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STRUCTURAL STUDIES ON METALLOANTHOCYANINS

Research Project

Project/Area Number 61470135
Research Category

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

Allocation TypeSingle-year Grants
Research Field 製造化学・食品
Research InstitutionNAGOYA UNIVERSITY

Principal Investigator

GOTO TOSHIO  FACULTY OF AGRICULTURE, NAGOYA UNIVERSITY, 農学部, 教授 (20023369)

Co-Investigator(Kenkyū-buntansha) KONDO TADAO  CHEMICAL INSTRUMENT CENTER, NAGOYA UNVIERSITY, 化学測定機器センター, 助手 (70093028)
IMAI KUNIO  FACULTY OF AGRICULTURE, NAGOYA UNIVERSITY, 農学部, 助手 (80109313)
Project Period (FY) 1986 – 1987
Project Status Completed (Fiscal Year 1987)
Budget Amount *help
¥6,000,000 (Direct Cost: ¥6,000,000)
Fiscal Year 1987: ¥1,000,000 (Direct Cost: ¥1,000,000)
Fiscal Year 1986: ¥5,000,000 (Direct Cost: ¥5,000,000)
Keywordsmetalloanthocyanin / commelinin / protocyanin / acylated anthocyanin sandwich-type stacking / hydrophobic stacking / メタルキレート / アントシアニン / マロニルアオバニン / フラボコンメリン
Research Abstract

Beautiful flower colors mainly consist of anthocyanins, which are unstable in water but stable in petals. Some stabilization mechanisms must be operating in vivo. We have studied on the stabilization mechanisms and mechanism of formation of blue color in petals, especially the metalloanthocyanins.
(1) Structure of commelinin, a blue pigment in Commelina communis.
We have determined the moleculare composition of commelinin as 6/ molecules each of malonylawobanin and flavocommelin and 2 atoms of magnesium; molecular weight being ca 10,000. Furthermore, arrangement of these components in the molecules was suggested as follows: two molecules of malonylawobanin are stacked by a hydrophobic interaction, three of them are further chelated with magnesium ions. Each of the malonylawobanins is also stacked with each of flavocomelin by a hydrophobic interactions, so that the high molecular complex is formed.
(2) Structure and stability of highly acylated anthocyanins
Structure of heavenly blue anthoycanin, zebrinin, and three diacylated and five monoacylated anthocyanins from red cabbage, were determined. Among these, the anthocyanins having two or more aromatic acyl moieties are stable in neutral aqueous solutions, but decolorizatoin occurs easily in the case of anthocyanins having less than two aromatic acids. These phenomona are explained by stabilization with the sandwich-type stacking.
(3) Structure of protocyanin, a blue pigment of cornflower
This pigment may consist of 6 molecules each of succinylcyanin and a malonylflavone, and one atom each of iron and magnesium.

Report

(2 results)
  • 1987 Final Research Report Summary
  • 1986 Annual Research Report
  • Research Products

    (16 results)

All Other

All Publications (16 results)

  • [Publications] H. Tamura: Tetrahedron Letters. 27. 1801-1804 (1986)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] T. Goto: Annals of the New York Academy of Sciences. 471. 155-173 (1986)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] E. Idaka: Chemistry Letters. 145-148 (1987)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] 近藤忠雄: 日本化学会誌. 1571-1578 (1986)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] E. Idaka: Chemistry Letters. 1213-1216 (1987)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] E. Idaka: Agric. Biol. Chem.51. 2215-2220 (1987)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] T, Goto: Progress in the Chemistry of Natural Products, Springe Verlag. Vo1.52. PP. 113-158 (1987)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] H,Tamura: "The composition of commelinin, a highly associated metalloanthocyanin present in the blue flower petals of Commelina communis" Tetrahedron Letters. 27. 1801-1804 (1986)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] T,Goto: "Chemistry of metalloanthocyanins" Annals of the New York Academy of Sciences. 471. 155-173 (1986)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] E,Idaka: "Structure of monoacylated anthocyanins isolated from red cabbage, Brassica oleracea" Chemistry Letters. 145-148 (1987)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] E,Idaka: "Structure of three diacylated anthocyanins isolated from red cabbage, brassica oleracea" Chemistry Letters. 1213-1216 (1987)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] E,Idaka: "Isolation of highly acylated anthocyanins from Commelinaceae plants Zebrina pendula, Rhoeo spathacea and Setcrasea purpurea" Agric. Biuol. Chem.51. 2215-2220 (1987)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Hirotoshi Tamura: Tetrahedron Letters. 27. 1801-1804 (1986)

    • Related Report
      1986 Annual Research Report
  • [Publications] Toshio Goto: Annals of the New York Academy of Sciences. 471. 155-173 (1986)

    • Related Report
      1986 Annual Research Report
  • [Publications] Eiichi Idaka: Chemistry Letters. 145-148 (1987)

    • Related Report
      1986 Annual Research Report
  • [Publications] 近藤忠雄: 日本化学会誌. 1571-1578 (1986)

    • Related Report
      1986 Annual Research Report

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

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