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

Antioxidant Mechanism Studies for Food Phenol Based on the Radical Reaction Products with Food Components

Research Project

Project/Area Number 12660116
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field 食品科学・栄養科学
Research InstitutionThe University of Tokushima

Principal Investigator

MASUDA Toshiya  The University of Tokushima, Faculty of Integrated Arts and sciences, Associate Professor, 総合科学部, 助教授 (10219339)

Co-Investigator(Kenkyū-buntansha) TAKEDA Yoshio  The University of Tokushima, Faculty of Integrated Arts and sciences, Professor, 総合科学部, 教授 (70025716)
Project Period (FY) 2000 – 2002
Project Status Completed (Fiscal Year 2002)
Budget Amount *help
¥3,400,000 (Direct Cost: ¥3,400,000)
Fiscal Year 2002: ¥500,000 (Direct Cost: ¥500,000)
Fiscal Year 2001: ¥1,100,000 (Direct Cost: ¥1,100,000)
Fiscal Year 2000: ¥1,800,000 (Direct Cost: ¥1,800,000)
KeywordsAntioxidant Mechanism / Food phenol / Curcumin / Carnosic Acid / turmeric / Sage / Radical Termination Reaction / カルノシックキノン / ターメリック / ハーブ / 抗酸化性 / 脂質
Research Abstract

The antioxidation process of the chain-breaking antioxidant is divided into the following two stages : 1) Radical Trapping Stage (S-OO + AH →← SOOH + A) 2) Radical Termination Stage (A → non-radical materials) The second is irreversible and must produce stable radical termination compounds. The chemical structure of such a termination compound would afford important information in order to elucidate the antioxidant mechanism of the chain breaking antioxidant. Curcumin is a famous antioxidatively active food phenol from turmeric. By this research for the antioxidant mechanism based on the chemical structures of the radical termination products, curcumin is revealed to react with a peroxyl radical to afford stable 3-ringed compounds. When curcumin is in a higher concentration, it affords dimers as terminated compounds. Carnosic acid is an abietane diterpene found in the popular Labiatae herbs, sage and rosemary. Carnosic acid has the most powerful antioxidant potency among related diterpenes. The 11-phenolic group of carnosic acid first undergoes hydrogen donation to a radical species and the radical termination takes place next with a second lipid peroxyl radical at the ortho and parapositions. When the coupling proceeds at the 12-position (ortho-position), it affords a carnosic quinone through several steps. When the coupling proceeds at the 14-position (para-position), it affords a hydroxylparaquinone derivative. Generally, antioxidant loses the activity after its work. The orthoquinone derivative of carnosic acid has no antioxidant activity ; however, we found that its solution became to show potent antioxidant activity. The recovery mechanism of the antioxidant activity from the quinone was clarified to be by a self-redox reaction of the quinone, therefore, procuded carnosic acid contributes the strong antioxidant activity of the quinone solution.

Report

(4 results)
  • 2002 Annual Research Report   Final Research Report Summary
  • 2001 Annual Research Report
  • 2000 Annual Research Report
  • Research Products

    (18 results)

All Other

All Publications (18 results)

  • [Publications] Toshiya Masuda: "A Novel Radical Terminated Compound Produced in the Antioxidation Process of Curcumin against Oxidation of a Fatty Acid Ester"Tetrahedron Lett.. 41. 2157-2160 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Toshiya Masuda: "Chemical Studies on Antioxidant Mechanism of Curcumin : Analysis of Oxidative Coupling Products from Curcumin and Linoleate"J.Agric.Food Chem.. 49. 2539-2547 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Toshiya Masuda: "Antioxidant Mechanism of Carnosic Acid : Structural Identification of Two Oxidation Products"J.Agric.Food Chem.. 49. 5560-5565 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Toshiya Masuda: "Cytotoxic Activity of Quinone Derivatives of Phenolic Diterpenes from Sage(Salvia officinalis)"ITE Lett.. 3. 39-42 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Toshiya Masuda: "Structural Identification of New Curcumin Dimers and Their Contribution to the Antioxidant Mechanism"J.Agric.Food Chem.. 50. 2524-2530 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Toshiya Masuda: "Recovery Mechanism of the Antioxidant Activity from Carnosic Acid Quinone, an Oxidized Sage and Rosemary Antioxidant"J.Agric.Food Chem.. 50. 5863-5869 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] T. Masuda, H. Bando, T. Maekawa, Y. Takeda, and H. Yamaguchi: "A Novel Radical Terminated Compound Produced in the Antioxidation Process of Curcumin against Oxidation of a Fatty Acid Ester"Tetrahedron Lett.. 41(13). 2157-2160 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] T. Masuda, T. Maekawa, K. Hidaka, H. Bando, Y. Takeda, and H. Yamaguchi: "Chemical Studies on Antioxidant Mechanism of Curcumin : Analysis of Oxidative Coupling Produces from Curcumin and Linoleate"J. Agric. Food Chem.. 49(5). 2539-2547 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] T. Masuda, Y. Inaba, and Y. Takeda: "Antioxidant Mechanism of Carnosic Acid : Structural Identification of Two Oxidation Products"J. Agric. Food Chem.. 49(11). 5560-5565 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] T. Masuda, Y. Oyama, T. Arata, Y. Inaba, and Y. Takeda: "Catatonic Activity of Quinone Derivatives of Phenolic Diterpenes from Sage (Salvia officinalis)"ITE Lett. 3(1). 39-42 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] T. Masuda, Y. Toi, H. Bando, T. Maekawa, Y. Takeda, and H. Yamaguchi: "Structural Identification of New Curcumin Dimers and Their Contribution to the Antioxidant Mechanism"J. Agric. Food Chem.. 50(9). 2524-2530 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] T. Masuda, Y. Inaba, T. Maekawa, Y. Takeda, H. Tamura, H. Yamaguchi: "Recovery Mechanism of the Antioxidant Activity from Carnosic Acid Quinone, an Oxidized Sage and Rosemary Antioxidant"J. Agric. Food Chem.. 50(21). 5863-5869 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Toshiya Masuda: "Structural Identification of New Curcumin Dimers and Their Contribution to the Antioxidant Mechanism"J. Agric. Food Chem.. 50・9. 2524-2530 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Toshiya Masuda: "Recovery Mechanism of the Antioxidant Activity from Carnosic Acid Quinone, an Oxidized Sage and Rosemary Antioxidant"J. Agric. Food Chem.. 50・21. 5863-5869 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Toshiya Masuda: "Chemical Studies on Antioxidant Mechanism of Curcumin : Analysis of Oxidative Coupling Produces from Curcumin and Linoleate"J. Agric. Food Chem.. 49(5). 2539-2547 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] Toshiya Masuda: "Isolation and Antioxidant Activily of Galley flavonol Glycosides from the Seashore Dlant, Pempis acidula"Biosci. Biotechnol. Biochem.. 65(6). 1302-1309 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] Toshiya Masuda: "Antioxidant Mechanism of Carnosic Acid : Structural Identification of Two Oxidation Products"J. Agric. Food Chem.. 49(11). 5560-5565 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] Toshiya Masuda: "A novel radical terminated compound produced in the antioxidation process of curcumin against oxidation of a fully acid ester"Tetrahedron Letters. 41. 2157-5160 (2000)

    • Related Report
      2000 Annual Research Report

URL: 

Published: 2000-04-01   Modified: 2016-04-21  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi