Isolation of a Reduced Form of Cyanidin 3-O-β-D-Glucoside from Immature Black Soybean (Glycine max (L.) Merr.) and Its Reducing Properties

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  • Fukami Harukazu
    Department of Bioscience and Biotechnology, Faculty of Bioenvironmental Science, Kyoto Gakuen University
  • Yano Yoshihisa
    Department of Bioscience and Biotechnology, Faculty of Bioenvironmental Science, Kyoto Gakuen University
  • Iwashita Takashi
    Suntory Foundation for Life Sciences, Bioorganic Research Institute

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タイトル別名
  • Isolation of a Reduced Form of Cyanidin 3-<i>O</i>-β-D-Glucoside from Immature Black Soybean (<i>Glycine max</i> (L.) Merr.) and Its Reducing Properties
  • Isolation of a Reduced Form of Cyanidin 3-O-^|^beta;-D-Glucoside from Immature Black Soybean (Glycine max (L.) Merr.) and Its Reducing Properties

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5,7,3’,4’-Tetrahydroxyflav-2-en-3-ol 3-O-β-D-glucoside was isolated from the seed coats of immature black soybeans (Glycine max (L.) Merr.). This compound is a reduced form of cyanidin 3-O-β-D-glucoside (cyanidin 3-G) which was obtained by reaction with hydrochloric acid. The molecule has reducing activity for a tetrazolium derivative (WST-1) in the presence of 1-methoxy-5-methylphenazinium methylsulfate (1-methoxy PMS) in a similar manner to NADH. The seed coats of immature black soybeans also contain epicatechin as a major constituent, while cyanidin 3-G and procyanidin B2 are present at lower concentrations. Immature brown soybeans did not contain 5,7,3’,4’-tetrahydroxyflav-2-en-3-ol 3-O-β-D-glucoside, but did contain both epicatechin and procyanidin B2. Immature yellow soybeans contained none of them.

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