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Studies on Natural Anti-ulcer Agents based on Eradication of Helicobacter pylori

Research Project

Project/Area Number 09672143
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Chemical pharmacy
Research InstitutionOKAYAMA UNIVERSITY

Principal Investigator

YOSHIDA Takashi  Okayama University, Fac.Pharm.Sci., Professor, 薬学部, 教授 (20025696)

Co-Investigator(Kenkyū-buntansha) TANIGUCHI Shoko  Okayama University, Fac.Pharm.Sci., Res.Assoc., 薬学部, 助手 (20243488)
ITO Hideyuki  Okayama University, Fac.Pharm.Sci., Res.Assoc., 薬学部, 助手 (70253002)
HATANO Tsutomu  Okayama University, Fac.Pharm.Sci., Assoc.Prof., 薬学部, 助教授 (50127578)
HIRAI Yoshikazu  Jichi Med.University, Medical School, Professor, 医学部, 教授 (00127581)
毛利 和子  岡山大学, 薬学部, 助手 (20032823)
Project Period (FY) 1997 – 2000
Project Status Completed (Fiscal Year 2000)
Budget Amount *help
¥3,400,000 (Direct Cost: ¥3,400,000)
Fiscal Year 2000: ¥300,000 (Direct Cost: ¥300,000)
Fiscal Year 1999: ¥500,000 (Direct Cost: ¥500,000)
Fiscal Year 1998: ¥600,000 (Direct Cost: ¥600,000)
Fiscal Year 1997: ¥2,000,000 (Direct Cost: ¥2,000,000)
KeywordsHelicobacter pylori / Antioxidant polyphenol / Antibacterial activity / Iridal-type triterpenoid / Tellimagrnadin I / MRSA / Inhibition of histamine-release / 抗ピロリ菌作用 / 天然ポリフェノール / エラジタンニン / 胃炎・胃潰瘍予防天然素材 / アキグミ / ハマナス / ヘリコバクター・ピロリ / 抗潰瘍 / 天然薬物 / ポリフェノール / 抗胃潰瘍 / ヘリコバクタ・ピロリ菌 / フラボノイド / 抗ピロリ菌活性
Research Abstract

Based on the fact that polyphenolics such as green tea catechins and polyphenols in cocoa are known to show anti-Helicobacter pylori (HP) activity, polyphenolic components of various species of Leguminosae, Geraniaceae, Euphorbiaceae, Betulaceae and Iridaceae were examined in order to discover effective anti-HP agents. This study led to the isolation of 27 new antioxidative polyphenolics, which include flavonoids, hydrolysable tannin monomers and oligomers, and 7 new iridal-type triterpenoids with piscicidal activity. Their structures were elucidated on the basis of spectral and chemical evidence. Among these compounds, hydrolysable tannins exhibited potent anti-HP activity with MIC 3.13〜12.5μg/ml, whereas procyanidins and EGCG had MIC 12.5〜100μg/ml. The most potent anti-HP activity was exhibited by tellimagrandin I, corilagin and strictinin. This activity was bactericidal, but not statistical. These active polyphenols were not sensitive to ordinary pathogenic bacteria such as Escherichia coli, Staphylococcus aureus, Batilus subtilis and Pseudomonus aeruginosa, indicating their specific action to HP.Tellimagrandin I and corilagin were also found to have synergestic action with β-lactam on methicillin-resistant Staphylococcus aureus (MRSA). The MIC of oxacillin against MRSA was reduced to 1/100〜1/500 upon addition of these tannins (50μg/ml), suggesting a promising strategy to overcome the MRSA.
In addition, the hydrolyzable tannins showed inhibitory effects on histamine-release from rat mast cells, which was induced by superoxide anion and/or compound 48/80.

Report

(5 results)
  • 2000 Annual Research Report   Final Research Report Summary
  • 1999 Annual Research Report
  • 1998 Annual Research Report
  • 1997 Annual Research Report
  • Research Products

    (51 results)

All Other

All Publications (51 results)

  • [Publications] Hatano,T.,Ito,H.,Yoshida,T. et al.: "Phenolic Constituents of Licorice. VII. A New Chalcone with a Potent Radical Scavenging Activity and Accompanying Phenolics from Liquorice."Chem.Pharm.Bull.. 45. 1485-1492 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Amakura,Y.,Yoshida,T. et al.: "Four new hyrolyzable tannins and acylated flavonol glycosides from Euphorbia maculata"Can.J.Chem.. 75. 727-733 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Miyake,Y.,Ito,H.,Yoshida,T. et al.: "Identification of iridals as piscicidal components of iridaceous plants and their conformations associated with CD spectra"J.Nat.Prod.. 75. 734-741 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Amakura,Y.,Ito,H.,Yoshida,T. et al: "Acalyphidins M_1, M_2, and D_1, Ellagitannins from Acalypha hispida"Phytochemsitry. 50・4. 667-675 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Ito,H.,Onoue,S.,Miyake,Y.and Yoshida,T.: "Iridal-Type Triterpenoids with Ichthyotoxic Activity from Belamcanda chinensis"J.Nat.Prod.. 62・1. 89-93 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Ito,H.,Miki,K.and Yoshida,T.: "Elaeagnatins A-G, C-glucosidic ellagitannins from Elaeagnus umbellata"Chem.Pharm.Bull.. 47・4. 536-542 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Jose H.Isaza,M.,Ito,H.,Yoshida,T.: "Monochaetin, A Di-hyperin Ester of Tetrahydroxy-μ-truxinic Acid From Monochaetum multiflorum."Chem.Pharm.Bull.. 47・10. 1510-1511 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Ito,H.,Hatano,T.,Yoshida,T., et al.: "Modified Dehydroellagitannins, Geraniinic acids B and C, and Phyllanthusiin F."Chem.Pharm.Bull.. 47・8. 1148-1151 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Jin,Z-X.,Ito,H.and Yoshida,T.: "Ellagitannin dimer and trimer from Corylus heterophylla"Phytochemistry. 48. 333-338 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Yoshida,T.,Hirai,Y.,Hayashi,S.,Hatano,T.,Ito,H.: "Anti-Helicobacter pylori Activity of Tannins and Related Polyphenols."Polyphenols Commun 2000. 1. 309-310 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Taniguchi,S.,Ito,H.,Hatano,T.,Yoshida,T. et al.: "Galloylglucoses and riccionidin A in Rhus javanica Adventitious root cultures."Phytochemistry.. 53・3. 357-363 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Yoshida,T.,Hatano,T.,Ito,H.: "Chemistry and Fuction of Vegetable Polyphenols with High Molecular Weights."BioFactors. 13. 121-125 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Yoshida,T. et al.: "Plant Polyphenols 2"Kluwer academic/Plenum Publishers. 926 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Hatano, T., Ito, H., Yoshida, T.et al.: "Phenolic Constituents of Licorice.VII.A New Chalcone with a Potent Radical Scavenging Activity and Accompanying Phenolics from Liquorice."Chem.Pharm.Bull.. 45. 1485-1492 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Amakura, Y., Yoshida, T.et al.: "Four new hyrolyzable tannins and acylated flavonol glycosides from Euphorbia maculata."Can.J.Chem.. 75. 727-733 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Miyake, Y., Ito, H., Yoshida, T.: "Identification of iridals as piscicidal components of iridaceous plants and their conformation associated with CD spectra."J.Nat.Prod.. 75. 734-741 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Amakura, Y., Ito, H., Yoshida, T.et al.: "Acalyphidins M_1, M_2, and D_1, Ellagitannins from Acalypha hispida"Phytochemistry. 50(4). 667-675 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Ito, H., Onoue, S., Miyake, Y.and Yoshida, T.: "Iridal-Type Triterpenoids with Ichthyotoxic Activity from Belamcanda chinensis"J.Nat.Prod.. 62(1). 89-93 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Ito, H., Miki, K.and Yoshida, T.: "Elaeagnatins A-G, C-glucosidic ellagitannins from Elaeagnus umbellata."Chem.Pharm.Bull.. 47(4). 536-542 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Jose H.Isaza, M., Ito, H., and Yoshida, T.: "Monochaetin, A Di-hyperin Ester of Tetrahydroxy-μ-truxinic Acid From Monochaetum multiflorum."Chem.Pharm.Bull.. 47(10). 1510-1511 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Ito, H., Hatano, T., Yoshida, T., et al.: "Constituents of Geranium thunbergii Sieb.et Zucc.XV.Modified Dehydroellagitannins, Geraniinic acids B and C, and Phyllanthusiin F."Chem.Pharm.Bull.. 47(8). 1148-1151 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Jin, Z-X., Ito, H.and Yoshida, T.: "Ellagitannin dimer and trimer from Corylus heterophylla"Phytochemistry. 48. 333-338 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Yoshida, T., Hirai, Y., Hayashi, S., Hatano, T., Ito, H.: "Anti-Helicobacter pylori Activity of Tannins and Related Polyphenols."Polyphenols Commun 2000. Vol.1. 309-310 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Taniguchi, S., Ito, H., Hatano, T., Yoshida, T.et al.: "Galloylglucoses and riccionidin A in Rhus javanica Adventitious root cultures."Phytochemistry. 53(3). 357-363 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Yoshida, T., Hatano, T., Ito, H.: "Chemistry and Fuction of Vegetable Polyphenols with High Molecular Weights."Bio Factors. 13. 