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Survey of the New Medically Active Natural Products.

Research Project

Project/Area Number 04453148
Research Category

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

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

Principal Investigator

NOZOE Shigeo  Pharmaceutical Institute, Tohoku University, Professor, 薬学部, 教授 (50013305)

Co-Investigator(Kenkyū-buntansha) ENDO Takeshi  Fuji Chemical Engineering Company, Director, 医薬事業部, 部長
Project Period (FY) 1992 – 1993
Project Status Completed (Fiscal Year 1993)
Budget Amount *help
¥7,200,000 (Direct Cost: ¥7,200,000)
Fiscal Year 1993: ¥1,300,000 (Direct Cost: ¥1,300,000)
Fiscal Year 1992: ¥5,900,000 (Direct Cost: ¥5,900,000)
KeywordsAnti-tumor compound / Basidiomycetes / Glutamate receptor / Monoamine oxidase / Lipoxygenase / 抗腫瘍性物質 / グルタミン酸アゴニスト / グルタミン酸アンタゴニスト
Research Abstract

Under the research project on the isolation of the new natural products having certain medical sources such as the fruiting bodies or fermented mycelia of the fungi belong to the class of Besidiomycete as well as the medicinal plants growing in the Amazon district. Bioassay we used in this research work are ; i) cytotoxic activity against some cansor cell-line such as P388 and L1210, ii) inhibitory activity towards some enzymes such as lipoxygenase, mono amine oxidase acethylcholintransferase, and to calmodulin, iii) agonistic and antagonistic activity against glutamic acid receptors. We have isolated new chlorinated compound name rupherin. A number of derivatives were synthesized and the cytotoxic activity were tested. Some of the derivatives shows very intense structure were determined and many derivatives having inhibitory activity agonist lipoxygenase and monoamime oxidase were also obtained. Two amino acids showing an antagonistic activity toward NMDA recepter subtype were isolated from a poisonous mushroom, Amanita Pantherina. From another poisonous mushroom, Clitocybe acromelalga, two derivatives of acromelic acid, the potent glutamic acid agonist, were obtained.

Report

(3 results)
  • 1993 Annual Research Report   Final Research Report Summary
  • 1992 Annual Research Report
  • Research Products

    (54 results)

All Other

All Publications (54 results)

  • [Publications] 遠藤雄一: "Neofavelanne,a Novel Tetracyclic Cyclobutene Derivative from the Brazilian Plant,Cnidoscolus phyllacanthus." Tetrahedron Lett.33. 353-356 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] 高橋昭: "Isolation of 1-β-D-Arabinofuranosylcytosine from the Mushroom the Xerocomus nigromaculatus HONGO." Chem.Pharm.Bull. 40. 1313-1314 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] 伏谷眞二: "L-Stizolobic Acid and L-Stizolobinic Acid from Clitocybe Acromelalga,Precursoes of Acromelic Acids." Phytochemistry. 31. 2337-2339 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] 伏谷眞二: "Isolation of Acromelic Acids D and E from Clitocybe Acromelalga." Heterocycles. 34. 1277-1280 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] 近藤嘉和: "Cytokine-Related Immunopotentiating Activities of Paramylon,A β-(1-3)-D-Glucan from Euglena Gracilis." J.Pharmacobio-Dyn.15. 617-621 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] 近藤嘉和: "Selective Inhibition of T-Cell-Dependent Immune Responses by Bisbenzylisoquinoline Alkaloids in vivo." Int.J.Immunopharmac.14. 1181-1186 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] 船山信次: "Isolation and Structure of a New Polyether Antibiotic,Octacyclomycin." J.Antibio.45. 1686-1691 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] 高橋昭: "Repandiol,a New Cytotoxic Diepoxide from the Mushrooms Hydnum repandum and H.repandum var.album." Chem.Pharm.Bull.40. 3181-3184 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] 高橋昭: "Russula A,a New Cytotoxic Substance from the Mushroom Russula subnigricans HONGO." Chem.Pharm.Bull.40. 3185-3188 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] 高橋昭: "5-Lipoxygenase Inhibitors Isolated from the Mushroom Boletopsis lecmelas(PERS)FAYOD." Chem.Pharm.Bull.40. 3194-3196 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] 野副重男: "Neocalzilins A and B,Nobel Polyenoses from Streptmyces Carzinostaticus." Tetrahedron Lett.33. 7547-7550 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] 野副重男: "Synthesis of Neocarzilin A:an Absolute Stereochemistry." Tetrahedron Lett.33. 7551-7552 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] 我妻勉: "Revised Structure and Stereochemistry of Hypothemycin." Chem.Pharm.Bull.41. 373-375 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] 伏谷眞二: "(2R),(1'R') and (2R),(1'S)-2-Amino-3-(1,2dicarboxyethylthio) propanoic Acids from Amanita pantherina.Antagonists of N-Methyl-D-aspartic Acid(NMDA) Receptors." Chem.Pharm.Bull.41. 484-486 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] 伏谷眞二: "β-Cyano-L-Alanine and N-(γ-L-Glutamyl)-β-Cyano-L-Alanine,Neurotoxic Constituents of Clitocybe Acromelalga." Phytochemistry. 33. 53-55 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] 野副重男: "Roselide A,Novel Dimeric Drimane Sequiterpenoid from The Basidimycete Roseopformes Subflexibilis." Tetrahedron Lett.34. 2497-2500 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] 船山信次: "Isolation of (-)-Preorixine,a Postulated Biosynthetic Key Intermediate of (+)-Orixine and Related Quinoline Alkaloids,from The Stems of Orixa Japonica." Heterocycles. 35. 607-610 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] 高橋昭: "Russuphelines B,C,D,E,New Cytotoxic Substances from the Mushroom Russula subnigricans HONGO." Chem.Pharm.Bull.41. 1726-1729 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] 野副重男: "Chirality of the 3-Hydroxy-3-methylglutaric Acid Moiety of Fasciculic Acid A,a Calmodulin Antagonist Isolated from Naematolama fasciculare." Chem.Pharm.Bull.41. 1738-1742 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] 高橋昭: "Revised Structure of Flavidulols,Constituents of Lactrarius flavidulus Imai,and Structure of Flavidad D." Chem.Pharm.Bull.41. 2032-2033 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] 太田富久: "Faveloxide,A New Isoprenoid Derivative from the Brazillian Plant,Cnidoscolus Phyllacanthus." Heterocycles. 38. 55-56 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] Y.Endo, T.Ohta, and S.Nozoe: "Neofavelanne, a Novel Tetracyclic Cyclobutene Derivative from the Brazilian Plant, Cnidoscolus phyllacanthus." Tetrahedron Lett.33(3). 353-356 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] A.Takahashi, T.Nunozawa, T.Endo, and S.Nozoe: "Isolation 1-beta-D-Arabinofuranosylcytosine from the Mushroom the Xerocomus nigromaculatus H_<ONGO>." Chem. Pharm. Bull.40(5). 1313-1314 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] S.Fushiya, S.Sato, and S.Nozoe: "L-Stizolobic Acid and L-Stizolobinic Acid from Clitocybe Acromelalga, Precursoes of Acrometic Acids." Phytochemistry. 31(7). 2337-2339 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] S.Fushya, S.Sato, Y.Kera, and S.Nozoe: "Isolation of Acromelic Acids D and E from Clitocybe Acromelalga." Heterocycles. 34(7). 1277-1280 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] Y.Kondo, A.Kato, H.Hojo, S.Nozoe, M.Takeuchi, and K.Ochi: "Cytokine-Related Immunopotentiating Activities of Paramylon, A beta-(1-3)-D-Glucan from Euglena Gracilis." J.Pharmacobio-Dyn.15. 617-621 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] Y.Kondo, Y.Imai, H.Hojo, Y.Hashimoto, and S.Nozoe: "Selective Inhibition of T-Cell-Dependent Immune Responses by Bisbenzylisoquinoline Alkaloids in vivo." Int. J.Immunopharmac.14(7). 1181-1186 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] S.Funayama, S.Nozoe, C.Tronquet, Y.Anraku, K.Komiyama, and S.Omura: " Isolation and Structure of a new Polyether Antibiotic, Octacyclomycin." J.Antibio.45(10). 1686-1691 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] A.Takahashi, T.Endo, and S.Nozoe: "Repandiol, a New Cytotoxic Diepoxide from the Mushrooms Hydnum repandum and H.repandum var. album." Chem. Pharm. Bull.40(12). 3181-3184 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] A.Takahashi, T.Agatsuma, M.Matsuda, T.Ohta, T.Nunozawa, T.Endo, and S.Nozoe: "Russuphelin A, a New Cytotoxic Substance from the Mushroom Russula subnigricans H_<ONGO>." Chem. Pharm. Bull.40(12). 3185-3188 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] A.Takahashi, R.Kudo, G.Kusano, and S.Nozoe: "5-Lipoxygenase Inhibitors Isolated from the Mushroom Boletopsis lecmelas (PERS.) F_<AYOD>." Chem. Pharm. Bull.40(12). 3194-3196 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] S.Nozoe, N.Ishii, G.Kusano, K.Kikuchi, and T.Ohta: "Neocalzilins A and B, Nobel Polyenoses from Streptmyces Carzinostaticus." Tetrahedron Lett.33(49). 7547-7550 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] S.Nozoe, K.Kikuchi, N.Ishii, and T.Ohta: "Synthesis of Neocarzilin A : an Absolute Stereochemistry." Tetrahedron Lett.33(49). 7551-7552 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] T.Agatsuma, A.Takahashi, C.Kabuto, and S.Nozoe: "Revised Structure and Stereochemistry of Hypothemycin." Chem. Pharm. Bull.41(2). 373-375 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] S.Fushiya, G.Qu, K.Ishikawa, S.Funayama, and S.Nozoe: "(2R), (1'R'), and (2R), (1'S)-2-Amino-3-(1,2dicarboxyethylthio) propanic Acids from Amanita pantherina. Antagonists of N-Methyl-_D-aspartic Acid(NMDA) Receptors." Chem. Pharm. Bull.41(3). 484-486 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] S.Fushiya, S.Sato, G.Kusano, and S.Nozoe: "beta-Cyano-_L-Alanine and N-(gamma-_L-Glutamyl)-beta-Cyano-_L-Alanine, Neurotoxic Constituents of Clitocybe Acromelalga." Phytochemistry. 33(1). 53-55 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] S.Nozoe, T.Agatsuma, A.Takahashi, H.Ohnishi, Y.In, and G.Kusano: "Roselide A, a Novel Dimeric Drimane Sequiterpenoid from The Basidimycete Roseopformes Subflexibilis." Tetrahedron Lett.34(15). 2497-2500 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] S.Funayama, T.Kageyama, K.Murata, M.Adachi, and S.Nozoe: "Isolation of (-)-Preorixine, a Postulated Biosynthetic Key Intermediate (+)-Orixine and Related Quinoline Alkaloids, from The Stems of Orixa Japonica." Heterocycles. 35(2). 607-610 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] A.Takahashi, T.Agatsuma, T.Ohta, T.Nunozawa, T.Endo, and S.Nozoe: "Russuphelines B, C, D, E, New Cytotoxic Substances from the Mushroom Russula subnigricans H_<ONGO>" Chem. Pharm. Bull.41(10). 1726-1729 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] S.Nozoe, A.Takahashi, and T.Ohta: "Chirality of the 3-Hydroxy-3-methylglutaric Acid Moiety of Fasciculic Acid A, a Calmodulin Antagonist Isolated from Naematolama fasciculare." Chem. Pharm. Bull.41(10). 1738-1742 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] A.Takahashi, G.Kusano, T.Ohta, and S.Nozoe: "Revised Structure of Flavidulols, Constituents of Lactrarius flavidulus Imai, and Structure of Flabiduol D." Chem. Pharm. Bull.41(11). : 2032-2033 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] T.Ohta, Y.Endo, R.Kikuchi, and S.Nozoe: "Faveloxide, A New Isoorenoid Derivatives from The Brazilian Plant, Cnidoscolus Phyllacanthus." Heterocycles. 38(1). 55-56 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] 野副重男: "Neocarzilins A and B,Novel Polyenoes from Streptmyces Carzinostaticus" Tetrahedron Lett.33. 7547-7550 (1992)

