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

Yoshiko Itoh, 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
Publication statusPublished - 1999 Jul

Fingerprint

Tocopherols
Oxidation
Deoxycholic Acid
Sodium Cholate
Cyclodextrins
Air
High Pressure Liquid Chromatography

Keywords

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

ASJC Scopus subject areas

  • Chemistry(all)
  • Organic Chemistry
  • Drug Discovery
  • Pharmacology

Cite this

Oxidation of d-α-tocopherol in aqueous solution. Formation of colored products. / Itoh, Yoshiko; Miyamoto, Chie; Matsushima, Yoshikazu; Matsumoto, Shigenobu.

In: Chemical and Pharmaceutical Bulletin, Vol. 47, No. 7, 07.1999, p. 923-927.

Research output: Contribution to journalArticle

Itoh, Y, Miyamoto, C, Matsushima, Y & Matsumoto, S 1999, 'Oxidation of d-α-tocopherol in aqueous solution. Formation of colored products', Chemical and Pharmaceutical Bulletin, vol. 47, no. 7, pp. 923-927.
Itoh, Yoshiko ; Miyamoto, Chie ; Matsushima, Yoshikazu ; Matsumoto, Shigenobu. / Oxidation of d-α-tocopherol in aqueous solution. Formation of colored products. In: Chemical and Pharmaceutical Bulletin. 1999 ; Vol. 47, No. 7. pp. 923-927.
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