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1990 Fiscal Year Final Research Report Summary

Chemical Studies on the Substances Concerning Plants and Plant Pathogenic Fungi

Research Project

Project/Area Number 63303013
Research Category

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

Allocation TypeSingle-year Grants
Research Field Chemical pharmacy
Research InstitutionNagasaki University

Principal Investigator

IRIE Hiroshi  Nagasaki Univ. Fac. of pharm. Sci. Prof., 薬学部, 教授 (00025686)

Co-Investigator(Kenkyū-buntansha) FUJITA Tetsuro  Kyoto Univ. Fac. of Pharm. Sci. Prof. and 12 contributors, 薬学部, 教授 (40027024)
MAYAMA Shigeyuki  Kobe Univ. Fac. of Agric Associate Prof., 農学部, 助教授 (00112251)
UENO Tamio  Kyoto Univ. Fac. of Agric. Associate Prof., 農学部, 助教授 (20026579)
TSUDA Yoshisuke  Kanazawa Univ. Fac. of Pharm. Sci., 薬学部, 教授 (40077508)
Project Period (FY) 1988 – 1990
KeywordsPhytopathology / Host-specific Toxin / Self-inhibitor / Mushrooms / Specific enzyme / Nyctinastic movement / Crown rust fungi / Stereospecific Synthesis
Research Abstract

Each researcher of this research group has carried out the basic investigation on the structure elucidation and the synthetic work of the natural products. Some of them carried out the problems concerning the organic substances which have novel biological activities in plant pathology field. Thus, lrie's group has accomplished the synthesis of compounds toxic to Japanese white pear and revealed the structure-toxicity relationship of the toxins and also accompilshed the synthesis of a self-inhibitor to germination of plant pathogenic fungus. Tsuda's group has been carrying on the synthetic work on antifungus compound and vermicides. Mayama's group has been doing the precise investigation on phytoalexin which are produced in oat infected with fungus. And his group also has made their effort to confirm the presence of the elicitors which lay between plant and fungus cell, when the plants were infected with fungus. Uemura's group has been carrying out the isolation and structure elucidation work on marine natural products which have the unique biological activities. Yoshimoto's group has been carrying out the isolation work of enzymes from mushrooms, which have specific activity as endo-prolinase, and aiming at an ample supply of the enzymes using bio-technology. Ohfune's group are carrying out the synthetic work of peptides using the method developed by themselves. Other researchers of this group are carrying out synthetic work on the compounds available to biological tests and basic reserch work to develop the new synthetic methods. Each group has obtained the attractive results and found useful methods for the chemistry of natural products.

  • Research Products

    (50 results)

All Other

All Publications (50 results)

