Chemistry of Natural Compounds

, Volume 18, Issue 2, pp 196–200 | Cite as

Glycosides of marine invertebrates. Structure of holothurin A2 from the holothurianHolothuria edulis

  • V. I. Kalinin
  • V. A. Stonik
Article

Abstract

The structure of a new glycoside fromHolothuria edulis, holothurin A2, has been established with the aid of periodate oxidation, methylation, Smith degradation, and13C NMR spectroscopy. The structure of the glycoside has been determined as holost-9(11)-ene-3β,12α,17α-triol 3-0-{2-0-[3-0-methyl-β-D-glucopyranosyl-(1→3)-0-β-D-glucopyranosyl-(1→4)-0-β-D-quinovopyranosyl]-4-0-sulfate-β-D-xylopyranoside}.

Keywords

Xylose Glycoside Cardenolides Sodium Periodate Sodium Thiosulfate Solution 

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Literature cited

  1. 1.
    V. I. Kalinin, V. A. Stonik, S. A. Avilov, and G. B. Elyakov, Khim. Prir. Soedin., 403 (1981).Google Scholar
  2. 2.
    I. Kitagawa, T. Nishino, and Y. Kyogoku, Tetrahedron Lett., 1419 (1979).Google Scholar
  3. 3.
    G. K. Oleinikova, T. A. Kuznetsova, A. I. Kalinovskii, V. A. Stonik, and G. B. Elyakov, Khim. Prir. Soedin., 101 (1980).Google Scholar
  4. 4.
    S. Hakomori, J. Biochem. (Tokyo),55, 205 (1964).Google Scholar
  5. 5.
    I. Kitagawa, T. Nishino, T. Matsuno, H. Akutsu, and Y. Kyogoku, Tetrahedron Lett., 895 (1978).Google Scholar
  6. 6.
    F. Smith, J. Am. Chem. Soc.,74, 4970 (1952).Google Scholar
  7. 7.
    J. McKenna and J. K. Narymberski, J. Chem. Soc., 3889 (1957).Google Scholar
  8. 8.
    A. S. Shashkov and O. S. Chizhov, Bioorg. Khim.,2, 347 (1967).Google Scholar
  9. 9.
    I. Kitagawa, T. Inamoto, M. Fuchida, S. Okada, M. Kobayashi, T. Nishino, and Y. Kyogoku, Chem. Pharm. Bull.,28, 1651 (1980).CrossRefGoogle Scholar
  10. 10.
    G. B. Elyakov, V. A. Stonik, E. V. Levina, V. P. Slanke, T. A. Kuznetsova, and V. S. Levin, Comp. Biochem. Physiol.,44B, 325 (1973).Google Scholar
  11. 11.
    G. B. Elyakov, T. A. Kuznetsova, V. A. Stonik, V. S. Levin, R. Albores, Comp. Biochem. Physiol.,52 B, 413 (1975).Google Scholar
  12. 12.
    V. A. Stonik, A. D. Chumak, V. V. Isakov, N. I. Belogortseva, V. Ya. Chirva, and G. B. Elyakov, Khim. Prir. Soedin., 522 (1979).Google Scholar

Copyright information

© Plenum Publishing Corporation 1983

Authors and Affiliations

  • V. I. Kalinin
  • V. A. Stonik

There are no affiliations available

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