121-125 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Kanoh, R., Hatano, T., Ito, H., Yoshida, T.et al.: "Effect of tannins and related polyphenols on superoxide-induced histamine release from rat peritoneal mast cells."Phytomedicine. 7. 297-302 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Gross G.G.et al.: "Kluwer Academic/Plenum Publishers"Plant Polyphenols 2. 926 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Takashi Yoshida: "Anti-Helicobacter pyroli Activity of Tannins and Related Polyphenols"Polyphenols Communications 2000. 1巻. 309-310 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] Takashi Yoshida: "Chemistry and Function of Vegetable Polyphenols with High Molecular Weights"BioFactors. 13巻4号. 121-125 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] Hideyuki Ito: "Flavonoid and Benzophenone Glycosides from Coleogyne ramosissima"Phytochemistry. 54巻7号. 695-700 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] Reiko Kanouh: "Effects of Tannins and Related Polyphenols on Superoxide-induced Histamine Release from Rat Peritoneal Mast Cells"Phytomedicine. 7巻4号. 297-302 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] Hideyuki Ito: "Cypellocarpins A, B and C, Phenol Glycosides Acylated with Oleuropeic Acid"Journal of Natural product. 63巻9号. 1253-1257 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] Tsutomu Hatano: "Minor Flavonoids from Licorice"Phytochemistry. 55巻8号. 959-963 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] L.-G. Chen: "Macrocyclic Ellagitannin Dimers, Cuphiins D1 and D2, and Accompanying Tannins from Cuphea hyssopifolia"Phytochemistry. 50・2. 307-312 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] Yoshiaki Amakura: "Acalyphidins M1,M2 and D1, Ellagitannins from Acalypha hispida"Phytochemistry. 50・4. 667-675 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] Sumiko Shiota: "Great Reduction in the MIC of β-Lactams in Methicillin-Resistant Staphylococcus aureus by Epicatechin gallate, an Ingredient of Green Tea"Biological & Pharmaceutical Bulletin. 22・12. 1388-1390 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] J. H. Isaza M: "Monochaetin, a Di-hyperin Ester of Tetrahydroxy-m-truxinic Acid from Monochaetum multiflorum"Chemical & Pharmaceutical Bulletin. 47・10. 1510-1511 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] Takashi Yoshida: "Tannins and Related Polyphenols of Melastomataceous Plants. VIII. Nobotanins L, M and N, Trimeric Hydrolyzable Tannins from Tibouchina semidecandra"Chemical & Pharmaceutical Bulletin. 47・6. 824-827 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] Tsutomu Hatano: "C-Glycosidic Flavonoids from Cassia occidentalis"Phytochemistry. 52・7. 1379-1383 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] Georg G. Gross: "Plant Polyphenols 2 Chemsitry, Biology, Pharmacology, Ecology"Kluwer Academic/Plenum Publishers. 926 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] Tsutomu Hatano: "Acylated Flavonoid Glycosides and Accompanying Phenolics from Licorice" Phytochemistry. 47(2). 287-293 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] Zhe-Xiong Jin: "Dimeric and Trimeric Ellagitannins from Coryius heterophylla" Phytochemistry. 48(2). 333-338 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] Shoko Taniguchi: "Production of Macrocyclic Ellagitannin Oligomers by Oenothera Iaciniato Collus Cultures" Phytochemistry.48(6). 981-985 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] Toshiyuki Itoh: "Redox Active Artificial Ferrocenyl Ellagitannis, Simple Synthesis and Their Electrochemical Properties" Chemistry Letters. 979-980 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] Peter Luger: "Structure of the Tannin Geraniin Based on Conrentional X-ray Data at 295k and on Synchrotron Date at 293 and 120k" Acta Crystallographica. B54. 687-694 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] Hiroshi Sakagami: "Possible Role of Radical Intensity and Oxidation Potential for Gallic Acid-Induced Apoptosis" Anticanser Res.Vol.17. 377-380 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] Miyuki Takagi: "A New Chalcone with a Potent Radical Scavenging Activity and Accompanying Phenolics from Licorice" Chem.Pharm.Bull.Vol.45 (9). 1485-1492 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] Yoshiaki Amakura: "Four New Hydrolyzable Tannins and an Acylated Flavonol Glucoside from Euphorbia maculata" Can.J.Chem.Vol.75 (6). 727-733 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] Yoko Miyake: "Identification of Iridals as Piscicidal Components of Iridaceous Plants and Their Conformations Associated with CD Spectra" Can.J.Chem.Vol.75 (6). 734-741 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] Hideyuki Ito: "Dryofragin and Aspidin PB,Piscicidal Components from Dryopteris fragrans" Chem.Pharm.Bull.Vol.45 (10). 1720-1722 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] Tsutomu Hatano: "Flavan Dimers with Lipase Inhibitry Activity from Cassia nomame" Phytochemistry. Vol.46 (5). 893-900 (1997)

    • Related Report
      1997 Annual Research Report

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Published: 1997-04-01   Modified: 2016-04-21  

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