Advertisement

Chemistry of Natural Compounds

, Volume 15, Issue 4, pp 442–446 | Cite as

Steroid saponins and sapogenins ofAllium. XV. Eruboside B fromAllium erubescens

  • D. G. Chincharadze
  • A. N. Kel'ginbaev
  • M. B. Gorovits
  • L. I. Éristavi
  • T. T. Gorovits
  • N. K. Abubakirov
Article

Abstract

A new steroid glycoside of the spirostan series — eruboside B (I) — has been isolated from an ethanolic extract of the bulbs ofAllium erubescens C. Koh. In an acid hydrolysate, the aglycone β-chlorogenin (II) and the sugars D-glucose and D-galactose in a ratio of 3:1 have been found. By methylation, partial hydrolysis, and oxidation the structure of the spirostanol (I) has been established as (25R)-5α-spirostan-3β,6β-diol 3-O-{[O-β-D-glucopyranosyl-(1→3)]-[O-β-D-glucopyranosyl-(1→2)]-O-β-D-glucopyranosyl-(1→4)-β-D-galactopyranoside}.

Keywords

Glycoside Methyl Ether Aqueous Methanol H2S04 Anomeric Proton 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Literature cited

  1. 1.
    Yu. S. Vollerner, M. B. Gorovits, T. T. Gorovits, and N. K. Abubakirov, Khim. Prir. Soedin., 740 (1978).Google Scholar
  2. 2.
    M. E. Wall, C. R. Eddy, M. L. McClennan, and M. E. Klump, Anal. Chem.,24, 1337 (1952).CrossRefGoogle Scholar
  3. 3.
    J. Romo, G. Rosenkranz, and F. Sondheimer, J. Am. Chem. Soc.,76, 5169 (1954).CrossRefGoogle Scholar
  4. 4.
    L. I. Éristavi, M. B. Gorovits, and N. K. Abubakirov, Khim. Prir. Soedin., 124 (1973).Google Scholar
  5. 5.
    S. Hakomori, J. Biochem.,55, 205 (1964).PubMedPubMedCentralGoogle Scholar
  6. 6.
    T. Okanishi, A. Akahori, and F. Yasuda, Chem. Pharm. Bull.,13, 545 (1965).CrossRefGoogle Scholar
  7. 7.
    J. M. Van der Veen, J. Org. Chem.,28, 564 (1963).CrossRefGoogle Scholar
  8. 8.
    V. V. Isakov et al., Khim. Prir. Soedin., 78 (1972).Google Scholar
  9. 9.
    N. K. Kochetkov et al., Chemistry of the Carbohydrates [in Russian], Moscow (1967), p. 63.Google Scholar
  10. 10.
    C. Sannié, S. Heitz, and H. Lapin. Compt. Rend.,233, 1670 (1951).Google Scholar
  11. 11.
    R. Kuhn, L. Löw, and H. Trischmann, Chem. Ber.,90, 203 (1957).CrossRefGoogle Scholar
  12. 12.
    F. Kawasaki et al., Tetrahedron,21, 299 (1965).CrossRefGoogle Scholar
  13. 13.
    M. B. Gorovits, A. N. Kel'ginbaev, F. S. Khristulas, and N. K. Abubakirov, Khim. Prir. Soedin., 562 (1973).Google Scholar

Copyright information

© Plenum Publishing Corporation 1980

Authors and Affiliations

  • D. G. Chincharadze
  • A. N. Kel'ginbaev
  • M. B. Gorovits
  • L. I. Éristavi
  • T. T. Gorovits
  • N. K. Abubakirov

There are no affiliations available

Personalised recommendations