  • [Publications] Hiroshi Irie: "Synthesis of Methoxyonyonychine and Use of |-^<|->Hー|and |-^<13-|>CーNuclear Magnetic Resonance Spectra for Structure Determination of Geometrical Isomers of Indanー1ーone Oxime Derivatives" Chem.Pharm.Bull.36. 3134-3137 (1988)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Jun'ichi Katakawa: "Synthesis of Amaryllidanceae Alkaloids、(±)ーCherylline and (±)ーLatifine" Chem.Pharm.Bull.36. 3928-3931 (1988)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Hioshi Irie: "Synthesis of an Alkaloid、(±)ー3ーDemethoxyeryterthratidinone" Heterocyles. 29. 1033-1035 (1989)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Hiroshi Irie: "Lewis Acid Catalysed Preparation of some Carbamates and Sulphonylureas. Application to the Determination of Enantiomeric Purity of Chiral Alchols" J.Chem.Sco.,Perkin Trans.I. 1989. 1209-1210 (1989)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Junko Koyama: "Synthesis of Alkaloids、Cleistopholine、Oxylopine、(Isoursuline)、and Ursuline" Heterocycles. 29. 1649-1654 (1989)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Hiroshi Irie: "Sysnthesis of the Methyl Esters of AKーToxin II、a HostーSpecific Toxin to Japanese White Pear、and Its Congeners;StructureーToxicity Relatioship of the Toxin" Chem.Pharm.Bull.38. 1451-1461 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Hiroshi Irie: "Use of Potassium Peroxodisulfate for Benzylic Oxidation and Oxidative Coupling of Benzoylacetates" SYNLETT. 1990. 421-424 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Hiroshi Irie: "Synthesis of (±)ーHeritol、a Sesquiperepene Lactone belonging to the Aromatic Cadinane Group" Chem.Pharm.Bull.38. 1852-1856 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Hiroshi Irie: "Zr(OーtーBu)|-_<4-|>、an Efficient and Convenient Basic Reagent in Organic Synthesis.Utilization in Cross and Intramoleclar Aldol Reactions" 55. 5306-5308 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Hideo Nakamura: "Alkylated Levoglucosan in Organic Synthesis.A Formal Total Synthesis of Elaiophylin" Chem.Pharm.Bul.,. 38. 2435-2441 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Masahiro Hirama: "New Entry to SynーbataーHydroxyーalpheーAmino Acid" Tetrahadron Letters. 29. 3125-3128 (1988)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Kiyoshi Tomioka: "Design、Synthesis、and Antitumor Actitvity of Steganacin AzaーAnalogues" Tetrahedron Letters. 30. 2949-2952 (1989)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Kiyoshi Tomioka: "Conjugat Addition Reaction of Organolithium to Naphthalenecarboxylate" Terahedron Letters. 31. 1739-1740 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Akira Hosomi: "Synthesis and Consecutive Duble Alkylation Reaction of (2ーSiloxyallyl)silane the Synthetic Equibalent of Acotone α、α´ーDianion" J.Org.Chem.54. 3254-3256 (1989)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Akira Hosomi: "2ーTrimethylsilylethyー1、3ーButadienen as a Synthetic Equivalent of Parent CrossーConjuhgated Hexatriene、3ーMethyleneー1、4ーPentadiene" Tetrahedron Letters. 31. 6201-6204 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Yasumasa Hamada: "Stereoselective Total of AIー77ーB、a GastroーProtective Substance from Bucillus Pumilus AIー77" J.Am.Chem.Soc.111. 1524-1525 (1989)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Toyohiko Aoyama: "Reaction of Trimethlsilydiazomethane with Olefins" Chem.Pharm.Bull.,. 37. 253-256 (1989)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Naomi Saksi: "Stereoslective Synthesis of the Revised Structure of Galatanic Acid" Terahedron Letters. 31. 4151-4153 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] G.Spears: "Palladium Catalized ScN´ Reactions.Stereoselective Formation of Cyclic Carbamate from tertーButyldimethylーsilyl Carbamate" Tetrahedron Letters. 31. 1060-1061 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Nobitaka Fujii: "Silver Trifluoromethanesulphonate as an SーDeprotecting Reagant for the Synthesis of Cystine Peptide" J.Chem.Soc.,Chem.Commun.,. 1989. 283-284 (1989)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Toshiro Ibuka: "Determination of Absolute Configuration of the Alkyl Group at the αーAlkylー(E)ーβ、γーEnoates by Circulae Dichroism" Tetrahedron、Asymmetry. 1. 389-394 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Akira Iida: "Fungal Metabolites IV.Synthesis of an Antibiotic Petide、Trichosporin BーV、from Trichoderma Polysporin" Chem.Pharm.Bull.,. 38. 2997-3003 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Mugio Nishizawa: "αーSelective Thermal Glycosidation of Rhamnosyl and Mannosyl Chlorides" Tetrahedron Letters. 31. 2431-2434 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Hideyuki Takenaka: "Chiral Induction in a Biominetic Olefin Cyclization" Tetrahedron Letters. 30. 2267-2268 (1989)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Yoshikazu Shizuri: "Synthesis of (±)ーSilphinene using Electrochemical Method as a Key Step" Tetrahedron Letters. 30. 3797-3798 (1989)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Shosuke Yamamura: "Diterpenes from Euphorbia Helioscopia" Phytochemistry. 28. 3421-3436 (1989)

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      「研究成果報告書概要(和文)」より
  • [Publications] Fumiyuki Kikuchi: "Screening of Crude Drugs Used in Turkey for Nematocidal Activity on the Larve Toxocara canis" ShoyakugakuZasshi. 43. 353-359 (1989)

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      「研究成果報告書概要(和文)」より
  • [Publications] Hideo Koshida: "Mineralocorticoid and Renal Receptor Binding Acivity of 21ーDeoxyaldosterone" Endocrnology. 126. 1410-1415 (1990)

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      「研究成果報告書概要(和文)」より
  • [Publications] Shoji Yahara: "Structures of AntiーAce and ーRenin Peptides from LYCII Radicis Cortex" Tetrahedron Letters. 30. 6041-6042 (1989)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Kazushi Shingu: "Two New Ergostane Derivatives from Tubocapsicum anomalum(Solanaceae)" Chem.Pharm.Bul´l.,. 38. 1107-109 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Tadashi Yoshimoto: "An Aminopeptidase N from Escherichia coli HB101:Purification and Demonstration that the Enzyme possesses Arylamidase and Peptidase Activities" Agric.Biol.Chem.,. 52. 217-225 (1988)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Tadashi Yoshimoto: "Purification and Enzymic Properties of an EndoーaーNーacetyl Galactosaminidase from Bacillus Laterosrus SSー16" J.Ferm.Biotech.,. 70. 348-350 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Tamio Ueno(as a contributor) AttaーurーRahman/Editor: "Elsevier" Stdies in Natural Products Chemistry (Contributor),

