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Targeted Pursuit of Challenging Bioactive Molecules

Research Project

Project/Area Number 11175101
Research Category

Grant-in-Aid for Scientific Research on Priority Areas

Allocation TypeSingle-year Grants
Review Section Science and Engineering
Research InstitutionNagoya University

Principal Investigator

UEMURA Daisuke  Nagoya University, Graduate School of Science, Department of Chemistry, Professor, 大学院・理学研究科, 教授 (00022731)

Co-Investigator(Kenkyū-buntansha) KITAGAWA Teizo  Okazaki National Research Institute, Center for Integrative Bioscience, Professor, 総合バイオサイエンスセンター, 教授 (40029955)
MURATA Michio  Osaka University, Graduate School of Science, Professor, 大学院・理学研究科, 教授 (40183652)
EBIZUKA Yutaka  The University of Tokyo, School of Pharmaceutical Sciences, Professor, 大学院・薬学系研究科, 教授 (90107384)
中村 英士  名古屋大学, 大学院・生命農学研究科, 教授 (90217878)
Project Period (FY) 1999 – 2003
Project Status Completed (Fiscal Year 2003)
Budget Amount *help
¥296,100,000 (Direct Cost: ¥296,100,000)
Fiscal Year 2003: ¥3,000,000 (Direct Cost: ¥3,000,000)
Fiscal Year 2002: ¥26,700,000 (Direct Cost: ¥26,700,000)
Fiscal Year 2001: ¥43,000,000 (Direct Cost: ¥43,000,000)
Fiscal Year 2000: ¥73,400,000 (Direct Cost: ¥73,400,000)
Fiscal Year 1999: ¥150,000,000 (Direct Cost: ¥150,000,000)
KeywordsBiologically intriguing phenomena / Transient or unstable states / Effective molecules / Structure determination / Key bioactive molecules / Natural products chemistry / Field observation / 鍵化学物質 / 複合性 / 微量構造解析 / 未解明生物現象 / 植物の開花関連物質 / ホヤ精子誘因物質 / 食虫動物麻酔物質 / アジサイの色調 / 青色光センサー / 光屈性物質 / 花芽形成物質 / オニヒトデ誘因物 / ミドリムシの青色センサー / プラリナトガリネズミ / 固体NMR装置 / アンホテリシン二量体 / シガトキシン / ハリクロリン / オニヒトデ / 食餌刺激物質 / アボガド / 肝保護物質 / 固体核磁気共鳴装置 / 生体膜と鍵物質 / 機能性分子 / 名古屋コンファランス / オオアシトガリネズミ / N型カルシウムチャネル開口作用 / ブラリナトガリネズミ / マベガイ / オニヒトデ摂餌刺激物質 / ラッパウニ
Research Abstract

The discovery of a new chemical substance frequently triggers a breakthrough in basic sciences. This priority area aims at identifying natural key compounds that control biologically and physiologically intriguing phenomena. Although such phenomena attract considerable attention in a wide range of scientific fields, biological/biochemical studies of these phenomena are hampered mainly due to the instability and rarity of the relevant chemicals. To overcome difficulties in their isolation and characterization, research in this area is aimed at the development of new methods in structural elucidation and mode of action studies, including bioassays, based on the newest technologies in natural product chemistry, molecular biology, spectroscopic science and organic synthesis.
We conducted this scientific research on priority area with four categories as follows : A01 : Key Bioactive Molecules in Transient or Unstable States A02 : Extremely Effective Key Bioactive Molecules A03 : Unknown Molecules Implicated in Important Biological Phenomena A04 : Determination of the Structure of Key Molecules by Innovative Methods Remarkable results in this project area are as follows : i) Isolation and characterization of blarina toxin, a novel mammalian lethal venom from the short-tailed shrew Blarina brevicauda ii) Nano mol-order structure elucidation of SAAF (sperm-activating and attracting factor) isolated from the ascidian Ciona intestinalis.
We have summarized through this project that exact observation in the real field are extremely remarkable in pursuit for important key compounds.

