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2001 Fiscal Year Final Research Report Summary

Research for utilization of unused natural resources

Research Project

Project/Area Number 11793014
Research Category

Grant-in-Aid for University and Society Collaboration

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

Principal Investigator

KOBAYASHI Jun'ichi  Hokkaido Univ., Grad. School of Pharm. Sci., Prof., 大学院・薬学研究科, 教授 (90221241)

Co-Investigator(Kenkyū-buntansha) TSUDA Masashi  Hokkaido Univ., Grad. School of Pharm. Sci., Asso. Prof., 大学院・薬学研究科, 助教授 (10261322)
SHIGEMORI Hideyuki  Univ. of Tsukuba, Inst. Of App. Biochem., Asso. Prof., 応用生物化学系, 助教授 (70202108)
MORITA Hiroshi  Hokkaido Univ., Grad. School of Pharm. Sci., Asso. Prof., 大学院・薬学研究科, 助教授 (70220069)
孫 歩祥  株式会社アミノアップ化学, 室長
SUN Buxiang  AMINO UP Chem., Co., Ltd., Head of Lab.
Project Period (FY) 1999 – 2001
Keywordssymbiotic dinoflagellate / drug discovery / supplement / plants of northern districts / marine organism / marine microorganism
Research Abstract

1) A new anthracycline-derived pentacyclic metabolite, seragakinone A, and new peptides, dictyonamides A and B, were isolated from a marine-derived fungus Cocodinium sp., and the structures were determined on the basis of combination of NMR analyses, X-ray analysis, and degradation experiments. Seragakinone A showed antimicrobial activity, while dictyonamide A exhibited inhibitory activity against CDK-4.
2) Three new lycopodium alkaloids, seratezomines A 〜 C, with seco-seratinine-type, a seratenine-type, and a lycodoline-type skeletons, respectively, were isolated from the club moss Lycopodium serratum var. serratum. On the other hand, three new alkaloids, complanadine A, lyconadine A, 11-hydroxy lycodine, were isolated from lycopodium complanatum.
3) Fifteen new Daphniphyllum alkaloids, daphnezomines A 〜 G and daphnicyclidins A 〜 H were isolated from Daphniphyllum humile and D. teijsmanni. Daphnezomines A and B are novel alkaloids with aza-adamantane core, while daphnezomines F and G have a 1-azaobicyclo[5.2.2]undecene ring system. Daphnicyclidins A 〜 H possess unque fused hexa- or pentacyclic skeletons.
4) Three new bicyclic peptides, celogentins A 〜 C, were isolated together with moroidin from the seeds of Celosia argentea. Celogentins A 〜 C and moroidin inhibited the polymerization of tubulin. Structure-activity relationship study using four moroidin derivatives as well as Celogentins A 〜 C and moroidin indicated that the bicyclic ring system including non-peptide connections among β^S-Leu, Trp, and His residues with ring size and conformations suitable for interaction with tubulin would be important for their activity.

  • Research Products

    (14 results)

All Other

All Publications (14 results)

  • [Publications] H.Morita: "Senepodine A, a novel C_<22>N_2 alkaloid from Lycopodium chinens"Tetrahedron Lett.. 4. 4199-4201 (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] M.Sekiguchi: "Pacovatinins A〜C, new labdane diterpenoids from the seeds of Renealmia exaltata"J. Nat. Prod.. 64. 1102-1106 (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] J.Kobayashi: "Lyconadin A, a novel alkaloid from Lycopodium comlanatum"J. Org. Chem.. 66. 5901-5904 (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] J.Kobayashi: "Celogentins A〜C, new antimitotic cyclic peptides from the seeds of Celosia argentea"J. Org. Chem.. 66. 6626-6633 (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] J.Kobayashi: "Daphnicylidins A〜H, novel hexa-or penta-cyclic alkaloids from two species of Daphniphyllum"J. Am. Chem. Soc.. 123. 11402-11408 (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] H. Shigemori, et al.: "Seragakinone A, a new pentacyclic Metabolite from a Marine-Derived Fugus"Tetrahedron Lett.. 55. 149255-14930 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] H. Morita, et al.: "Daphnezomines F and G, Novel Alkaloids with 1-azabicyclo [5.2.2] undecane Moiety from Daphniphyllum humile"J. Org. Chem.. 65. 3558-3562 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] H. Morita, et al.: "Serratezomines A〜C, New Alkaloids from Lycopodium serratum var. serratum"J. Org. Chem.. 65. 6241-6245 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] H. Morita, et al.: "Senepodine A, a novel C_<22>N_2 alkaloid from Lycopodium chinens"Tetrahedron Lett.. 42. 4199-4201 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] M. Sekiguchi, et al.: "Pacovatinins A〜C, new labdane diterpenoids from the seeds of Renealmia exaltata"J. Nat. Ptod.. 64. 1102-1106 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] J. Kobayashi, et al.: "Lyconadin A, a novel alkaloid from Lycopodium comlanatum"J. Org. Chem.. 66. 5901-5904 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] K. Komatsu, et al.: "Dictyonamides A and B, New Peptides from Marine-Derived Fugus"J. Org. Chem.. 66. 6189-6192 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] J. Kobayashi, et al.: "Celogentins A〜C, new antimitotic cyclic peptides from the seeds of Celosia argentea"J. Org. Chem.. 66. 6626-6633 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] J. Kobayashi, et al.: "Daphnicylidins A〜H, novel hexa- or penta-cyclic alkaloids from two species of Daphniphyllum"J. Am. Chem. Soc.. 123. 11402-11408 (2001)

    • Description
      「研究成果報告書概要(欧文)」より

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Published: 2004-04-14  

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