Potential Antimetabolites. II. Chemical Synthesis of 6-Azacytidine.
スポンサーリンク
概要
- 論文の詳細を見る
6-Azacytidine (IV) was prepared by condensation of mercury salt of 5-methylthio-1,2,4-triazin-3 (2H)-one with 1-chloro-2,3,5-tri-O-benzoyl-D-ribose in boiling benzene followed by ammonolysis of the condensation product. The synthesis of three isomeric N-glucosides of 6-azauracil is also described.
- 公益社団法人日本薬学会の論文
- 1962-08-25
著者
-
水野 義久
School Of Pharmaceutical Sciences Kitasato University
-
水野 義久
Faculty Of Pharmacy Kanazawa University
-
水野 義久
北海道大学 薬
-
池原 森男
Faculty of Pharmaceutical Sciences, Osaka University(Present address)
-
渡辺 恭一
Sloan-kettering Instiute For Cancer Research Memorial Sloan-kettering Cancer Center:sloan-kettering
-
渡辺 恭一
Faculty of Pharmaceutical Sciences Hokkaido University, School of Medicine
-
池原 森男
Faculty Of Pharmaceutical Sciences Osaka University
関連論文
- Activity of Artificial Mutant Variants of Human Growth Hormone Changes in Charged Residues around 62-67
- Activity of Artificial Mutant Variants of Human Growth Hormone Deficient in a Disulfide Bond between Cys53 and Cys165
- Synthesis of 8,5'-Anhydro-8-mercaptoadenosine
- Synthesis of 8,5'-Anhydro-8-mercaptoadenosine
- Synthesis of 8,5'-Anhydro-8-mercaptoadenosine
- Synthesis of 8,5'-Anhydro-8-mercaptoadenosine
- 3.ビタミンB_補酵素のアデニン部修飾アナログの合成と補酵素機能(第293回会議研究発表要旨,ビタミンB研究委員会)
- Protecting Groups in Nucleosides and Nucleotides Synthesis. VIII. Synthesis of (4-Substituted 2-Picolyl 1-Oxide) halides and 2'-and 3'-O-(4-Substituted-2-picolyl 1-Oxide) nucleosides
- Studies on the Chemical Synthesis of Potential Antimetabolites. XXIV. The Synthesis and Antitumor Activities of p-Tosylhydrazones of 2-Formylpyridine 1-Oxides and 2-Formylazoles 3-Oxides
- Studies on tRNA and Related Compounds. XXXVII. Synthesis and Physical Properties of 2'- or 3'-O-(o-Nitrobenzyl) nucleosides : the Use of o-Nitrophenyldiazomethane as a Synthetic Reagent
- Studies on Transfer Ribonucleic Acids and Related Compounds. XVI. Synthesis of Ribooligonucleotides using a Photosensitive o-Nitrobenzyl Protection for the 2'-Hydroxyl Group
- Studies on tRNA and Related Compounds. XXXVII. Synthesis and Physical Properties of 2'- or 3'-O-(o-Nitrobenzyl) nucleosides : the Use of o-Nitrophenyldiazomethane as a Synthetic Reagent
- Studies on Transfer Ribonucleic Acids and Related Compounds. XVI. Synthesis of Ribooligonucleotides using a Photosensitive o-Nitrobenzyl Protection for the 2'-Hydroxyl Group
- Improved Procedures for the Syntheses of Pyrido- and Pyrrolo[2,3-d]pyrimidines, and Ribosides Thereof
- Molecular Dynamics and Free Energy Perturbation Calculations on the Mutation of Tyrosine 45 to Tryptophan in Ribonuclease T_1
- Synthesis and Expression of a Gene for Human Tumor Necrosis Factor
- Synthesis of a Gene Coding for Human Lysozyme
- Synthesis and Properties of d(ATACGCGTAT) and Its Derivatives Containing One and Two 5-Methylcytosine Residues. : Effect of the Methylation on Deoxyribonucleic Acid Conformation
- Polynucleotides. LXIII. Solution Conformation of Oligodeoxyribonucleotides containing an Alternating dC-dG Sequence which can form a Left-handed Double Helix
- Studies on Nucleosides and Nucleotides. LXXXVIII. : Purine Cyclonucleosides. XLIII. : ^C NMR Spectra of 2'-Substituted 2'-Deoxyadenosines. Substituent Effects on the Chemical Shifts in the Furanose Ring System
- Polynucleotides. LXI. Synthesis and Properties of Dinucleoside Monophosphates Containing 8,2'-S-Cycloadenosine and 8,2'-S-Cycloinosine Residues. Sequence Dependency of the Stability of the Stacking Conformation
- Polynucleotides. LV. Synthesis and Properties of Dinucleoside Monophosphates derived from Adenine 8,2'-S- and Uracil 6,2'-O-Cyclonucleosides. Further Support for the Left-Handed Stacking of Oligonucleotides having High-Anti Base Torsion Angles