Report

(6 results)
  • 2003 Annual Research Report   Final Research Report Summary
  • 2002 Annual Research Report
  • 2001 Annual Research Report
  • 2000 Annual Research Report
  • 1999 Annual Research Report
  • Research Products

    (63 results)

All Other

All Publications (63 results)

  • [Publications] M.Kita et al.: "Blarina Toxin, A Mammalian Lethal Venom from the Short-tailed Shrew Blarina brevicauda : Isolation and Characterization"Proceedings of the National Academy of Sciences of the United States of America. 101. 7542-7547 (2004)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] M.Kita et al.: "Symbioimine Exhibiting Inhibitory Effect of Osteoclast Differentiation, from the Symbiotic Marine Dinoflagellate Symbiodinium sp."Journal of the American Chemical Society. 126. 4794-4795 (2004)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] T.Teniya et al.: "Nakiterpiosin, a novel cytotoxic C-nor-D-homosteroid from the Okinawan sponge Terpios hoshinota"Tetrahedron Letters. 44. 5171-5173 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] M.Yoshida et al.: "A chemoattractant of the ascidian spermatozoa is a novel sulfated steroid"Proceedings of the National Academy of Sciences of the United States of America. 99. 14831-14836 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] T.Teruya et al.: "Arachidonic Acid and α-Linolenic Acid, Feeding Attractants for the Crown-of-Thorns Sea Star Acanthaster planci, from the Sea Urchin Toxopneustes pileolus"Journal of Experimental Marine Biology and Ecology. 266. 123-134 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] N.Funa et al.: "A new pathway for polyketide synthesis in microorganisms"Nature. 400. 897-899 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] 上村大輔: ""毒と薬"in 第17回「大学と科学」公開シンポジウム講演収録集 「化学:自然と社会とのかかわり」"クバプロ. 11 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Blarina Toxin: "A Mammalian Lethal Venom from the Shor-tailed Shrew Blarina brevicauda : Isolation and Characterization."Proceedings of the National Academy of Sciences of the United States of America. 101. 7542-7547 (2004)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] M.Kita: "Symbioimine Exhibiting Inhibitory Effect of Osteoclast Differentiation, from the Symbiotic Marine Dinoflagellate Symbiodinium sp."Journal of the American Chemical Society. 126. 4794-4795 (2004)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] T.Teruya: "Nakiterpiosin, A Novel Cytotoxic C-Nor-D-homosteroid from the Okinawan Sponge Terpios hoshinota"Tetrahedron Letters. 44. 5171-5173 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] M.Yoshida: "A chemoattractant of the ascidian spermatozoa is a novel sulfated steroid"Proceedings of the National Academy of Sciences of the United States of America. 99. 14831-14836 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] T.Teruya: "Arachidonic Acid and α-Linolenic Acid, Feeding Attractants for the Crown-of-Thorns Sea Star Acanthaster planci, from the Sea Urchin Toxopneustes pileolus"Journal of Experimental Marine Biology and Ecology. 266. 123-134 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] N.Funa: "A new pathway for polyketide synthesis in microorganisms"Nature. 400. 897-899 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] I.Hayakawa et al.: "Synthesis of(±)-Pinnaic Acid"Heterocycles. Vol.59. 441-444 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] H.Kigoshi et al.: "Enantioselective Synthesis of 15-epi-Haterumalide NA Methyl Ester and Revised Structure of Haterumalide NA."Organic Letters. Vol.5. 957-960 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] K.Ito et al.: "Channel induction by palytoxin in yeast cells expressing Na^+,K^+-ATPase or its chimera with sarco/endoplasmic reticulum Ca^<2+>-ATPase"FEES Letters. Vol.543. 108-112 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] T.Teruya et al.: "Nakiterpiosin, a novel cytotoxic C-nor-D-homosteroid from the Okinawan sponge Terpios hoshinota."Tetrahedron Letters. Vol.44. 5171-5173 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] M.Kuramoto et al.: "Studies in Bioactive Marine Alkaloids"有機合成化学協会誌. Vol.61(11). 1099-1105 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] K.Araki et al.: "Enantioselective Synthesis of the Spirotetracyclic Carbon Core of Mangicols using a Stereoselective Transannular Diels-Alder Strategy"Angewandte Chemie.International edition in English. Vol.43. 81-84 (2004)

    • Related Report
      2003 Annual Research Report
  • [Publications] H.Kigoshi et al.: "Isolation of Tribromoacetamide from an Okinawan Alga and Biological Activities of Its Analogs"Chemistry Letters. Vol.33. 98-99 (2004)

    • Related Report
      2003 Annual Research Report
  • [Publications] M.Kuramoto et al.: "Bioactive Alkaloids from the Sea : A Review"Marine Drugs. Vol.1. 39-54 (2004)

    • Related Report
      2003 Annual Research Report
  • [Publications] T.Teruya et al.: "Nakiterpiosin and Nakiterpiosinone, Novel Cytotoxic C-nor-D-homosteroids from the Okinawan Sponge Terpios hoshinota"Tertahedron. (in press).

