Evaluation of Stability Against Oxidation and Acid Dissociation Properties for Tetrahydrocurcumin in Aqueous Solution

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  • Sato Kiyoko
    Ichinoseki National College of Technology Graduate School of Environmental Studies, Tohoku University
  • Iki Nobuhiko
    Graduate School of Environmental Studies, Tohoku University
  • Takahashi Toru
    Graduate School of Environmental Studies, Tohoku University
  • Hoshino Hitoshi
    Graduate School of Environmental Studies, Tohoku University

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Other Title
  • 水溶液中におけるテトラヒドロクルクミンの酸化安定性と酸解離特性の評価
  • スイヨウエキチュウ ニ オケル テトラヒドロクルクミン ノ サンカ アンテイセイ ト サン カイリ トクセイ ノ ヒョウカ

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Abstract

Tetrahydrocurcumin has been of interest, the antioxidative activity of which has been reported to be higher than that of curcumin. In an attempt to investigate the function, we studied the stability of tetrahydrocurcumin in aqueous solutions and the acid dissociation properties, and compared them with those of curcumin. In aqueous solutions of pH 3.0∼10.0 under air - saturated conditions, curcumin showed complete decomposition within l h. At pH 8.0, curcumin decomposed rapidly with a half-life time of 1.0 min. On the other hand, tetrahydrocurcumin did not show any detectable decomposition within 2 h, showing higher stability in aqueous solutions under air. The acid-dissociation constants of tetrahydrocurcumin were estimated to be pKa1 = 8.59 ± 0.06, pKa2 = 9.53 ± 0.01, pKa3 = 10.74 ± 0.02, which are slightly larger than those of curcumin (pKa1 = 8.47 ± 0.032, pKa2 = 9.43 ± 0.025, pKa3 = 10.59 ± 0.03) by 0.1 pKa unit.

Journal

  • BUNSEKI KAGAKU

    BUNSEKI KAGAKU 57 (4), 257-263, 2008

    The Japan Society for Analytical Chemistry

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