- Polynucleotides. LIII. Synthesis and Properties of 2'-Azido-2'-deoxyadenylyl-(3'-5')-2'-azido-2'-deoxyadenosine
- Polynucleotides. LIII. Conformation of Dinucleoside Monophosphates containing 8-Methyladenosine Residue as studied by Proton Magnetic Resonance
- Studies on Nucleosides and Nucleotides. LXXXI. : Carbon-13 Magnetic Resonance Spectra of 8-Substituted Purine Nucleotides. Effects of Various Phosphate Groups on the Chemical Shifts and Conformation of Nucleotides
- Studies on Nucleosides and Nucleotides. LXXXVIII. : Purine Cyclonucleosides. XLIII. : ^C NMR Spectra of 2'-Substituted 2'-Deoxyadenosines. Substituent Effects on the Chemical Shifts in the Furanose Ring System
- Polynucleotides. LXI. Synthesis and Properties of Dinucleoside Monophosphates Containing 8,2'-S-Cycloadenosine and 8,2'-S-Cycloinosine Residues. Sequence Dependency of the Stability of the Stacking Conformation
- Polynucleotides. LV. Synthesis and Properties of Dinucleoside Monophosphates derived from Adenine 8,2'-S- and Uracil 6,2'-O-Cyclonucleosides. Further Support for the Left-Handed Stacking of Oligonucleotides having High-Anti Base Torsion Angles
- Polynucleotides. LIII. Synthesis and Properties of 2'-Azido-2'-deoxyadenylyl-(3'-5')-2'-azido-2'-deoxyadenosine
- Purification and Characterization of the Product of Chemically Synthesized Human Growth Hormone Gene Expression in Escherichia coli(Biological,Chemical)
- A Large-Scale Synthesis of a Nonadecadeoxyribonucleotide Duplex Having a Sequence Identical to That of Phage φ80 O_R2 by the Phosphoro-p-anisidate Method
- Studies on Transfer Ribonucleic Acids (tRNA) and Related Compounds. XLIX. Solid-Phase Synthesis of Nonadecaribonucleotide Corresponding to the 5'-Half of the Formylmethionine tRNA Deficient in D-Loop and Stem Region
- PARTIAL PURIFICATION AND BIOLOGICAL ACTIVITY OF THE PRODUCT OF CHEMICALLY SYNTHESIZED HUMAN GROWTH HORMONE GENE EXPRESSION IN ESCHERICHIA COLI
- Deoxyribonucleic Acids (DNA) and Related Compounds. XIII. Synthesis of DNA Duplexes Containing a Ribosome Binding Site
- Deoxyribonucleic Acids and Related Compounds. XII. Polymer Support Synthesis of a 46-mer Duplex Containing the Promoter of Galactose Operon of Escherichia coli
- Studies on Transfer Ribonucleic Acids and Related Compounds. XLIV. A Large-Scale Synthesis of the Anticodon Heptanucleotide of Formyl-methionine Transfer Ribonucleic Acid by Using 2'-O-Tetrahydrofuranylnucleosides
- Studies on Transfer Ribonucleic Acids and Related Compounds. XLIII. Synthesis of Oligoribonucleotides by using 5'-Selective Phosphorylation of 2'-O-Tetrahydrofuranyl Nucleosides
- Studies on Transfer Ribonucleic Acids and Related Compounds. XLI. Synthesis of tRNA Fragments containing Modified Nucleosides
- Studies on Deoxynucleic Acids and Related Compounds. VI. Synthesis of Oligodeoxyribonucleotides containing Recognition Sequences for Restriction Endonucleases
- Studies on Deoxynucleic Acids and Related Compounds. IV. Syntheses of an Octanucleotide containing a Recognition Site for Restriction Enzyme Eco RI and of an Arabinosyladenine Analog
- A NEW SYNTHETIC METHOD FOR 5'-TRIPHOSPHORYL-ADENYLYL-(2'-5')-ADENYLYL-(2'-5')-ADENOSINE (2-5A) AND 2-5A CORE USING 3'-O-TETRAHYDROFURANYL-ADENOSINE DERIVATIVES
- Studies on Deoxyribonucleic Acids and Related Compounds. III. Synthesis of Oligodeoxyribonucleotides Complementary to the Anticodon Loop of Escherichia coli tRNA^_f by an Improved Triester Method
- Studies on Deoxyribonucleic Acids and Related Compounds. II. Synthesis of a Decanucleotide containing a Restriction Enzyme (PstI) Recognition Site
- The Photocycloaddition Reactions of Uridine and Related Compounds with 2,3-Dimethyl-2-butene
