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DIVERSIFIED STUDIES ON DEVELOPMENT OF RARE MEDICINAL RESOURCE PLANTS IN RYUKYU ISLANDS

Research Project

Project/Area Number 06453187
Research Category

Grant-in-Aid for General Scientific Research (B)

Allocation TypeSingle-year Grants
Research Field Chemical pharmacy
Research InstitutionCHIBA UNIVERSITY

Principal Investigator

AIMI Norio  Chiba University Faculty of Pharmaceutical Science, Professor, 薬学部, 教授 (30009170)

Co-Investigator(Kenkyū-buntansha) KITAJIMA Mariko  Chiba University Faculty of Pharmaceutical Sciences, Research Associate, 薬学部, 助手 (60195261)
Project Period (FY) 1994 – 1995
Project Status Completed (Fiscal Year 1995)
Budget Amount *help
¥7,900,000 (Direct Cost: ¥7,900,000)
Fiscal Year 1995: ¥2,500,000 (Direct Cost: ¥2,500,000)
Fiscal Year 1994: ¥5,400,000 (Direct Cost: ¥5,400,000)
KeywordsOphiorrhiza pumila / Rubiaceae / Camptothecin / Plant cell culture / Differentiation / Regenerated plants / Alkaloids / Anthraquinones / 医薬資源植物 / アカネ科 / 琉球列島 / チャボイナモリ / カンプトテシン / 組織培養 / アントラキノン類
Research Abstract

1.Cell cultivation of Ophiorrhiza pumila
(1)Studies on metabolites of cultured callus : The cultured callus produced a group of anthraquinones instead of anticipated alkaloids. Structures of nine anthraquinones including two new molecules, 1-hydroxy-2-hydroxymethyl-3-methoxy anthraquinone and 2-butoxymethyl-1,3-dihydroxy anthraquinone, were elucidated.
(2)Induction of differentiated plants from callus of Ophiorrhyza pumila : Regenerated plants were formed from the callus. Studies on the constituents revealed occurrences of camptothecin, 9-methoxycamptothecin, pumiloside, and 3(R)-deoxypumiloside, proving expression of the same alkaloid-forming enzyme activities as the original plant.
2.A step toward biosynthesis-modeled synthesis of camptothecin : 3-epi-pumiloside tetraacetate was converted to the C-7 deoxy derivative. The resulting product proved to be identical with the acetate of natural deoxypumiloside ; an observation that required us to revise the proposed C-3 stereo chemistry of the above natural molecule form alpha to beta.
3.Synthesis of new camptothecin derivatives : Synthesis of five esters of 10-hydroxycamptothecin was made ; esters with saturated fatty acids of 10,12,16,18 and 20 carbons, respectively. Biological activity tests for mammalian esterases and for topoisomerase I are under progress.
4.Studies on the constituents of Vernonia cenerea and V.arborea : A study on the constituents of V.cinerea was unsuccessful because of scarece material amount. V.arborea native to South Thai gave a new lignan of unknown structure besides known 3-0-caffeoyl quinic acid.
5.Search for new medicinal resource plants : Studies on some Okinawan or Tropical Asian plant species of such genera as Morrinda (Rubiaceae), Hedyotis (Rubiaceae), Glycosmis (Rutaceae), Murraya (Rutaceae), or Acalypha (Euphorbiaceae), are in progress under close contact with scientists in the countries of South East Asia.

Report

(3 results)
  • 1995 Annual Research Report   Final Research Report Summary
  • 1994 Annual Research Report
  • Research Products

    (17 results)

All Other

All Publications (17 results)

  • [Publications] N. Aimi: "Isolation of Two New Nitrogenous Metabolites from the Cultured Cells of Aspidosperma quebracho-blanco." Heterocycles. 38. 2411-2414 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] S. Subhadhirasakul: "Hunterioside, First Biose Bound Monoterpenoid Indole Alkaloid from Hunteria zeylanica." Chem. Pharm. Bull.42. 991-993 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] H. Takayama: "On the Indole Alkaloid, Nauclefinine ; Structure Revision, Synthesis, and a Biomimetic Transformation from the Vincoside Lactam." Tetrahedron Letters. 35. 8813-8816 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] H. Takayama: "The First Total Synthesis of (-)-Mitragynine, an Analgesic Indole Alkaloid in Mitragyna speciosa." Tetrahedron Letters. 36. 9337-9340 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] N. Aimi: "Chemical Constituents Isolated from Cultivated Hybrid Cells if Rauwolfia serpentina x Rhazya stricta." Tetrahedron Letters. (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] N. Aimi: "Studies on the Chemical Constituents in Ophiorrhiza pumila cullus cultures." Planta Medica. (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] N.Aimi: "Isolation of Two New Nitrogenous Metabolites from the Cultured Cells of Aspidosperma quebracho-blanco." Heterocycles. 38. 2411-2414 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] S.Subhadhirasakul: "Hunterioside, First Biose Bound Monoterpenoid Indole Alkaloid from Hunteria zeylanica." Chem.Pharm.Bull. 42. 991-993 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] H.Takayama: "On the Indole Alkaloid, Nauclefidine ; Structure Revision, Synthesis, and a Biomimetic Transformation from the Vincoside Lactam." Tetrahedron Letters. 35. 8813-8816 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] H.Takayama: "The First Total Synthesis of (-)-Mitragynine, an Analgesic Indole Alkaloid in Mitragyna speciosa." Tetrahedron Letters. 36. 9337-9340 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] N.Aimi: "Chemical Constituents Isolated from Cultivated Hybrid Cells of Rauwolfia serpentina x Rhazya stricta." Tetrahedron Letters. (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] N.Aimi: "Studies on the Chemical Constituents in Ophiorrhiza pumila cullus cultures." Planta Medica. (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] H.Takayama: "The First Total Synthesis of (-)-Mitragynine,an Analgesic Indole Alkaloid in Mitragyna speciosa." Tetrahedron Letters. 36. 9337-9340 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] N.Aimi: "Chemical Constituents Isolated from Cultivated Hybrid Cells of Rauwolfia serpentina x Rhazya stricta." Tetrahedron Letters. (1996)

    • Related Report
      1995 Annual Research Report
  • [Publications] N.Aimi: "Studies on the Chemical Constituents in Ophiorrhiza pumila cullus cultures." Planta Medica. (1996)

    • Related Report
      1995 Annual Research Report
  • [Publications] Sanan Subhadhirasakul: "Hunterioside. Ferst Biose Bound Monoterpenoid Indole Alkaloid from Hunteria zeylanica" Chemical & Pharmaceutical Bulletin. 42. 991-993 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] Norio Aimi: "Isolation of Two New Nitrogeneous Metabolites from the Cultured Cells of Aspidosperma quebracho-blanco" Heterocycles. 38. 2411-2414 (1994)

    • Related Report
      1994 Annual Research Report

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Published: 1994-04-01   Modified: 2016-04-21  

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