Identification of Taxifolin Present in the Azuki Bean as an Oviposition Stimulant of the Azuki Bean Weevil

  • MATSUMOTO Hitoshi
    Master Program of Environmental Sciences, University of Tsukuba Bio Science Laboratory, Meiji Seika Kaisha, Ltd.
  • TEBAYASHI Shin-ichi
    Master Program of Environmental Sciences, University of Tsukuba Bio Science Laboratory, Meiji Seika Kaisha, Ltd.
  • KUWAHARA Yasumasa
    Pesticide Research Institute, Faculty of Agriculture, Kyoto University
  • MATSUYAMA Sigeru
    Institute of Applied Biochemistry, University of Tsukuba
  • SUZUKI Takahisa
    Institute of Applied Biochemistry, University of Tsukuba
  • FUJII Koichi
    Institute of Biological Science, University of Tsukuba

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Other Title
  • アズキ種子中のアズキゾウムシ産卵刺激物質タキシフォリンの同定
  • アズキ種子中のアズキゾウムシ産卵刺激物質タキシフォリンの同定〔英文〕
  • アズキ シュシチュウ ノ アズキゾウムシ サンラン シゲキ ブッシツ タキシフ

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Abstract

As a new constituent of the oviposition stimulant of the azuki bean weevil, taxifolin [3, 5, 7, 3′, 4′-pentahydroxyflavanone] (1) was identified from the aqueous extract of the azuki beans, active at 2.0ng per glass bead. At the same time we isolated quercetin [3, 5, 7, 3′, 4′-pentahydroxyflavone] (2) as a non-active ingredient. Since the related compound, D-catechin [(2S, 3S)-3, 5, 7, 3′, 4′-pentahydroxyflavan] (3) is also known as the stimulant, the following structure activity relationship might be suggested; 3 (active at 0.2-2ng)>1 (active at 2ng)>2 (inactive)

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