    • Related Report
      2003 Annual Research Report
  • [Publications] M.Kita et al.: "Symbioimine Exhibiting Inhibitory Effect of Osteoclast Differentiation, from the Symbiotic Marine Dinoflagellate Symbiodinium sp."Journal of the American Chemical Society. (in press).

    • Related Report
      2003 Annual Research Report
  • [Publications] Tetsuya Sengoku et al.: "Synthetic Approach to Kendomycin : Preparation of the C-glycosidic core"Chemical Communication. (in press).

    • Related Report
      2003 Annual Research Report
  • [Publications] D.Uemura et al.: "毒と薬,第17回「大学と科学」公開シンポジウム講演収録集「化学:自然と社会とのかかわり」"クバプロ. 171 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] K.Suenaga et al.: "海洋天然物化学,「先端化学シリーズV;海洋天然物、錯体、コンビナトリアル、全合成」(日本科学会編)"丸善. 5 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] Daisuke Uemura et al.: "Terpiodiene : A Novel Tricyclic Alcohol from the Okinawan Sponge Terpios hoshinota"Chemistry Letters. 38-39 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Daisuke Uemura et al.: "Total synthesis of attenols A and B"Tetrahedron. 58. 1983-1995 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Daisuke Uemura et al.: "Hedathiosulfonic acids A and B, novel thiosulfonic acids from the deep-sea urchin Echinocardium cordatum"Tetrahedron. 58. 6405-6412 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Daisuke Uemura et al.: "A novel dipeptide, N-γ-glutamyl boletine, and a cyclic iminium toxin from the mushroom Tylopilus sp.(Boletaceae)"Tetrahedron Letters. 43. 6501-6504 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Daisuke Uemura et al.: "Haterumaimides J and K, Potent Cytotoxic Diterpene Alkaloids from the Ascidian Lissoclinum Species"Chemistry Letters. 1028-1029 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Daisuke Uemura et al.: "Enantioselective Synthesis of Haterumalide NA Methyl Ester and Revised Structure of Haterumalide NA"Organic Letters. (in press).

    • Related Report
      2002 Annual Research Report
  • [Publications] Daisuke Uemura et al.: "Organic Synthesis with Natural Products in My Favorite Organic Synthesis : The 60^<th> Anniversary of the Society of Synthetic Organic Chemistry, Japan"Kagaku-Dojin Publishing Co., Inc.. 234-235 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Daisuke Uemura et al.: "Arachidonic Acid and α-Linolenic Acid, Feeding Attractants for the Crown-of-Thorns Sea Star Acanthaster planci, from the Sea Urchin Toxopneustes pileolus"Journal of Experimenta Marine Biology and Ecology. 266. 123-134 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] Daisuke Uemura et al.: "Isolation and Structure of Korolkosede, a Bis-Iridoid Glucoside from Lonicera korolkovii"Journal of the Natural Products. 64. 1090-1092 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] Daisuke Uemura et al.: "Stereostructure and Bioactivities of Jolkinolide D"Chemistry Letters. 518-519 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] Yutaka Ebizuka et al.: "Pentaketide-melanin Biosynthesis in Aspergillus fumigatus Requires Chain-length Shortening of a Heptaketide Precursor"J. Biol. Chem.. 276. 29292-29298 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] Teizo Kitagawa et al.: "Presence of the heme-oxo intermediate in oxygenation of carbon monoxide by cytochrome c oxidase revealed by resonance Raman spectroscopy"J. Am. Chem. Soc.. 123. 757-758 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] Michio Murata et al.: "Cholesterol markedly reduces ion permeability induced by membrane-bound amphotericin B"Biochim. Biophys. Acta. 2002

    • Related Report
      2001 Annual Research Report
  • [Publications] Kiyotake Suenaga, et.al.: "Enantioselective Synthesis of Attenols A and B"Organic Letters. 3. 527-529 (2001)

    • Related Report
      2000 Annual Research Report
  • [Publications] Noboru Takada, et.al: "Isolation and Structures of Haterumadioxins A and B, Cytotoxic Endoperoxides from the Okinawan Sponge Plakortis lita"Journal of Natural Products. (印刷中).

    • Related Report
      2000 Annual Research Report
  • [Publications] Md.Jasim Uddin, et.al: "Haterumaimides A-E, five new dichlorolissoclimide-type diterpenoids from an ascidian, Lissoclinum sp."Hetrocycles. (印刷中).

