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

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Abstract

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.

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Literature cited

  1. V. A. Stonik, I. I. Mal'tsev, A. I. Kalinovskii, C. Conde, and G. B. Elyakov, Khim. Prir. Soedin., 194 (1982).

  2. A. I. Kalinovskii, V. F. Sharypov, V. A. Stonik, A. K. Dzizenko, and G. B. Elyakov, Bioorg. Khim.,6, 86 (1980).

    CAS  Google Scholar 

  3. G. B. Elyakov, V. A. Stonik, et al., Dokl. Akad. Nauk SSSR, 259, No. 6, 1367 (1981).

    CAS  Google Scholar 

  4. A. S. Shashkov and O. S. Chizhov, Bioorg. Khim.,2, 437 (1976).

    CAS  Google Scholar 

  5. J. K. Hamilton and F. Smith, J. Am. Chem. Soc.,78, 5907 (1955).

    Article  Google Scholar 

  6. S. Hakomori, J. Biochem. (Tokyo),55, 205 (1964).

    CAS  PubMed  Google Scholar 

  7. T. Usui, J. Chem. Soc., 2425 (1974).

  8. V. F. Sharypov, A. D. Chumak, V. A. Stonik, and G. B. Elyakov, Khim. Prir. Soedin., 181 (1981).

  9. I. Kitagawa, M. Kobayashi, M. Nori, and Y. Kyogoku, Chem. Pharm. Bull.,29, 282 (1981).

    Article  CAS  Google Scholar 

  10. I. Kitagawa, T. Nishino, and Y. Kyogoku, Tetrahedron Lett., 985 (1978).

  11. I. Kitagawa, T. Inamoto, M. Fushida, S. Okada, M. Kobayashi, T. Nishino, and Y. Kyogoky, Chem. Pharm. Bull.,28, 1651 (1980).

    Article  CAS  Google Scholar 

  12. I. Kitagawa, T. Nishino, T. Matsuno, H. Akutsu, and Y. Kyogoku, Tetrahedron Lett., 1418 (1979).

  13. I. Kitagawa, H. Yamanaka, M. Kobayashi, T. Nishino, I. Yosioka, and T. Sugawara, Chem. Pharm. Bull.,26, 3722 (1978).

    Article  CAS  Google Scholar 

  14. A. Kelecom, B. Tursch, and M. Vanhaelen, Bull. Soc. Chim. Belg.,85, 277 (1976).

    Article  CAS  Google Scholar 

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Authors
  1. V. A. Stonik
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  2. I. I. Mal'tsev
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  3. A. I. Kalinovskii
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  4. G. B. Elyakov
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Additional information

Pacific Ocean Institute of Bioorganic Chemistry, Far Eastern Scientific Center, Academy of Sciences of the USSR, Vladivostok. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 200–204, March–April, 1982.

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Stonik, V.A., Mal'tsev, I.I., Kalinovskii, A.I. et al. Glycosides of marine invertebrates. XII. Structure of a new triterpene oligoglycoside from holothurians of familyStichopodidae . Chem Nat Compd 18, 182–186 (1982). https://doi.org/10.1007/BF00577189

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  • DOI: https://doi.org/10.1007/BF00577189

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