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Research of Bioactive Alkaloids with Polycyclic Skeletons

Research Project

Project/Area Number 17510172
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Living organism molecular science
Research InstitutionHoshi University

Principal Investigator

MORITA Hiroshi  Hoshi University, Faculty of Pharmacy, Professor, 薬学部, 教授 (70220069)

Project Period (FY) 2005 – 2006
Project Status Completed (Fiscal Year 2006)
Budget Amount *help
¥3,200,000 (Direct Cost: ¥3,200,000)
Fiscal Year 2006: ¥700,000 (Direct Cost: ¥700,000)
Fiscal Year 2005: ¥2,500,000 (Direct Cost: ¥2,500,000)
Keywordsalkaloid / plant / acetylcholinesterase / neurotrophic factor / チューブリン
Research Abstract

The Lycopodium and Daphniphyllum alkaloids represent a large family of plant constituents obtained from the club moss belonging to Lycopodiaceae and trees of the genus Daphniphyllum (Daphniphyllaceae), respectively. These structurally diverse alkaloids often possess unusual skeletons, and many of them continue to be of interest from biogenetic and biological points of view as well as providing challenging targets for total synthesis.
Investigation on extracts of Lycopodium complanatum and L. obscurum (Lycopodiaceae) resulted in the isolation of new alkaloids, complanadine B, lycopladine A, and obscurumines. Lannotinidines isolated from L. annotinum and L. annotinum var. acrifolium showed elevated activity of NGF biosynthesis. Lycopodatines and lycovatine A were isolated from L. inundatum and L. clavatum var. Robustum, respectively. Lycoperine A which showed inhibition of acetylcholinesterase and nankakurine B were isolated from L. hamiltonii and structure of nankakurine A was revised. S … More ome of these new alkaloids showed some effects on neurotrophic factor biosynthesis.
Daphniphyllum alkaloids are a family of fused-heterocyclic natural products elaborated by trees of the genus Daphniphyllum (Daphniphyllaceae). These ring systems have attracted great interest as challenging targets for total synthesis^3 as well as biosynthetic studies. In our search for structurally unique and biogenetically interesting Daphniphyllum alkaloids, two novel fused-pentacyclic alkaloids, daphmanidins C and D, consisting of an 1-azabicyclo[5.2.2]undecane, a hexahydronaphthalen-l-one, and a cyclopentane rings, and daphtenidines A-D were isolated from the leaves of Daphniphyllum teijismanni. Daphmanidins C and D induced secretion of neurotrophic factors from human astrocytoma cells.
Two new taxoids, taxezopidines M and N, have been isolated from seeds of the Japanese yew Taxus cuspidata Sieb. et Zucc. and the structures were elucidated on the basis of spectroscopic data. Taxezopidine M reduced the depolymerization process at higher concentration. Less

Report

(3 results)
  • 2006 Annual Research Report   Final Research Report Summary
  • 2005 Annual Research Report
  • Research Products

    (20 results)

All 2006 2005

All Journal Article (20 results)

  • [Journal Article] Lycoperine A, A Novel C27N3-Type Pentacyclic Alkaloid from Lycopodium hamiltonii, Inhibiting AcetyIcholinesterase2006

    • Author(s)
      Yusuke Hirasawa
    • Journal Title

      Org. Lett. 8

      Pages: 123-126

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Daphmanidins E and F, Alkaloids from Daphniphyllum teijsmannii2006

    • Author(s)
      Hiroshi Morita
    • Journal Title

      J. Nat. Prod. 69

      Pages: 418-420

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Lycovatine A, a C16N-type quaternary alkaloid from Lycopodium clavatum var. Robustum.2006

    • Author(s)
      Takaaki Kubota
    • Journal Title

      Heterocycles 68

      Pages: 469-474

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Annual Research Report 2006 Final Research Report Summary
  • [Journal Article] Nankakurine B, a New Alkaloid from Lycopodium hamiltonii and Revised Stereostructure of Nankakurine A2006

