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Studies on Intensive Search of New Bioactive Marine Molecules and Their Supply for the Practical Uses

Research Project

Project/Area Number 08558068
Research Category

Grant-in-Aid for Scientific Research (A)

Allocation TypeSingle-year Grants
Section展開研究
Research Field Bioorganic chemistry
Research InstitutionNagoya University (1998)
Shizuoka University (1996-1997)

Principal Investigator

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

Co-Investigator(Kenkyū-buntansha) ARIMOTO Hirokazu  Department of Chemistry, Faculty of Science, Shizuoka University, Associate, 理学部, 助手 (60262789)
YAMADA Kaoru  Sagami Chemical Research Center, Research Fellow
KAWAGISHI Hirokazu  Faculty of Agriculture, Shizuoka University, Assistant Professor (70183283)
山田 薫  財団法人相模中央化学研究所, 研究員
Project Period (FY) 1996 – 1998
Project Status Completed (Fiscal Year 1998)
Budget Amount *help
¥5,800,000 (Direct Cost: ¥5,800,000)
Fiscal Year 1998: ¥2,300,000 (Direct Cost: ¥2,300,000)
Fiscal Year 1997: ¥3,500,000 (Direct Cost: ¥3,500,000)
KeywordsPinnatoxins / Ca^<2+> Channel Activator / Halichlorine / VCAM-1 / cPLA2 Inhibitor / Pinnaic Acids / Osteoporotic Drugs / Norzoanthamine / Biofilm Formation / 抗骨粗鬆症 / ジョルキノライドD / アリキシン / 抗発がんプロモーター / アマミスタチン / フェネチルアミン誘導体 / オキサゾール誘導体 / 抗腫瘍性物質 / アポトーシス / ジョルキノリドD / 骨租鬆症活療剤 / ノルゾアンタシン / 抗P388物質 / ジョルキノリ-ドD / ジテルペン / 抗炎症性 / がん転移抑制
Research Abstract

Isolation and structural elucidation of the novel bioactive marine molecules and their practical supply for pharmacological uses have been successfully performed.
1. Pinnatoxins, Toxic Amphoteric Macrocycles
Shellfish of the genus Pinna live mainly in shallow areas of the temperate and tropical zones of the Indian and Pacific Oceans. We reported the isolation and structure determination of pinnatoxins A, B, C and D from the Okinawan Pinna muricala.
2. Halichlorine, an Inhibitor of VCAM-l Induction
The novel alkaloid halichiorine was isolated from Halichondria okadai and its structure was elucidated by spectroscopic analysis. Halichlorine significantly inhibits VCAM-1 (vascular cell adhesion molecule-1) induction in HUVEC (human umbilical vein endothelial cells).
3. Pinnaic acid and Tauropinnaic acid, Inhibitors of Cytosolic PLA_2
Two novel polyketides with cPLA_2 inhibitory activity, pinnaic acid and tauropinnaic acid were isolated from the Okinawan bivalve Pinna muricata.
4. Norzoanthamine, a Promising Candidate for an Osteoporotic Drug
Norzoanthamine hydrochloride, which suppresses the decrease in bone weight and strength in ovariectomized mice, could be a good candidate for an osteoporotic drug.
5. Marine Molecules Regulating Biofilm Formation
We reproted the isolation and structure of anti-biofilm compounds such as beta-phenethylamine derivatives and untenines A, B, and C.

Report

(4 results)
  • 1998 Annual Research Report   Final Research Report Summary
  • 1997 Annual Research Report
  • 1996 Annual Research Report
  • Research Products

    (47 results)

All Other

All Publications (47 results)

