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Chemistry of Natural Compounds

, Volume 20, Issue 5, pp 547–553 | Cite as

Field-desorption mass spectra of flavonoid acylglycosides. II. Natural cinnamoyl and benzoyl derivatives

  • G. G. Zapesochnaya
  • A. N. Stepanov
  • A. A. Petrov
  • S. Z. Ivanova
Article
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Abstract

The field-desorption mass spectra of 14 flavonoid glycosides esterified with p-coumaric, ferulic, caffeic, p-hydroxybenzoic, and gallic acids have been studied. For all the compounds the molecular ions and the ions of the aglycone (A) were obtained as the main peaks. The spectra also contained a number of other fragmentary ions, including the ion of the acylated anhydrosugar. For flavonol glycosides in which the carbohydrate is esterified by cinnamic acids, the (A + Ac), and for the diacylglycosides the (A + 2 Ac), ions are diagnostic. The formation of these strong ions corresponding in mass to the molecules of the mono- and diacylated aglycone permits the assumption of the existence of acyl migration in the breakdown of the initial molecular ion.

Keywords

Carbohydrate Mass Spectrum Organic Chemistry Flavonoid Glycoside 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Literature cited

  1. 1.
    G. G. Zapesochnaya, A. N. Stepanov, and A. A. Perov, Khim. Prir. Soedin., 573 (1984).Google Scholar
  2. 2.
    S. Z. Ivanova, G. G. Zapesochnaya, S. A. Medvedeva, and T. A. Tyukavkina, Khim. Prir. Soedin., 200 (1978).Google Scholar
  3. 3.
    G. G. Zapesochnaya, S. Z. Ivanova, V. I. Sheichenko, N. A. Tyukavkina, and S. A. Medvedeva, Khim. Prir. Soedin., 186 (1980).Google Scholar
  4. 4.
    G. G. Zapesochnaya, S. Z. Ivanova, V. I. Sheichenko, N. A. Tyukavkina, and S. A. Medvedeva, Khim. Prir. Soedin., 570 (1978).Google Scholar
  5. 5.
    G. G. Zapesochnaya, S. Z. Ivanova, S. A. Medvedeva, and N. A. Tyukavkina, Khim. Prir. Soedin., 332 (1978).Google Scholar
  6. 6.
    S. Z. Ivanova, G. G. Zapesochnaya, V. I. Sheichenko, S. A. Medvedeva, and N. A. Tyukavkina, Khim. Prir. Soedin., 196 (1978).Google Scholar
  7. 7.
    M. M. Konopleva, L. P. Smirnova, V. I. Glyzin, and V. L. Shelyuto, Khim. Prir. Soedin., 311 (1979).Google Scholar
  8. 8.
    S. Z. Ivanova, G. G. Zapesochnaya, N. A. Tyukavkina, and S. A. Medvedeva, Khim. Prir. Soedin., 399 (1978).Google Scholar
  9. 9.
    S. Z. Ivanova, G. G. Zapesochnaya, V. I. Sheichenko, N. A. Tyukavkina, and S. A. Medvedeva, Khim. Prir. Soedin., 254 (1980).Google Scholar
  10. 10.
    G. G. Zapesochnaya and T. T. Pangarova, Compt. Rend. Acad. Bulg. Sci.,33, 933 (1980).Google Scholar
  11. 11.
    G. G. Zapesochnaya and G. P. Shnyakina, Khim. Prir. Soedin., 720 (1975).Google Scholar
  12. 12.
    G. G. Zapesochnaya and G. P. Shnyakina, Khim. Prir. Soedin., 806 (1978).Google Scholar
  13. 13.
    G. G. Zapesochnaya, A. N. Stepanov, A. A. Perov, and S. Z. Ivanova, 3rd Moscow Conference on Organic Chemistry and Technology. Abstracts of Lectures [in Russian], Moscow (1982), p. 114.Google Scholar
  14. 14.
    G. G. Zapesochnaya, C. Z. Ivanova, N. A. Tjukavkina, V. I. Sheichenko, T. T. Pangarova, and S. A. Medvedeva, 11th IUPAC International Symposium on the Chemistry of Natural Products, Golden Sands, Bulgaria, 1978, Symposium Papers, Vol. 2 (1978), p. 186.Google Scholar
  15. 15.
    H. Geiger and G. Schwinger, Phytochemistry,19, 897 (1980).Google Scholar
  16. 16.
    T. Fukushige, T. Isobe, and Y. Noda, Chem. Lett. (Jpn.), No. 1, 27 (1979).Google Scholar
  17. 17.
    N. Shigematsu, I. Kouno, and N. Kawano, Phytochemistry,21, 2156 (1982).Google Scholar

Copyright information

© Plenum Publishing Corporation 1985

Authors and Affiliations

  • G. G. Zapesochnaya
  • A. N. Stepanov
  • A. A. Petrov
  • S. Z. Ivanova

There are no affiliations available

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