- Syntheses of Some Tricyclic Heterocycles from 5,6-Diamino-1,3-dimethyluracil
- Studies on Transfer Ribonucleic Acids and Related Compounds. XXXIV. Stepwise Diester or Partial Triester Synthesis of Penta-to Octanucleotides Corresponding to Residues 41-46,47-54,61-65 and 66-71 of tRNA^_f of E. coli
- Studies on Transfer Ribonucleic Acids and Related Compounds. XXV. Synthesis of E. coli tRNA^_f 5'-Terminal Tetranucleotide C-G-C-Gp and Its Sequence Analog U-G-C-Gp
- Studies on Transfer Ribonucleic Acids and Related Compounds. XVII. Studies on Protecting Groups of Trisubstituted Phosphates in the Synthesis of Ribooligonucleotides
- Deoxyribonucleic Acids and Related Compounds. XXII. : Synthesis of Genes for Human Nerve Growth Factor and Its Fused Protein
- Synthesis of 2,4-Dithiouridine and 2-Thiocytidines
- Synthetic Studies of Potential Antimetabolites. XI. Syntheses of β-D-Pentofuranosyl-5-methylcytosines
- Overproduction of Cellular and Activated Ha-ras Proteins by Mutating a Synthetic Gene(Biological,Chemical)
- Polynucleotides. XXXIV. Ultraviolet Absorption and Circular Dichroism of ApUpG Analogs containing Modified Adenosine Residues
- Studies of Nucleosides and Nucleotides. LVI. A Versatile Method for the Synthesis of 8-Mercaptoadenosine Nucleotides
- Studies of Nucleosides and Nucleotides. LV. Reaction of Cytidine 5'-Monophosphate with p-Toluenesulfonyl Chloride
- Syntheses of 7-Alkyl-1,3,6-trimethylpyrrolo[2,3-d]pyrimidines and 4-Alkylamino-2,5-dimethyl-2,3-dihydrofuro[3,2-e]pyrimidines
- A Series of Novel Acyclic Nucleosides. IV. Synthesis of N^1-Sulfur Analogues of Acyclovir, Directed toward Improved Antivial Activities
- A SERIES OF NOVEL ACYCLIC NUCLEOSIDES I : SYNTHESIS OF 5-AMINO-3-[(2-HYDROXYETHOXY)METHYL]-3H-IMIDAZO[4,5-d][1,3]OXAZIN-7-ONE
- Reactions of 1-(2-Acetoxyethoxy)methyl-5-amino-4-cyanoimidazole with Isothiocyanates
- A Convenient Synthesis of 9-(2-Hydroxyethoxymethyl)guanine (Acyclovir) and Related Compounds
- Studies Directed toward the Total Synthesis of Sinefungin. I. Synthesis of 4-(5'-Deoxyuridin-5'-yl)-4-nitrobutyronitrile, 4-(5'-Deoxyadenosin-5'-yl)-4-nitrobutyramide and Closely Related Nucleosides
- Studies on the Chemical Synthesis of Potential Antimetabolites. XXXIV. Apparent Discrepancy among Reported Proton Nuclear Magnetic Resonance Spectra of 3-Deazaadenosine Is Actually a Reflection of a Difference in Molecular Species
- Synthesis of (23R)-Calcidiol Lactone (25-Hydroxyvitamin D_3 26,23-Lactone)
- Studies on the Chemical Synthesis of Potential Antimetabolites. XXV. Synthesis of (±)-Isowillardiine by Application of a Four-Component Condensation involving 2-Picolylamine 1-Oxide and 2-Picolyl Isocyanide 1-Oxide
- 支部長を理事に併任させ理事会の重要な任務を分担させたら
- Nucleotides. VII. A Procedure for the Preparation of Diribonucleoside Monophosphates having Natural Linkage
- 8 生理活性アミノアシルユラシル類(イソビラルジイン、ポリオキシン)の合成研究
- Syntheses of Potential Antimetabolites. XX. Syntheses of 5-Carbomethoxymethyl-and 5-Methylaminomethyl-2-thiouridine (The "First Letters"of Some Anticodons) and Closely Related Nucleosides from Uridine
- Nucleotides. III. Syntheses of Deazaadenosine 3', 5'-Cyclic Phosphates and Related Nucleotides of Biological Interest
- Studies of Nucleosides and Nucleotides. XXXII. Purine Cyclonucleosides. 3. Synthesis of 2'-Deoxy- and 3'-Deoxyadenosine from Adenosine
- Direct Evidence of the Interaction between Base and the Protective Group in the Sugar Moiety of Nucleosides
- Synthesis of 8-Hydroxypurine Nucleosides
- Studies of Nucleosides and Nucleotides. XXV. Purine Cyclonucleosides. 2. Synthesis of 5'-Deoxyguanosine via an 5', 8-Cyclonucleoside
- Studies on Coenzyme Analogs. XVII. A New Synthesis of Purine Nucleoside by the Condensation of Chloropyrimidine with Glucosylamine.
