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Development of Porphyrin chelate for NMR imaging diagnosis agent

Research Project

Project/Area Number 05555225
Research Category

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

Allocation TypeSingle-year Grants
Research Field 工業分析化学
Research InstitutionIbaraki University

Principal Investigator

IGARASHI Shukuro  Ibaraki University Faculty of Engineering, Assistant Professor, 工学部, 助教授 (70150258)

Co-Investigator(Kenkyū-buntansha) MORIKAWA Junji  Eiken Chemical Co.LTD Research and Development Divisipn, General Manager, 研究開発本部, 部長
KIN Shougen  Osaka Prefectural Hospital, Doctor, 画像診断科, 医師
Project Period (FY) 1993 – 1994
Project Status Completed (Fiscal Year 1994)
Budget Amount *help
¥5,900,000 (Direct Cost: ¥5,900,000)
Fiscal Year 1994: ¥1,800,000 (Direct Cost: ¥1,800,000)
Fiscal Year 1993: ¥4,100,000 (Direct Cost: ¥4,100,000)
KeywordsPorphrin chelate / NMR imaging / Imaging diagnosis agent / Arteriosclerosis / Atheroma model support
Research Abstract

It is known that some porphyrin compounds can be adsorbed on a cancerous tumor or a fat depot. The biomedical applications of them are expected as a reagent for PDT(photo dynamic therapy), X-ray CT and MRI (NMR imaging). In this work, three types of water-soluble porphyrins were synthesized for developing a new MRI angiographic agent which can accumulate into atheromas.
Eight kinds of sulfonated porphyrin derivatives were synthesized by introducing a hydrophobic group such as an alkyl, a phenyl or a fluoring group for controlling a hydrophilic/hydrophobic balance. An Mn-tsbp molecule, which is a manganese complex of a sulfonated porphyrin derivative with four sulfobiphenyl groups, can be well absorbed on deoxy colic acid (DCA) as an early atheroma model and accumulated onto an atheroma 2-5 times greater than onto a normal aortic wall in the experiment using a rabbit. And good correlation coefficient (>0.8) was obtained with the experiments in vitro and in vivo.
Five kind of aminoacid-porphyrin derivatives were synthesized. But the all products were tended to hydrolysis in aqueous solution. Three kinds of phosphorylated porphyrin derivatives were synthesized taking account of safety in vivo and their adsorption selectivity on the calcification of an atheroma. An Mn-tpppd molecule, which is a manganese complex of a phosphorylated porphyrin derivative with eight phosphonooxy groups, can be well absorbed on calcium carbonate as a calcified atheroma model. An Mn-tpppt molecule, which is a manganese complex of a phosphorylated porphyrin derivative with twelve phosphonooxy groups, can be well absorbed on DCA.These results give some fundamental guidelines for developing a tissue-selective MRI agent.

Report

(3 results)
  • 1994 Annual Research Report   Final Research Report Summary
  • 1993 Annual Research Report
  • Research Products

    (11 results)

All Other

All Publications (11 results)

  • [Publications] 五十嵐淑郎: "マンガン(III)-テトラキス(スルホアリール)ポルフィン誘導体の動脈硬化症病変部への吸着特性" 日本化学会誌. 184-188 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] 川上貴教: "リン酸エステル基を有する新規水溶性ポルフィリンの合成とデオキシコール酸および炭酸カルシウムへの吸着特性" 日本化学会誌. 396-398 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Takanori KAWAKAMI: "New Highly-sensitive Chromogenic Alkaline Phosphatase Reagent: 5, 10, 15, 20-tetrakis( 4-phosphonooxyphenyl) porphine" Analytical Letters. 27. 2083-2089 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Takanori KAWAKAMI: "Spectrophotometric Determination of Alkaline Phosphartase and α-Fetoprotein in Human Serum with 5, 10, 15, 20-tetrakis( 4-phosphonooxyphenyl) porphine" The Analyst. 120(印刷中). (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Shukuro IGARASHI: "Adsorption Property of Manganese(III)-Tetrakis (sulfoaryl) porphyrin Derivatives to Atheroma" Nippon kagaku kaishi. 184-188 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Takanori KAWAKAMI: "Synthesis of New Water-soluble Porphyrins Containing Phosphonooxy Groups and their Adsorption Property to Deoxycholic Acid and Calcium Carbonate" Nippon kagaku kaishi. 396-398 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Takanori KAWAKAMI: "New Highly-sensitive Chromogenic Alkaline Phosphatase Reagent : 5,10,15,20-tetrakis(4-phosphonooxyphenyl)porphine" Analytical Letters. 27. 2083-2089 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Takanori KAWAKAMI: "Spectrophotometric Determination of Alkaline Phosphartase and alpha-Fetoprotein in Human Serum with 5,10,15,20-tetrakis(4-phosphonooxyphenyl)porphine" The Analyst. 120. (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Takanori KAWAKAMI: "New Highly-sensitive Chromogenic Alkaline Phosphatase Reagent:5,10,15,20-tetrakis(4-phosphonooxyphenyl)prophine" Analytical Letters. 27. 2083-2089 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] Takanori KAWAKAMI: "Spectrophotometric Determination of Alkaline Phosphartase and α-Fetoprotein in Human Serum with 5,10,15,20-tetrakis(4-phosphonooxyphenyl)porphine" The Analyst. 120(印刷中). (1995)

    • Related Report
      1994 Annual Research Report
  • [Publications] 川上貴教: "リン酸エステル基を有する新規水溶性ポルフィリンの合成とデオキシコール酸および炭酸カルシウムへの吸着特性" 日本化学会誌. No.4(発表予定). (1994)

    • Related Report
      1993 Annual Research Report

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Published: 1993-04-01   Modified: 2016-04-21  

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