Synthesis of acyl derivatives of salicin, salirepin, and arbutin

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8 Citations (Scopus)

Abstract

The total synthesis of two natural phenolglycosides of the family Salicaceae, namely: populoside and 2-(β-d-glucopyranosyloxy)-5-hydroxy benzyl (3-methoxy-4-hydroxy) cinnamoate and nine not found yet in plants acyl derivatives of phenoglycosides: 2-(β-d-glucopyranosyloxy)-benzylcinnamoate, 2-(β-d-glucopyranosyloxy)-benzyl (4-hydroxy) benzoate, 2-(β-d-glucopyranosyloxy)-benzyl (3-methoxy-4-hydroxy) benzoate, 2-(β-d-glucopyranosyloxy)-5-hydroxy benzyl (3,4-dihydroxy) cinnamoate, 2-(β-d-glucopyranosyloxy)-5-hydroxy benzylcinnamoate, 2-(β-d- glucopyranosyloxy)-5-hydroxy benzyl (4-hydroxy) benzoate, 2-(β-d- glucopyranosyloxy)-5-hydroxy benzyl (3-methoxy-4-hydroxy) benzoate, 2-(β-d-glucopyranosyloxy)-5-benzoyloxy benzylbenzoate and 4-(β-d-glucopyranosyloxy)-phenylbenzoate, starting from readily available phenols and glucose was developed for the first time.

Original languageEnglish
Pages (from-to)105-111
Number of pages7
JournalCarbohydrate Research
Volume388
Issue number1
DOIs
Publication statusPublished - 31 Mar 2014

Keywords

  • Benzoylarbutin
  • Phenolic acyl glycosides
  • Populoside
  • Salicin derivatives
  • Salirepin derivatives

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Organic Chemistry

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