Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Copper(II)-Catalyzed Oxidation of d-α-Tocopherol by Oxygen in Aqueous Solution
Yoshiko NAGATAChie MIYAMOTOYoshikazu MATSUSHIMAShigenobu MATSUMOTO
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2000 Volume 48 Issue 1 Pages 71-76

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Abstract

α-Tocopherol (α-Toc) was solubilized in aqueous solutions using 13 solubilizing agents and the products of oxidation by oxygen in the presence and the absence of Cu(II) were analyzed by HPLC. In the presence of Cu(II), the oxidation was accelerated and 5-formyl-7, 8-dimethyltocol and α-tocoquinone were the major oxidation products. Their yields greatly increased in the presence of Cu(II). The yields and the rates of formation of the products were dependent on the properties of solubilizing agents and other conditions as well as the presence of Cu(II) or other metal ions. It is suggested that slight changes in the structure of the solubilizing agents affect the course of the reaction.

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© The Pharmaceutical Society of Japan
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