Chemical and Biochemical Studies on Carbohydrate Esters. IV. Preparation and Analytical Properties of 1-O-Fattyacyl-α-D-glucopyranoses
スポンサーリンク
概要
- 論文の詳細を見る
A homologous series of 1-O-acyl-D-glucopyranoses (acyl=caproyl, lauroyl, myristoyl, palmitoyl, or stearoyl) were obtained as the anomeric mixtures by condensation of the appropriate fatty acid chlorides with 2,3,4,6-tetra-O-benzyl-α-D-glucopyranose, followed by catalytic hydrogenation : the α anomers were predominant in all the products. Their gas-liquid chromatographic and thin-layer chromatographic behaviors were examined to establish the linear relations of log rt_R or Rf values to the acyl chain-lengths. From the anomeric mixtures, their α anomer components were isolated as crystallines by repeated recrystallization. Column chromatographic separation of the acetylated anomeric mixtures furnished the pure acetates of both anomers. The infrared nuclear magnetic resonance and mass spectral features were compared between the pairs of anomers.
- 社団法人日本薬学会の論文
- 1977-04-25
著者
-
西川 嘉廣
Faculty of Pharmaceutical Sciences, Kanazawa University
-
吉本 公浩
Faculty of Pharmaceutical Sciences, Kanazawa University
-
吉本 公浩
金沢大学薬学部
-
西川 嘉廣
金沢大学薬学部
-
西川 嘉廣
Faculty Of Pharmaceutical Sciences Kanazawa University
関連論文
- Studies on the Water-soluble Constituents of Lichens. IV. Effect of Antitumor Lichen-glucans and Related Derivatives on the Phagocytic Activity of the Reticuloendothelial System in Mice
- Studies on the Water-soluble Constituents of Lichens. III. Changes in Antitumor Effect caused by Modifications of Pustulan- and Lichenan-type Glucans
- 4,4-Dimethyl Effect (2). Syntheses, ^1H- and ^C-Nuclear Magnetic Resonance Spectra, and the Conformations of 6α- and 6β-Substituted-1,1,10β-trimethyl-trans-decal-2-ones (8α- and 8β-Substituted-4,4,10β-trimethyl-trans-decal-3-ones), Models of 4,4-Dimet
- Studies on the Water Soluble Constituents of Lichens. II. Antitumor Polysaccharides of Lasallia, Usnea, and Cladonia Species
- 4,4-Dimethyl Effect (2). Syntheses, ^1H- and ^C-Nuclear Magnetic Resonance Spectra, and the Conformations of 6α- and 6β-Substituted-1,1,10β-trimethyl-trans-decal-2-ones (8α- and 8β-Substituted-4,4,10β-trimethyl-trans-decal-3-ones), Models of 4,4-Dimet
- Regioselective Syntheses of Mono-O-acylglucoses
- Chemical and Biochemical Studies on Carbohydrate Esters. II. Antitumor Activity of Saturated Fatty Acids and Their Ester Derivatives against Ehrlich Ascites Carcinoma
- Chemical and Biochemical Studies on Carbohydrate Esters. I. Preparation and Properties of 1-O-Acyl-β-D-glucopyranose Tetraacetates
- ユリ科植物成分の研究(第2報)数種のユリ科植物の高級アルデヒド, 高級アルコールおよび高級ケトンの組成について
- 果実および種子油脂肪酸の研究(第4報)中国産ゴシュユの脂肪酸組成の分析
- Studies on the Water Soluble Constituents of Lichens. I. Gas Chromatographic Analysis of Low Molecular Weight Carbohydrates. (1)
- 果実および種子油脂肪酸の研究(第3報)数種のミカン科植物の脂肪酸組成について その1
- ユリ科植物成分の研究(第1報)ツルボ(Scilla japonica BAKER)鱗茎中の脂肪族化合物の分析
- Untersuchung uber die Fettsauren aus den Fruchten und Samen. II. Uber eine Neue Fettsaure (Goshuyusaure) aus den Fruchten von Evodia rutaecarpa Hook. fil. et THOMSON
- 第10回反応と合成の進歩シンポジウム : ライフサイエンスを志向した理論, 反応および合成
- Chemical and Biochemical Studies on Carbohydrate Esters. XIII. Synthesis of 6-O-, 6,6'-Di-O-, and 4,6,4', 6'-Tetra-O-stearoyl-α, α-trehaloses
- Chemical and Biochemical Studies on Carbohydrate Esters. XI. Antitumor Effects of Fatty Acid Monoesters of D-Glucose
- Chemical and Biochemical Studies on Carbohydrate Esters. X. Plant Growth Inhibition by Pure Anomers of Synthetic 1-O-Lauroyl-D-glucopyranose
- Chemical and Biochemical Studies on Carbohydrate Esters. IX. Antitumor Effects of Selectively Fatty Acylated Products of Maltose
- Chemical and Biochemical Studies on Carbohydrate Esters. VIII. Antitumor Activity of Sucrose Fatty Acid Esters
- Chemical and Biochemical Studies on Carbohydrate Esters. VII. Plant Growth Inhibition by an Anomeric Mixture of Synthetic 1-O-Lauroyl-D-glucose
- Chemical and Biochemical Studies on Carbohydrate Esters. VI. Further Examinations on Antitumor Activities of Stearoyl Esters of Sucrose
- Chemical and Biochemical Studies on Carbohydrate Esters. V. Anti Ehrlich Ascites Tumor Effect and Chromatographic Behaviors of Fatty Acyl Monoesters of Sucrose and Trehalose
- Chemical and Biochemical Studies on Carbohydrate Esters. IV. Preparation and Analytical Properties of 1-O-Fattyacyl-α-D-glucopyranoses
- Chemical and Biochemical Studies on Carbohydrate Esters. III. Antitumor Activity of Unsaturated Fatty Acids and Their Ester Derivatives against Ehrlich Ascites Carcinoma
- Regioselective Monoacylation of Some Glycopyranosides via Cyclic Tin Intermediates
- IMPROVED ANTIFUNGAL EFFECT OF THIABENDAZOLE AGAINST PENICILLIUM DIGITATUM BY ITS APPLICATION TO POST-HARVEST CITRUS FRUIT IN COMBINATION WITH CARBOHYDRAE ESTERS OF FATTY ACIDS
- 68 二,三の天然アシル化糖およびアシル化配糖体の合成 : 糖類に対する位置選択的アシル基の導入
- Polysaccharides of Lichens and Fungi. IV. Antitumour Active O-Acetylated Pustulan-Type Glucans from the Lichens of Umbilicaria Species
- Polysaccharides in Lichens and Fungi. III. Further Investigation on the Structures and the Antitumor Activity of the Polysaccharides from Gyrophora esculenta MIYOSHI and Lasallia papulosa LLANO
- Studies on the Chemical Structures of the New Glucans isolated from Gyrophora esculenta MIYOSHI and Lasallia papulosa (ACH.) LLANO and Their Inhibiting Effect on Implanted Sarcoma 180 in Mice
- A New α-Glucan from the Lichen Parmelia caperata (L.) ACH.
- Polysaccharides in Lichens and Fungi. I. Antitumour Active Polysaccharides of Gyrophora esculenta MIYOSHI and Lasallia papulosa (ACH.) LANO
- 人工糖脂質による創薬(糖と私の係わり合い)
- Regioselective Monoalkylation of Non-protected Glycopyranosides by the Dibutyltin Oxide Method
- ^C-Nuclear Magnetic Resonance (NMR) Spectra of O-Acylglucoses. Additivity of Shift Parameters and Its Application to Structure Elucidations
- Syntheses and ^1H- and ^C-Nuclear Magnetic Resonance Spectra of All Positional Isomers of Methyl Mono-O-tetradecanoyl-a- and β-D-Glucopyranosides
- アシル化糖の位置選択的合成とその転位 : 糖類水酸基の位置選択的修飾
- On the Possibility of Direct O-1β→ -6 Acyl Migration in 1-O-Acyl-β-D-glucose Derivatives
- Chemical and Biochemical Studies on Carbohydrate Esters. XII. The Phagocytic Response of the Reticuloendothelial System in Mice following Intraperitoneal Administration of Disaccharide Esters of Fatty Acids
- General Path of O-Acyl Migration in D-Glucose Derivatives : Acyl Migration of Methyl Mono-O-myristoyl-α- and β-D-Glucopyranosides and Mono-O-myristoyl-D-glucopyranoses
- REGIOSELECTIVE OXIDATION OF A β-L-ARABINOPYRANOSIDE VIA CYCLIC TIN INTERMEDIATE. FACILE SYNTHESIS OF 4-AMINO-4-DEOXY-L-ARABINOSE, AN AMINO-SUGAR FOUND IN LIPOPOLYSACCHARIDES OF SOME SALMONELLA R MUTANT STRAINS
- Practical Syntheses of [R]- and [S]-1-Alkylamino-3-aryloxy-2-porpanols from a Single Carbohydrate Precursor
- Highly Stereoselective Grignard Reaction of an Aldopyranose : A Simple synthesis of 6-Deoxy-D-idose from D-Xylose