  • [Publications] A.Yamada: "Development of Chemical Substances Regulating Biofilm Formation" Bull.Chem.Soc.Jpn.70. 3061-3069 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] H.Arimoto: "Total Synthesis of Allixin, an Anti-tumor Promoter from Garlic" Tetrahedron Lett.38. 7761-7762 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] M.Kuramoto: "Structure-Activity Relationship of Norzoantharnine Exhibiting Signiticant Inhibition of Osteoporosis" Bull.Chem.Soc.Jpn.71. 771-779 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] M.Fujiwara: "Upregulation of HIV-1 Replication in Chronically Infected Cells by Ingenol Derivatives." Arch.Virol.143. 2003-2010 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] H.Arimoto: "Absolute Stereochemistry of Halichlorire:a Potent Inhibitor of VCAM-1 Induction." Tetrahedron Lett.39. 861-862 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] K.Suenaga: "Structures of Amamistatins A and B, Novel Growth Inhibitors of Human Tumor Cell Lines from an Actinomycete." Tetrahedron Lett.40. 1945-1948 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] G-Y-S.Wang: "Three Novel Anti-microfouling Nitroalkyl Pyridine Alkaloids from the Okinawan Marine Sponge Callyspongia sp." Tetrahedron Lett.37. 1813-1816 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] K.Yamaguchi: "Cyclooxygenase Induction Is Essential for NGF Synthesis Enhancement by NGF Inducers in L-M Cells." Biosci.Biotech.Biochem.60. 92-94 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] M-A.Bae, Aburatubolactam A.: "a Novel Inhibitor of Superoxide Anion Generation from a Marine Microorganism." Heterocycl.Commun.2. 315-318 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] M.Kuramoto, Halichlorine: "an Inhibitor of VCAM-1 Induction from the Marine Sponge Halichondria okadai Kadota." Tetrahedron Lett.37. 3867-3870 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] T.Chou: "Pinnaic Acid and Tauropinnaic Acid : Tow Novel Fatty Acids Composing a 6-Azaspiro [4.5] decane Unit from the Okinawan Bivalve Pinna muricata." Tetrahedron Lett.37. 3871-3874 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] T.Chou: "Relative Stereochemistry of Pinnatoxin A,a Potent Shellfish Poison from Pinna muricata." Tetrahedron Lett.37. 4023-4026 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] T.Chou: "Isolation and Structure of Pinnatoxin D,a New Shellfish Poison from the Okinawan Bivalve Pinna muricata." Tetrahedron Lett.37. 4027-4030 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] H.Arimoto: "Vallartanone B ; Synthesis and Related Studies." Tetrahedron. 52. 13901-13908 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] M.Fujiwara: "Ingenol Derivatives are Highly Potent and Selective Inhibitors of HIV-1 Reprication in vitro." Antiviral Chem.Chemother.7. 230-236 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] M.Fujiwara: "Mechanism of Selective Inhibition of Human Immunodeficiency Virus by Ingenol Triacetate." Antimicrob.Agents Chemother.40. 271-273 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] K.Ishii: "Endothelium Inhibits the Palytoxin-Induced Depolarization and Ca^<2+> Mobilization in Porcine Coronary Artery through Endothelium-Derived Hyperpolarizinf Factor and Nitric Oxide Released by Palytoxin." Life Sciences. 60(7). 91-97 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] K.Ishii: "Possible Mechanism of Palytoxin-Induced Ca^<2+> Mobilization in Porcine Coronary Artery." J.Pharmacol.Exp.Ther.281. 1077-1084 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] M.Kuramoto: "Tanzawaic Acids A,B,C,and D : Inhibitors of Superoxide Anion Production from Penicillium citrinum." Chem.Lett.885-886. 1997

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] M.Kuramoto: "Absolute Configuration of Norzoanthamine, a Promising Candidate for an Osteoporotic Drug." Tetrahedron Lett.38. 5683-5686 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] A.Yamada: "Development of Chemical Substances Regulating Biofilm Formatiom." Bull.Chem.Soc.Jpn.70. 3061-3069 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] H.Arimoto: "Total Synthesis of Allixin ; an Anti-tumor Promoter from Garlic." Tetrahedron Lett.38. 7761-7762 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] H.Arimoto: "Absolute Stereochemistry of Halichlorine ; A Potent Inhibitor of VCAM-1 Induction." Tetrahedron Lett.39. 861-862 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] M.Kuramoto: "Structure-Activity Relationship of Norzoanthamine Exhibiting Significant Inhibition of Osteoporosis." Bull.Chem.Soc.Jpn.71. 771-779 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] M.Fujiwara: "Upregulation of HIV-1 replication in chronically infected cells by ingenol derivatives." Arch.Virol.143. 2003-2010 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] K.Suenaga: "Structures of Amamistatins A and B,Novel Growth Inhibitors of Human Tumor Cell Lines From an Actinomycete." Tetrahedron Lett.40. 1945-1948 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] T.Tsuji: "Norzoanthamine Supprresses PTH Stimulated IL-6 Production in vitro and Bone Resorption in vivo." K.Nagai et al. (Eds.), Animal Cell Technology : Basic & Applied Aspects, Klumer Academic Publishers.Vol.9. 137-141 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] M.Kuramoto: "Zoanthamines, Antiosteoprotic Alkaloids." N.Fusetani et al. (Eds.), Drugs from the Sea, S.Karger Ag.Basel.in press. (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] D.Uemura: "The Search of Anticancer Substances from Marine Organisms." Proceedings of the 3rd Shizuoka Forum on Health and Longevity, Fighting against Cancer : Progress and New Hopes, Dec.11-14. (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] A.Yamada: "Development of Chemical Sutistances Regulating Biofilm Formation" Bull.Chem.Soc.Jpn. 70. 3016-3069 (1997)