    • Related Report
      1993 Annual Research Report
  • [Publications] 野副重男: "Synthesis of Neocarzilin A:an Absolute Stereochemistry" Tetrahedron Lett.33. 7551-7552 (1992)

    • Related Report
      1993 Annual Research Report
  • [Publications] 我妻 勉: "Revised Structure and Stereochemistry of Hypothemycin" Chem.Pharm.Bull.41. 373-375 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] 伏谷眞二: "(2R),(1′R)and(2R),(1′S)-2-Amino-3-(1,2-dicarboxyethylthio)propanoic Acids from Amanita pantherina Antagonists of N-Methyl-D-aspartic Acid(NMDA)Receptor" Chem.Pharm.Bull.41. 484-486 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] 伏谷眞二: "β-Cyano-L-Alanine and N-(γ-L-Glutamyl)-β-Cyano-L-Alanine,Neurotoxic Constituents of Clitocybe Acromelalga" Phytochemistry. 33. 53-55 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] 野副重男: "Roseolide A,a Novel Dimeric Drimane Sequiterpenold from The Basidimycete Roseoformes Subflexibilis" Tetrahedron Lett.34. 2497-2500 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] 高橋 昭: "Isolation of 1-β-D-Arabinofuranosylcy to sine from the Mushroom the Xerocomus nigromaculatus Hongo" Chem.Pharm.Bull.40. 1313-1314 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] 伏谷 眞二: "L-stizolobic Acid and L-stizolobinic Acid from Clitocybe Acromelalga,precursors of Acromelic Acids" Phytochemistry. 31. 2337-2339 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] 伏谷 眞二: "Isolation of Acromeric Acids D and E from Clitocybe Acromeralga" Heterocycles. 34. 1277-1280 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] 高橋 昭: "Repandiol,a New Cytotoxic Diepoxide from the Mushrooms Hydnum repandum and H.repandum var album" Chem.Pharm.Bull.40. 3138-3184 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] 高橋 昭: "Russuphelin A, a New Cytotoxic Substance from the Mushroom Russula Subnigricans Hongo" Chem.Pharm.Bull.40. 3185-3188 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] 高橋 昭: "5-Lipoxygenase Inhibitors Isolated from the Mushroom Boletopsis lecomelas (Pers.)Fayod" Chem.Pharm.Bull.40. 3194-3196 (1992)

    • Related Report
      1992 Annual Research Report

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Published: 1992-04-01   Modified: 2016-04-21  

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