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The Chemical modifications of condensed tannin by base-catalyzed reactions.

Research Project

Project/Area Number 07660218
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field 林産学
Research InstitutionMie University

Principal Investigator

ABE Isao  Mie University, Faculty of Bioresources, Professor, 生物資源学部, 教授 (20024581)

Co-Investigator(Kenkyū-buntansha) MITSUNAGA Tooru  Mie University, Faculty of Bioresources, Assist. Professor, 生物資源学部, 助手 (20219679)
Project Period (FY) 1995 – 1996
Project Status Completed (Fiscal Year 1996)
Budget Amount *help
¥2,300,000 (Direct Cost: ¥2,300,000)
Fiscal Year 1996: ¥700,000 (Direct Cost: ¥700,000)
Fiscal Year 1995: ¥1,600,000 (Direct Cost: ¥1,600,000)
KeywordsCondensed tannin / Vanillin-HCl method / Phosphomolybdic acid method / Pheny-Nucleous Exchange method / Base-catalyzed modification of condensed tannin / Nucleophilicity of tannins / Differential scanning caloimetry (DSC) / GTase inhibitory activity / タンニン系樹脂接着剤 / フラバノールオリゴマーの合成 / 樹皮タンニンの分析 / メチル化-核交換法
Research Abstract

Developments of useful usege for the condensed tannins are the indispensable for convert the useless barks into valuable resources. However, effective usages of the tannins having the polyphenolic characteristics have not been realized.
This study was undertaken to make the condensed tannins more uniform and flexible polyphenol oligomers by the use of base-catalyzed reaction, and the effects of the denaturing treatment by alkali on the of nucleophilicity and GTase inhibitory activity of tannins were discussed.
The results obtained were summarized below. 1) Preparations and structural analysis of condensed tannin. Appropriate techniques for preparing the synthesized tannins were developed and their mechanism was elucidated. Furthermore, the composite technique for charicterize the tannins were proposed by the use of vanillin-HCl, phosphomolybdic acid and pheny-nucleous exchange methods. 2) The chemical modification of condensed tannin by the base-catalyzed reactions. By the treatment with … More alkaline solutions, the tannin molecule was estimated to convert more flexible but B-ring of the polyphenols was destroyed as well as A-ring, even if the mild conditions were emplyed. 3) DSC for analysis of addition-, condensation- and curing-reactions. Through the examinations on the reaction with HCHO_<aq>., it was concluded that the condensed tannin have to regard as the novolak type materials. So the proper technique for analysis ot the complex reaction, that is addition, condensation and curing, had to be developed. For this purpose, DSC technique using high pressured cell was emplyed in the HCHO/H_2O system and the exothermic heat depended on the enthalpy changes during of the reaction with HCHO were recognized to nicely correlate with chemical change during the reactions. 4) Characterization of alkaline-denatured tannins by DSC.It was confirmed by the DSC examinations that the denaturing treatment by the base-catalyzed reaction was the one of the procedue to improve the reactivity of the tannin. 5) GTase inhibitory activity of alkaline-denatured tannins. Bark tannins exhibit strong GTase inhibitory activity, but alkaline treatment by the severe conditions caused for their specificity decreasing. These behavior suggests that the vicinal hydroxyl pattern of the constituted phenyl-nuclei affects the specificity strongly. Less

Report

(3 results)
  • 1996 Annual Research Report   Final Research Report Summary
  • 1995 Annual Research Report
  • Research Products

    (17 results)

All Other

All Publications (17 results)

  • [Publications] 土井貴雄: "縮合型タンニンのバニリン-塩酸反応における発色機構" 日本木材学会中部支部大会講演要旨集 第5号. 54-55 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] T. Mitsunaga: "Analysis on the pyran-ring of the condensed tannins by the nucleus exchange reaction." Mokuzai Gakkaishi. 41. 193-199 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] 光永 徹: "樹皮ポリフェノールの機能的利用開発に関する研究" 日本MRSシンポジウム「植物系新材料の最近の進歩」. 213-216 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] 阿部 勲: "樹木系フェノールポリマーとエコテクノロジー(特別講演)" 第41回リグニン討論会講演要旨集. 65-72 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] 阿部 勲: "樹木系タンニンと接着について" 日本接着学会接着研究会第3回講演会講演要旨. 1-6 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] 阿部 勲: "樹木系フェノールポリマーとエコテクノロジー" 三重大学生物資源学部附属演習林報告. 21. 101-145 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] T.Doi: "Color development mechanisms of condensed tannins by Vanillin-llCl reaction" Proc.of annual conference of Chubu branch, Nippon Mokuzai Gakkaishi. No.5. 54-55 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] T.Mitsunaga: "Analysis on the pyran-ring of the condensed tannins by the nucleus exchange reaction." MOkuzai Gakkaishi. 41-2. 193-199 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] T.Mitsunaga: "Development of the functional utilization of bark polyphenols." Pross.of '96 MRS-J Symposium D,"The latest progress of new palant mateial". 213-216 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] I.Abe: "Woody phenolpolymers and echotechnology (Special lecture)." Proc.of 41th Lignin Debating Society. 65-72 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] I,Abe: "Woody condensed tannins and adhesion." Proc.of 3rd.Lecture Meeting of Adhesion Society, The Adhesion Society of Japan. 1-6 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] I.Abe: "Woody phenolpolymers and echotechnology." Bull.of The Mie University Forests. No.20. 101-145 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] 光永 徹: "樹皮ポリフェノールの機能的利用開発に関する研究" 日本MRSシンポジウム「植物系新材料の最近の進歩」. 213-216 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] 阿部 勲: "樹木系フェノールポリマーとエコテクノロジー(特別講演)" 第41回リグニン討論会講演要旨集. 65-72 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] 阿部 勲: "樹木系タンニンと接着について" 日本接着学会接着研究会第3回講演会講演要旨. 1-6 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] 阿部 勲: "樹木系フェノールポリマーとエコテクノロジー" 三重大学生物資源学部附属演習林報告. 第21号. 101-145 (1997)

    • Related Report
      1996 Annual Research Report
  • [Publications] 土井貴雄: "縮合型タンニンのバニリン-塩酸反応における発色機構" 日本木材学会中部支部大会講演要旨集. 5. 54-55 (1995)

    • Related Report
      1995 Annual Research Report

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Published: 1995-04-01   Modified: 2016-04-21  

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