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Synthesis and Design of Structures of Biologically Active Compounds

Research Project

Project/Area Number 02303017
Research Category

Grant-in-Aid for Co-operative Research (A)

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

Principal Investigator

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

Co-Investigator(Kenkyū-buntansha) HAMADA Yasumasa  Faculty of Pharmaceutical Sciences, Nagoya City University, Associate Professor, 薬学部, 助教授 (90117846)
YONEMITSU Osamu  Faculty of Pharmaceutical Sciences, Hokkaido University, Professor, 薬学部, 教授 (60001038)
KAWAZOE Yutaka  Faculty of Pharmaceutical Sciences, Nagoya City University, Professor, 薬学部, 教授 (80106252)
IKEGAMI Shiro  Faculty of Pharmaceutical Sciences, Teikyo University, Professor, 薬学部, 教授 (10119555)
ARATA Yoji  Faculty of Pharmaceutical Sciences, University of Tokyo, Professor, 薬学部, 教授 (40011499)
Project Period (FY) 1990 – 1992
Project Status Completed (Fiscal Year 1992)
Budget Amount *help
¥11,200,000 (Direct Cost: ¥11,200,000)
Fiscal Year 1992: ¥1,200,000 (Direct Cost: ¥1,200,000)
Fiscal Year 1991: ¥3,200,000 (Direct Cost: ¥3,200,000)
Fiscal Year 1990: ¥6,800,000 (Direct Cost: ¥6,800,000)
KeywordsBiologically active compounds / Efficient synthesis / Structures / Peptides / Sugars / Macrolides / Design of drugs / Physicochemical approach / 物理化学的アプロ-チ / 効率的合成法
Research Abstract

The purpose of this research project is as follows : (1) exploitation of efficient synthetic methods for biologically active compounds, (2) identification of the molecular structures which are essential to exhibit biological activities of the compounds, (3) clarification of life of animals and plants on molecular levels, and (4) design of new biologically active compounds useful for human life. The research groups have consisted of 16 professors and the research projects have been divided into four : (1) investigations of biologically active peptides on their synthetic methods and on the structures responsible for their biological activities, (2) investigations of sugars and macrolides on their synthetic methods and on the structures responsible for their biological activities, (3) development of drugs useful for the treatment of diseases on circulatory organs and central nervous system in addition to development of anticancer drugs, and (4) investigations on structures responsible for biological activities by the physicochemical methods. We have successfully pursued all of these projects, and our projects ended to have a great promise of the future development on the syntheses and design of structures of biologically active compounds.

Report

(4 results)
  • 1992 Annual Research Report   Final Research Report Summary
  • 1991 Annual Research Report
  • 1990 Annual Research Report
  • Research Products

    (47 results)

All Other

All Publications (47 results)

