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1990 Fiscal Year Final Research Report Summary

Studies on the Bioorganic Chemistry of Interaction's Substance between High Plant and Low Plant

Research Project

Project/Area Number 01303010
Research Category

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

Allocation TypeSingle-year Grants
Research Field 製造化学・食品
Research InstitutionHokkaido University

Principal Investigator

SAKAMURA Sadao  Fac. Agric. Hokkaido Univ., Prof. Emeritus, 名誉教授 (10001372)

Co-Investigator(Kenkyū-buntansha) KONO Yoshiki  RIKEN, Subーchief researcher, 副主任研究員
ISONO Kiyoshi  RIKEN, Chief researcher, 主任研究員 (70087542)
YAJIMI Akitoshi  Hokkaido National Agric. Exp. Station, Chief, 室長
SATO Hiroji  Fac. Agric. Exp. Farm, Hokkaido Univ., Assoc. Prof., 農学部附属農場, 助教授 (20002074)
ICHIHARA Akitami  Fac. Agric. Hokkaido Univ., Prof.,, 農学部, 教授 (20000820)
Project Period (FY) 1989 – 1990
KeywordsInteraction's substances / Phytotoxin / Antibiotic / Bioactive compound / Pre-infectional compound / Host-specific toxin
Research Abstract

While the interaction between higher and lower plants can take many forms, it is the attack of the micro-organism on the higher plant leading to plant disease. We studied bioorganic chemistry concerns the chemistry of interaction's substances between higher plant and pathogenic fungus.
Outline of research work is summarized as follow.
・ Isolation and structural determination of new phytotoxin, three usnic acid derivatives from the pathogen causing circular leaf spot disease of Japanese persimmon, ampullicin and isoampullicin from fungus obtained from a dead pine tree and syringostatins A and B from the pathogenic bacterial blight of lilac.
・ To investigate the structure-activity relationships of host-specific PM-toxin A, a component of the host-specific corn pathotoxin, comparison of their biological activity demonstrated the general structural feature necessary for the potent activity. AM-toxin is know as host-specific toxin, host-specific toxin action mechanism is inverstigated the structure of a toxin-receptor peptide in apple leaves.
・ Biochemical defense mechanisms involving both pre- and post infectional changes in the host plant. Study of the protection mechanisms of rice plant against bacterial leaf blight. Oryzalides A and B, and oryzalic acid A, which were isolated from healthy flag leaves of rice plant.
Antifungal stress compounds were isolated and identified from adzuki bean that had been treated with C. gregatum type B which is an avirulent strain fungus causing stem rot disease on the host plant.

  • Research Products

    (44 results)

All Other

All Publications (44 results)

