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Molecular Design of New Polymers Having Pendant Acidic Saccharide Moieties and Its Drug Release

Research Project

Project/Area Number 08651059
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field 高分子合成
Research InstitutionKogakuin University

Principal Investigator

HASHIMOTO Kazuhiko  Kogakuin Univ., Faculty of Eng., Professor, 工学部, 教授 (20023484)

Project Period (FY) 1996 – 1997
Project Status Completed (Fiscal Year 1997)
Budget Amount *help
¥1,800,000 (Direct Cost: ¥1,800,000)
Fiscal Year 1997: ¥500,000 (Direct Cost: ¥500,000)
Fiscal Year 1996: ¥1,300,000 (Direct Cost: ¥1,300,000)
KeywordsGlycopolymer / D-Glucuronic Acid / Pharmacological Activity / Uronic Acid / Stirene / Radical Polymerization / Methacrylamide / Drug Delivery System
Research Abstract

Naturally occurring polymers and their composites have been noted again as useful biodegradable or biomedical materials. Various kinds of multicomponent materials have been prepared from polysaccharides and their repeating units, monosaccharides. Since D-glucuronic acid exists widely as a component of polysaccharides in animals and plants and its lactone was commercially available, it was used as a starting material for synthesis of novel amphiphilic polymers having D-glucuronyl pendants. At first, two kinds of new monomers, styryl and methacryloyl groups as a polymerizable functional group respectively, were prepared in the present work. The radical polymerization of styryl-type and methacryloyl-type monomers and their copolymerization with stirene in water or dimethyl sulfoxide proceeded in a homogeneous phase at 60゚C and gave colorless powdery polymer in high yield. Through the deprotection in a mixture of trifluoroacetic acid with water (2/1, v/v), the glucofuranuronyl moiety in the resulting polymers was converted to that having a pyranose ring. Solubility of deprotected polymers was found to be different from that of protected polymers in various solvents. Another new stryl-type monomer having p-nitrophenyl group at the anomeric position as a drug model was also prepared from D-glucurono-6,3-lactone. Its radical copolymerization with acrylamide gave a copolymer, which was useful for the release tests.

Report

(3 results)
  • 1997 Annual Research Report   Final Research Report Summary
  • 1996 Annual Research Report
  • Research Products

    (20 results)

All Other

All Publications (20 results)