    • Related Report
      2000 Annual Research Report
  • [Publications] Susumu Kokubo, et.al: "Kohamaic acids A and B, Novel Cytotoxic Sesterterpenis Acids, from the Marine Sponge Ircinia sp."Chemistry Letters. 176-177 (2001)

    • Related Report
      2000 Annual Research Report
  • [Publications] Hideo Kigoshi, et.al: "Turbotoxins A and B, Novel Diiodotyramine Derivatives"Tetrahedron. 56. 9063-9070 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] Noboru Takada, et.al: "Pinnamine, an Alkaloidal Marine Toxin, Isolated from Pinna muricata"Tetrahedron Letters. 41. 6425-6428 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] Susumu Kokubo, et.al: "Structures of Amamistatins A and B, Novel Growth Inhibitors of Human Tumor Cell Lines from Nocardia asteroides"Tetrahedron. 56. 8364-8369 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] Hideo Kigoshi, et.al: "Synthetic studies of ingenol : synthesis of in, out-tricyclo [7.4.1.01,5] tetradecan-14-one"Tetrahedron Letters. 41. 3927-3930 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] Y.Kim, et.al: "Presence of the heme-oxo intermediate in oxygenation of carbon monoxide by cytochrome c oxidase revealed by resonance Raman spectroscopy"Jorunal of the American Chemical Society. 123. 757-758 (2001)

    • Related Report
      2000 Annual Research Report
  • [Publications] Nakamura,Hideshi, et.al: "Design, Synthesis, and Evaluation of the Transition- State Inhibitors of Coelenterazioe Bioluminescence : Probing the Chiral Environment of Active Site"Jorunal of the American Chemical Society. 123. 1523-1524 (2001)

    • Related Report
      2000 Annual Research Report
  • [Publications] Isao Fujii, et.al: "Enzymatic Synthesis of 1,3,6,8-Tetrahydroxynaphthalene Solely from Malonyl Coeozme A by a Fungal Iterative Type I Polyketide Synthase PKS1"Biochemistry. 39. 8853-8858 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] K.Konoki, et.al: "Development of Biotin-Avidin Technology to Investigate Okadaic Acid-Promoted Cell Signalin Pathwa"Tetrahedron. 56. 9003-9014 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] Makoro Kuramoto: "Drugs from the Sea"S.Karger Ag.Basel. 98-106 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] 末永聖武: "未解明生物現象の化学"化学工業社. 18-22 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] H. Arimoto, et al.: "Synthesis of Pinnaic Acid ; Asymmetric Construction of Spirocyclic Core"Tetrahedron Lett.. 40(18). 3583-3586 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] H. Kigoshi, et al.: "Turbotoxins A and B, Novel Diiodotyramine Derivatives from Japanese Gastropod Turbo marmorata"Tetrahedron Lett.. 40(31). 5745-5748 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] N. Takada, et al.: "Isolation and Structures of Haterumalides NA, NB, NC ; ND, and NE, Novel macrolides from an Okinawan Songe Ircinia sp."Tetrahedron Lett.. 40(34). 6309-6312 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] K. Yamaguchi, et al.: "Suppresive Effect of Norzoanthamine Hydrochloride on Experimental Osteoporosis in Ovariectomized Mice"Biol. Pharm. Bull.. 22(9). 920-924 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] N. Takada, et al.: "Isolation and Structure of Attenols A and B, Novel Bicyclic Triols from the Chinese Bivalue Pinna attenuata"Chem. Lett.. (10). 1025-1026 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] K. Suenaga, et al.: "Isolation and Structure of Kasarin, a Novel Azetinone Compound, Isolated from a Marine Microorganism"Heterocycles. (印刷中). (2000)

    • Related Report
      1999 Annual Research Report
  • [Publications] D. Uemura: "The Search for Antitumor Substance from Marine Organisms"New Resources for Chemoprevention and Cancer Treatment. (印刷中). (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] 末永聖武,上村大輔: "未解明生物現象の化学"化学工業. 51(1). 18-22 (2000)

    • Related Report
      1999 Annual Research Report
  • [Publications] M. Kuramoto, et al.: "Drug from the Sea"S. Karger Ag, Basel (印刷中). (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] 上江田捷博 ら: "別冊化学「化学の世界記録集」"化学同人. (1999)

    • Related Report
      1999 Annual Research Report

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Published: 1999-04-01   Modified: 2018-03-28  

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