Chemistry of Natural Compounds

, Volume 15, Issue 6, pp 706–708 | Cite as

Glycosides of marine invertebrates. VIII. Steroid glycosides of the holothurianIsostichopus badionotus

  • G. B. Elyakov
  • T. A. Kuznetsova
  • Carmen Conde
  • N. I. Kalinovskaya
  • A. I. Kalinovskii
  • O. F. Smetanina


The steroid glycoside fraction ofIsostichopus badionotus, consisting of a mixture of D-xylosides of steroid alcohols, has been isolated by column chromatography on silica gel. The mixture of aglycones obtained after acid hydrolysis was separated with the aid of argentation chromatography into several fractions. GLC-MS analysis, and also the use of IR and13C NMR spectroscopy has shown that the steroid glycosides ofI. badionotus are xylosides of Δ0-, Δ7-, Δ22-, and Δ7.22-, C27-, C28-, and C29-steroids of the cholestane series.


Glycoside Cholestanol Cholestane Steroid Glycoside Steroid Nucleus 


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Literature cited

  1. 1.
    T. Nomura, G. Tsuchiya, D. Andre, and M. Bastier, Bull. Jpn. Soc. Fish.,35, 293 (1969).CrossRefGoogle Scholar
  2. 2.
    N. I. Kalinovskaya, V. A. Stonik, T. A. Kuznetsova, and G. B. Elyakov, Eleventh International Symposium on Chemistry of Natural Products, Vol. 2 (1972), p. 443.Google Scholar
  3. 3.
    A. I. Kalinovskii and E. V. Evtushchenko, Khim. Prir. Soedin., 6 (1979).Google Scholar
  4. 4.
    K. Tori, S. Seo, Y. Yoshimura, H. Arita, and Y. Tomita, Tetrahedron Lett., 179 (1977).Google Scholar
  5. 5.
    T. R. Erdmann and R. H. Thomson, Tetrahedron,28, 5163 (1972).CrossRefGoogle Scholar
  6. 6.
    M. Kates, P. Tremblay, R. Anderson, and B. E. Volcani, Lipids,13, No. 1, 34 (1978).CrossRefGoogle Scholar
  7. 7.
    H. Klein and C. Djerassi, Chem. Ber.,106, 1897 (1973).CrossRefGoogle Scholar
  8. 8.
    G. L. C. Wright, A. G. McInnes, S. Shimizu, D. A. Smith, F. A. Walter, D. Idler, and W. Khalil, Can. J. Chem.,56, 1898 (1978).CrossRefGoogle Scholar
  9. 9.
    S. G. Wyllie and C. Djerassi, J. Org. Chem.,33, 305 (1968).CrossRefGoogle Scholar
  10. 10.
    B. A. Knight, J. Gas Chromat.,5, 273 (1967).CrossRefGoogle Scholar
  11. 11.
    M. A. Abdul-Alim, Z. Analyt. Chem.,20, 1961 (1967).Google Scholar
  12. 12.
    R. I. Abraham and J. R. Monasteriors, J. Chem. Soc., 662 (1974).Google Scholar
  13. 13.
    L. W. Clark-Lewis, Austral. J. Chem.,20, 1961 (1967).CrossRefGoogle Scholar
  14. 14.
    A. G. Stith, J. Rubinstein, and L. Goad, Biochem. J.,135, 443 (1973).CrossRefGoogle Scholar
  15. 15.
    G. Galli and S. Maroni, Steroids,10, 189 (1967).CrossRefGoogle Scholar

Copyright information

© Plenum Publishing Corporation 1980

Authors and Affiliations

  • G. B. Elyakov
  • T. A. Kuznetsova
  • Carmen Conde
  • N. I. Kalinovskaya
  • A. I. Kalinovskii
  • O. F. Smetanina

There are no affiliations available

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