Reaction of Glycosyl Halides with 7-Hydroxy-9a-methoxymitosane Sodium Salt
スポンサーリンク
概要
- 論文の詳細を見る
The reaction of 7-O-hydroxy-9a-methoxymitosane sodium salt with glycosyl halide derivatives gave the corresponding 7-O-glycosyl-9a-methoxymitosanes in reasonable yields. A major product, 7-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-9a-methoxymitosane, was isolated from the reaction mixture of 7-O-hydroxy-9a-methoxymitosane sodium salt with 2,3,4,6-tetra-O-acetyl-D-glucopyranosyl bromide, in addition to two minor by-products, bissaccharide derivatives of mitomycin. The structures of glycosyl derivatives of mitomycin were elucidated by analysis of the nuclear magnetic resonance spectra. Field desorption mass spectrometry was also successfully used for the confirmation of these structures. The cytocidal, antibacterial, and antitumor activities of 7-O-glycosyl-9a-methoxymitosanes were also examined.
- 公益社団法人日本薬学会の論文
- 1989-10-25
著者
-
古畑 公夫
School of Pharmaceutical Sciences, Kitasato University
-
小倉 治夫
School of Pharmaceutical Sciences, Kitasato University
-
高柳 弘明
School of Pharmaceutical Sciences, Kitasato University
-
古畑 公夫
北里大薬
-
小倉 治夫
北里大学
-
小倉 治夫
School Of Pharmaceutical Sciences Kitasato University
-
高柳 弘明
北里大学薬学部薬化学教室
-
高柳 弘明
School Of Pharmaceutical Sciences Kitasato University
-
小宮山 寛機
The Kitasato Institute
-
武田 収功
School of Pharmaceutical Sciences, Kitasato University
-
鳥居 克実
School of Pharmaceutical Sciences, Kitasato University
-
鳥居 克実
School Of Pharmaceutical Sciences Kitasato University
-
武田 収功
School Of Pharmaceutical Sciences Kitasato University
-
三島 勝喜
School of Pharmaceutical Sciences, Kitasato University
-
泰 藤樹
The Kitasato Institute
-
三島 勝喜
School Of Pharmaceutical Sciences Kitasato University
関連論文
- Studies on Sialic Acids. XIV. Lactone Derivatives of N-Acetylneuraminic Acid
- Studies on Sialic Acids. VII. : The Crystal and Molecular Structure of N-Acetyl-2,3-dehydro-2-deoxyneuraminic Acid
- Studies on Sialic Acids. XI. : Synthesis of 2-O-Clycosyl Derivatives of N-Acetylneuraminic Acid
- Synthesis of 2-(5-Cholesten-3β-yloxy) Glycosides of N-Acetyl-D-neuraminic Acid Derivatives(Organic,Chemical)
- 95(P33) ベニバナの水溶性黄色色素成分の絶対構造(ポスター発表の部)
- Studies on Sialic Acids. XXV. Synthesis of the α- and β-N-Glycosides of 3-Deoxy-D-glycero-D-galacto-2-nonulosonic Acid (KDN)
- Improved Procedures for the Syntheses of Pyrido- and Pyrrolo[2,3-d]pyrimidines, and Ribosides Thereof
- Structure of Leucomycin A_1
- 12 Leucomycinの構造
- 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
- Synthesis and Thermal Cyclization Reactions of Methyl Isocrotonate Derivatives(Organic,Chemical)
- Simple Syntheses of 1,3-Dialkylpyrrolo-and Furopyrimidines
- A Simple Synthesis of 1,3-Dialkylpyrido [2,3-d] pyrimidines
- Structural Elucidation of the Reaction Products of Benzoxazole Derivatives with Dimethyl Acetylenedicarboxylate. V
- Some Novel Reactions of 1,3-Dimethyluracils. II. Studies on New Stable Pyrimidine Ring-Opened Compounds