- Synthesis of 2'- and 3'-Deoxyinosines
- Synthesis of Thioinosine and Thio-AICA-riboside Analogs
- Synthesis of Thio-AICA, 6-Thioxanthine, Isoguanine Analogs, and Their Ribosides
- Studies on Coenzyme Analogs. XIII. Oxidation of Methylmercaptopurine and its Nucleoside by means of N-Chloro-and N-bromosuccinimide.
- Potential Antimetabolites. IV. Synthesis of 2,6-Bis-alkylthiopurine Ribosides and their Selective Substitution by Nucleophilic Reagents.
- Syntheses of Potential Antimetabolites. XVII. New Type of Cyclo- and Keto-sugar-nucleosides. 7-(5-O-Trityl-2,3-dideoxy-2-oxo-α-D-pentofuranosyl)-and 5'-O-Trityl-3', 6-anhydro-7-α-D-arabinofuranosylhypoxanthine
- Synthesis of a Potential Antitumor Agent : 4-(β-D-Ribofuranosyl)-4,5,6,7-tetrahydrothiazolo [4,5-d] pyrimidine-5,7-dione (Thioanalog of 3-Isoxanthosine)
- Benzothiazoles. XII. : Studies on Reaction between 2-Chlorobenzothiazoles and Compounds possessing Reactive Methylene Groups.
- Structural Elucidation of Tubercidin
- Potential Antimetabolites. VI. An Improved Synthesis of 2-β-D-Ribofuranosyl-as-triazine-3,5 (2H, 4H)-dione (6-Azauridine).
- Potential Antimetabolites. II. Chemical Synthesis of 6-Azacytidine.
- Potential Antimetabolites. I. Selective Thiation of Uracil and 1,2,4-Triazine-3,5 (2H, 4H)-dione (6-Azauracil).
- Hydrogen Fluoride as an Agent in Organic Reactions. I. Degradation of Polynucleotides with Liquid Hydrogen Fluoride
- Selective Acylation of the Amino or the Primary Hydroxyl Group of Cytidine
- Studies on condensed Systems of Aromatic Nitrogenous Series. XXIV. Synthesis of 4-Substituted 1H-Imidazo[4,5-c]pyridines
- Synthetic Studies of Potential Antimetabolites. VII. Evidences that the supposed 1-β-D-Ribofuranosyl-1H-imidazo [4,5-b] pyridine is actually 3-β-D-Ribofuranosyl-3H-imidazo [4,5-b] pyridine (1-Deazapurine Ribofuranoside)
- A New Protecting Group. IV. Syntheses of Several (2-Picolyl 1-oxide) thio Derivatives by Use of a New Thiol Group Reagent : 2-Picolylchloride 1-Oxide
- Synthesis of 2,4-Dithiouridine and 2-Thiocytidine
- Interactions between Synthetic Nucleotide Analogs and Snake Venom 5'-Nucleotidase
- A New and Convenient Synthesis of 1-O-Acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose from Guanosine ; Some Observations on Solvolysis of 2', 3', 5'-Tri-O-benzoylguanosine
- 異項双環化合物に関する研究(第13報) : マロン酸合成の異項環系への拡張
- Synthetic Studies of Potential Antimetabolites. XII. Synthesis of 4-Substituted 1-(β-D-Ribofuranosyl)-1H-imidazo [4,5-c] pyridines
- Potential Antimetabolites. V. The Syntheses of 4-, 5-, and 6-Nitrobenzimidazole Ribofuranosides.
- α-ピコリル1-オキシド基を用いる有機合成
- Conversion of Uridine into Isouramil Nucleosides and Related Reactions
- Reactions of Uracil Derivatives with Phenylhydrazine