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Inhibition of Porphyrin Biosynthesis & Destruction of Thylakoid Membranes

Research Project

Project/Area Number 07406017
Research Category

Grant-in-Aid for Scientific Research (A)

Allocation TypeSingle-year Grants
Section一般
Research Field 植物保護
Research InstitutionTamagawa University

Principal Investigator

WAKABAYASHI Ko  Faculty of Agriculture, Tamagawa University, Professor, 農学部, 教授 (00220830)

Co-Investigator(Kenkyū-buntansha) SATO Yukiharu  Faculty of Agriculture, Tamagawa University, Professor, 農学部, 教授 (40119516)
KOHNO Hitoshi  Faculty of Agriculture, Tamagawa University, Professor, 農学部, 教授 (40074356)
HIRAI Kenji  Sagami Chemical Reseach Center, Chief Scientist, 主任研究員
Project Period (FY) 1995 – 1997
Project Status Completed (Fiscal Year 1997)
Budget Amount *help
¥1,900,000 (Direct Cost: ¥1,900,000)
Fiscal Year 1997: ¥800,000 (Direct Cost: ¥800,000)
Fiscal Year 1996: ¥1,100,000 (Direct Cost: ¥1,100,000)
KeywordsPeroxidizing phytotoxicities / Active oxygen / Protoporphyrinogen-IX oxidase (Protox) / Destruction of thylakoid membranes / Chemiluminescence using isoluminol / Cyclic imides / Diphenyl ethers / Protox inhibitors / 活性酸素
Research Abstract

Phytotoxic diphenyl ethers and cyclic imides induce inhibition of chlorophyll biosynthesis and photooxidative destruction of plant membranes affecting photosynthetic pigment contents. A peroxidizing mechanism of action of the compounds has been proposed already in our precedent study befor staring this Grant-In-Aid Research. The immediate physiological response of plants against the peroxidizing compounds is a halt of chlorophyll biosynthesis in chloroplasts by specific inhibition of protoporphyrinogen-IX oxidase. This inhibition is accompanied by an abnormal accumulation of tetrapyrroles. Protoporphyrin-IX,the main tetrapyrrole intermediate accumulated, acts as a photosensitizer in the light and induces radical formation with subsequent destruction of cellular constituents. Decrease of photosynthetic pigments, chlorophylls and caroteoids, quite well correlates not only ethane formation caused by destruction of thylakoid membranes, but also protoporphyrinogen-IX oxidase inhibition by the peroxidizing compounds. However, it was not fully elucidated yet in our proposal how the starting radicals for peroxidizing process were formed. This research was conducted to establish and confirm radical reactions involved in active oxygen, to elucidate oxidative destruction of thylakoid membranes.
Results obtained (1-3) are now quite well explaining the complicated radical reactions from protoporphyrin-IX accumulation to ethane formation as well as decrease of photosynthetic pigments (see references, the details).
(1) Protoporphyrinogen-IX oxidase inhibitors accumulated tetrapyrroles and induced ethane formation, causing (thlakoid)-membrane destruction.
(2) Photosynthetic electron transport inhibitors allviated ethane formation.
(3) In peroxidizing reaction, lipid-hydroperoxides were determined using HPLC-System combined with isoluminolchemiluminescence, thus confirming radical reactions in the process.

Report

(4 results)
  • 1997 Annual Research Report   Final Research Report Summary
  • 1996 Annual Research Report
  • 1995 Annual Research Report
  • Research Products

    (45 results)

All Other

All Publications (45 results)

