• Search Research Projects
  • Search Researchers
  • How to Use
  1. Back to previous page

Interaction of plant polyphenols with lipids and proteins

Research Project

Project/Area Number 15580110
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Food science
Research InstitutionUniversity of Shizuoka

Principal Investigator

NAKAYAMA Tsutomu  University of Shizuoka, School of Food and Nutritional Sciences, Professor, 食品栄養科学部, 教授 (50150199)

Co-Investigator(Kenkyū-buntansha) KUMAZAWA Shigenori  University of Shizuoka, School of Food and Nutritional Sciences, Associate Professor, 食品栄養科学部, 助教授 (10295561)
NAITO Akira  Yokohama National University, Graduate School of Engineering, Professor, 大学院・工学研究院, 教授 (80172245)
Project Period (FY) 2003 – 2004
Project Status Completed (Fiscal Year 2004)
Budget Amount *help
¥3,700,000 (Direct Cost: ¥3,700,000)
Fiscal Year 2004: ¥800,000 (Direct Cost: ¥800,000)
Fiscal Year 2003: ¥2,900,000 (Direct Cost: ¥2,900,000)
Keywordslipid bilayer / polyphenol / EGCg / solid-state NMR / liposome / isoflavone / catechin / phenolic acid / ポリフェノール / 茶カテキン類 / リポソーム / 固体NMR / 脂質二重層 / 水晶発振子マイクロバランス / QCM / テアフラビン / カテキン類 / イソフラボン / 抗菌性 / (+)-catechin
Research Abstract

(1) The amount of incorporated into liposomes was measured to determine lipophilicity of isoflavonoids. The presence of a hydroxyl group at 5-position of the A-ring and a methoxyl group at 4'-position of the B-ring in the isoflavonoid structure increased the amount incorporated. The cytotoxicity of isoflavonoids was investigated by a colony-formation assay with V79 cells. The structure-activity relationship of the cytotoxic activity reflected the amount incorporated.
(2) The antibacterial activity of (+)-catechin derivatives increased with elongation of the alkyl chain length. The derivatives with a chain of three carbons or more showed strong affinity for the liposome membrane. The derivatives with chains longer than five carbons destroyed the membrane. These results implied that the lipophilicity and disrupting ability of the (+)-catechin derivatives to the liposome membrane participate in their antibacterial activity.
(3) Antioxidant effects of the phenolic acids, caffeic acids, p-coumaric acid, and ferulic acid, were investigated by monitoring O_2 consumption in the linoleic acid micelles in the presence of H_2O_2 and metmyoglobin. The main antioxidant effects of the phenolic acids was ascribed to reduction of ferrylmyoglobin at pH 7.4 and inhibition of the chain reaction occurring inside of the micelles in the second phase at pH 3.4.
(4) The interaction of a tea catechin, epigallocatechin gallate (EGCg), with the model membrane of dimyristoylphosphatidylcholine (DMPC) was studied by solid-state ^<31>P and ^2H NMR. The ^<31>P chemical shift anisotropy of the DMPC phosphate group decreased on addition of EGCg. The ^2H NMR spectrum of [4-^2H]EGCg in the DMPC liposomes gave deuterium nuclei with much smaller quadrupole splittings than those in the solid phase. These observations provide direct experimental evidence that the EGCg molecule interacts with the lipid bilayers.

Report

(3 results)
  • 2004 Annual Research Report   Final Research Report Summary
  • 2003 Annual Research Report
  • Research Products

    (13 results)

All 2005 2004 2003 Other

All Journal Article (10 results) Book (1 results) Publications (2 results)

  • [Journal Article] Relationship between antibacterial activity of (+)-catechin derivatives and their interaction with model membrane2004

    • Author(s)
      Katsuko Kajiya
    • Journal Title

      J.Agric.Food Chem. 52

      Pages: 1514-1519

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2004 Final Research Report Summary
  • [Journal Article] Antioxidative effects of phenolic acids on lipid peroxidation induced by H_2O_2 in the presence of myoglobin2004

