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1993 Fiscal Year Final Research Report Summary

Total Synthesis of Biologically Active Compounds derived from

Research Project

Project/Area Number 03403024
Research Category

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

Allocation TypeSingle-year Grants
Research Field Chemical pharmacy
Research InstitutionNagoya City University

Principal Investigator

SHIOIRI Takayuki  Nagoya City University, Faculty of Pharmaceutical Sciences, Professor, 薬学部, 教授 (20012627)

Project Period (FY) 1991 – 1993
Keywordsmarine animal / biologically active compounds / calyculins / theonellamide F / total synthesis / marine sponge / cytotoxicity / stereoselective synthesis
Research Abstract

Recent developments of natural products clemistry have unveiled structures and biological activities of some marine natural products. We have quite interested in their efficient synthesis suitable for the large scale production to investigate their biological profiles in detail. In this research, we have focused our attention to the synthesis of calyculins and theonellamide Fisolated from marine sponges.
The molecule of calyculins was divided into four fragments, three of which were synthesized stereoselectively in an efficient manner. We are now synthesizing the remaining fragment and constructing the whole molecule.
Theonellamide F, a bicyclic dodecapeptide, contains various unusual amino acids. We first synthesized these amino acids, and then accomplished the synthesis of both the southern and northern hemispheres. We are now constructing the whole molecule of theonellamide F from the southern hemisphere.

  • Research Products

    (6 results)

All Other

All Publications (6 results)

  • [Publications] Keisuke Tohdo: "Synthetic Approach to Theonellamide F" Peptide Chemistry. 1992. 149-151 (1993)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Keisuke Tohdo: "Stereoselective Synthesis of (2S,4R)-2-Amino-4-hydroxy-adipic Acid,the Characteristic Amino Acid of Theonellamide F" Synlett. 105-106 (1994)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Fumiaki Yokokawa: "Synthesis of the Tetraene Fragment of Calyculins having Natural Configurations" Tetrahedron Letters. 34. 6559-6562 (1993)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Tohdo, Keisuke et al: "Synthetic Approach to Thenellamide F" Peptide Chemistry 1992. 149-151 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Tohdo, Keisuke et al: "Stereoselective Synthesis of (2S,4R) -2-Amino-4-hydroxy-adipic Acid, the characteristic Amino Acid of Theonellamide F" Synlett. 105-106 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Yokokawa, Fumiaki et al: "Synthesis of the Tetraene Fragment of Calyculins having Natural Configurations" Tetrahedron Letters. 34. 6559-6562 (1993)

    • Description
      「研究成果報告書概要(欧文)」より

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Published: 1995-03-27  

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