  • [Publications] Ryouichi Uraguchi et al: "Molecular Shape Similarity of Cyclic Imides and Protoporphyrinogen-IX" J.Peaticide Science. 22. 314-320 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] Aiko Ohki et al: "Phytotoxicity Caused by Peroxidixing Herbicides Is Alleviated by 2-substituted 4,6-Bis(ethylamino)-1,3,5-triazines" J.Pesticide Science. 22. 309-313 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] Tetsuji Iida et al: "Peroxidizing Phytotoxicities of 1,2-Dialkyl-1,2,4-triazolidines and 3,4-Dialkyl-1,3,4-thiadiazolidines" J.Pesticide Science. 22. 303-308 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] Shizuka Ishida et al: "Protoporphyrinogen-IX Oxidase Inhibition by N-(2,4,5-Trisubstituted phenyl)-3,4,5,6-tetrahydrophthalimides" J.Pesticide Science. 22. 299-302 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] Atsushi Uchida et al: "Isomerization of 3,4-Dialkyl-1,3,4-thiadiazolidines and 3,4-Alkylene-1,3,4-thiadiazolidines by Glutathione S-Transferase" Zeitschrift fur Naturforschung. 52c. 345-350 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] Yukiharu Sato et al: "The Enzymatic Activation of Peroxidizing Cyclic Imide : A New Function of Glutathione S-Transferase and Glutathione" J.Pesticide Science. 22. 33-36 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] Satoshi Senoo et al: "Enzyme-Modified Phytotoxic Structure of Thiadiazolidine Compounds" Zeitschrift fur Naturforschung. 51c. 518-526 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] Kou Shouda et al: "Peroxidizing Phytotoxicities of 1,2-Alkylene-1,2,4-triazolidines and 3,4-Alkylene-1,3,4-thiadiazolidines" J.Pesticide Science. 21. 187-193 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] Beate Nicolaus et al: "Isomerization of Peroxidizing Thiadiazolidine Herbicides Is Catalyzed by Gluthathione S-Transferase" Zeitschrift fur Naturforschung. 51c. 342-354 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] Ko Wakabayashi et al: "Peroxidizing Herbicides (II): Structure-Activity Relationship and Molecular Design" Zeitschrift fur Naturforschung. 50c. 591-601 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] Peter Boger et al: "Peroxidizing Herbicides (I): Mechanism of Action" Zeitschrift fur Naturforschung. 50c. 159-166 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] R.Uraguchi, Y.Sato, A.Nakayama, M.Sekikawa, I.Iwataki, P.Boger & K.Wakabayasi: ""Molecular Shape Similarity of Cyclic Imides and Protoporphyrinogen IX"" J.Pesticide Sci.22. 314-320 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] A.Ohki, S.Ohki, K.Koizumi, Y.Sato, H.Kohno, P.Boger & K.Wakabayashi: ""Phytotoxicity Caused by Peroxidizing Herbicides is Alleviated by 2-substituted 4,6-Bis (ethylamino)-1,3,5-triazines"" J.Pesticide Sci.22. 309-313 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] T.Iida, A.Uchida, R.Uraguchi, Y.Sato, P.oger & K.Wakabayashi: ""Peroxidizing Phytotoxicities of 1,2-Dialkyl-1,2,4-triazolidines and 3,4-Dialkyl-1,3,4-thiadiazolidines"" J.Pesticide Sci.22. 303-308 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] S.Ishida, K.Hirai, H.Kohno, Y.Sato, H.Kubo, P.Boger & K.Wakabayashi: ""Protoporphyrinogen-IX Oxidase Inhibition by N-(2,4,5-Trisubstituted phenyl)-3,4,5,6-tetrahydrophthalimides"" J.Pesticide Sci.22. 299-302 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] A.Uchida, T.Iida, Y.Sato, P.Boger & K.Wakabayashi: ""Isomerization of 3,4-Dialkyl-1,3,4-thiadizolidines and 3,4-Alkylene-1,3,4-thiadiazolidines by Glutathione S-Transferase"" Z.Naturforsch.52c. 345-350 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] Y.Sato, P.Boger & K.Wakabayashi: ""The Enzymatic Activation of Peroxidizing Cyclicsoimide : A New Function of Glutathione S-Transferase and Glutathione"" J.Pesticide Sci.22. 33-36 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] S.Senoo, Y.Iida, K.Shouda, Y.Sato, B.Nicolaus, P.Boger & K.Wakabayashi: ""Enzyme Modified Phytotoxic Structure of Thiadiazolidine Compounds"" Z.Natureforsch.51c. 518-526 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] K.SHouda, T.Iida, A.Uchida, H.Kohno, Y.Sato, B.Nicolaus, P.Boger & K.Wakabayashi: ""Peroxidizing Phytotoxicities of 1,2-Alkylene-1,2,4-triazolidines and 3,44-Alkylene-1,3,4-thiadiazolidines"" J.Pesticide Sci.21. 187-193 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] B.Nicolaus, Y.Sato, K.Wakabayashi & P.Boger: ""Isomerization of Peroxidizing Thiadiazolidine Herbicides Is Catalyzed by Glutathione S-Transferase"" Z.Naturforsch.51c. 342-354 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] K.Wakabayashi & P.Boger: ""Peroxidizing Herbicides (II) : Structure-Activity Relationship and Molecular Design"" Z.Naturforsch.50c. 591-601 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] P.Boger: ""Peroxidizing Hervicides (I) : Mechanism of Action"" Z.Naturforsch.50c. 159-166 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] Beate Nicolaus et al: "Activation of Proherbicides by Glutathinoe S-Transferase" Proceeding ; NATO Advanced Research Workshop : Regulation of Enzymatic Systems Detoxifying Xenobiotics in Plants. 32- (1996)

    • Related Report
      1997 Annual Research Report
  • [Publications] Hitoshi Kohno et al: "The Effects of PET Inhibitors on Peroxidizing Phytotoxic Activity" Proceeding ; 10th Congress,European Plant Physiology and Biochemistry Society. 299-300 (1996)

