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Chemoenzymatic synthesis of N-acetylneuraminic acid derivatives and their behaviour towards sialidase from human parainfluenza virus

Research Project

Project/Area Number 13672223
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Chemical pharmacy
Research InstitutionUniversity of Shizuoka

Principal Investigator

IKEDA Kiyoshi  University of Shizuoka, School of Pharmaceutical Sciences Associate Professor, 薬学部, 助教授 (40168125)

Project Period (FY) 2001 – 2002
Project Status Completed (Fiscal Year 2002)
Budget Amount *help
¥2,600,000 (Direct Cost: ¥2,600,000)
Fiscal Year 2002: ¥1,100,000 (Direct Cost: ¥1,100,000)
Fiscal Year 2001: ¥1,500,000 (Direct Cost: ¥1,500,000)
Keywordssialic acid / parainfluenza sialidase / sialidase inhibitor / hybrid-process / 2-deoxy-2, 3-dehydro-sialic acid / 2, 2-difluorosialic acid derivatives / シアリダーゼ阻害活性 / アドラーゼ / 2-デオキシ-2,3-デヒドロシアル酸
Research Abstract

Human parainfluenza virus is an important human pathogen causing upper and lower respiratory disease. To explore the influence on binding to sialidase from hPIV-1, modification of the hydroxyl group at the C-4 in 2β, 3β-difluorosialic acid derivatives and Neu5Ac2en derivatives was carried out. Synthesized compounds showed inhibitory activities against hPIV-1.

Report

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

    (18 results)

All Other

All Publications (18 results)

  • [Publications] Kiyoshi Ikeda et al.: "Synthesis of 2-Deoxy-2,3-didehydro-N-acetylneuraminic Acid Analogues Modified at the C-4 and C-9 Positions and Their Behaviour towards Sialidase from Influenza Virus and Pig Liver Membrane"Carbohydr. Res.. 330. 31-41 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Takashi Suzuki et al.: "Inhibition of Human Parainfluenza Virus Type 1 Sialidase by Analogs of 2-Deoxy-2,3-didehydro-N-acetylneuraminic Acid"Glycoconjugate J.. 18. 331-337 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Kiyoshi Ikeda et al.: "Inhibition of HIV Infection by Synthetic Peptide Analogues Derived from the NH_2-Terminal Extracellular Region of GPR1"Bioorg. Med. Chem. Lett.. 11. 2607-2609 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Kiyoshi Ikeda et al.: "Use of Phenyl 2-a-Selenoglycosides of N-Acetylneuraminic Acid as a Glycosyl Donor for the Glycosytation Reactions"Bioorg. Med. Chem. Lett.. 12. 2309-2311 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Megumi Saito et al.: "Fluorescent Cytochemical Detection of Sialidase Activity Using 5-Bromo-4-chloroindol-3-yl-a-D-N-acetylneuraminic Acid as the Substrate"Histochem Cell Biol.. 117. 453-458 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Masaki Ito et al.: "An Improved Fluorometric High-Performance Liquid Chromatography Method for Sialic Acid Determination An Internal Standard Method and Its Application to Sialic Acid Analysis of Human Apolipoprotein"Anal. Biochem.. 300. 260-266 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Kiyoshi Ikeda., Kimihiko Sano., Masaki Ito., Kazuya Hidari., Takashi Suzuki., Yasuo Suzuki., and Kiyoshi Tanaka.: "Synthesis of 2-Deoxy-2, 3-didehydro-N-acetylneuraminic Acid Analogues Modified at the C-4 and C-9 Positions and Their Behavior towards Sialidase from Influenza Virus and Pig Liver Membrane"Carbohydr. Res.. 330. 31-41 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Takashi Suzuki., Kiyoshi Ikeda., Noriko Koyama., Chika Hosokawa., Toshihiro Kogure., Tadanobu Takahashi., Kazuya I. -P Jwa Hidari., Daisei Miyamoto., Kiyoshi Tanaka., and Yasuo Suzuki.: "Inhibition of Human Parainfluenza Virus Type 1 Sialidase by Analogs of 2-Deoxy-2, 3-didehydro-N-acetylneuraminic Acid"Glycoconjugate J.. 18. 331-337 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Kiyoshi Ikeda., Koji Konishi., Masayuki Sato., Hiroo Hoshino., and Kiyoshi Tanaka.: "Inhibition of HIV Infection by Synthetic Peptide Analogues Derived from the NH_2-Terminal Extracellular Region of GPR1"Bioorg. Med. Chem. Lett.. 11. 2607-2609 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Kiyoshi Ikeda., Yuji Sugiyama., Kiyoshi Tanaka., and Masayuki Sato.: "Use of Pheny1 2-α-Selenoglycosides of N-Acetylneuraminic Acid as a Glycosy1 Donor for the Glycosylation Reactions"Bioorg. Med. Chem. Lett.. 12. 2309-2311 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Megumi Saito., Hitoshi Hagita., Yoshiharu Iwabuchi., Ikuo Fujii., Kiyoshi Ikeda., and Masaki Ito.: "Fluorescent Cytochemical Detection of Sialidase Activity Using 5-Bromo-4-chloroindol-3-y1-α-D-N-acetylneuraminic Acid as the Substrate"Histochem Cell Biol.. 117. 453-458 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Masaki Ito., Kiyoshi Ikeda., Yuki Suzuki., Kiyoshi Tanaka., and Megumi Saito.: "An Improved Fluorometric High-Performance Liquid Chromatography Method for Sialic Acid Determinatin: An Internal Standard Method and Its Application to Sialic Acid Analysis of Human Apolipoprotein E"Anal. Biochem.. 300. 2600-266 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Kiyoshi Ikeda et al.: "Use of Phenyl 2-a-Selenoglycosides of N-Acetylneuraminic Acid as a Glycosyl Donor for the Glycosylation Reactions"Bioorg. Med. Chem. Lett.. 12. 2309-2311 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Megumi Saito et al.: "Fluorescent Cytochemical Detection of Sialidase Activity Using 5-Bromo-4-chloroindol-3-yl-a-D-N-acetylneuraminic Acid as the Substrate"Histochem Cell Biol. 117. 453-458 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Masaki Ito et al.: "An Improved Fluorometic High-Performance Liquid Chromatography Method for Sialic Acid Determination : An Internal Standard Method and its Application to Sialic Acid Analysis of Human Apolipoprotein E"Anal. Biochem.. 300. 260-266 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Kiyoshi Ikeda: "Synthesis of 2-deoxy-2,3-didehydro-N-acetylneuraminic acid modified at the C-4 and C-9 positions and their behaviour towards sialidase from influenza virus and pig liver membrane"Carbohydr. Res.. 330. 31-41 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] Takashi Suzuki: "Inhibition of human parainfluenza virus type 1 sialidase by analogs of 2-deoxy-2,3-didehydro-N-acetylneuraminic acid"Glycoconjugate J.. 18. 331-337 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] Kiyoshi Ikeda: "Inhibition of HIV-1 infection by synthetic peptide analogs derived from the NH2-terminal extracellular region of GHR1"Bioorg. Med. Chem. Lett.. 2607-2609 (2001)

    • Related Report
      2001 Annual Research Report

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Published: 2001-04-01   Modified: 2016-04-21  

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