- Photochemical Synthesis of Fused Tricyclic Compounds from Bis-6,6'-(1,3-dialkyluracilyl) sulfides
- Studies on Heterocyclic Compounds. XVII. Reaction of 6-Mercapto-1,3-Dimethyluracil with Electrophilic Reagents
- C-Glycosyl Nucleosides. II. Reaction of Sugar Aldehyde with Acetylenic Grignard Reagents
- Studies on Heterocyclic Compounds. XIV. 1,3-Dipolar Cycloaddition Reaction of Dimethyl Acetylenedicarboxylate with Phenylhydrazones
- Studies on Heterocyclic Compounds. XIII. Reaction of 2-Amino-benzazoles with Acetylenic Compounds
- Derivatives of Imidazo [2,1-b] benzoxazole (Studies on Heterocyclic Compounds. VIII)
- Derivatives of Imidazo [2,1-b] benzothiazole (Studies on Heterocyclic Compounds. VII)
- Studies on Sialic Acids. XIII. : Isolation of 3-Deoxy-D-glycero-D-galacto-2-nonulopyranosonic Acid (KDN) from Chum Salmon, Oncorhynchus keta
- Formation of 4-p-Bromophenyl-5-hydroxy-3-methoxycarbonyl-5,6-dihydro-4H-1,2-oxazine by Means of New Ring Transformation of an Isoxazoline-2-oxide
- Synthesis of (Z)-N-[5-(3-Aryl)-[1,2,4]oxadiazolyl]-N-[(methylcarbamoyl)methyl]benzamidoximes
- Studies on Lactams. VII. 6-Isothiocyanatopenicillanate and 7-Isothiocyanatodeacetoxycephalosporanate and Their Reactions
- A Convenient Synthesis of S-Glycosyl Donors of D-Glucose and O-Glycosylations Involving the New Reagent
- Convenient Synthesis of the Epoxy Fragment of Azinomycin B
- A Molecular Orbital Study on the n-π^* Cotton Effect of ε-Caprolactam
- 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
- Studies on Metal Complexes of Isocytosine Derivatives : The Crystal Structures of Mercury(II) and Nickel(II) Complexes of 2-Hydrazino-4-hydroxy-6-methylpyrimidine
- Studies on Metal Complexes of Isocytosine Derivatives : The Molecular Structures of Platinum(II)and Platinum(IV)Complexes of 2-Hydrazino-4-hydroxy-6-methylpyrimidine
- Absolute Structure of 2'-Desacetoxyaustrospicatine Established by X-Ray analysis and Circular Dichroism Spectroscopy
- Crystal Structure of Benzene : Pecric Acid Complex
- Inhibition of Sialyltransferases of Murine Lymphocytes by Disaccharide Nucleosides
- Induction of Suppressor T Cells by Neuraminic Acid Derivatives
- Studies on Nucleoside Analogs. XXI. : A Convenient Synthesis of 1,2,4-Triazole-5-thione Glycosides
- Studies on Nucleoside Analogs. XXII. Reactions of Glycosyl Isothiocyanates : Syntheses of Glycosylamino-1,2,3-thiadiazoles and 1,2,4,6-Thiatriazine-S-oxide Glycosides
- Studies on Nucleoside Analogs. XX. Syntheses of 1,2,4-Triazole and 1,3,5-Triazine Glycosides
- Studies on Nucleoside Analogs. XIX. Reaction of D-Gluconyl Isothiocyanate with Diamines or Enamines
- Cyclodesulfurization Reaction of Glycosyl Thioureides
- A One-Step Synthesis of Glycosylaminoisothiazolo [3,4-d] pyrimidines and Glycosylaminoisothiazoles
- A Novel One-Step Synthesis of Thioquinazoline Glycosides and Pyrazolopyrimidine Glycoside Analogs
- Reaction of Amino Acids with D-Glycosyl- and D-Gluconyl Isothiocyanates
- Reaction of Nucleophilic Reagents with D-Glycosyl- and D-Gluconyl Isothiocyanates
