Isolation and Structural Elucidation of DDMP-Conjugated Soyasaponins as Genuine Saponins from Soybean Seeds

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概要

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• The composition and the structures of native "group B saponin" in soybean seeds were reinvestigated. Five kinds of saponins named soyasaponins αg, βg, βa, γg, and γa, according to elution order from HPLC, were isolated and the structures were characterized as 2,3-dihydro-2,5-dihydroxy-6-methyl-4H-pyran-4-one (DDMP) attaching through an acetal linkage to the C-22 hydroxyl of the aglycones of soyasaponins V, I, II, III, and IV, respectively, by UV, IR, MS, and NMR. DDMP-conjugated saponins were detected as major saponin constituents by extraction under mild conditions, and soyasaponins I-V were not detected. Therefore it was strongly suggested that these DDMP-conjugated saponins were genuine saponins in the intact soybeans.

• 社団法人日本農芸化学会の論文
• 1993-04-23

著者

• Okubo K

  Tohoku Univ. Miyagi Jpn

• Okubo K

  Department Of Food Chemistry Facultv Of Agriculture Tohoku University

• UCHIDA Teiji

  Kanesa Miso Co., Ltd.

• OKUBO Kazuyoshi

  Faculty of Agriculture, Tohoku University

• Uchida T

  Tokai Univ. Tokyo Jpn

• Sakabe T

  Asahi Chemical Ind. Co. Ltd. Shizuoka Jpn

• TSUKAMOTO Chigen

  The United Graduate School of Agricultural Sciences, Iwate University

• Tsukamoto C

  The United Graduate School Of Agricultural Sciences Iwate University

• Kudou Shigemitsu

  Faculty of Agriculture, Tohoku University

• Tonomura Masahide

  Faculty of Agriculture, Tohoku University

• Tsukamoto Chigen

  Faculty of Agriculture, Tohoku University

• Sakabe Terumi

  Analytical Research Center, Asahi Chemical Industries

• Tamura Nobuhiro

  Analytical Research Center, Asahi Chemical Industries

• Tamura Nobuhiro

  Analytical Research Center Asahi Chemical Industries

• Tonomura Masahide

  Faculty Of Agriculture Tohoku University

• Kudou S

  Kanesa Co. Aomori Jpn

• Uchida Teiji

  Kanesa Co., Ltd.,

関連論文

• Saponin Composition in Developing Soybean Seed (Glycine max (L.) MERRILL, cv. Mikuriyaao)(Biological Chemistry)
• Composition and Structure of "Group B Saponin" in Soybean Seed(Analytical Chemistry)
• Composition and Content of Saponins in Soybean Seed According to Variety, Cultivation Year and Maturity(Analytical Chemistry)
• Composition and Structure of "Group A Saponin" in Soybean Seed(Analytical Chemistry)
• Inheritance of "Group A Saponin" in Soybean Seed(Analytical Chemistry)
• Distributions of Saponin Constituents in Some Varieties of Soybean Plant(Biological Chemistry)
• HPLC Profile Analysis of Oleanene-Glucuronides in Several Edible Beans
• Inheritance and Characterization of a Null Allele for Group A Acetyl Saponins found in a Mutant Soybean (Glycine max (L.) Merrill)
• Rapid Measurement of Phytate in Raw Soymilk by Mid-infrared Spectroscopy(Food & Nutrition Science)
• Isomers and Homologues of L-Glutamic Acid 5-n-Butyl Ester as Promoters of Sediment Formation in Raw Soy Sauce
• Purification and Identification of the Promoter of Sediment Formation from Raw Soy Sauce by Heating
• A New Isoflavone Glycoside in Soybean Seeds(Glycine max MERRILL), Glycitein 7-O-β-D-(6"-O-Acetyl)-Glucopyranoside(Food & Nutrition)
• Changes in Soybean Phytate Content as a Result of Field Growing Conditions and Influence on Tofu Texture
• Rapid Quantitative Analysis of the Major Components in Soymilk Using Fourier-Transform Infrared Spectroscopy (FT-IR)
• Components Responsible for the Undesirable Taste of Soybean Seeds
• Isolation and Structural Elucidation of DDMP-Conjugated Soyasaponins as Genuine Saponins from Soybean Seeds
• Isolation and Structural Elucidation of the Major Genuine Soybean Saponin
• Malonyl Isoflavone Glycosides in Soybean Seeds (Glycine max MERRILL)(Food & Nutrition)
• Hepatoprotective Effects of Oleanene Glucuronides in Several Edible Beans
• Purification and Some Properties of Soybean Saponin Hydrolase from Aspergillus oryzae KO-2(Biological Chemistry)
• Screening for Microorganisms Producing Soybean Saponin Hydrolase(Biological Chemistry)
• Enzymatic Hydrolysis of Soybean Saponins by Aspergillus oryzae KO-2(Biological Chemistry)
• Partial Purification and Characterization of Cytotoxic Factors from Co-cultures of Macrophage Cell Line (J774 cells) with BLV-producing Cell Line

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