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Development of Functional Liposomes Modified with Hydrophilic Porphyrins Based on Electrostatic Force

Research Project

Project/Area Number 17550138
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Functional materials chemistry
Research InstitutionWaseda University (2007)
Tokyo University of Science (2005-2006)

Principal Investigator

OYAIZU Kenichi  Waseda University, Department of Applied Chemistry, Associate Professor (90277822)

Co-Investigator(Kenkyū-buntansha) 湯浅 真  東京理科大学, 理工学部, 教授 (40192801)
Project Period (FY) 2005 – 2007
Project Status Completed (Fiscal Year 2007)
Budget Amount *help
¥3,870,000 (Direct Cost: ¥3,600,000、Indirect Cost: ¥270,000)
Fiscal Year 2007: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
Fiscal Year 2006: ¥1,100,000 (Direct Cost: ¥1,100,000)
Fiscal Year 2005: ¥1,600,000 (Direct Cost: ¥1,600,000)
Keywordsporphyrin / liposome / electrostatic interaction / active oxygen species / catalyst / disproportionation / surface modification / nanoparticle / リボソーム / スルホニウム塩 / 界面 / 不均化反応
Research Abstract

The present study aimed at development of functionality of liposomes by surface modification with metal complexes using electrostatic interaction, thereby employing the functional liposomes to a variety of catalytic reactions that proceed at the surface of the liposome surface. Hydrophilic metal complexes such as cationic porphyrins substituted with pyridinium, sulfonium, and thophenium groups were synthesized. The metal complexes of these porphyrins with Fe and Mn were immobilized at the surface of the anionic liposomes by electrostatic interaction. The porphyrin complexes were exposed at the surface of the liposomes, in contrast to those reported for many types of porphyrin-bearing liposomes which typically employed hydrophobic complexes to accommodate the porphyrins in the lipid bilayers. The proposed porphyrin-modified liposomes proved to be a new type of functional nanoparticles. For example, the Fe-porphyrin modified liposome underwent catalytic disproportionation reaction of superoide anion radical according to 2O_2+2H^+→H_2O_2+O_2, and also catalyzed the Fenton reation of hydrogen peroxide according to H_2O_2→2OH・. The liposome was sufficientluy small in diameter to be delivered to cells, where it underwent the catalytic reaction related to the active oxygen species, producing the hydroxyl radical HO・to effectively induce apoptosis of the targeted cell. The porphyrin-modified liposome based on the electrostatic effect was shown to be an effective antitumor agent with high tumor cell selectivity.

Report

(4 results)
  • 2007 Annual Research Report   Final Research Report Summary
  • 2006 Annual Research Report
  • 2005 Annual Research Report
  • Research Products

    (25 results)

All 2008 2007 2006 2005

All Journal Article (20 results) (of which Peer Reviewed: 8 results) Presentation (4 results) Book (1 results)

  • [Journal Article] Synthesis and Properties of Poly(phenylene ether)Diblock Copolymers Bearing Acid Substituents2008

    • Author(s)
      K.Oyaizu, H.Murata, D.Yoshii, T.Ishikawa, M.Yuasa
    • Journal Title

      Kobunshi Ronbunshu 65

      Pages: 145-149

    • NAID

      10021119880

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2007 Final Research Report Summary
    • Peer Reviewed
  • [Journal Article] Construction of Manganese Porphyrin Modified Hemoglobin Complex and Its Antioxidant Activities2008

    • Author(s)
      H.Murata, Y.Ito, T.Shimpo, K.Oyaizu, M.Yuasa
    • Journal Title

      Kobunshi Ronbunshu 65

      Pages: 277-282

    • NAID

      10021120303

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2007 Final Research Report Summary
    • Peer Reviewed
  • [Journal Article] pH-sensitive Liposome Retaining Fe-porphyrin as SOD Mimic for Novel Anticancer Drug Delivery System2007

    • Author(s)
      H.Kawakami, K.Hiraka, M.Tamai, A.Horiuchi, A.Ogata, T.Hatsugai, A.Yamaguchi, K.Oyaizu, M.Yuasa
    • Journal Title

