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A Chemical Study on Plant Polyphenols (Tannins)

Research Project

Project/Area Number 60470149
Research Category

Grant-in-Aid for General Scientific Research (B)

Allocation TypeSingle-year Grants
Research Field Chemical pharmacy
Research InstitutionKyushu University

Principal Investigator

NISHIOKA Itsuo  Faculty of Pharmaceutical Sciences, Kyushu University, 薬学部, 教授 (20037568)

Co-Investigator(Kenkyū-buntansha) TANAKA Takashi  Faculty of Pharmaceutical Sciences, Kyushu University, 薬学部, 助手 (90171769)
NONAKA Gen-ichiro  Faculty of Pharmaceutical Sciences, Kyushu University, 薬学部, 助教授 (60037611)
Project Period (FY) 1985 – 1986
Project Status Completed (Fiscal Year 1986)
Budget Amount *help
¥5,700,000 (Direct Cost: ¥5,700,000)
Fiscal Year 1986: ¥1,000,000 (Direct Cost: ¥1,000,000)
Fiscal Year 1985: ¥4,700,000 (Direct Cost: ¥4,700,000)
KeywordsPolyphenol / Tannin / Hydrolyzable tannin / Condensed tannin / New-type tannin / Cassia bark / Rhubarb / カシ属植物
Research Abstract

Chemical examinations of polyphenols, especially of tannins, in about 15 crude drugs (Cassia bark, rhubarb, etc.) and about 20 plants such as those of the genera Quercus and Salix have led to the isolation and structural elucidation of about 130 new compounds. The results of the experiments are summarized according to their structural features and are described as follows.
1. Hydrolyzable Tannins (1) Gallotannins: Among about 20 new compounds, the isolation of those with a core of shikimic acid, scyllo-quercitol and triterpenoid alcohol is of great significance from the viewpoint of plant physiology. (2) Ellagitannins: Of about 20 new compounds isolated, sanguiin H-11, which contains 4 glucose cores in its molecule, has the highest-molecular-weight among the hydrolyzable tannins so for found, while the isolation of elaeocarpusin indicates that ascorbic acid plays an important role in the metabolism of galloyl groups. In addition, the isolation of many of the new compounds of this class … More has chemical and plant physiological significnace.
2. Condensed Tannins (1) Simple Condensed Tannins: About 50 new compounds including monomers-hexamers have been isolated, and chemistry of the compounds of this group has been almost entirely elucidated. (2) Complex Condensed Tannins: Together with the isolation and structure elucidation of about 10 new compounds which possess a cafferic acid or a chalcan- <beta> -ol moiety in the molecule, the tannins of this class have been demonstrated to be distributed widely in the plant kingdom.
3. New-type Tannins: A new class of about 10 tannins which contain both hydrolyzable and flavan-3-ol moieties in the molecule, has been isolated from Fagaceous plants.
4. Others: The isolation and structure determination of about 20 new tannin-related compounds including red pigments of black tea and phenol gallates of rhubarbs has provided important information about the mode of oxidative coupling of flavan-3-ols in a tea fermentation process and about the metabolism of polyphenols in plant tissues. Less

Report

(1 results)
  • 1986 Final Research Report Summary
  • Research Products

    (34 results)

All Other

All Publications (34 results)