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Daisuke Uemua AttaーruーRahman/Editor: "Elsevier" Studies in Natural Products Chemistry Vol.5, 24 (1989)

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      「研究成果報告書概要(和文)」より
  • [Publications] Yoshisuke Tsuda(as a contributor): "Elsevier" Studies in Natural Products Chemistry Vol.3, (1989)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] H. Irie, M. Nishimura, M. Yoshida, and T. Ibuka: "Lewis Acid Catalyzed Preparation of some Carbamates and Sulphonylureas. Application to the Determination of Enantiomeric Purity of Chiral Alcohols" J. Chem. Soc.1989. 1209-1210 (1989)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] H. Irie, K. Matsumoto, T. Kitagawa, and Y. Zhang: "Synthesis of the Methyl Ester of AK-Toxin II, a Host-Specific Toxin to Japanese White Pear, and Its Congeners ; Structure-Toxicity Relationship of the Toxin" Chem. Pharm. Bull. 38. 1451-1461 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] H. Irie, J. Maruyama, Y. Zhang, I. Kouno, K. Shimamoto, and Y. Ohfune: "Use of Potassium Peroxodisulfate for Benzylic Oxidation and Oxidative Coupling of Benzoylacetates," SYNLETT. 421-423 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] H. Irie, R. Matsumoto, M. Nisimura, and Y. Zhang: "Synthesis of ((] SY. +-.[)-Heritol, a Sesquiterpen Lacton belonging ti the Aromatic Cadinane Group." Chem. Pharm. Bull. 38. 1852-1856 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] A. Iida, S. Yoshimatsu, M. Sanekata, and T. Fukita: "Fungal Metabolites. IV. Synthesis of an Antibiotic Peptide, Trichosporin B-V, from Trichoderma polysporum Chem. Pharm. Bull., 38, 2997-2003 (1990)." Chem. Pharm. Bull.38. 2997-2003 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] H. Sasai, Y. Kirio, and M. Shibasaki: "Zr(0-T-Bu)_4, an Efficient and Convenient Basic Reagenrt in Organic Synthesis. Utilization in Cross and Intramolecular Aldol Reaction" J. Org. Chem.55. 5306-5308 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] M. Hirama, H. Hioki, and S. Ito: "New Entry to syn-beta-Hydroxy-alpha-Amino Acid" Tetrahedron Letters. 29. 3125-3128 (1988)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] K. Tomioka, Y. Kubota, H. Kawasaki, and K. Koga: "Design, Synthesis, and Antitumor Activity of Steganacin Aza-Analogues" Tetrahedron Letters. 30. 2949-2952 (1989)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] D. Uemura, T. Chiba, Y. Hatashi, and J. Aiso: "Cytotoxic Alkaloids from the Marine Sponges" J. Nat. Prod.

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Y. Hamada, A. Kawai, Y. Kohno, O. Hara, and T. Shioiri: "Stereoselective Total Synthesis of AI-77-B, a Gastroprotective Substance from Bacillus pumilus AI-77" J. Am. Chem. Soc.111. 1524-1524

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] N. Fujii, A. Otaka, T. Watanabe, A. Okanachi, H. Tamamura, H. Yajima, Y. Inagaki, M. Nomizu, and K. Asano: "Silver Trifluoromethanesulphonate as an S-Deprotecting Reagent for the Synthesis of Cyctine Peptides" J. C. S. Chem. Commun. 1989. 283-284 (1989)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] H. Shigemori, N. Sakai, E. Miyoshi, Y. Shizuri, and S. Yamamura: "Bioactive Substances from Lespedeza cuneata L. G. Don and Their Biological Activities" Tetrahedron. 46. 383-394 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] N. Sakai and Y. Ohfune: "Stereoselective Synthesis of the Revised Structure of Galantinic acid" Tetraheron Letters. 31. 4151-4154 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] M. Nishizawa, Y. Kan, W. Shimomoto, and H. Yamada: "alpha-Selective Thermal Glycosidation of Rhamnosyl and Mannosyl Cholrides" Tetrahedron Letters. 31. 2431-2434

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T. Yoshimoto, E. Takahashi, and D. Tsuru: "Purification and Enzymic Properties of an Endo-a-N-acetyl galactosaminidase from Bacillus lapterosporus SS-16" J. Ferm. Biotech.70. 348-350

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

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Published: 1993-08-12  

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