      Polym.Adv.Technol. 18

      Pages: 82-87

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2007 Final Research Report Summary
    • Peer Reviewed
  • [Journal Article] Synthesis of Cationic Manganese Porphyrin Bearing Alkvlsulfonio Groups and Evaluation of Their Antioxidant Activities2007

    • Author(s)
      M.Yuasa, K.Oyaizu, H.Murata, M.Komuro, R.Awa, A.Ohkubo
    • Journal Title

      J.Oleo Sci. 56

      Pages: 95-101

    • Related Report
      2007 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Antioxidant and Anticancer Properties of Metalloporphyrins Embedded inLiposomes2007

    • Author(s)
      M.Yuasa, K.Oyaizu, H.Murata, Y.Sahara, T.Hatsugai, A.Ogata
    • Journal Title

      J.Oleo Sci 56

      Pages: 87-93

    • Related Report
      2007 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Fabrication of Sensor for Reactive Oxygen Species Using Gold Electrodes Modified with Electropolymerized Porphyrins and Application for Detection of Stress of Plants2007

    • Author(s)
      M.Yuasa, K.Oyaizu, H.Murata, T.Kobayashi, C.Kobayashi
    • Journal Title

      J.Oleo Sci 56

      Pages: 81-86

    • NAID

      130000055503

    • Related Report
      2007 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Quantitative Analysis of Active Oxygen Species by Potentiometry2007

    • Author(s)
      M.Yuasa, K.Oyaizu, K.Eguchi, Y.Toyoda
    • Journal Title

      Kobunshi Ronbunshu 64

      Pages: 90-95

    • NAID

      10018576401

    • Related Report
      2007 Annual Research Report
    • Peer Reviewed
  • [Journal Article] pH-sensitive Liposome Retaining Fe-porphyrin as SOD Mimic for Novel Anticancer Drug Delivery System2007

    • Author(s)
      H.Kawakami, A.Ogata, T.Hatsugai, A.Yamaguchi, K.Oyaizu, M.Yuasa
    • Journal Title

      Polvm.Adv.Technol. 18

      Pages: 82-87

    • Related Report
      2007 Annual Research Report
    • Peer Reviewed
  • [Journal Article] pH-Sensitive Liposome Retaining Fe-Porphyrin as SOD Mimic for Novel Anticancer Drug Delivery System2007

    • Author(s)
      H.Kawakami, K.Hiraka, M.Tamai, A.Horiuchi, A.Ogata, T.Hatsugai, A.Yamaguchi, K.Oyaizu, M.Yuasa
    • Journal Title

      Polym. Adv. Technol. 18

      Pages: 82-87

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Controlled Oxidation of Dezxtran for Evolution of Polyether Segment Bearing Pendant Carboxyl Groups for Corrosion Inhibition Application2006

    • Author(s)
      K.Oyaizu, A.Yamaguchi, T.Hayashi, Y.Nakamura, D.Yoshii, Y.Ito, M.Yuasa
    • Journal Title

      Polym. J. 38

      Pages: 343-348

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Highly Stable Polymerizable Vesicles in Anionic Surfactant/Ammonium Salt Mixtures in the Presence of Cross-linking Monomers for Convenient Preparation of Hollow Nanospheres2006

    • Author(s)
      K.Oyaizu, Y.Shiba, Y.Nakamura, M.Yuasa
    • Journal Title

      Langmuir 22

      Pages: 5261-5265

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Synthesis and Characterization of A □-Conjugated Hybrid of Oligothiophene and Porphyrin2006

    • Author(s)
      K.Oyaizu, M.Hoshino, M.Ishikawa, T.Imai, M.Yuasa
    • Journal Title

      J. Polym. Sci., A 44

      Pages: 5403-5412

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Synthesis of Cationic Manganese Porphyrin Bearing Alkylsuifonio Groups and Evaluation of Their Antioxidant Activities2006

    • Author(s)
      M.Yuasa, K.Oyaizu, H.Murata, M.Komuro, R.Awa, A.Ohkubo
    • Journal Title

      J. Oleo Sci. 56

      Pages: 95-101

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Antioxidant and Anticancer Properties of Metalloporphyrins Embedded in Liposomes2006

