Oxidation of d-α-tocopherol in aqueous solution. Formation of colored products

Yoshiko Nagata, Chie Miyamoto, Yoshikazu Matsushima, Shigenobu Matsumoto

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

An aqueous solution of d-α-tocopherol solubilized with sodium deoxycholate became colored on standing, probably due to air oxidation. 5- Formyl-7,8-dimethyltocol (1) and 7-formyl-5,8-dimethyltocol (2) were isolated from the solution and concluded to be responsible for the coloration. In oxidation of aqueous solutions of d-α-tocopherol, the time course of formation of products was followed by analytical HPLC. The main oxidation product was 1 in solutions solubilized with sodium deoxycholate and sodium cholate, whereas α-tocoquinone was the main product in those solubilized with 2,6-di-O-methyl-β-cyclodextrin.

Original languageEnglish
Pages (from-to)923-927
Number of pages5
JournalChemical and Pharmaceutical Bulletin
Volume47
Issue number7
DOIs
Publication statusPublished - 1999 Jul

Keywords

  • 5-formyl-7,8-dimethyltocol
  • 7-formyl-5,8- dimethyltocol
  • Sodium cholate
  • Sodium deoxycholate
  • d-α-tocopherol
  • α-tocoquinone

ASJC Scopus subject areas

  • Chemistry(all)
  • Drug Discovery

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