  • [Publications] 木村 靖夫: "Pinthunamide,a New Tricyclic Sesquiterpene Amide Produced by a Fungus,Ampulliferina sp." Tetrahedron Letters. 30. 1267-1270 (1989)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 市原 耿民: "Total Synthesis of (-)-Betaenone C" Tetrahedron Letters. 30. 4551-4554 (1989)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 成 杏春: "A New Antibiotic,Tautomycetin" J.Antibiotics. 42. 141-144 (1989)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 及川 秋英: "The Later Stage of the Biosynthesis of Aphidicolin: Accumulation ofIntermediates with Cytochrome Pー450 Inhibitors" Agric.Biol.Chem.,. 53. 299-300 (1989)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 木村 靖夫: "Structure of Rosellichalasin,a New Metabolite Produced by Rosellinia necatrix" Agric.Biol.Chem.,. 53. 1699-1701 (1989)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 佐々 武史: "(-)-Mycousnine and (+)-Isomycousnine,New Phytotoxic Usnic Acid Derivatives from the Phytopathogenic Fungus,Mycosphaerella nawae" Agric.Biol.chem.,. 53. 1743-1744 (1989)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 磯貝 彰: "Syringostatins,Novel Phytotoxins Produced by Pseudomonas syringae pv.syringae" Agric.Biol.Chem.,. 53. 3117-3119 (1989)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 橋本 勝: "The Absolute Configuration of 4,6ーDecadiyneー1,3,8ーtriol Isolated from Gymnopilus spetabilis" Bull.Chem.Soc.Jpn.,. 62. 2751-2752 (1989)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 市原 耿民: "植物毒素研究の動向と展開" 農芸化学会誌. 64. 1151-1154 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 富谷 哲治: "Isolation and Structure of Phosphazomycin C" J.Antibiotics. 43. 118-121 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 成 杏春: "The Structure of Tautomycetin,a Dialkylmaleic Anhydride Antibiotic" J.Antibiotics. 43. 890-896 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 磯野 清: "Antibiotics as Nonーpollution Agricultural Pesiticides" Comments Agric.& Food Chemistry. 2. 123-142 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 木村 靖夫: "Ampullicin and Isoampullicin,New Metabolites from an Ampulliferinaーlike Fungus sp.No.27" Agric.Biol.Chem.,. 54. 813-814 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 渡辺 実: "Novel C_<19>ーKaurane Type of Diterpene (Oryzalide A),a New Antimicrobial Compound Isolated from Healthy Leaves of a Bacterial Leaf Blightーresistant Cultivar of Rice Plant" Agric.Biol.chem.,. 54. 1103-1105 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 佐々 武史: "Structures of (-)-Mycousnine,(+)-Isomycousnine and (+)-Oxymycousnine,New Usnic Acid Derivatives from Phytopathogenic Mycosphaerella nawae" Agric.Biol.Chem.,. 54. 2231-2237 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 木村 靖夫: "Sescandelin,a New Root Promoting Substance Produced by the Fungus,Sesquicillium candelabrum" Agric.Biol.Chem.,. 54. 2477-2479 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 磯貝 彰: "Structure of Syringostatins A and B,Novel Phytotoxins Produced by Pseudomonas syringae pv.syringae from Lilac Blights" Tetrahedron Letters. 31. 695-698 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 福地 直之: "Structure of Phytotoxin Syringomycin Produced by a Sugar Cane Isolated of Pseudomonas syringae pv.syringae" Tetrahedron Letters,. 31. 1589-1592 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 三木 正敬: "Synthesis of (-)-Probetaenone I:Structural Confirmation of Biosynthetic Precursor of Betaenone B" J.Chem.Soc.PERKIN TRANS.1. 1228-1229 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 佐藤 博二: "Antifungal Stress Compounds from Adzuki Bean,Vigna angularis" Agric.Biol.Chem.,. 55. (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 河野 芳樹: "Structures of Oryzalides A and B,and Orizalic Acid A,a Group of Novel Antimicrobial Diterpenes,Isolated from Healthy Leaves of a Bacterial leaf BlightーResistant Cultivar of Rice Plant" Agric.Biol.Chem.,. 55. (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 鈴木 義勝: "Toxic Activity of Mimics of the Hostーspecific Pathotoxin PMーToxin on Corn Carrying Texas Maleーsterile Cytoplasm" Agric.Biol.Chem.,. 55. (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Yasuo Kimura: "Pinthunamide, A New Tricyclic Sesquiterpene Amide Produced by a Fungus, Ampulliferina Sp." Tetrahedron Letters. 30(10). 