    • Related Report
      1998 Annual Research Report
  • [Publications] H.Arimoto: "Total Synthesis of Allixin;an Anti-tumor Promoter from Gavlic" Tetrahedron Lett.38. 7761-7762 (1997)

    • Related Report
      1998 Annual Research Report
  • [Publications] H.Arimoto: "Absolute Stereochemistry of Halichlorine;A potent Inhibitor of VCAM-1 Induction" Tetrahedron Lett.39. 861-862 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] M.Kuramoto: "Structure-Activity Relationship of Norzoantramine Exhibiting Significant Inhibition of Osteoporosis" Bull.Chem.Soc.Jpn.71. 771-779 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] M.Fujiwara: "Upregulation of HIV-1 replication Dr chronically infected cells by ingenol derivatives." Arch.Virol.143. 2003-2010 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] K.Suenaga: "Structures of Amamistatins A and B,Novel Growth Inhibitors of Human Tumor Call Lines from an Actinomycete." Tetrahedron Lett.(印刷中).

    • Related Report
      1998 Annual Research Report
  • [Publications] D.Uemura: "Absolute Configuration of Norzoanthamine,a Promising Candidate for an Osteoporotic Drug." Tetrahedron Lett.38. 5683-5686 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] D.Uemura: "Structure-Activity Relationship of Norzoanthamine Exhibiting Significant Inhibition of Osteoporosis." Bull.Chem.Soc.Jpn.71(印刷中). (1998)

    • Related Report
      1997 Annual Research Report
  • [Publications] D.Uemura: "Total Synthesis of Allixin;An Anti-tumor promoter from Garlic." Tetrahedron Lett.38. 7761-7762 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] D.Uemura: "Development of Chemical Substances Regulating Biofilm Formation." Bull.Chem.Soc.Jpn.70. 3061-3069 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] D.Uemura: "Absolute Stereochemistry of Halichlorine;A Potent Inhibitor of VCAM-1 Induction." Tetrahedron Lett.39. 861-862 (1998)

    • Related Report
      1997 Annual Research Report
  • [Publications] D.Uemura: "Possible Mechanism of Palytoxin-Induced Ca^<2T> Mobilization in Porcine Coronary Artery." J.Pharmacol.Exp.Ther.281. 1077-1084 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] T.Chou ら: "Pinnaic Acid and Tauropinnaic Acid : Two Novel Fatty Acids Composing a 6-Az piro[4,5] decane Unit from the Okinawan Bivalve Pinna muricata" Tetrahedron Lett.37. 3871-3874 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] M.Fujiwara: "Ingenol Derivatives are Highly Potent and Selective Inhibitors of HIV-1 Replication in vivo." Antivir.Chem.Chemother.7. 230-236 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] T.Chou ら: "Relative Stereochemistry of Pinnatoxin A, a Potent Shellfish Poison from Pinna muricata." Tetrahedron Lett.37. 4023-4026 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] T.Chou ら: "Isolation and Structure of Pinnatoxin D,a New Shellfish Poison from the Okinawan Bivalve Pinna muricata." Tetrahedron Lett.37. 4027-4030 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] H.Arimoto ら: "Vallartanone B : Synthesis and Related Studies." Tetrahedron. 52. 13901-13908 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] K.Ishii: "The Mechanism of Palytoxin-induced Ca^<2+> Mobilization in Porcine Coronary Arteries." Life Sciences. (印刷中). (1996)

    • Related Report
      1996 Annual Research Report

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Published: 1997-04-01   Modified: 2016-04-21  

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