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Synthesis of Antitumor Antibiotics and their Model Compounds

Research Project

Project/Area Number 62570941
Research Category

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

Allocation TypeSingle-year Grants
Research Field Chemical pharmacy
Research InstitutionThe University of Tokushima

Principal Investigator

SHIBUYA Masayuki  Faculty of Pharmaceutical Sciences, the University of Tokushima, 薬学部, 教授 (40027066)

Co-Investigator(Kenkyū-buntansha) TOYOOKA Kouhei  (Assistan : Faculty of Pharmaceutical Sciences, the University of Tokushima, 薬学部, 助手 (90145011)
KUBOTA Seiju  (President) : The University of Tokushima, 学長 (60035532)
Project Period (FY) 1987 – 1988
Project Status Completed (Fiscal Year 1988)
Budget Amount *help
¥1,700,000 (Direct Cost: ¥1,700,000)
Fiscal Year 1988: ¥500,000 (Direct Cost: ¥500,000)
Fiscal Year 1987: ¥1,200,000 (Direct Cost: ¥1,200,000)
KeywordsCarzinophilin / Azinomycin / Neocarzinostatin / Antibiotic / Chemical Structure / Chemical Synthesis / DNAの切断 / 紫外線 / 抗腫瘍活性 / NDAの切断 / 絶対配置
Research Abstract

Carzinophilin (CZ) and Neocarzinostatin Chromophore (NCS-Chr) are well known antitumor antibiotics, the structures of which are still not established. We predicted that cz is the same compound as Azinomycin which has been isolated by the research group of SS-Pharm, Co., and confirmed that by the synthesis of its left moiety. For the total synthesis of CZ (Azinomycin), we established the effective synthetic methods. In relation to the in vivo antitumor mechanisms of NCS-Chr, we synthesized oligo-N-methyl pyrrole derivatives by use of novel and efficient method. The DNA-cleaving activity of synthetic compounds under photo irradiation was investigated. Other heterocyclic compounds such as AK-toxin and some thiadiazoles were synthesized in order to search effective antitumor compounds. The test of bioactivities of synthetic compounds is under progress.

Report

(3 results)
  • 1988 Annual Research Report   Final Research Report Summary
  • 1987 Annual Research Report
  • Research Products

    (28 results)

All Other

All Publications (28 results)

  • [Publications] Masayuki Shibuya: Tetrahedron Letters. 28. 2619-2622 (1987)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Jun Kawada: J.Endocr.112. 375-378 (1987)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Kouhei Toyooka: Chem.Pharm.Bull.35. 1030-1035 (1987)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Yoshihisa Takaishi: Phytochemistry. 26. 2581-2584 (1987)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Eiji Nishiwaki: Heterocycles. 27. 1945-1952 (1988)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Kouhei Toyooka: Chem.Pharm.Bull.36. 96-106 (1988)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Kouhei Toyooka: Heterocycles.

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Kenshi Ando: Heterocycles.

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Hiromu Sakurai: Inorg.Chim.Acta.

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Masayuki Shibuya: "Synthetic Studies Toward Azynomycins A and B. Synthesis and Absolute Stereochemistry of the Minor Component Isolated from Azinomycins Producing Strain" Tetrahedron Letters. 28. 2619-2622 (1987)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Jun Kawada: "Protective Effect of 4,6-O-Ethylidene Glucose Against the Cytotoxicity of Streptozotocin in Pancreatic Cells in vivo" J. Endocr.112. 375-378 (1987)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Kouhei Toyooka: "Synthesis of 2-Substituted 5-(1-Oxido-4-pyridyl)- and 5-(1-Oxido-2-pyridyl)-1,3,4-thiadiazole Derivatives by Substitution of 2-Methylsulfonyl Group with Various Nucleophiles" Chem. Pharm. Bull.35. 1030-1035 (1987)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Yoshihisa Takaishi: "Polyhydroxyagarofuran Derivatives from Triptergium Wilfordii H" Phytochemistry. 26. 2581-2584 (1987)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Eiji Nishiwaki: "Efficient Synthesis of Oligo-N-methylpyrrolecarboxylamides and Related Compounds" Heterocycles. 27. 1945-1952 (1988)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Kouhei Toyooka: "Chem. Pharm. Bull." Synthesis of Novel Dihydro-1,2,4-triazoles from Thiosemicarbazones via 1,4-Diacetyl-3-methylsulfonyl-4,5-dihydro-lH-1,2,4-triazoles as Key Intermediate. 36. 96-106 (1988)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Kouhei Toyooka: "A Novel and Facile Synthesis of 5-Substituted 1,3 Dioxolane-2,4-diones Using Trichloromethyl Chloroformate" Heterocycles. in press.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Kenshi Ando: "Total Synthesis of AK-toxin II" Heterocycles. in press.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Hiromu Sakurai: "A Chemical Model of Cytochrome P-450 with Electron Transfer Activity" Inorg. Chim Acta.submitted.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Masayuki Shibuya: Tetrahedron Letters. 28. 2619-2622 (1987)

    • Related Report
      1988 Annual Research Report
  • [Publications] Jun Kawada: J.Endocr.112. 375-378 (1987)

    • Related Report
      1988 Annual Research Report
  • [Publications] Kouhei Toyooka: Chem.Pharm.Bull.35. 1030-1035 (1987)

    • Related Report
      1988 Annual Research Report
  • [Publications] Yoshihisa Takaishi: Phytochemistry. 26. 2581-2584 (1987)

    • Related Report
      1988 Annual Research Report
  • [Publications] Eiji Nishiwaki: Heterocycles. 27. 1945-1952 (1988)

    • Related Report
      1988 Annual Research Report
  • [Publications] Kouhei Toyooka: Chem.Pharm.Bull.36. 96-106 (1988)

    • Related Report
      1988 Annual Research Report
  • [Publications] Kouhei Toyooka: Heterocycles.

    • Related Report
      1988 Annual Research Report
  • [Publications] Kenshi Ando: Heterocycles.

    • Related Report
      1988 Annual Research Report
  • [Publications] Hiromu Sakurai: Inorg.Chim.Acta.

    • Related Report
      1988 Annual Research Report
  • [Publications] 渋谷雅之: TETRAHEDRON LETTERS. 28. 2619-2622 (1987)

    • Related Report
      1987 Annual Research Report

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Published: 1987-04-01   Modified: 2016-04-21  

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