1267-1270 (1989)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Akitami Ichihara: "Total Synthesis of (-)-Betenone C" Tetrahedron Letters. 30(34). 4551-4554 (1989)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Xing-Chun Cheng: "A New Antibiotic, Tautomycetin" J. Antibiotics. 42(1). 141-144 (1989)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Hideaki Oikawa: "The Later Stage of the Biosynthesis of Aphidicolin : Accumulation of Intermediates with Cytochrome P-450 Inhibitors" Agric. Biol. Chem.53(1). 299-300 (1989)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Yasuo Kimura: "Structure of Rosellichalasin, a New Metabolite Produced by Rosellinia necatrix" Agric. Biol. Chem.53(6). 1699-1701 (1989)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Takeshi Sassa: "(-)-Mycousnine and (+)-Isomycousnine, New Phytotoxic Usnic Acid Derivatives from the Phytopathogenic Fungus, Mycosphaerella nawae" Agric. Biol. Chem.53(6). 1743-1744 (1989)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Akira Isogai: "Syringostatins, Novel Phytotoxins Produced by Pseudomonas Syringae Pv. Syringae" Agric. Biol. Chem.53(11). 3117-3119 (1989)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Masaru Hashimoto: "The Absolute Configuration of 4, 6-Decadiyne-1, 3, 8-triol Isolated from Gymnopilus Spetabilis" Bull. Chem. Soc. Jpn.62. 2751-2752 (1989)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Akitami Ichihara: "Proceeding of Phytotoxins" Nippon Nogeikagaku Kaishi. 64(6). 1151-1154 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Tetsuji Tomiya: "Isolation and Structure of Phosphazomycin C" J. Antibiotics. 43(1). 118-121 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Xing-Chun Cheng: "The Structure of Tautomycetin, a Dialkylmaleic Anhydride Antibiotic" J. Antibiotics. 43(7). 890-896 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Kiyoshi Isono: "Antibiotics as Non-Pollution Agricultural Pesiticides" Comments Agric. & Food Chem.2(2). 123-142 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Yasuo Kimura: "Ampullicin and Isoampullicin, New Metabolites from an Ampulliferina-like Fungus sp. No. 27" Agric. Biol. Chem.54(3). 813-814 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Minoru Watanabe: "Novel C_<19>-Kaurane Type of Diterpene (Oryzalide A), A New Antimicrobial Compound Isolated from Healthy Leaves of a Bacterial Leaf Blight-resistant Cultivar of Rice Plant" Agric. Biol. Chem.54(4). 1103-1105 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Takeshi Sassa: "Structures of (-)-Mycousnine, (+)-Isomyscousnine and (+)-Oxymycousine, New Usnic Acid Derivatives from Phytopathogenic Mycosphaerella nawae" Agric. Biol. Chem.54(9). 2231-2237 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Yasuo kimura: "Sescandelin, a New Root Promoting Substance Produced by the Fungus, Sesquicillium candelabrum" Agric. Biol. Chem.54(9). 2477-2479 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Akira Isogai: "Structure of Syringostatins A and B, Novel Phytotoxins Produced by Pseudomonas Syringae Pv. Syringae from Lilac Blight" Tetrahedron Letters. 31(5). 695-698 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Naoyuki Fukuchi: "Structure of Phytotoxin Syringomycin Produced by a Sugar Cane Isolated of Pseudomonas Syringae Pv. Syringac" Tetrahedron Letter. 31(11). 1589-1592 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Shokyo Miki: "Synthesis of (-)-Probetaenone I : Structural Confirmation of Biosynthesis Precursor Betaenone B" J. Chem. Soc. PERKIN TRANS 1. 1228-1229 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Hiroji Sato: "Antifungal Stress Compound from Azuki Bean, Vigna angularis" Agric. Biol. Chem.55. (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Yoshiki Kono: "Structures of Oryzalides A and B, and Orizali Acid A, a Group of Novel Antimicrobial Diterpenes, Isolated from Healthy Leaves of a Bacterial leaf Blight-Resistant Cultivar of Rice Plant" Agric. Biol. Chem.55. (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Yoshikatsu Suzuki: "Toxic Activity of mimics of the Host-spcific Pathtoxin PMーToxin on Corn Carrying Texas Male-sterile Cytplasm" Agric. Biol. Chem.55. (1991)

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

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Published: 1993-08-12   Modified: 2017-03-27  

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