    • Related Report
      1997 Annual Research Report
  • [Publications] Ko Wakabayashi: "Present Status and Future Prospect of Peroxidizing Herbicides" Fine Chemicals. 26. 5-19 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] Yukiharu Sato et al: "The Enzymatic Activation of Peroxidizing Cyclic Imide : A New Function of Glutathione S-Transferese and Glutathione" J.Pesticide Science. 22. 33-36 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] Chikaaki Muro et al: "Effect of Rhodanine and 2(5H)-Thiophenone in Green Algae and Liverwort Cells" J.Pesticide Science. 22. 1-5 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] Atsushi Uchida et al: "Isomerization of 3,4-Dialkyl-1,3,4-thiadiazolidines and 3,4-Alkylene-1,3,4-thiadiazolidines by Glutathione S-Transferase" Zeitschrift fur Naturforschung. 52c. 345-350 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] Shizuka Ishida et al: "Protoporphyrinogen-IX Oxidase Inhibition by N-(2,4,5-Trisubstituted phenyl)-3,4,5,6-tetrahydrophthalimides" J.Pesticide Science. 22. 299-302 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] Tetsuji Iida et al: "Peroxidizing Phtotoxicities of 1,2-Dialkyl-1,2,4-triazolidines and 3,4-Dialkyl-1,3,4-thiadiazolidines" J.Pesticide Science. 22. 303-308 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] Aiko Ohki et al: "Phytotoxicity Caused by Peroxidizing Herbicides Is Alleviated by 2-Substituted 4,6-Bis(ethylamino)-1,3,5-triazines" J.Pesticide Science. 22. 309-313 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] Pyoichi Uraguchi et al: "Molecular Shape Similarity of Cyclic Imides and Protoporphyrinogen-IX" J.Pesticide Science. 22. 314-320 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] T.Jablonkai et al: "Chemical Catalysis of the Isomerization of a Peroxidizing Herbicidal Thiadiazolidine" Proceeding : The 1997 Brighton Crop Protection Conference-Weeds. 2. 771-776 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] Kou Shouda et al.: "Peroxidizing Phytotoxicities of 1,2-Alkylene-1,2,4-triazolidines and 3,4-Alkylene-1,3,4-thiadiazolidines" J.Pesticide Science. 21. 187-193 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] Motoo Sumida et al.: "Accumulation of Proroporphirinogen-IX Induced by Acifluorfen Methyl" Zeitschrift fur Naturforschung. 51c. 174-178 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] Beate Nicolaus et al.: "Isomerization of Peroxidizing Thiadiazolidine Herbicides Is Catalyzed by Glutathione S-Transferase" Zeitschrift fur Naturforschung. 51c. 342-354 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] Satoshi Senoo et al.: "Enzyme-Modified Phytotoxic Structure of Thiadiazolidine Compounds" Zeitschrift fur Naturforschung. 51c. 518-526 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] Motoo Sumida et al.: "Protoporphyrinogen-IX Oxidase Inhibition of New Diphenyl Ethers" J.Pesticide Science. 21. 317-321 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] Toshio Fujita et al.: "QSAR AND DRUG DESIGN : NEW DEVELOPMENTS AND APPLICATIONS" Edited by Toshio Fujita ; Elsevier,Amsterdam, 493 (1995)

    • Related Report
      1996 Annual Research Report
  • [Publications] Motoo Sumida: "Synthesis of Novel Diphenyl Ether Herbicides" J.Agricultural and Food Chemistry. 43. 1929-1934 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] Tetsushi Ihara: "Peroxidizing Phytotoxic Activity of 1,3,4-Thiadiazolidine-2-thiones and 1,2,4-Triazolidine-3,5-dithiones" J.Pesticide Science. 20. 41-47 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] Tetsuji Iida: "Isomerization and Peroxidizing Phtotoxicity of Thiadiazolidinethione Compounds" Zeitschrift fur Naturforschung. 50c. 186-192 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] Peter Boger: "Peroxidizing Herbicides (I):Mechanism of Action" Zeitschrift fur Naturforschung. 50c. 159-166 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] Ko Wakabayashi: "Peroxidizing Herbicides (II):Structure-Activity Relationship and Molecular Design" Zeitschrift fur Naturforschung. 50c. 591-601 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] Kou Shouda: "Peroxidizing Phytotoxicities of 1,2-Alkylene-1,2,4-triazolidines and 3,4-Alkylene-1,3,4-thiadiazolidines" J.Pesticide Science. 21(in press). (1996)

    • Related Report
      1995 Annual Research Report

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Published: 1996-04-01   Modified: 2016-04-21  

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