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Synthesis of N-Acetylglucosaminides with Coumarin and Chromone Aglycones

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Abstract

β-O-Glycosides of N-acetylglucosamine with substituted 7-hydroxychromones and 7-hydroxycoumarins as the aglycones are synthesized. The phenyl hydroxyls are O-glycosylated in a solid-liquid system with crown-ether catalysts. The structures of the chromone and coumarin N-acetylglucosaminides and their per-O-acetates are proved by PMR spectroscopy.

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Authors and Affiliations

  1. V. I. Vernadskii Tavricheskii National University, 95007, Ukraine, Simferopol', ul. Yaltinskaya, 4

    A. E. Zemlyakov, V. O. Kur'yanov, T. A. Chupakhina & V. Ya. Chirva

  2. Taras Shevchenko Kiev National University, 01033, Ukraine, Kiev, ul. Vladimirskaya, 60

    V. V. Ishchenko & V. P. Khilya

  3. Institute of Bioorganic and Petroleum Chemistry, National Academy of Sciences, Ukraine, 02094, Ukraine, Kiev, ul. Murmanskaya, 1

    M. M. Garazd

Authors
  1. A. E. Zemlyakov
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  2. V. O. Kur'yanov
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  3. T. A. Chupakhina
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  4. V. Ya. Chirva
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  5. V. V. Ishchenko
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  6. M. M. Garazd
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  7. V. P. Khilya
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Zemlyakov, A.E., Kur'yanov, V.O., Chupakhina, T.A. et al. Synthesis of N-Acetylglucosaminides with Coumarin and Chromone Aglycones. Chemistry of Natural Compounds 38, 149–153 (2002). https://doi.org/10.1023/A:1019635914082

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  • DOI: https://doi.org/10.1023/A:1019635914082

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