- Studies on Lactams. V. Nucleophilic Reaction of Benzylpenicillin with Lithiated Compounds
- C-Glycosyl Nucleoside. III. Ethynylation of Glucosyl Bromide with Ethynylmagnesium Bromide
- Convenient Synthesis of Allylic Sulfides and Application to Allylic Carbon-Carbon Bond Formation
- Novel Reactions of S, S'-Bis(1-phenyl-1H-tetrazol-5-yl) Dithiocarbonate
- Enantioselective Synthesis of Peptides Using (1R)-3-Hydroxy-1,8,8-trimethyl-3-azabicyclo [3. 2. 1] octane-2,4-dione ((+)-N-Hydroxycamphorimide) an Active Ester Group
- Photocycloaddition of Benzoylated 2'-Deoxyribonucleoside to 2,3-Dimethyl-2-butene
- Synthesis of α-N-Glycosides of 3-Deoxy-D-glycero-D-galacto-2-nonulosonic Acid (KDN) Using Nucleobases and Their Photocycloaddition to 2,3-Dimethyl-2-butene
- Synthesis of Tetrazolyl Derivatives of 3-Deoxy-D-glycero-D-galacto-2-onulosonic Acid (KDN) as Useful Glycosyl Donors, and Their Application for O- and C-Glycosylations
- Studies on Sialic Acids. XXX. Synthesis of 2,7-Anhydrosialic Acid
- Crystal Structure of Isoquinoline : Picric Acid Complex
- Steroidal versus Non-steroidal Forms. II. Conformations of 4,6α(H), 5β(H)-Tetrahydro-α-santonin and 4,6α(H), 5β(H)-Tetrahydro-β-santonin
- Synthesis and Characterization of Furanose and Pyranose Derivatives of 3-Deoxy-D-glycero-D-galacto-2-nonulosonic Acid (KDN)
- Stereochemistry of Novel Triterpenes from Cynanchum hancokianum
- The Crystal and Molecular Structures of Hancokinol and Hancolupenone from Cynanchum hancokianum (MAXIM.) AL. ILJINSKI. (Asclepiadaceae)
- STUDIES ON SIALIC ACIDS XXIV. SYNTHESIS OF 2,7-ANHYDRO-N-ACETYLNEURAMINIC ACID
- Studies on Chlorinated α-Santonin. V. Conformation of the Cyclohexenone Ring in 6β-Santonin Derivatives
- Studies on Glycosylation of the Mitomycins. Syntheses of 7-N-(4-O-Glycosylphenyl)-9a-methoxy-mitosanes
- NOVEL TRITERPENES, HANCOLUPENONE AND HANCOLUPENOL, FROM CYNANCHUM HANCOKIANUM
- Synthesis of N-Glycolyl-8-O-sulfoneuraminic Acid
- Synthesis of Fluorescent 4-Methyl-7-thiocoumaryl S-Glycosides of Sialic Acid
- Facile Synthesis of 4-Acylamino-2,6-anhydro-2,3,4-trideoxy-D-glycero-D-galacto-non-2-enoic Acids
- プロカインのーピクリン酸塩及びニピクリン酸塩の結晶構造
- Studies on the Chlorinated α-Santonins. I
- Synthesis of Disaccharide Nucleoside Derivatives of 3-Deoxy-D-glycero-D-galacto-2-nonulosonic Acid(KDN)
- Dioxopyrrolines. XLVI. : [2+2] Photocycloaddition of 4-Ethoxycarbonyl-5-phenyl-1H-pyrrole-2,3-dione to Six-Membered Cycloolefins : Effect of Ring Size on Stereochemical Pathways
- Dioxopyrrolines. XLI. : X-Ray Crystallographic Determination of the Stereochemistry of an Azatricyclo[5.3.0.0^]decane Derivative Obtained by Photocycloaddition of Cyclopentadiene to 4-Ethoxycarbonyl-5-phenyl-1H-pyrrole-2,3-dione
- Dioxopyrrolines. XL. Photocycloaddition Reaction of 4-Ethoxycarbonyl-5-phenyl-1H-pyrrole-2,3-dione to Dihydrofurans. Formation of a 2,4-Dioxa-10-azatricyclo[6.3.0.0^]undecane Ring System(Organic,Chemical)
