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STUDY ON THE MICROBIAL METABOLITRES AS THE MEDICINAL RESOURCES

Research Project

Project/Area Number 03303013
Research Category

Grant-in-Aid for Co-operative Research (A)

Allocation TypeSingle-year Grants
Research Field Chemical pharmacy
Research InstitutionTHE UNIVERSITY OF TOKYO

Principal Investigator

IWASAKI Shigeo  INST.MOL.CELL.BIOSCI., UNIV.KYOTO ; PROFESSOR, 分子細胞生物学研究所, 教授 (00013326)

Co-Investigator(Kenkyū-buntansha) 佐藤 良博  共立薬科大学, 教授 (20050726)
YAMAZAKI Mikio  FACUL.PHARM.SCI., UNIV.CHIBA ; PROFESSOR, 薬学部, 教授 (70089598)
NOZOE Shigeo  FACUL.PHARM.SCI., UNIV.TOHOKU ; PROFESSOR, 薬学部, 教授 (50013305)
FUJITA Tetsuro  FACUL.PHARM.SCI., UNIV.KYOTO ; PROFESSOR, 薬学部, 教授 (40027024)
, 他4名
Project Period (FY) 1991 – 1993
Project Status Completed (Fiscal Year 1993)
Budget Amount *help
¥11,300,000 (Direct Cost: ¥11,300,000)
Fiscal Year 1993: ¥4,200,000 (Direct Cost: ¥4,200,000)
Fiscal Year 1992: ¥3,000,000 (Direct Cost: ¥3,000,000)
Fiscal Year 1991: ¥4,100,000 (Direct Cost: ¥4,100,000)
KeywordsMedicinal Resources / Microbial Products / Bioactivity / Natural Sources / Synthetic Supply / 生物活性 / 作用機構 / 生合成 / 化学合成
Research Abstract

This co-operative research project was organized to explore medicinal resources from the metabolites of microorganisms which are the producers of unlimitted numbers of novel bioactive compounds. In the research therm, the following results have been accumulated.
The microbial procducts that interfere with microtubule functions have been searched and ustiloxins were isolated. Their interaction with tubulin have been clarified (IWASAKI). A generic cynthetic method for peptibols, TS-Bs, was established. A ion channel formation mechanism by peptibols in biomembranes and lipid bilayrs was deduced (FUJITA). Several new compounds having antitumor activity and the activities towards glutamate receptor have been isolated from mashroom extracts. Their chemical structures were determined and the structure-activity relationships were examined (NOZOE). Fifteen new monoamine oxidase (MAO)-inhibitory compounds were isolated from the metabolites of Ascomycetes. Their structures and structure-activity relationships were studied (YAMAZAKI). Microtubule disruption by synthetic and natural estrogens were proved by Chinese hamster V79 cells in culture, and were correlated with their cytotoxicity and growth inhibitory activity (SATO). The neurogenesis inducer, lactacystin, and the gp120-CD4 binding inhibitors, isochromophilones I, II and WK-3419B were discovered (TANAKA). Biosynthetic pathway of lactacystin and its stereochemical aspect were investigated by feeding experiments of radio-labeled precursors (NAKAGAWA). Polyol segment of pentamycin was synthesized stereoselectively based on a convergent synthesis of 1,3-polyol. Synthesis of right half of mycalamide A was accomplished, which constututes a formal total synthesis of mycalamide As a total assymmetric synthesis of ISP-I, an immunosuppressive component from Isalia sinclairii, constructuion of the synthetic fragments A,B,C and connection of these fragments were succesfully achieved.

Report

(4 results)
  • 1993 Annual Research Report   Final Research Report Summary
  • 1992 Annual Research Report
  • 1991 Annual Research Report
  • Research Products

    (30 results)

All Other

All Publications (30 results)

  • [Publications] Shirai R.et al.: "Synthesis and anti-tubulin activity of aza-comhetartatius" Bioorg.Med.Chem.Lett.4. 699-709 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] Sawada T.et al.: "A fluorescent probe and a photoaffinity laheling reagents to study the binding site of maytansin and rhizoxin on tubulin" Bioconjugate Chemistry. 4. 284-289 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] Matuura K.et al.: "Fungal metabolites,IX.Synthesis of a membrone-modifying peptide,hypelcin A-III,from Hypocrea peltata" Chem.Pharm.Bull.41. 1955-1959 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] Takahashi A et al.: "Russuphelins B.C.D.E and F,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] Fujimoto H.et al.: "Identification of immunosuppressive eomponents of a mushroom,Lactarius flavidulus" Chem.Pharm.Bull.41. 654-658 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] Oda T.et al.: "Effects of (+)-,(-)-and (±)-indenestrols A and B on microtubule distribution and cytotoxicity on chinese hamster V79 cell." Mutation Research. 289. 223-230 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] T.Sawada et al: "A fluorescent probe and a photoaffinty-labeling reagents to study the binding to study the binding site of maytansine and rhizoxin on tubulin." Bioconj. Chem.4. 284-289 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] R.Shirai et al: "Synthesis and anti-tubulin activity of aza-combretastatins" Bioorg. Med.Chem.Lett.4. 699-704 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] K.Matsuura et al: "Fungal metabolites. IX.Synthesis of a membrane-modifying peptide, hypelcin A-III, from Hypocrea peltana." Chem. Pharm. Bull.41. 1955-1959 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] A.Takahasi et al: "Russuphelines B,C,D,E, and F.New cytotoxic substances from the Mushroom Russla subnigricans Hongo" Chem. Pharm. Bull.41. 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] H.Fujimoto et al: "Identification of immunosuppressive components of a mushroom Lactorius flaviodulus." Chem. Pharm. Bull.41. 654-658 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] Y.Oda et al: "Effect of (+)-, (-)- and ( )-indenestrols A and B on microruble distribution and cytotoxicity on Chinese hamster V79 cells" Mutation Res.289. 223-230 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] Shirai R.et al.: "Synthesis and anti-tubulin activity of aza-combretastatins" Bioorg.Med.Chem.Lett.4. 699-704 (1994)

    • Related Report
      1993 Annual Research Report
  • [Publications] Sawada T.et al.: "Afmorescent probe and a photoaffinity labeling reagents to study the binding site of maytansin and rhizoxin in tubulin" Bioconjugate Chemistry. 4. 284-289 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] Matsuura K.et al.: "Fungal Metabolites.IX.Synthesis of a membrane-madifring peptide,hypelcin A-III,from Hypocrea peltata" Chem.Pharm.Bull.41. 1955-1959 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] Takahashi A.et al.: "Russuphelines B.C.D.E and F.new cytotoxic substances from the mushroom Russula subnigricans Hongo" Chem.Pharm.Bull.41. 1726-1729 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] Fujimoto H.et al: "Identification of immunosuppressive components of a mushroom,Lactarius flavidulus." Chem.Pharm.Bull.41. 654-658 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] Oda T.et al.: "Effects of(+)-(-)-and(±)-indenestrols A and B on microtubule distribution and cytotoxicity on Chinese hamster V79 cells." Mutation Research. 289. 223-230 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] Y.Koiso et al: "Ustiloxin:A phytotoxin and mycotoxin from false smut balls on rice panicles" Tetrahedron Left.33. 4157-4160 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] Y.Tokiwa et al: "Biosynthesis of dynemicin A,a 3-ene-1,5-diyne antitumor antibiotic" J.Am.Chem.Soc. 114. 4107-4110 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] Y.Li et al: "Interaction of phomopsin A with porcine brain tubulin" Biochem.Pharmacol.43. 219-224 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] K.Matsuzaki et al: "Hypericin A,an -aminoesobutyric acid containing antibiotic peptide,induced fusion of egg-york-L-phosphatidylcholine small unilamellar vesicles" Colloid,Polym.Sci.269. 604-611 (1991)

    • Related Report
      1992 Annual Research Report
  • [Publications] E.Okuyama etal: "Analgesicprinciples form Aralia cordata Thunb" Chem.Pharm.Bull.39. 405-407 (1991)

    • Related Report
      1992 Annual Research Report
  • [Publications] S.Sakakibara et al: "Effect of meso-hexestrol,a synghetic estrogen,on tubulin" Chem.Pharm.Bull.38. 3419-3422 (1990)

    • Related Report
      1992 Annual Research Report
  • [Publications] M.Miyoshi,S.Iwasaki et al.: "Dynemicin O,P,Q:Novel antibiotics related to dynemicin A.Isolation,characterization and biological activity" J.Antibiotics. 44. 1037-1044 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] K.Matsuzaki,T.Fujita et al.: "Hypericin A,an ‐aminoisobutyric acid containing antibiotic peptide,induced.fusion of egg‐yolk‐L‐ ‐phosphatidylcholine small unilamellar vesicles." Colliod.Polym.Sci.269. 604-611 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] S.Nozoe et al.: "Fvelines,novel tricyclic benzocycloheptens with cytotoxic activity from Brazilian plant,Cnidoscolus phyllacantus" Tetrahedron Lett.32. 3038-3086 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] E.Okuyama,M.Yamazaki et al.: "Analgesic principles from Aralia cordata Thunb." Chem.Pharm.Bull.39. 405-407 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] Y.Sakakibara,Y.Sato et al: "Effect of meso‐hexestrol,a synthetic estrogen,on S‐tubulin" Chem.Pharm.Bull.38. 3419-3422 (1990)

    • Related Report
      1991 Annual Research Report
  • [Publications] S.Omura,H.Tanaka et al: "Lactacystion,a novel microbial metabolite,induces neuritogenesis of neuroplasma cells" J.Antibiotics. 44. 995-1005 (1991)

    • Related Report
      1991 Annual Research Report

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Published: 1991-04-01   Modified: 2016-04-21  

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