Chemistry of Natural Compounds

, Volume 18, Issue 2, pp 182–186 | Cite as

Glycosides of marine invertebrates. XII. Structure of a new triterpene oligoglycoside from holothurians of familyStichopodidae

  • V. A. Stonik
  • I. I. Mal'tsev
  • A. I. Kalinovskii
  • G. B. Elyakov


From an ethanolic extract of the holothuriansStichopus chloronotus by column chromatography on silica gel a new triterpene oligoside has been isolated the structure of which has been established as 23(S)-acetoxy-3β-{4′-O-[O-(3-O-methyl-β-D-glucopyranosyl)-(1→3)-β-D-glucopyranosyl]-2′-O-[O-(3-O-methyl-β-D-glucopyranosyl(-(1→3)-O-β-D-xylopyranosyl-(1→4)-β-D-glucopyranosyl]-β-D-xylopyranosyloxy}holost-7-ene. A hypothesis has been put forward concerning the biosynthesis of the carbohydrate chains in the glycosides of holothurians of the orderAspidochirota from bioside blocks.


Xylose Glycoside Carbohydrate Chain Glucopyranosyl Xylopy Ranosyl 


Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Literature cited

  1. 1.
    V. A. Stonik, I. I. Mal'tsev, A. I. Kalinovskii, C. Conde, and G. B. Elyakov, Khim. Prir. Soedin., 194 (1982).Google Scholar
  2. 2.
    A. I. Kalinovskii, V. F. Sharypov, V. A. Stonik, A. K. Dzizenko, and G. B. Elyakov, Bioorg. Khim.,6, 86 (1980).Google Scholar
  3. 3.
    G. B. Elyakov, V. A. Stonik, et al., Dokl. Akad. Nauk SSSR, 259, No. 6, 1367 (1981).Google Scholar
  4. 4.
    A. S. Shashkov and O. S. Chizhov, Bioorg. Khim.,2, 437 (1976).Google Scholar
  5. 5.
    J. K. Hamilton and F. Smith, J. Am. Chem. Soc.,78, 5907 (1955).CrossRefGoogle Scholar
  6. 6.
    S. Hakomori, J. Biochem. (Tokyo),55, 205 (1964).PubMedPubMedCentralGoogle Scholar
  7. 7.
    T. Usui, J. Chem. Soc., 2425 (1974).Google Scholar
  8. 8.
    V. F. Sharypov, A. D. Chumak, V. A. Stonik, and G. B. Elyakov, Khim. Prir. Soedin., 181 (1981).Google Scholar
  9. 9.
    I. Kitagawa, M. Kobayashi, M. Nori, and Y. Kyogoku, Chem. Pharm. Bull.,29, 282 (1981).CrossRefGoogle Scholar
  10. 10.
    I. Kitagawa, T. Nishino, and Y. Kyogoku, Tetrahedron Lett., 985 (1978).Google Scholar
  11. 11.
    I. Kitagawa, T. Inamoto, M. Fushida, S. Okada, M. Kobayashi, T. Nishino, and Y. Kyogoky, Chem. Pharm. Bull.,28, 1651 (1980).CrossRefGoogle Scholar
  12. 12.
    I. Kitagawa, T. Nishino, T. Matsuno, H. Akutsu, and Y. Kyogoku, Tetrahedron Lett., 1418 (1979).Google Scholar
  13. 13.
    I. Kitagawa, H. Yamanaka, M. Kobayashi, T. Nishino, I. Yosioka, and T. Sugawara, Chem. Pharm. Bull.,26, 3722 (1978).CrossRefGoogle Scholar
  14. 14.
    A. Kelecom, B. Tursch, and M. Vanhaelen, Bull. Soc. Chim. Belg.,85, 277 (1976).CrossRefGoogle Scholar

Copyright information

© Plenum Publishing Corporation 1983

Authors and Affiliations

  • V. A. Stonik
  • I. I. Mal'tsev
  • A. I. Kalinovskii
  • G. B. Elyakov

There are no affiliations available

Personalised recommendations