  • [Publications] Chigusa Matsunaga: "A ^<13>C NMR study of the hinge region of a mouse monoclonal antibody" J.Biomol.NMR. 1. 379-390 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Shun-ichi Hashimoto: "A Controlled synthesis of 9α-methyl-and 9α-cyanoisocarbacyclins" Chemistry Letters. 1835-1838 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Kiyoshi Horita: "Total synthesis of the polyether antibiotics lysocellin" Tetrahedron Letters. 33. 5541-5544 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Kyoko Hayashi: "Synthesis of naqumamide A,a trombin-inhibitory linean tetrapeptide,from a marine sponge,Theonella SP." Tetrahedrom Letters. 33. 5075-5076 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Keisuke Tohdo: "Synthetic study of theonellamide F" Peptide Chemistry 1991. 7-12 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Toshimasa Ishida: "Conformational feature of aureobasidin E,a new type of potent antifungal antibiotic" J.Chem.Soc.Chem.Commun.1231-1233 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] 塩入 孝之: "化学で探る海洋生物の謎(化学増刊121号)" 化学同人, 177 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Chigusa Matsunaga: "A^<13>C NMR study of the hinge region of a mouse monoclonal antibody" J. Biomol. NMR. 1. 379-390 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Shun-ichi Hashimoto: "A controlled synthesis of 9alpha-methyl-and 9alpha-cyanoisocarbacyclines" Chem. Lett.1835-1838 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Kiyoshi Horita: "Total synthesis of the polyether antibiotics lysocellin" Tetrahedron Lett.33. 5541-5544 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Kyoko Hayashi: "Synthesis of nazumamide A, a thrombin-inhibitory linear tetrapeptide, from a marine sponge, Theonella sp." Tetrahedron Lett.33. 5075-5076 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Keisuke Tohdo: "Synthetic study of theonellamide F" Peptide Chemistry 1991. 7-12 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Toshimasa Ishida: "Conformational feature of aureobasidin E, a new type of potent antifungal antibiotic" J. Chem. Soc. Chem. Commun.1231-1233 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Kenichi Akaji: "Disulfide bond formation using the silly chloride-sulfoxide system for the synthesis of a cystine peptide" J. Am. Chem. Soc.114. 4173-4143 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Yasumasa Hamada: "Efficient stereoselective synthesis of dolastatin 10, an antineoplastic peptide from a sea hare" Tetrahedron Lett.32. 931-934 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Kiyoshi Tomioka: "Absolute structure-cytotoxic activity relationships of steganacin congeners and analogues" J. Med. Chem.34. 54-57 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] K.Hayashi: "On the Reversal of the Stereoselectivity in the Evans Aldol Reaction of αーAmino Aldehydes" Tetrahedron Letters. 32. 7287-7290 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] T.Mimoto: "KNIー102,a Novel tripeptide HIV Protease Inhibitor containing Allophenylnorstatine as a transitionーState Mimic" Chem.Pharm.Bull.39. 3088-3090 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] K.Tomioka: "An Expedition Synthsis of Dolastatin 10" Tetrahedron Letters. 32. 2395-2398 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] K.Matsuzaki: "Interactions of an Antimicrobial Peptide,Tachyplesin I with Lipid Membranes" Biochim.Biophys Acta. 1070. 259-264 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] Y.Hidaka: "Synthesis and Biological Properties of CarbaーAnalog of Enterotoxin" Biochem.Biophys.Res.Commun.176. 958-965 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] E.Munekata: "Neurokinin A and B" Comp.Biochem.physiol.98C. 171-179 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] K.Tohdo: "Theonellamide F Synthetic Studies.Stereoselective synthesis of (3S,4S,5E,7E)ー3ーAminoー8ー(4ーbromophenyl)ー4ーhydroxyー6ーmethylー5,7ーoctadienoic Acid(Aboa)" Tetrahedron Letters. 33. (1992)

    • Related Report
      1991 Annual Research Report
  • [Publications] K.Fukase: "4ーPivaloylaminobenzyl Ether,a New Temporary Profection for Hydroxyl Functions" Tetrahedron Letters. 32. 3557-3558 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] T.Takahashi: "New Approach to Sugar Dverivatines by pummerer Reactions of Optically Active Sulphoxide and Sulphide having a 7ーOxabicyclo〔2.2.1〕heptave Ring Sustem" J.Chem.Soc.Perkin Trans.1. 1667-1671 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] S.Takano: "A New Enantiospecific Route to(-)ーKanic Acid Via the Intramoleclar pausonーKhand Reaction" J.Chem.Soc.,Chem.Commun.169-170 (1992)

    • Related Report
      1991 Annual Research Report
  • [Publications] N.Nakajima: "Facile Total Synthesis of Carbonolides by wittigーHorner MacroーCyclization and Stereospecific Epoxidation" Chem.Pharm.Bull.39. 64-74 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] E.Okuyama: "Monoamine Oxidase Inhibitors from a Lichen,Solorina crocea(L)Ach" Shoyakugaku Zasshi. 45. 159-162 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] Y.Yokoyama: "Potentiation of Antitumor Activity of Bleomycin toward Solid Tumors in Mice by Bacillus thuringiensis subsp.israelensis toxin" Anticancer Res.11. 1625-1628 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] J.I.Kim: "Conformation and Stereoselective Reduction of Hapten side chains in the Antibody Combining Site" J.Am.Chem.Soc.113. 9392-9394 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] M.Doi: "Molecular Conformation of Swinholide A,A Potent Cytotoxic Dimeric Macrolide from the Okinawan Marine Sponge theonelk swinhoei:XーRay Crystal Structure of Its Dikatone Derivative" J.Org.Chem.56. 3629-3632 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] S,Hashimoto: "A New and Geveral Glycosidation Method for Podophyllum Lignan Glycosides" Tetrahedron Letters. 32. 1653-1654 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] Y.Hamada: "Efficient stereoselective synthesis of dolastatin 10,an antineoplastic peptide from a sea hare" Tetrahedron Letters. 32. 931-934 (1991)

