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Synthesis of 7-O-β-D-glucopyranosides of isoflavones and their heterocyclic analogues

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Abstract

The products of the interaction of α-acetobromoglucose with 2,4,5-trihydroxyphenyl benzyl ketone and 2,4-dihydroxyphenyl 4′-hydroxybenzyl ketone and also with their heterocyclic analogues, which are present completely or partially in the enolic form, have been investigated. It has been shown that in this reaction a tetra-O-acetylglucosyl residue is added at the 4-OH hydroxy group of the phenyl residue of the ketone. The compounds obtained have been converted into isoflavone 7-O-glucosides by the action of the vilsmeier reagent or acetoformic anhydride.

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Authors
  1. V. G. Pivovarenko
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  2. V. P. Khilya
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Additional information

Taras Shevchenko Kiev University. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 220–227, March–April, 1993.

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Pivovarenko, V.G., Khilya, V.P. Synthesis of 7-O-β-D-glucopyranosides of isoflavones and their heterocyclic analogues. Chem Nat Compd 29, 181–186 (1993). https://doi.org/10.1007/BF00630111

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  • DOI: https://doi.org/10.1007/BF00630111

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