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A Chemical and Pharmacological Study on Plant Polyphenols, Especially Tannins

Research Project

Project/Area Number 59570897
Research Category

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

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

Principal Investigator

NONAKA Gen-ichiro  Faculty of Pharmaceutical Sciences, Kyushu University, 薬学部, 助教授 (60037611)

Project Period (FY) 1984 – 1986
Project Status Completed (Fiscal Year 1986)
Budget Amount *help
¥1,700,000 (Direct Cost: ¥1,700,000)
Fiscal Year 1986: ¥300,000 (Direct Cost: ¥300,000)
Fiscal Year 1985: ¥300,000 (Direct Cost: ¥300,000)
Fiscal Year 1984: ¥1,100,000 (Direct Cost: ¥1,100,000)
KeywordsTannin / Polyphenol / Rhubarb / Cinnamon / Tea / Punica granatum / Quercus stenophylla / ホルトノキ
Research Abstract

Chemical examinations on tannins and related compounds in Chinese crude drugs (rhubarbs and cinnamon barks), beverage teas (green tea, oolong tea and black tea) and several plant materials (Punica granatum, Quercus stenophylla, Elaeocarpus sylvestris var. ellipticus, Kandelia candel, Dioscorea cirrhosa and Salix sieboldiana) have been made. From several commercial rhubarbs, three new flavan-3-ols, three procyanidin glucosides, one proanthocyanidin and seven dimeric procyanidin gallates were isolated and structurally elucidated. Chemical studies on five commercial cinnamon barks produced from Kannan, Tohko, Viet-Nam, Ceylon and Japan yielded lots of proanthocyanidins, among which the isolation of two sweet-taste trimers is of great interest. Quantitative determination of procyanidins in these cinnamons was also made by HPLC combined with the ordinary hide powder method, and it has become clear that the contents and compositions of the procyanidins differ remarkably in each cinnamon. Examination of three types of commercial teas led us to the isolation and characterization of more than fourty polyphenols in total, and comparison of their patterns and contents in these teas has clearly demonstrated the oxidaiton pathways of tea phenols in the fermentation steps. On research into polyphenols in the leaves and bark of Punica granatum, we have isolated twenty hydrolyzable tannins including six new and two structurally revised compounds. The leaves of Elaeocarpus sylvestris var. ellipticus yielded a novel and biogenetically important ellagitannin, elaeocarpusin possessing the structure in which ascorbic acid and geraniin are connected. We have isolated and structurally determined sixty-eight phenolics (including thirty-nine new compounds) from Quercus stenophylla and totally fifty-one proanthocyanidins (including twenty-eight new compounds) from the above-mentioned plants (K. candel, D. cirrhosa and S. sieboldiana) growing in Taiwan.

Report

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

    (51 results)

All Other

All Publications (51 results)