    • Author(s)
      Tsutomu Nakayama
    • Journal Title

      Food Sci.Technol.Res. 10

      Pages: 3083-3088

    • NAID

      10013346992

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2004 Final Research Report Summary
  • [Journal Article] Direct evidence of interaction of a green tea polyphenol, EGCg, with lipid bilayers by solid state NMR2004

    • Author(s)
      Shigenori Kumazawa
    • Journal Title

      Biosci.Biotechnol.Biochem. 68

      Pages: 1743-1747

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2004 Final Research Report Summary
  • [Journal Article] Relationship between antibacterial activity of (+)-catechin derivatives and their interaction with model membrane2004

    • Author(s)
      Kajiya, Katsuko, Hojo, Hiroshi, Suzuki, Masayuki, Nanjo, Fumio, Kumazawa, Shigenori, Nakayama, Tsutomu
    • Journal Title

      J. Agric. Food Chem. 52

      Pages: 1514-1519

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2004 Final Research Report Summary
  • [Journal Article] Antioxidative effects of phenolic acids on lipid peroxidation induced by H_2O_2 in the presence of myoglobin2004

    • Author(s)
      Nakayama, Tsutomu, Sato, Mayuko, Kajiya, Katsuko, Kumazawa, Shigenori, Hashimoto, Kei
    • Journal Title

      Food Sci. Technol. Res. 10

      Pages: 205-207

    • NAID

      10013346992

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2004 Final Research Report Summary
  • [Journal Article] Direct evidence of interaction of a green tea polyphenol, epigallocatechin gallate, with lipid bilayers by solid-state nuclear magnetic resonance2004

    • Author(s)
      Kumazawa, Shigenori, Kajiya, Katsuko, Naito, Akira, Saito, Hazime, Tuzi, Satoru, Tanio, Michikazu, Suzuki, Masayuki, Nanjo, Fumio, Suzuki, Eri, Nakayama, Tsutomu
    • Journal Title

      Biosci. Biotechnol. Biochem. 68

      Pages: 1743-1747

    • NAID

      10013520988

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2004 Final Research Report Summary
  • [Journal Article] Direct evidence of interaction of a green tea polyphenol, epigallocatechin gallate, with lipid bilayers by solid-state nuclear magnetic resonance.2004

    • Author(s)
      Shigenori Kumazawa
    • Journal Title

      Biosci.Biotechnol.Biochem. 68(8)

      Pages: 1743-1747

    • NAID

      10013520988

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Affinity of isoflavonoids for lipid bilayers evaluated with liposomal systems2003

    • Author(s)
      Ryuichi Kato
    • Journal Title

      Biofactors 19

      Pages: 179-187

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2004 Final Research Report Summary
  • [Journal Article] Affinity of isoflavonoids for lipid bilayers evaluated with liposomal systems2003

    • Author(s)
      Kato, Ryuichi, Kajiya, Katsuko, Tokumoto, Hiromi, Kumazawa, Shigenori, Nakayama, Tsutomu
    • Journal Title

      Biofactors 19

      Pages: 179-187

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2004 Final Research Report Summary
  • [Journal Article] Interaction of plant polyphenols with liposomes

    • Author(s)
      Nakayama, Tsutomu, Kajiya, Katsuko, Kumazawa, Shigenori
    • Journal Title

      Advances in Planar Lipid Bilayers and Liposomes (edited by H.T. Tien and Angelica Ottova)(Elsevier) (in press)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2004 Final Research Report Summary
  • [Book] Advances in Planar Lipid Bilayers and Liposomes2005

    • Author(s)
      Tsutomu Nakayama
    • Publisher
      Elsevier (in press)
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2004 Final Research Report Summary
  • [Publications] Ryuichi Kato: "Affinity of isoflavonoids for lipid bilayers evaluated with liposomal systems"BioFactors. 19・3,4. 179-187 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] Katsuko Kajiya: "Relationship between antibacterial activity of (+)-catechin derivatives and their interaction with a model membrane"J.Agric.Food.Chem.. 52・6. 1514-1519 (2004)

    • Related Report
      2003 Annual Research Report

URL: 

Published: 2003-04-01   Modified: 2016-04-21  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi