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Synthetic Studies for Ample Supply of Biologically Active Natural Products

Research Project

Project/Area Number 05303011
Research Category

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

Allocation TypeSingle-year Grants
Research Field Chemical pharmacy
Research InstitutionNgasaki University

Principal Investigator

IRIE Hiroshi  Ngasaki University, Department of Pharmacuetical Sciences, Profesor, 薬学部, 教授 (00025686)

Co-Investigator(Kenkyū-buntansha) YOSHIMOTO Tadashi  Nagasaki University, department of Pharmacuetical Sciences, Profesor, 薬学部, 教授 (60088870)
TOMIOKA Kiyoshi  Osaka University Institute of Scientific and Industrial Research, Professor, 産業科学研究所, 教授 (50114575)
FUJII Nobutaka  Kyoto University Department of Pharmacutical Sciences, Professor, 薬学部, 教授 (60109014)
SHIBASAKI Masakatsu  University of Tokyo, Department of Pharmacutical Sciences, Professor, 薬学部, 教授 (30112767)
HASHIMOTO Syunichi  Hokkaido University, Department of Pharmacutical Sciences, Professor, 薬学部, 教授 (80107391)
Project Period (FY) 1993 – 1995
Project Status Completed (Fiscal Year 1995)
Budget Amount *help
¥11,200,000 (Direct Cost: ¥11,200,000)
Fiscal Year 1995: ¥3,200,000 (Direct Cost: ¥3,200,000)
Fiscal Year 1994: ¥3,600,000 (Direct Cost: ¥3,600,000)
Fiscal Year 1993: ¥4,400,000 (Direct Cost: ¥4,400,000)
KeywordsBiologically active natural products / Asymmetric Synthesis / Organometalic Chenistry / Modification of amino acid / Development of chiral synthon / Ample supply of useful enzymes / 生理活性微量天然物合成 / アミノ酸修飾 / 生物活性天然物 / 海洋性天然物 / 甘味成分 / アレニルスルホニウム / Tautomycin,A / Protein Phosphayase Inhibitor
Research Abstract

Reacenty, many biologically active natural products, which are available to the precise investigation of the biological transmission mechanism in molecular level, have been isolated and characterized. However, it is quite dificult to obtain such kind of compounds from natural sources. For example, it is well-known that some spider toxins inhibit the exitement neuro-transmimmision in brain and are suitable tool to investigate such transmission mechanism. Since the gain of these toxins in pure forms from natural sources is impossible, their ample supplies have been required by their syntheses. Irie and his co-workers (Nagasaki University and Hokkaido University) have accomplished a new method to synthesize these toxins using the azide group in the place of amino group for the construction of the polyamine side chains in toxins. This method makes the supply of the considerably large amount of toxins possible. Tkahashi (Tokyo Institute of Technology) has developed a new method which is available to synthesize some biologically active poly-succaride chains. Fujii (Kyoto University) has synthesized some poly-peptides having an possibility to develop of new drug against AIDS.Uemura (Shizuoka Unversity) investigated the toxic substances produced by a marine shell and elucidated the structure of genuin toxin possessing the possibility to design new drug. And all the members of this project have carried out high-lebel of research works evluated all the world and published large number of the reports on international scientific journals.

Report

(4 results)
  • 1995 Annual Research Report   Final Research Report Summary
  • 1994 Annual Research Report
  • 1993 Annual Research Report
  • Research Products

    (112 results)

All Other

All Publications (112 results)

  • [Publications] M.Miyashita: "Total Synthesis of Nephilatoxin-8(NPTX-^*),a New Neurotoxin of Joro Spider(Nephila clavata)" Chemistry Letters. 929-932 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] M.Miyashita: "Enantioselective Synthesis of (-)-Serricornin,a Sex Pheromone of a Female Cigarette Beetle(LasiodermaserricomeF.)" Tetrahedron Asymmetry. 4. 1573-1578 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] S.Hatakeyama: "Enantiospecific Synthesis of (+)-Paeonilactone C and (+)-Paeoniflorigenone from R-(-)-Carvone" Tetrahedron Lett.35. 7993-7996 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] S.Hatakeyama: "An Efficient Route to a Key A-Ring Synthon for 1,25-Dihydroxyvitamin D3 and its Analogs" Tetrahedron. 50. 13369-13376 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] S.Hatakeyama: "Total Synthesis of (+)-Paeonilactone B and (-)-Paeonisuffrone" Tetrahedron Lett,. 36. 267-268 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] M.Miyashita: "Total Synthesis of Nephilatoxin-7(NPTX-7),a New Neurotoxin of Joro Spider(Nephila clavata)" Tetrahedron Lett. 36. 5231-5234 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] M.Miyashita: "An Efficient Synthesis of JSTX-3,a Potent Neurotoxin of Joro Spider(Nephila clavata)" Tetrahedron. 51. 10687-10698 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] S.Hashimoto: "Double Asymmetric Inductiom in Intramolecular C-H Insertion Reaction of α-Diazo β-Keto Esters" Synthetic Communications. 24. 3277-3287 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] N.Watanabe: "Asymmetric Creation of Quaternary Carbon Centers by Enantiotopically Selective Aromatic C-H Insertion Catalyzed by Chiral Dirhodium (II)Carboxylates" Tetrahedron Lett.36. 1491-1494 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] S.Hashimoto: "A New Access to Mori's Intermediate for the Paractical Synthesis of (-)-Periplanone-B" Chemistry Lett,. 1091-1092 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] M.Tokuda: "Synthesis of Hybrid Molecule Containing Neocarzinostatin Chromophore Analogue and Minor Groove Binder" Tetrahedron Letters.34. 669-672 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] K.Takahashi: "Synthesis and Binding of Simple Neocarzinostatin Chromophore Analogues to the Apoprotain" Tetrahedron,Symposia in Print,. 50. 1327-1340 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] J.Maruyama: "Synthesis of(±)-Pinoresinol and its Related Compound using Potassium Persulfate(K_2S_2O_8)Oxidation of Benzoylacetate" Heterocycles. 37. 839-845 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] H.Kuroda: "Studies on the Structure-Toxicity Relationship of AK-Toxin,a Host-Specific Toxin to Japanese White Pear,Produced by Altermaria kukuchiana:Synthesis of Methyl(2S,5R)-4-(N-Acetylphenylalanyl)oxy-5,6-epoxy-5-methylhex-2(E)-enoate and its Steroisomers" Chem.Pharm.Bull.35. 1328-1339 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] S.Hatakeyama: "Enantiospecific Synthesis of (+)-Paeonilactone C and (+)-Paeoniflorigenone from R-(-)-Carvone" Tetrahedron Lett,. 35. 7993-7996 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] S.Hatakeyama: "An Efficient Route to a Key A-Ring Synthon for 1,25-Dihydrtoxyvitamin D3 and its Analogs" Tetrahedron,. 50. 13369-13376 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] S.Hatakeyama: "Total Synthesis of (+)-Paeonilactone B and (-)-Paeonisuffrone" Tetrahedron Lett,. 36. 267-268 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] S.Hatakeyama: "An Enantioselective Synthesis of(11R,12S,13S,9Z,15ZO-9,12,13-Trihydroxyoctadeca-9,15-dienoic Acid,A Self-defensive Substance against Rice Blast Disease" Chemistry Lett,. 763-764 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] M.Yamaguchi: "Chemistry and Antimicrobial Activity of Caryoynencins Analogus" J.Med.Chem.38. 5015-5022 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] S.Takano: "Concise Enantiodivergent Synthesis of Eutypoxide" J.Chem.Soc.,Chem.Commun.614-615 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] K.Samizu: "An Expedient Route to Indole-3-acetic Acid Derivatives" Synlett. 499-500 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] K.Shin: "A New Synthesis of the Naturally Occurring Free Radical Scavenger Carazostatin" Chem.Lett.289-290 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] K.Hiroi: "Palladium-catalyzed Intermolecular Asymmetric Metallo-Ene Reactions via Allylic Sulfinate-Sulfone Rearrangement" Chem.Pharm.Bull.42. 1036- (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] H.Sasai: "The First Heterobimetallic Multifunctional Asymmetric Catalyst" J.Am.Chem.Soc.117. 6194-6198 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] T.Saito: "Total Synthesis of (±)-Furaquinocin D" J.Am.Chem.Soc.117. 10757-10758 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] T.Takahashi: "Synthesis of Dynemicin A Analogue and Its Bergman-Type Cycloaromatization" Angew.Chem.Int.Ed.Engl.34. 1345-1348 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] D.Uemura: "Pinnatoxin A:A Toxic Amphoteric Macrocycle from Okinawa Bivalva Pinna muriata" J.Am.Chem.Soc.117. 1155-1156 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] N.Sugimoto: "Mobility Inhibition and Nematocidal Activity of Asarone and Related Phenylpropanoids on Second-Stage Larvae of Toxocare canis" Biol.Pharm.Bull.18. 605-609 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] K.Fuji: "An Enantioselective Synthesis of (-)-Psudophrynaminol though Asymmetric Nitroolefination" Synlett,. 367- (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] H.Tamamura: "Synthesis of Protegrin-Related Peptides and Their Antibacterial and Anti-Human Immunodeficiency Virus Activity" Chem.Pharm.Bull.43. 853-858 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] M.Kanai: "Asymmetric Conjugate Addition of Organomagnesium Cuprates Controlled by Stoichiometric Amount of Chiral Phosphine" Tetrahedron Lett,. 36. 4273-4274 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] T.Kan: "Internal Activation of Acrylate-type Dienophiles in Diels-Alder Reactions" Tetrahedron Lett.,. 36. 943-946 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] S.Hatakeyama: "A Facile Stereoselective Route to a C/D-Ring Synthon for 20-Epi-2-oxavitamine D3 Analogues" J.Chem.Soc.,Chem.Commun.1959-1960 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] T.Sagara: "Specific Affinity Labeling of m Opioid Recepters in Rat Brain by S-Activated Sulfidyldihydromorphine Analogues" Bioorg.Med.Chem.Lett,. 5. 1609-1614 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] K.Fujita: "6-O-Sulfonates of Cycloinulohexaose(Cyclofructan-6)" Tetrahedron Lett.35. 2197-2200 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] K.Suga: "Prolidase from Xanthomonas maltophilia:Purification and Characterization of the Enzyme" Biosci.Biotech.Biochem.59. 2087-2090 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] M.Miyashita, M.Matsushita, H.Sato, T.Toki, T.Nakajima, and H.Irie: "Total Synthesis of Nephilatoxin-8 (NPTX-8), a New Neurotoxin of Joro Spider (Nephila clavata)" Chemistry Letters. 929-932 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] J.Koyama, T.Ogura, K.Tagahara, and H.Irie: "Synthesis of 5,6,7,8-Tetrahydroquinolines by Thermo-lysis of Oxime O-Allyl Ethers in the Presence of Boron Trifluoride Etherate" Chem.Pharm.Bull.41. 1297-1298 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Y.Fujimoto, H.Miyagawa, T.Tsurushima, H.Irie, K.Okamura, and T.Ueno: "Structures of Antafumicine A and B,Novel Antifungal Substances Produced by the Fungus Aspergillus nigar NH-401" Biosci.Biotech.Biochem.57. 1222-1224 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] M.Miyashita, Y.Toshimitsu, T.Shiratani, and H.Irie: "Enantioselective Synthesis of (-) -Serricornin, a Sex Pheromone of a Female Cigarette Beetle (Lasioderma serricorne F.)" Tetrahedron Asymmetry. 4. 1573-1578 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] M.Miyashita, K.Yoshihara, K.Kawamine, M.Hoshino, and H.Irie: "Synthetic Studies on Polypropionate Antibiotics Based on the Stereospecific Methylation of gamma, delta-Epoxy Acrylates by Trimethylaluminum. A Highly Stereoselective Const-ruction of the Eight Contiguous Chiral Centers of Ansa-chains of Rifamycins" Tetrahedron Letters. 34. 6285-6288 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] D.Tanaka, T.Yoshino, I.Kouno, M.Miyashita, and H.Irie: "Synthesis of Monoterpene Lactones, (+) -Boschnia-lactone and (+) -Isoiridomyrmecin, Starting from L- (+) -Arabinose" Tetrahedron. 49. 10253-10262 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] J.Maruyama, M.Kobayashi, M.Miyashita, I.Kouno, and H.Irie: "Synthesis of (<plus-minus>) -Pinoresinol and its Related Compound using Potassium Persulfate (K_2S_2O_8) Oxidation of Benzoylacetates" Heterocycles. 37. 839-845 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] H.Kuroda, M.Miyashita, H.Irie, and T.Ueno: "Studies on the Structure-Toxicity Relationship of AK-Toxin, a Host-Specific Toxin to Japanese White Pear, Produced by Alternaria kikuchiana : .Synthesis of Methyl (4S,5R) - 4- (N-Acetylphenylalanyl) oxy-5,6-epoxy-5-methylhex-2 (E) -enoate and its Stereoisomers" Chem.Pharm.Bull.42. 1328-1330 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] S.Htakeyama, M.Kawamura, S.Takano, and H.Irie: "Enantiospecific Synthesis of (+) -Paeonilactone C and (+) -Paeoniflorigenone from R- (-) -Carvone" Tetrahedron Letters. 35. 7993-7996 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] S.Hatakeyama, H.Irie, T.Shintani, Y.Noguchi, H.Yamada, and H.Nishizawa: "An Efficient Route to a Key A-Ring Synthon for 1,25-Dihydroxyvitamin D_3 and its Analogs" Tetrahedron. 50. 13369-13376 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] S.Hatakeyama, M.Kawamura, Y.Mukugi, and H.Irie: "Total Synthesis of (+) -Paeonilactone B and (-) -Paeonisuffrone" Tetrahedron Letters. 36. 267-268 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] S.Hatakeyama, K.Kojima, H.Fukuyama, and H.Irie: "An Enatioselective Synthesis of (11R,12S,13S,9Z,15Z) -9,12,13-Trihydroxyoctadeca-9,15-dienoic Acid, a Self-defensive Substance against Rice Blast Disease" Chemistry Letters. 763-764 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] M.Matsushita, T.Kanemura, S.Hatakeyama, H.Irie, T.Toki, and M.Miyashita: "Total Synthesis of Nephilatoxin-7 (NPTX-7), a New Neurotoxin of Joro Spider (Nephila clavata)" Tetrahedron Letters. 36. 5231-5234 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] M.Matsushita, T.Kanemura, S.Hatakeyama, H.Irie, T.Toki, and M.Miyashita: "An Efficient Synthesis of JSTX-3, a potent Neurotoxin of Joro Spider (Nephila clavata)" Tetrahedron. 51. 10687-10698 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] T.Tsurushima, T.Ueno, H.Fukami, H.Irie, and M.Inoue: "Germination Self-Inhibitors from Colltotrichum gloeosporioides f.sp.jussiaea" Molecul.Plant-Microbe Interction. 8. 652-657 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] S.Hatakeyama, t.Ikeda, H.Irie, C.Izumi, H.Mori, K.Uenoyama, H.Yamada, and M.Nishizawa: "A Facile Stereoselective Route to a C/D-Ring Synthon for 20-Epi-22-oxavitamin D_3 Analogues" J.Chem.Soc.Chem.Commun. 1959-1960 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] M.Miyashita: "Total Synthesis of Nephilatoxin-8(NPTX-^*),a New Neurotoxin of Joro Spider (Nephila clavata)" Chemistry Letters. 929-932 (1993)

    • Related Report
      1995 Annual Research Report
  • [Publications] M.Miyashita: "Enantioselective Synthesis of (-)-Serricornin,a Sex Pheromone of a Female Cigarette Beetle (LasiodermaserricomeF.)" Tetrahedron Asymmetry. 4. 1573-1578 (1993)

    • Related Report
      1995 Annual Research Report
  • [Publications] S.Hatakeyama: "Enantiospecific Synthesis of (+)-Paeonilactone C nad (+)-Paeoniflorigenone from R-(-)-Carvone" Tetrahedron Lett.35. 7993-7996 (1994)

    • Related Report
      1995 Annual Research Report
  • [Publications] S.Hatakeyama: "An Efficient Route to a Key A-Ring Synthon for 1,25-Dihydroxyvitamin D3 and its Analogs" Tetrahedron. 50. 13369-13376 (1994)

    • Related Report
      1995 Annual Research Report
  • [Publications] S.Hatakeyama: "Total Synthesis of (+)-Paeonilactone B and (-)-Paeonisuffrone" Tetrahedron Lett,. 36. 267-268 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] M.Miyashita: "Total Synthesis of Nephilatoxin-7 (NPTX-7),a New Neurotoxin of Joro Spider (Nephila clavata)" Tetrahedron Lett. 36. 5231-5234 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] M.Miyashita: "An Efficient Synthesis of JSTX-3,a Potent Neurotoxin of Joro Spider (Nephila clavata)" Tetrahedron. 51. 10687-10698 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] S.Hashimoto: "Double Asymmetric Inductiom in Intramolecular C-H Insertion Reaction of α-Diazo β-Keto Esters" Synthetic Communications. 24. 3277-3287 (1994)

    • Related Report
      1995 Annual Research Report
  • [Publications] N.Watanabe: "Asymmetric Creation of Quatemary Carbon Centers by Enantiotopically Selective Aromatic C-H Insertion Catalyzed by Chiral Dirhodium (II) Carboxylates" Tetrahedron Lett,. 36. 1491-1494 (1994)

    • Related Report
      1995 Annual Research Report
  • [Publications] S.Hashimoto: "A New Access to Mori′s Intermediate for the Practical Synthesis of (-)-Periplanone-B" Chemistry Lett,. 1091-1092 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] M.Tokuda: "Synthesis of Hybrid Molecule Containing Neocarzinostatin Chromophore Analogue and Minor Groove Binder" Tetrahedron Letters. 34. 669-672 (1993)

    • Related Report
      1995 Annual Research Report
  • [Publications] K.Takahasi: "Synthesis and Binding of Simple Neocarzinostatin Chromophore Analogues to the Apoprotain" Tetrahedron,Symposia in Print,. 50. 1327-1340 (1994)

    • Related Report
      1995 Annual Research Report
  • [Publications] M.Yamaguchi: "Chemistry and Antimicrobial Activity of Caryoynencins Analogus" J.Med.Chem. 38. 5015-5022 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] S.Takano: "Concise Enantiodivergent Synthesis of Eutypoxide" J.Chem.Soc.,Chem.Commun.614-615 (1993)

    • Related Report
      1995 Annual Research Report
  • [Publications] K.Samizu: "An Expedient Route to Indole-3-acetic Acid Derivatives" Synlett. 499-500 (1994)

    • Related Report
      1995 Annual Research Report
  • [Publications] K.Shin: "A New Synthesis of the Naturally Occurring Free Radical Scavenger Carazostatin" Chem.Lett.289-290 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] K.Hiroi: "Palladium-catalyzed Intermolecular Asymmetric Metallo-Ene Reactions via Allylic Sulfinate-Sulfone Rearrangement" Chem.Pharm.Bull.42. 1036 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] H.Sasai: "The First Heterobimetallic Multifunctional Asymmetric Catalyst" J.Am.Chem.Soc.117. 6194-6198 (1995)

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      1995 Annual Research Report
  • [Publications] T.Saito: "Total Synthesis of (±)-Furaquinocin D" J.Am.Chem.Soc.117. 10757-10758 (1995)

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      1995 Annual Research Report
  • [Publications] T.Takahashi: "Synthesis of Dynemicin A Analogue and Its Bergman-Type Cycloaromatization" Angew.Chem.Int.Ed.Engl.34. 1345-1348 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] D.Uemura: "Pinnatoxin A : A Toxic Amphoteric macrocycle from Okinawa Bivalva Pinna Muricata" J.Am.Chem.Soc.117. 1155-1156 (1995)

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      1995 Annual Research Report
  • [Publications] N.Sugimoto: "Mobility Inhibition and Nematocidal Activity of Asarone and Related Phenylpropanoids on Second-Stage Larvae of Toxocare canis" Biol.Pharm.Bull.18. 605-609 (1995)

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      1995 Annual Research Report
  • [Publications] K.Fuji: "An Enantioselective Synthesis of (-)-Psudophrynaminol though Asymmetric Nitroolefination" Synlett,. 367 (1995)

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      1995 Annual Research Report
  • [Publications] H.Tamamura: "Synthesis of Protegrin-Related Peptides and Their Antibacterial and Anti-Human Immunodeficiency Virus Activity" Chem.Pharm.Bull.43. 853-858 (1995)

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      1995 Annual Research Report
  • [Publications] M.Kanai: "Asymmetric Conjugate Addition of Organomagnesium Cuprates Controlled by Stoichiometric Amount of Chiral Phosphine" Tetrahedron Lett,. 36. 4273-4274 (1995)

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      1995 Annual Research Report
  • [Publications] T.Kan: "Internal Activation of Acrylate-type Dienophiles in Diels-Alder Reactions" Tetrahedron Lett,. 36. 943-946 (1995)

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      1995 Annual Research Report
  • [Publications] S.Hatakeyama: "A Facile Stereoselective Route to a C/D-Ring Synthon for 20-Epi-2-oxavitamine D3 Analogues" J.Chem.Soc.,Chem.Commun.1959-1960 (1995)

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      1995 Annual Research Report
  • [Publications] T.Sagara: "Specific Affinity Labeling of m Opioid Recepters in Rat Brain by S-Activated Sulfidyldihydromorphine Analogues" Bioorg.Med.Chem.Lett,. 5. 1609-1614 (1995)

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      1995 Annual Research Report
  • [Publications] K.Fujita: "6-O-Sulfonates of Cycloinulohexaose (Cyclofructan-6)" Tetrahedron Lett.35. 2197-2200 (1994)

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      1995 Annual Research Report
  • [Publications] K.Suga: "Prolidase from Xanthomonas maltophilia : Purification and Characterization of the Enzyme" Biosci.Biotech.Biochem.59. 2087-2090 (1995)

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      1995 Annual Research Report
  • [Publications] Maruyama,M.Kobayashi,M.Miyashita,I.Kouno,and H.lrie: "A Synthesis of(±)-Pinoresinol and its Related Compound using Potassium Persulfate (K_2S_2O_8)Oxidation of Banzoylacetates" Heyerocyles,. 37. 839-845 (1994)

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      1994 Annual Research Report
  • [Publications] H.Kuroda,M.Miyashita,H.Irie,and T.Ueno: "Studies of the Structure-Toxicity Relatioship of AK-Toxin,a Host Specific Toxin to Japanese White Pear,Produced by Alternaris kikuchiana:Synthesis of Methyl(4S,5R)-4-(N-Acetylphenylalanyl)oxy-5,6-epoxy-5-methylhex-2(E)-enoate and its Stereoisomers" Chem.Pharm.Bull.,. 42. 1328-1330 (1994)

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      1994 Annual Research Report
  • [Publications] S.Hatakeyama,M.Kawamura,S.Takano,and H.Irie: "Enantiospecific Synthesis of (+)-Paeonilactone C and(+)-Paeoniflorigenone from(R)-(-)-Carvone" Tetrahedron Letters. 35. 7993-7996 (1994)

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      1994 Annual Research Report
  • [Publications] H.Irie,et al.: "An Efficient Rourte to a Key A-Ring Synthon for 1a,25-Dihydroxyvitamin D_3and its Analogs" Tetrahedron,. 50. 13369-13376 (1994)

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      1994 Annual Research Report
  • [Publications] H.Irie,et al.: "Total Synthesis of(+)-Paeonisuffrone" Tetrahedron Letters,. 36. 267-268 (1995)

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      1994 Annual Research Report
  • [Publications] N.Fujii,K.Makai,H.Habashita,Y.Hotta,H.Tamamura,A.Otaka,: "Synthesis of Optically Pure 2-Aziridinemethanols:Versatile Synthetic Building Blocks" Chem.Pharm.Bull.,. 42. 2241-2250 (1994)

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      1994 Annual Research Report
  • [Publications] N.Fujii,et al.: "A novel Route to Diastereomerically Pure(E)-Alkene Dipeptide Isosteres from b-Aziridinyl-a,b-enoates by Treatment with Organocopper Reagents" Angew.Chem.Int.Ed.Engl.33. 652-654 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] D.Uemura,et al.: "Pinnatoxin A:A toxic Amephoteric Macrocycle from the Okinawa Bivalve Pinna muricata" J.Amer.Chem.Soc.117. 1155-1156 (1995)

    • Related Report
      1994 Annual Research Report
  • [Publications] D.Uemura,et al.: "Stimulation of Nerve Growth Factor Production by Diterpenoids Isolated from Plants of Euphorbia Species." Biosic.Biotech.Biochem.58. 1749-1751 (1994)

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      1994 Annual Research Report
  • [Publications] Y.Tsuda,et al.: "Chiral Synthesis of Erythrina Alkaloids.(2).Synthesis of enantio-Type Erythrinan Alkaloids Utilizing Asymmetric Acylation and Kinetic Resolution of Diastereomers" Chem.Pharm.Bull.42. 204-213 (1994)

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      1994 Annual Research Report
  • [Publications] K.Hiroi,et al.: "The Palladium-Catalyzed Asymmetric a-Allylations of Carbonyl Compounds with Chiral Allyl Estsrs via Enamines and Imines" J.Org.Chem.59. 203-213 (1994)

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      1994 Annual Research Report
  • [Publications] K.Hiroi,et al.: "Transition Metal-Catalyzed Asymmetric Vinylcyclopropane-Cyclopentene Rearrangements.Asymmetric Synthesis of Cyclopentene Derivatives Using Chiral Sulfoxides as Chiral Sources" Tetrahedron Lett.35. 153-156 (1994)

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      1994 Annual Research Report
  • [Publications] Y.Ohfune,et al.: "Synthesis and Neurobiological Actions of Pyrrolidine-2,3-dicarboxylic Acids(PRDA).Conformationally Restricted Analogues of L-Aspartate" Bioorg.Med.Chem.Lett.4. 1851-1854 (1994)

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      1994 Annual Research Report
  • [Publications] Y.Ohfune,et al.: "Efficient Syntheses of the Four Enantiomers and Diastereomers of a-Methylthreonine and Both Enantiomers of a-Methylserine" J.Amer.Chem.Soc.116. 7405-7406 (1994)

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      1994 Annual Research Report
  • [Publications] K.Ogasawara,et al.: "Enantioconvergent Preparation of the A-Ring Precursors of Calcitriol from Either(R)-or(S)-Epichiorohydrin" J.Chem.Soc.,Chem.Commun.1994. 1903-1904 (1994)

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      1994 Annual Research Report
  • [Publications] K.Ogasawara,et al.,: "Enantioconvergent Route to a Functionalzed Quinane System" Synthesis,. 1029-1094 (1994)