  • [Publications] Hiroaki Nishimura: Chem.Pharm.Bull.32. 1735-1740 (1984)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Hiroaki Nishimura: Chem.Pharm.Bull.32. 1741-1749 (1984)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Hiroaki Nishimura: Chem.Pharm.Bull.32. 1750-1753 (1984)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Gen-ichiro Nonaka: Phytochemistry. 23. 1753-1755 (1984)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Yoshiki Kashiwada: Chem.Pharm.Bull.32. 3461-3470 (1984)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Hiroaki Nishimura: Phytochemistry. 23. 2621-2623 (1984)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Gen-ichiro Nonaka: J.Chem.Soc.,Perkin Trans.1. 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] Satoshi Morimoto: 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] Takashi Tanaka: Phytochemistry. 24. 2075-2078 (1985)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Feng-Lin Hsu: 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] Feng-Lin Hsu: Phytochemistry. 24. 2089-2092 (1985)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Feng-Lin Hsu: 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] Satoshi Morimoto: 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] Gen-ichiro Nonaka: 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] Takashi Tanaka: J.Chem.Soc.,Perkin Trans.1. 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] Gen-ichiro Nonaka: Chem.Pharm.Bull.34. 946-947 (1986)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Satoshi Morimoto: 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] Satoshi Morimoto: 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] Takashi Tanaka: Chem.Pharm.Bull.34. 650-655 (1986)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Takashi Tanaka: Chem.Pharm.Bull.34. 656-663 (1986)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Yoshiki Kashiwada: 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] Hiroaki Nishimura: 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] Yoshiki Kashiwada: 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] Yoshiki Kasiwada: 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] Hiroaki Nishimura: 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] Fumio Hashimoto: Chem.Pharm.Bull.35. 611-616 (1987)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Hiroaki Nishimura: "Tannins and Related COmpounds. XVIII. A Gallotannin and Two Ellagitannins Containing A p-Hydroxyphenethy Alcohol 1-0- <beta> -D-Glucoside (Salidroside) Core from Quercus stenophylla Makino" Chem.Pharm.Bull.32. 1735-1740 (1984)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Hiroaki Nishimura: "Tannins and Related Compounds. XIX. Eight New Gallotannins Containing a Protoquercitol Core from Quercus stenophylla Makino" Chem. Pharm.Bull.32. 1741-1749 (1984)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Hiroaki Nishimura: "Tannins and Related Compounds. XX. Two New Ellagitannins Containing a Proto-Quercitol Core from Quercus stenophylla Makino" Chem.Pharm.Bull.32. 1750-1753 (1984)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Gen-ichiro Nonaka: "Hydrolysable Tannins and Proanthocyanidins from Green Tea" Phytochemistry. 23. 1753-1755 (1984)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Yoshiki Kashiwada: "Tannins and Related Compounds. XXIII. Rhubarb (4): Isolation and Structures of New Classes of Gallotannins" Chem.Pharm.Bull.32. 3461-3470 (1984)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Hiroaki Nishimura: "Seven Quinic Acid Gallates from Quercus stenophylla" Phytochemistry. 23. 2621-2623 (1984)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Gen-ichiro Nonaka: "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. l. 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] Satoshi Morimoto: "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] Takashi Tanaka: "Punicafolin, an Ellagitannin from the Leaves of Punica granatum" Phytochemistry. 24. 2075-2078 (1985)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Feng-Lin Hsu: "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] Feng-Lin Hsu: "Acylated Flavanols and Procyanidins from Salix sieboldiana" Phytochemistry. 24. 2089-2092 (1985)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Feng-Lin Hsu: "Tannins and Related Compounds. XXXIII. Isolation and Characterization of Procyanidins in Dioscorea cirrhosa 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] Satoshi Morimoto: "Tannins and Related COmpounds. XXXV. Proanthocyanidins 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] Gen-ichiro Nonaka: "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] Takashi Tanaka: "Tannins and Related Compounds. Part 37. Isolation and Structure Elucidation of Elaeocarpusin, a Novel Ellagitannin from Elaeocarpus sylvestris var. ellipticus" I.Chem.Soc., Perkin Trans. 1. 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] Gen-ichiro Nonaka: "Elaeocarpusin, a Proto-type of Geraniin from Geranium thunbergii" Chem. Pharm. Bull.34. 946-947 (1986)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Satoshi Morimoto: "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] Satoshi Morimoto: "Tannins and Related Compounds. XXXIX. Procyanidin C-Glucosides and Acylated Flavan-3-ol Glucoside from the Braks 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] Takashi Tanaka: "Tannins and Related Compounds. XL. Revision of the Structures of Punicalin and Punicalagin, and Isolation and Characterization of 2-0-Galloylpunicalin from the Bark of Punica granatum L." Chem.Pharm.Bull.34. 650-655 (1986)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Takashi Tanaka: "Tannins and Related Compounds. XLI. Isolation and Characterization of Novel Ellagitannins, Punicacorteins A, B, C and D, and Punigluconin from the Bark of Punica granatum L." Chem.Pharm.Bull.34. 656-663 (1986)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Yoshiki Kashiwada: "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] Hiroaki Nishimura: "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] Yoshiki Kashiwada: "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] Yoshiki Kashiwada: "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
  • [Publications] Hiroaki Nishimura: "Scylloquercitol 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

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

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