Reaction of several resveratrol glycoside derivatives with hypochlorites in various media

A. D. Rogachev, N. I. Komarova, A. V. Pozdeeva, D. V. Korchagina, V. G. Vasil'Ev, N. F. Salakhutdinov, G. A. Tolstikov

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1 Citation (Scopus)

Abstract

The reactions of pterostilbenoside (trans-3,5-dimethoxystilben-4′-O- β-D-glucoside) and Ar-O-Tr derivatives of resveratroloside (3,5-dihydroxystilben-4′-O-β-D-glucoside) and pinostilbenoside (3-methoxy-5-hydroxystilben-4′-O-β-D-glucoside) with NaOCl and t-BuOCl in the presence of the stable nitroxyl radical TEMPO were studied in various media. It was found that the principal product of pterostilbenoside transformation was its 2,6-dichloroderivative, a part of which was oxidized to form 2,6-dichloropterostilbene glucuronide. Trityl ethers of resveratroloside and pinostilbenoside reacted with the hypochlorites to form mixtures of products.

Original languageEnglish
Pages (from-to)1-7
Number of pages7
JournalChemistry of Natural Compounds
Volume48
Issue number1
DOIs
Publication statusPublished - Mar 2012
Externally publishedYes

Keywords

  • hypochlorites
  • oxidation
  • resveratrol
  • stilbene glycosides
  • TEMPO
  • triphenylmethyl ethers

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