  • [Publications] G.Nonaka;M.Ageta;I.Nishioka: Chem.Pharm.Bull.33. 96-101 (1985)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] G.Nonaka;H.Nishimura;I.Nishioka: J.Chem.Soc.Perkin Trans.l.1985. 163-172 (1985)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] T.Tanaka;G.Nonaka;I.Nishioka: J.Chem.Research(S),(M). 1985. (M)2001-2009(S)176-1 (1985)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] S.Morimoto;G.Nonaka;I.Nishioka;N.Ezaki;N.Takizawa: Chem.Pharm.Bull.33. 2281-2286 (1985)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] F.-L.Hsu;G.Nonaka;I.Nishioka: Chem.Pharm.Bull.33. 3142-3152 (1985)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] F.-L.Hsu;G.Nonaka;I.Nishioka: Chem.Pharm.Bull.33. 3293-3298 (1985)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] S.Morimoto;G.Nonaka;I.Nishioka: Chem.Pharm.Bull.33. 4338-4345 (1985)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] G.Nonaka;F.Hashimoto;I.Nishioka: Chem.Pharm.Bull.34. 61-65 (1986)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] T.Tanaka;G.Nonaka;I.Nishioka;K.Miyahara;T.Kawasaki: J.Chem.Soc.Perkin Trans.l. 1986. 369-376 (1986)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] S.Morimoto;G.Nonaka;I.Nishioka: Chem.Pharm.Bull.34. 633-642 (1986)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] S.Morimoto;G.Nonaka;I.Nishioka: Chem.Pharm.Bull.34. 643-649 (1986)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] G.Nonaka;S.Morimoto;I.Nishioka: Chem.Pharm.Bull.34. 941-943 (1986)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] H.Nishimura;G.Nonaka;I.Nishioka: Phytochemistry. 25. 2599-2604 (1986)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Y.Kashiwada;G.Nonaka;I.Nishioka: Chem.Pharm.Bull.34. 3208-3222 (1986)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] H.Nishimura;G.Nonaka;I.Nishioka: Chem.Pharm.Bull.34. 3223-3227 (1986)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Y.Kashiwada;G.Nonaka;I.Nishioka: Chem.Pharm.Bull.34. 3237-3243 (1986)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Y.Kashiwada;G.Nonaka;I.Nishioka: Chem.Pharm.Bull.34. 4083-4091 (1986)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] G.Nonaka, M.Ageta, I.Nishioka: "Tannins and Related Compounds. <XXV> . A New Class of Gallotannins Possessing a (-)-Shikimic Acid Core from Castanopsis cuspidata var. sieboldii (1)." Chem.Pharm.Bull.33. 96-101 (1985)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] G.Nonaka, H.Nishimura, I.Nishioka: "Tannins and Related Compounds. Part 26. Isolation and Structures of Stenophyllanins A, B, and C, Novel Tannins from Quercus Stenophylla." J.Chem.Soc.Perkin Trans. 1. 1985. 163-172 (1985)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] T.Tanaka, G.Nonaka, I.Nishioka: "Tannins and Related Compounds. Part 28. Revision of the Structures of Sanguiins H-6, H-2 and H-3 and Isolation and Characterization of Sanguiin H-11, a Novel Tetrameric Hydrolyzable Tannin and Seven Related Tannins from Sanguisorba officinalis." J.Chem.Research (S), (M). 1985. (S)176-177,(M)2001-2009 (1985)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] S.Morimoto, G.Nonaka, I.Nishioka, N.Ezaki, N.Takizawa: "Tannins and Related Compounds. <XXIX> . Seven New Methyl Derivatives of Flavan-3-ols and a 1,3-Diarylpropan-2-ol from Cinnamomum cassia, C.obtusifolium and Lindera umbellata var. membranacea." Chem.Pharm.Bull.33. 2281-2286 (1985)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] F.-L.Hsu, G.Nonaka, I.Nishioka: "Tannins and Related Compounds. <XXXI> . Isolation and Characterization of Proanthocyanidins in Kandelia candel (L.) Druce." Chem.Pharm.Bull.33. 3142-3152 (1985)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] F.-L.Hsu, G.Nonaka, I.Nishioka: "Tannins and Related Compounds. <XXXIII> . Isolation and Characterization of Procyanidins in Dioscorea cirrhoza Lour." Chem.Pharm.Bull.33. 3293-3298 (1985)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] S.Morimoto, G.Nonaka, I.Nishioka: "Tannins and Related Compounds. <XXXVI> . Pronathocyanidins with a Doubly Linked Unit from the Root Bark of Cinnamomum sieboldii Meisner" Chem.Pharm.Bull.33. 4338-4345 (1985)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] G.Nonaka, F.Hashimoto, I.Nishioka: "Tannins and Related Compounds. <XXXVI> . Isolation and Structures of Theaflagallins, New Red Pigments from Black Tea." Chem.Pharm.Bull.34. 61-65 (1986)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] T.Tanaka, G.Nonaka, I.Nishioka, K.Miyahara, T.Kawasaki: "Tannins and Related Compounds. Part 37. Isolation and Structure Elucidation of Elaeocarpusin, a Novel Ellagitannin from Elaeocarpus sylvestris var. ellipticus." J.Chem.Soc.Perkin Trans. 1. 1986. 369-376 (1986)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] S.Morimoto, G.Nonaka, I.Nishioka: "Tannins and Related Compounds. <XXXVIII> . Isolation and Characterization of Flavan-3-ol Glucosides and Procyanidin Oligomers from Cassia Bark (Cinnamomum cassia Blume)." Chem.Pharm.Bull.34. 633-642 (1986)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] S.Morimoto, G.Nonaka, I.Nishioka: "Tannins and Related Compounds. <XXXIX> . Procyanidin C-Glucosides and an Acylated Flavan-3-ol Glucoside from the Barks of Cinnamomum cassia Blume and C.obtusifolium Nees." Chem.Pharm.Bull.34. 643-649 (1986)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] G.Nonaka, S.Morimoto, I.Nishioka: "Elaeocarpusin, a Proto-type of Geraniin from Geranium thunbergii." Chem.Pharm.Bull.34. 941-943 (1986)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] H.Nishimura, G.Nonaka, I.Nishioka: "Scyllo-quercitol Gallates and Hexahydroxydiphenoates from Quercus stenophylla." Phytochemistry. 25. 2599-2604 (1986)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Y.Kashiwada, G.Nonaka, I.Nishioka: "Tannins and Related Compounds. <XLV> . Rhubarb. (5) Isolation and Characterization of Flavan-3-ol and Procyanidin Glucosides." Chem.Pharm.Bull.34. 3208-3222 (1986)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] H.Nishimura, G.Nonaka, I.Nishioka: "Tannins and Related Compounds. <XLVI> . Isolation and Structures of Stenophynins A and B, Novel Tannins from Quercus stenophylla Makino." Chem.Pharm.Bull.34. 3223-3227 (1986)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Y.Kashiwada, G.Nonaka, I.Nishioka: "Tannins and Related Compounds. <XLVII> . Rhubarb. (6) Isolation and Characterization of New p-Hydroxyphenylbutanones, Stilbenes and Gallic acid Glucosides." Chem.Pharm.Bull.34. 3237-3243 (1986)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Y.Kashiwada, G.Nonaka, I.Nishioka: "Tannins and Related Compounds. <XLVIII> . Rhubarb.(7) Isolation and Characterization of New Dimeric and Trimeric Procyanidins." Chem.Pharm.Bull.34. 4083-4091 (1986)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary

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Published: 1987-03-31   Modified: 2016-04-21  

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