  • [Publications] K.Hashimoto, S. Wibulluck-sanakul, and M. Okada: "Macromolecular Synthesis from Saccharic Lactones. Polyaddition of D-Glucaro-and D-Mannaro-1, 4 : 6, 3-dilactones with Diisocyanates and Hydrolyzability" J. Polym. Sci., Part A : Polym. Chem.33(12). 1995-1999 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] K. Hashimoto, S. Wibulluck-sanakul, and M. Okada.: "Synthesis of Polyurethanes from Saccharide-Derived Diols and Diisocyanates and Their Hydrolyzability" Macro. Chem. Phys.197(1). 136-147 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] S. Wibullucksanakul, K. Hashimoto, and M. Okada,: "Swelling Behavior and Controlled Release of New Hydrolyzable Poly (ether urethane) Gels Derived from Saccharide and L-Lysine Derivatives and Poly (ethylene glycol)" Macro. Chem. Phys.197(6). 1864-1876 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] S. Wibullucksanakul, K. Hashimoto, and M. Okada,: "Hydrolysis and Release Behavior of Hydrolyzable Poly (ether urethane) Gels Derived from Saccharide-, L-Lysine, and Poly (propylene glycol)" Macro. Chem. Phys.198(2). 305-319 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] K. Hashimoto, T. Oi, J. Yasuda, K. Hotta, and M. Okada: "Molecular Weight Distribution of the Polyamides Obtained in Anionic Polymerization of Methyl-Substituted β-Lactams and Aminolysis of Their N-Benzoyl Lactams" J. Polym. Sci., Part A : Polym. Chem.35(9). 1831-1838 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] 橋本 和彦: "ナイロンの生分解性" 高分子加工. 46(11). 482-487 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] K.Hashimoto, S.Wibullucksanakul, and M.Okada: "Macromolecular Synthesis from Saccharic Lactones. Polyaddition of D-Glucaro-and D-Mannaro-1,4 : 6,3-dilactones with Diisocyanates and Hydrolyzability of the Resulting Polyurethanes Having Dilactone Rings in the Main Chains" J.Polym.Sci., Part A : Polym.Chem.33(12). 1995-1999 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] K.Hashimoto, S.Wibullucksanakul, and M.Okada: "Synthesis of Polyurethanes from Saccharide-Derived Diols and Diisocyanates and Their Hydrolyzability" Macro.Chem.Phys.197(1). 136-147 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] S.Wibullucksanakul, K.Hashimoto, and M.Okada: "Swelling Behavior and Controlled Release of New Hydrolyzable Poly (ether urethane) Gels Derived from Saccharide and L-Lysine Derivatives and Poly (ethylene glycol)" Macro.Chem.Phys.197(6). 1864-1876 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] S.Wibullucksanakul, K.Hashimoto, and M.Okada: "Hydrolysis and Release Behavior of Hydrolyzable Poly (ether urethane) Gels Derived from Saccharide-, L-Lysine, and Poly (propylene glycol)" Macro.Chem.Phys.198(2). 305-319 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] K.Hashimoto, T.Oi, J.Yasuda, K.Hotta, and M.Okada: "Molecular Weight Distribution of the Polyamides Obtained in Anionic Polymerization of Methyl-Substituted beta-Lactams and Aminolysis of Their N-Benzoyl Lactams" j.Polym.Sci., Part A : Polym.Chem.35(9). 1831-1838 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] K.Hashimoto: "Biodegradability of Nylons" Kobunshikako (Japan). 46(11). 482-487 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] S. Wibullucksanakul, K. Hashimoto, and M. Okada,: "Hydrolysis and Release Behavior of Hydrolyzable Poly(ether urethane) Gels Derived from Saccharide-, L-Lysine, and Poly(propylene glycol)" Macro. Chem. Phys.198(2). 305-319 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] K. Hashimoto, T. Oi, J. Yasuda, K. Hotta, and M. Okada: "Molecular Weight Distribution of the Polyamides Obtained in Anionic Polymerization of Methy-substituted β-Lactams and Aminolysis of Their N-Benzoyl Lactams" J. Polym. Sci., Part A : Polym, Chem.35(9). 1831-1838 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] 橋本 和彦: "ナイロンの生分解性" 高分子加工. 46(11). 482-487 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] K.Hashimoto,S.Wibullucksanakul,and M.Okada,: "Synthesis of Polyurethanes from Saccharide-Derived Diols and Diisocyanates and Their Hydsrolyzability" Macro.Chem.Phys.197(1). 136-147 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] S.Wibullucksanakul,K.Hashimoto,and M.Okada,: "Swelling Behavior and Controlled Release of New Hydrolyzable Poly (ether urethane) Gels Derivred from Saccharide and L-Lysine Derivatives and Poly (ethylene glycol)" Macro.Chem.Phys.197(6). 1864-1876 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] S.Wibullucksanakul,K.Hashimoto,and M.Okada,: "Hydrolysis and Release Behavior of Hydrolyzable Poly (ether urethane) Gels Derived from Saccharide-,L-Lysine,and Poly (propylene glycol)" Macro.Chem.Phys.198(in press). (1997)

    • Related Report
      1996 Annual Research Report
  • [Publications] K.Hashimoto,T.Oi,J.Yasuda,K.Hotta,and M.Okada,: "Molecular Weight Distribution of the Polyamides Obtained in Anionic Polymerization of Methyl-Substituted β-Lactams and Aminolysis of Their N-Benzoyl Lactams" J.Polym.Sci.,Part A : Polym.Chem.34(4)(in press). (1997)

    • Related Report
      1996 Annual Research Report
  • [Publications] K.Hashimoto: "Polymeric Matherials Encyclopedia" CRC Press,Boca Raton (Florida), 6 (1996)

    • Related Report
      1996 Annual Research Report

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Published: 1996-04-01   Modified: 2016-04-21  

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