- Dioxopyrrolines. XXXVI. [2+2] photocycloaddition Reaction of 4-Ethoxycarbonyl-5-phenyl-1H-pyrrole-2,3-dione to Acyclic Olefins. Structural and Stereochemical Assignment of the Photocycloadducts(Organic,Chemical)
- Crystal and Molecular Structure of N^4-Aminocytosine
- Studies on Sialic Acids. V. Synthesis of α-and β-D-Neu5Acp-(2→6)-lactose
- Studies on Sialic Acids. IV. : Synthesis of N-Acetyl-D-neuraminic Acid N-Nucleoside Analogs
- Reaction of Glycosyl Halides with 7-Hydroxy-9a-methoxymitosane Sodium Salt
- Synthesis of 6-O-(5-Acetamido-3,5-dideoxy-D-glycero-α- and -β-D-galacto-nonuropyranosonic Acid)-(2→6)-O-β-D-galactopyranosyl-(1→4)-1-(5-cholesten-3β-yloxy)-β-D-glucopyranose
- Studies on Sialic Acids. IX. : Formation of a 1,7-Lactone Derivative by Direct Acetylation of N-Acetylneuraminic Acid
- Studies on Metal Complexes of Isocytosine Derivatives : The Crystal Structure of Copper (II) Complex of 2-Hydrazino-4-hydroxy-6-methylpyrimidine
- Studies on the Chlorinated α-Santonins. II. The Crystal and Molecular Structure of 14-Chlorosantonin
- Crystal Structure of facial-[Bis-(adeninato) (diethylenetriamine)-copper (II)] Monohydrate
- Stereochemistry of Macrolides. II. Crystal Structure of p-Bromobenzoylpikromycin
- Studies on Metal Complexes of Isocytosine Derivative : The Crystal Structure of Zinc (II) Complex of 2-Hydrazino-4-hydroxy-6-methylpyrimidine
- Studies on the Chlorinated α-Santonins. IV. : Chlorination of α-Santonin and Stereochemistry Therein
- Studies on Sialic Acids. XIX. Syntheses of Partially O-Acetylated 4-Methylcoumarin-7-yl 5-Acetamido-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosidonic Acids
- Studies on Sialic Acids. XVIII. : Synthesis of Aryl-α-glycosides of 3-Deoxy-D-glycero-D-galacto-2-nonulopyranosonic Acid (KDN)
- Synthesis of 7-O-Acetyl-N-acetylneuraminic Acid Derivative
- Studies on Sialic Acids. XV. : Synthesis of α- and β-O-Glycosides of 3-Deoxy-D-glycero-D-galacto-2-nonulopyranosonic Acid (KDN)
- Ca(OH)_2-H_2SO_3ゲル反応系から生成する準安定相(単結晶)およびその結晶構造 : 溶液成長
- Studies on Heterocyclic Compounds. XXXIV. Synthesis of 2-Substituted Aminobenzoxazoles with Nickel Peroxide
- Studies on Heterocyclic Compounds. XXXII. Synthesis of 8-Substituted Theophyllines from 6-Amino-5-benzylideneamino-1,3-dimethyluracils with Nickel Peroxide
- Preparation of Carboxamide using Halosulfonium Salt
- Synthesis of Pyrrolopyrimidines and Thienopyrimidines
- Pharmacological Properties of T-3762,a Novel Fluoroquinolone Antimicrobial Agent in Parenteral Use. III. Chemical Structures and Dermovascular Permeability-Increasing Activities
- Histamine-Releasing Properties of T-3762,a Novel Fluoroquinolone Antimicrobial Agent in Intravenous Use. II. Dermovascular Permeability-Increasing Effect and Action on Peritoneal Mast Cells
- Histamine-Releasing Properties of T-3762,a Novel Fluoroquinolone Antimicrobial Agent in Intravenous Use. I. Effects of Doses and infusion Rate on Blood Pressure, Heart Rate and Plasma Histamine Concentration
- 7 Amaromycinの構造について
- Studies on Lactams. VI. Stereochemistry of L-Prolyl-L-valine Anhydride