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

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...

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Bibliographic Details
Published inJournal of oleo science Vol. 62; no. 8; p. 623
Main Authors Fukami, Harukazu, Yano, Yoshihisa, Iwashita, Takashi
Format Journal Article
LanguageEnglish
Published Tokyo Japan Science and Technology Agency 01.08.2013
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Summary: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.
ISSN:1345-8957
1347-3352