    • Author(s)
      Yusuke Hirasawa
    • Journal Title

      Heterocycles 68

      Pages: 2357-2364

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Annual Research Report 2006 Final Research Report Summary
  • [Journal Article] Daphtenidines A-D, new Daphniphyllum alkaloids from Daphniphyllum teijsmannii2006

    • Author(s)
      Takaaki Kubota
    • Journal Title

      Tetrahedron 62

      Pages: 4743-4748

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] LYcopladine A, a new C16N alkaloid from Lycopodium complanatum2006

    • Author(s)
      Kan'ichiro Ishiuchi
    • Journal Title

      Tetrahedron Lett. 47

      Pages: 3287-3289

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] A Novel C27N3-Type Pentacyclic Alkaloid from Lycopodium hamiltonii, Inhibiting Acetylcholinesterase2006

    • Author(s)
      Yusuke Hirasawa, Lycoperine A
    • Journal Title

      Org.Lett. 8

      Pages: 123-126

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Daphmanidins E and F, Alkaloids from Daphniphyllum teijsmannii2006

    • Author(s)
      Hiroshi Morita
    • Journal Title

      J.Nat.Prod. 69

      Pages: 418-420

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Lycovatine A, a C16N-type quaternary alkaloid from Lycopodium clavatum var. Robustum2006

    • Author(s)
      Takaaki Kubota
    • Journal Title

      Heterocycles 68

      Pages: 469-474

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Lycopladine A, a new C16N alkaloid from Lycopodium complanatum2006

    • Author(s)
      Kan'ichiro Ishiuchi
    • Journal Title

      Tetrahedron Lett. 47

      Pages: 3287-3289

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Lycoperine A, A Novel C27N3-Type Pentacyclic Alkaloid from Lycopodium Hamiltonii, Inhibiting Acetylcholinesterase2006

    • Author(s)
      Yusuke Hirasawa
    • Journal Title

      Org.Lett 8

      Pages: 123-126

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Daphmanidins E and F, Alkaloids from Daphniphyllum teijsmanii2006

    • Author(s)
      Hiroshi Morita
    • Journal Title

      J.Nat.Prod. 69

      Pages: 418-420

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Daphtenidines A-D, new Daphniphyllum alkaloids from Daphniphyllum teijsmanii2006

    • Author(s)
      Takaaki Kubota
    • Journal Title

      Tetrahedron 62

      Pages: 4743-4748

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Lycopladine A, a new C16N alkaloid from Lycopodium complanatum2006

    • Author(s)
      Kan' ichiro Ishiuchi
    • Journal Title

      Tetrahedron Lett. 47

      Pages: 3287-3289

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Complanadine B, Obscurumines A and B, New Alkaloids from Two Species of Lycopodium2005

    • Author(s)
      Hiroshi Morita
    • Journal Title

      Tetrahedron 61

      Pages: 1955-1960

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Antimitotic Activity and Reversal of Breast Cancer Resistance Protein-mediated Drug Resistance by Stilbenoids from Bletilla striata2005

    • Author(s)
      Hiroshi Morita
    • Journal Title

      Bioorg.Med.Chem.Lett. 15

      Pages: 1051-1054

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Daphmanidins C and D, Novel Pentacyclic Alkaloids from Daphniphyllum teijsmanii2005

    • Author(s)
      Hiroshi Morita
    • Journal Title

      Org.Lett. 7

      Pages: 459-462

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Lannotinidines A-G, New Alkaloids from Two Species of Lycopodium2005

    • Author(s)
      Koichiro Koyama
    • Journal Title

      Tetrahedron 61

      Pages: 3681-3690

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Taxezopidines M and N, Taxoids from the Japanese Yew, Taxus cuspidata2005

    • Author(s)
      Hiroshi Morita
    • Journal Title

      J.Nat.Prod. 68

      Pages: 935-937

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Lycopodatines A-C, C_<16>N Alkaloids from Lycopodium inundatum2005

    • Author(s)
      Hiroshi Morita
    • Journal Title

      J.Nat.Prod. 68

      Pages: 1809-1812

    • Related Report
      2005 Annual Research Report

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Published: 2005-04-01   Modified: 2016-04-21  

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