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Structure of synaptogenin B — An artefactual aglycone of glycosides from the holothurianSynapta maculata

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Abstract

The structure of the previously unknown synaptogenin B, the main product of the acid hydrolysis of the triterpene oligosides synaptosides S-2 and S-3 from the holothurianSynapta maculata has been established. To prove the structure, diketones were obtained from synaptogenin B and the known stichopogenin, and their identity was shown on the basis of1H NMR and mass spectra. Synaptogenin B is a 3β-hydroxyholost-9(11)-en-23-one. It has been shown that holost-9(11)-en-3β-o1 is formed as minor component in the acid hydrolysis of the synaptosides.

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Authors
  1. T. A. Kuznetsova
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  2. N. I. Kalinovskaya
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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. 5, pp. 667–670, September–October, 1985.

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Kuznetsova, T.A., Kalinovskaya, N.I., Kalinovskii, A.I. et al. Structure of synaptogenin B — An artefactual aglycone of glycosides from the holothurianSynapta maculata . Chem Nat Compd 21, 626–629 (1985). https://doi.org/10.1007/BF00579067

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  • DOI: https://doi.org/10.1007/BF00579067

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