    • Author(s)
      M.Yuasa, K.Oyaizu, H.Murata, Y.Sahara, T.Hatsugai, A.Ogata
    • Journal Title

      J. Oleo Sci. 56

      Pages: 87-93

    • NAID

      130000055504

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Highly Stable Gold(III) Complex with a Hydantoin Ligand in Alkaline Media2005

    • Author(s)
      K.Oyaizu, Y.Ohtani, A.Shiozawa, K.Sugawara, T.Saito, M.Yuasa
    • Journal Title

      Inorg.Chem. 44

      Pages: 6915-6915

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Modifying Carbon Particles with Polypyrrole for Adsorption of Cobalt Ions as Electrocatatytic Site for Oxygen Reduction2005

    • Author(s)
      M.Yuasa, A.Yamaguchi, H.Itsuki, K.Tanaka, M.Yamamoto, K.Oyaizu
    • Journal Title

      Chem.Mater. 17

      Pages: 4278-4278

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Synthesis of Hexameric Manganese Porphyrin as an SOD Mimic and SOD Activity2005

    • Author(s)
      M.Yuasa, K.Oyaizu, Y.Hanyuu, T.Hayashi, A.Yamaguchi
    • Journal Title

      J.Oleo Sci. 54

      Pages: 513-513

    • NAID

      130000055618

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Novel Functional Nano-Size Noniomic Surfactant Particles on Which Cationic Metalloporphyrins Are Absorbed ; Preparation, Characterization, and Anti-Oxidant Properties2005

    • Author(s)
      M.Yuasa, K.Oyaizu, Y.Hanyuu, K.Kasahara, A.Yamaguchi
    • Journal Title

      J.Oleo Sci. 54

      Pages: 465-465

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Synthesis of Polymeric Reconstituted Hemoglobins as Superoxide Dismutase Mimics Designed for Long-Term Circulation Maintenance2005

    • Author(s)
      M.Yuasa, K.Oyaizu, T.Hayashi, A.Yamaguchi
    • Journal Title

      J.Oleo Sci. 54

      Pages: 413-413

    • NAID

      130000055632

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Preparation of Liposomes Surface-Loaded with Cationic Manganese Porphyrins as SOD Mimics2005

    • Author(s)
      M.Yuasa, K.Oyaizu, A.Ogata, N.Matsukura, A.Yamaguchi
    • Journal Title

      J.Oleo Sci. 54

      Pages: 233-233

    • NAID

      130000055652

    • Related Report
      2005 Annual Research Report
  • [Presentation] Organic Radical Batteries with High Power Density2007

    • Author(s)
      K.Oyaizu
    • Organizer
      3^<rd> Global Plastic Electronics Conference and Showcase
    • Place of Presentation
      Frankfurt
    • Year and Date
      2007-10-29
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2007 Final Research Report Summary
  • [Presentation] Organic Radical Batteries with High Power Density2007

    • Author(s)
      K.Oyaizu
    • Organizer
      3rd Global Plastic Electronics Conference and Showcase
    • Place of Presentation
      フランクフルト
    • Year and Date
      2007-10-29
    • Related Report
      2007 Annual Research Report
  • [Presentation] Organic Radical Batteries with High Power Density2007

    • Author(s)
      K.Oyaizu
    • Organizer
      3^<rd> Global Plastic Electronics Conference and Showcase
    • Place of Presentation
      Frankfurt(Germany)
    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2007 Final Research Report Summary
  • [Presentation] Novel Functionalization of Polythiophene Derivatives2006

    • Author(s)
      K.Oyaizu
    • Organizer
      The Second International Symposium on Polymer Chemistry(PC2006)
    • Place of Presentation
      Dalian(China)
    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2007 Final Research Report Summary
  • [Book] Heteroacenes and Heterohelicenes : Bottom-up Strategies for Syntheses of Molecular Solenoids and Springs, Bottom-up Nanofabrication : Supramolecules, Self-assemblies, and Organized Films2007

    • Author(s)
      K.Oyaizu, M.Yuasa
    • Total Pages
      20
    • Publisher
      American Scientific Publishers
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2007 Final Research Report Summary

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Published: 2005-04-01   Modified: 2016-04-21  

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