glycosides of the chestnut

  • V. N. Spiridonov
  • I. P. Kovalev
  • A. P. Prokopenko


On the basis of the rates of their acid hydrolysis, their optical activities, and their IR spectra, it has been established that the glycosides ofAesculus hippocastanum L. are (SK-1) 3-α-L-arabofuranosyloxy-5,7,4′-trihydroxyflavone, (SK-2) 3-α-L-rhamnofuranosyloxy-5,7,4′-trihydroxyflavone, (SK-3) 3-α-L-arabofuranosyloxy-5,7,3′,4′-tetrahydroxyflavone, and (SK-4) 3-α-L-rhamnofuranosyloxy-5,7,3′,4′-tetrahydroxyflavone.

The glycoside SK-3 is identical with avicularin isolated from the leaves ofPsidium quajava [5]. The complete structures of the other three glycosides have been established for the first time.


Glycoside Quercetin Kaempferol Absolute Configuration Flavonol Glycoside 


  1. 1.
    V. N. Spiridonov, Farmatsevtichn. zh., 3, 19–22, 1964.Google Scholar
  2. 2.
    V. N. Spiridonov, Abstracts of Papers and Communications at the IX-th Mendeleev Congress [in Russian], 4, 282–283, 1965.Google Scholar
  3. 3.
    N. Bagget, S. A. Barker, A. B. Foster, R. H. Moore, and D. H. Whiffen, J. Chem. Soc., 4565, 1960.Google Scholar
  4. 4.
    R. S. Tipson and H. S. Isbell, J. Res. NBS, 64A, no. 3, 239, 1960.CrossRefGoogle Scholar
  5. 5.
    H. El Knaden and V. S. Mohammed, J. Chem. Soc., 3320, 1958.Google Scholar

Copyright information

© Consultants Bureau 1971

Authors and Affiliations

  • V. N. Spiridonov
    • 1
  • I. P. Kovalev
    • 1
  • A. P. Prokopenko
    • 1
  1. 1.Khar'kov Chemical and Pharmaceutical Scientific-Research InstituteUSSR

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