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Association of Natural Polyphenols with Peptides

Research Project

Project/Area Number 10671990
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

HATANO Tsutomu  Faculty of Pharmaceutical Sciences, Okayama University, Assoc.Prof., 薬学部, 助教授 (50127578)

Co-Investigator(Kenkyū-buntansha) ITO Hideyuki  Faculty of Pharmaceutical Sciences, Okayama University, Research Associate, 薬学部, 助手 (70253002)
Project Period (FY) 1998 – 2000
Project Status Completed (Fiscal Year 2000)
Budget Amount *help
¥3,400,000 (Direct Cost: ¥3,400,000)
Fiscal Year 2000: ¥500,000 (Direct Cost: ¥500,000)
Fiscal Year 1999: ¥500,000 (Direct Cost: ¥500,000)
Fiscal Year 1998: ¥2,400,000 (Direct Cost: ¥2,400,000)
Keywordspolyphenol / tannin / peptide / protein / association / interaction / coterchin / albumin / 疎水性相互作用 / 可溶性複合体 / サイズ排除クロマトグラフィー / 核磁気共鳴スペクトル / 生物活性 / シトクロームC / π-π相互作用 / CDスペクトル / 紫外-可視スペクトル / 分子間NOE
Research Abstract

We investigated on the association of natural polyphenols or tannins with peptides, as an integral part of the study of interaction of the polyphenols with biopolymers, in order to give molecular basis for the pharmacological activity of the polyphenols.
First we examined the measurements of the nuclear magnetic resonance (NMR) spectra to see the interaction between the polyphenols and peptides/proteins, by using the polyphenols with low molecular weights such as (+)-catechin and (-)-epigallocatechin gallate (EGCG). In the case of the combination of EGCG and bovine serum albumin (BSA), the H-NMR spectra showed broad signals of the polyphenol, suggesting the presence of molecular associations.
On the other hand, distinctive change was observed in the visible region of the circular dichroism (CD) spectrum of cytochrome c under the coexistence with various kinds of polyphenols. This phenomenon was attributed to the reduction of the heme part of cytochrome c by the polyphenols, on the basis of the fact that the CD spectral change accompanies the change of the Soret band on the ultraviolet-visible spectrum.
We also found that the association complex composed of EGCG and BSA is observable by size exclusion chromatography (SEC). Formations of the association complexes were also observed for pentagalloylglucose and dimeric hydrolyzable tannins, cornusiin A and oenothein B.The SEC analysis showed that the size of the complex formed from EGCG and BSA was about 3x10^5 Daltons. Analogous complex formation was also observed for the combination of human serum albumin and EGCG.
Based on the findings concerning the hydrophobic force observed in the molecular interaction, the investigation to find natural products which have antibacterial activity or inhibitory activity against antibiotics-resistant bacteria was performed effectively, and various new polyphenols were obtained from natural medicines derived from the leguminous plants.

Report

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

    (17 results)

All Other

All Publications (17 results)

  • [Publications] T.Hatano et al.: "Phenolic constituents of cassia seeds and antibacterial effect of some naphthalenes and anthraquinones on methicillin-resistant Staphylococcus aureus"Chemical and Pharmaceutical Bulletin. 47. 1121-1127 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] T.Hatano et al: "C-Glycosidic flavonoids from Cassia occidentals"Phytochemistry. 52. 1379-1383 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] T.Hatano et al.: "Phenolic constituents of licorice. VIII. Structures of glicophenone and glicoiso-flavanone, and effects of licorice phenolics on methicillin-resistant Staphylococcus aureus"Chemical and Pharmaceutical Bulletin. 48. 1286-1292 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] T.Hatano et al.: "Minor flavonoids from licorice"Phytochemistry. 55. 959-963 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] 波多野 から: "タンニンの化学と生物活性"Food Style 21. 4. 39-44 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] T.Hatano et al.: "Plant Polyphenols 2 : Chemistry, Biology, Pharmacology, Ecology"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] T.Hatano: "Phenolic constituents of cassia seeds and antibacterial effect of some naphthalenes and anthraquinones on methicillin resistant Staphylococcus aureus"Chem.Pharm.Bull.. 47(8). 1121-1127 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] T.Hatano: "C-Glycosidic flavonoids from Cassia occidentalis"Phytochemistry. 52(7). 1379-1383 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] T.Hatano: "Phenolic constituents of licorice. VIII.Structures of glicophenone and glisoflavanone, and effects of licorice phenolics on methicillin-resistant Staphylococcus aureus"Chem.Pharm.Bull.. 48(9). 1286-1292 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] T.Hatano: "Minor flavonoids from licorice"Phytochemity. 55(8). 959-963 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] T.Hatano: "Chemistry and biological activity of tannins"Food Style. 21,4(1). 39-44 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] T.Hatano: "Interaction of flavanoids with peptides and proteins and conformations of dimeric flavanoids in solution. In : Gross, G.G., Hemingway, R.W., Yoshida, T.(Eds.), Plant Polyphenols 2 : Chemistry, Biology, Pharmacology, Ecology"Kluwer Academic/Plenum Publishers, New York. 926(509-526) (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] T.Hatano: "Phenolic constituents of licorice, VIII. Structures of glicophenone and glicoisoflavanone, and effects of licorice phenolics on methicillin-resistant Staphylococcus aureus"Chemical & Pharmaceutical Bulletin. 48巻. 1286-1292 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] T.Hatano: "Minor flavonoids from licorice"Phytochemistry. 55巻. 959-963 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] T.Hatano et al.: "C-Glycosidic Flavonoids from Cassia occidentalis"Phytochemistry. 52巻. 1379-1383 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] T.Hatano et al.: "Phenolic Constituents of Cassia Seeds and Antibacterial Effect of Some Naphthalenes and Anthraquinones on Methicillin-Resistant Staphylococcus aureus"Chemical and Pharmaceutical Bulletin. 47巻. 1121-1127 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] T.Hatano et al.: "Plant Polyphenol II(予定)" Plenum Press [G.G.Gross,R.W.Hemingway.T.Yoshida (Eds.)], (1999)

    • Related Report
      1998 Annual Research Report

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Published: 1998-04-01   Modified: 2016-04-21  

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