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      1994 Annual Research Report
  • [Publications] K.Suzuki,: "Total Synthesis of Aryl-Glycoside Antibiotics" Pure Appl.Chem.66. 2175-2178 (1994)

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      1994 Annual Research Report
  • [Publications] T.Hosoya,E.Takashiro,T.Matsumoto,and K.Suzuki,: "First Total Synthesis of BE-12406A" Tetrahedron Lett.35. 4591-4594 (1994)

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      1994 Annual Research Report
  • [Publications] S.Nakamura and M.Shibasaki: "Synthetic Studies on Taotomycin.Stereoselective Construction of the C_1-C_<26> Region" Tetrahedron Lett.35. 4145-4148 (1994)

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      1994 Annual Research Report
  • [Publications] M.Shibasaki,et al.: "Effects of Solvents and Additives in the Asymmetric Heck Reaction of Alkenyl Triflates:Catalytic Asymmetric Synthesis of Decalin Derivatives nad Determination of the Absolute Stereochemistry of(+)-Vernolepi" J.Am.Chem.Soc.116. 11737-11748 (1994)

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      1994 Annual Research Report
  • [Publications] D.M.Garcia,HY.Yamada,S.Hatakeyama,and M.Nishizawa: "Total Synthesis of Arthrobaclilin A" Tetrahedron Lett.35. 3325-3328 (1994)

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      1994 Annual Research Report
  • [Publications] M.Nishizawa,R.Minagawa,D.M.Garcis,S.Hatakeyama: "Syntheses and Characterzation of Four Diasteremers of Trehalose-6,6'-Dicorynomycolates(TD BH32)" Tetrahedron Lett.35. 5891-5894 (1994)

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      1994 Annual Research Report
  • [Publications] T.Suzuki,and M.Hirama: "Synthesis and Binding of Simple Neucarzinostatin Chromophore Analogues to the Apoprotein" Tetrahedron,Symposia in Print,. 50. 1327-1340 (1994)

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      1994 Annual Research Report
  • [Publications] K.Iida and M.Hirama: "Effcient Route to the 9-Membered Cyclic Diyne System:Tuning of the Extremely Facil Cope Rearrangement of 1,5-Diyne" J.Am.Chem.Soc.116. 10310-10311 (1994)

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      1994 Annual Research Report
  • [Publications] A.Ojima,F.Tanoue,and K.Kanemastu: "Total Syntheses of Marine Furanosesquiterpenoids,Tubipofurans" J.Org.Chem.59. 5970-5976 (1994)

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      1994 Annual Research Report
  • [Publications] S.Nagashima,T.Taishi,and K.Kanematsu: "Access to an Optically Pure Key Intermediate of Dihydromevinolin" Tetrahedron Lett.35. 3577-3580 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] D.Tanaka: "Synthesis of Monoterpene Lactones,(+)-Boschnialactone and(+)-Isoiridomyrmecin,Starting from L-(+)-Arabinose" Tetrahedron.

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      1993 Annual Research Report
  • [Publications] M.Miyashita: "Enantioselective Synthesis of(-)-Serricornin,a Sex Pheromone of a Female Cigarette Beetle(Lasioderma serricore F.)" Tetrehedron Asymmetry.

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      1993 Annual Research Report
  • [Publications] M.Miyashita: "Total Synthesis of Nephilatoxin-8(NPTX-8),a New Neurotoxin of Joro Spider(Nephila clavata)" Chemistry Letters.

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      1993 Annual Research Report
  • [Publications] M.Miyashita: "Synthetic Studies of Polypropinate Antibiotics Based on the Stereospecific Methylation of gamma,delta-Epoxy Acrylates by Trimethylaluminum.A Highly Stereoselective Construction of Eight Contiguous Chiral Centers of Ansa-chains of Rifamycins" Tetrahedron Letters.

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      1993 Annual Research Report

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Published: 1993-04-01   Modified: 2016-04-21  

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