Cinnamic Acid Derivatives. (Part 2). Relation between Antioxidative Activities and Structures of Cinnamic Acid Drivatives.

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  • YAMAGUCHI Kazuo
    Dept. of Applied Chemistry, Faculty of Engineering, Kogakuin University
  • HAYASHI Emi
    Dept. of Applied Chemistry, Faculty of Engineering, Kogakuin University
  • OHKATSU Yasukazu
    Dept. of Applied Chemistry, Faculty of Engineering, Kogakuin University

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Other Title
  • 桂皮酸誘導体 (第2報)
  • Relation between Antioxidative Activities and Structures of Cinnamic Acid Derivatives

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The effect of positional relations of a hydroxyl group with an olefinic group on the antioxidative activity of a hydroxylated cinnamic acid ester was investigated, on the basis of a previous report that o-hydroxy-cinnamic acid esters exhibit, to a considerable extent, excellent activity, compared with 2, 6-di-tert-butyl-4-methyl-phenol (BHT). It was found that the ortho and para-positional relation of both groups is necessary for the development of antioxidative activities. This fact suggests that the stabilization of a phenoxy radical is important for function of the phenolic antioxidant. Substituents on the olefinic group provided in the place of an alkoxycarbonyl group of a cinnamic acid ester were thus investigated. They were divided into two groups: electron-attracting groups, such as cyano and methoxycarbonyl ones, being preferred. These substituents are thought to stabilize and localize the electron of a phenoxy radical on the olefinic group.

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