    • Related Report
      1990 Annual Research Report
  • [Publications] Y.Kiso: "Solutionーphase synthesis of porcine brain natriuretic peptide(pBNP)using Sーtrimethylacetamido methylcysteine" Chem.Pharm.Bull.38. 1192-1199 (1990)

    • Related Report
      1990 Annual Research Report
  • [Publications] K.Tomioka: "Stereoselective reactions XVIII.Synthesis and cytotoxiuty of the demethyl derivatines of steganes" Chem.Pharm.Bull.38. 1899-1901 (1990)

    • Related Report
      1990 Annual Research Report
  • [Publications] K.Akaji: "Studies on peptides.CLXVIII.Syntheses of three peptides isolated from horsehoe crab hemocytes,tachyplesin I,tachyplesin II,and polyphemusin I" Chem.Pharm.Bull.37. 2661-2664 (1989)

    • Related Report
      1990 Annual Research Report
  • [Publications] H.Ozaki: "Molecular structure of the toxic domain of heatーstable enterotoxin produced by a pathogenic strain of Escherichia coli:A putative binding site for a binding protein on rat intestinal epithelial cell membranes" J.Biol.Chem.271.

    • Related Report
      1990 Annual Research Report
  • [Publications] H.Mukai: "Antagonism by GRP(18ー27)and substance P analogues on insulin release stimulated by GRP(18ー27)" Peptides. 11. 173-175 (1990)

    • Related Report
      1990 Annual Research Report
  • [Publications] K.Fukase: "4ーNitrobenzyl group for protection of hydroxyl functions" Tetrahedron Letters. 31. 389-392 (1990)

    • Related Report
      1990 Annual Research Report
  • [Publications] T.Takahashi: "A new synthetic approach to pseudoーsugars by Asymmetric DielsーAlder reaction.Synthesis of optically pure pseudoーβーDーmannopyranose,1ーaminoー1ーdeoxypseudoーαーDーmannopyranose and pseudoーαーLーmannopyranose derivatives" J.Chem.Soc.Perkin Trans 1. 3065-3072 (1990)

    • Related Report
      1990 Annual Research Report
  • [Publications] S.Takano: "A convergent enantiocontrolled route to mevalonolactone and vitamin E from (S)ーOーbenzylglycidol" Tetrahedron Letters. 31. 3619-3622 (1990)

    • Related Report
      1990 Annual Research Report
  • [Publications] M.Hikota: "Stereoselective synthesis of erythronolide A by extremely efficient lactonization based on conformational adjustment and high activation of secoーacid" Tetrahedron. 46. 4613-4628 (1990)

    • Related Report
      1990 Annual Research Report
  • [Publications] S.Hashimoto: "A versatile and convenient method for the preparation of αー(Z)ー1ーalkenyl ketones from βーketo benzyl esters" J.Chem.Soc.,Chem.Commun.1100-1102 (1990)

    • Related Report
      1990 Annual Research Report
  • [Publications] H.Sakagami: "Antiーinfluenza virus activity of synthetically polymerized phenylpropenoids" Biochem.Biophys.Res.Commun.172. 1267-1272 (1990)

    • Related Report
      1990 Annual Research Report
  • [Publications] T.Igarashi: "Structure of a mouse immunoglobulin G that lacks the entire C_H1 domain:Protein sequencing and smallーangle Xーray scattering studies" Biochemistry. 29. 5727-5733 (1990)

    • Related Report
      1990 Annual Research Report
  • [Publications] Y.Kamatani: "Molecular conformation of achatinーI,an endogenous neuropeptide containing Dーamino acid residue,Xーray erystal structure of its neutral form" FEBS Letters. 276. 95-97 (1990)

    • Related Report
      1990 Annual Research Report
  • [Publications] 塩入 孝之: "海洋生物由来の抗腫瘍活性環状ペプチドー合成,立体配座,生物活性" 化学同人, 31-46 (1990)

    • Related Report
      1990 Annual Research Report

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Published: 1990-04-01   Modified: 2016-04-21  

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