窒素配糖体の研究(19)-Anthranilic Acid-N-Glycosidesの調製-

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The N-glycosides of anthranilic acid, its methyl ester, and m-aminobenzoic acid were prepared through condensation in E??OH or MeOH using NH4CI as catalyzer, and their properties were desc-ribed. The compounds and their melting points follow: anthranilic acid-N-D-glucoside, 137-8° N-D-glucoside pentaacetate, 184_??_6°, -N-D-glucoside K-salt, 173°, -N-D-galactoside, 152°, -N-L-arabinoside, 168°, -N-D-xyloside, 167°, -N-L-rhamnoside, 165_??_6°, -N-D-fructoside, 13940°, anthranilic acid methyl ester-N-D-glucoside, 126_??_7°, -N-D-mannoside, 177_??_8°, -N-D-g alactoside, 152°, -N-D-xyloside, 170°, m-aminobenzoic acid-N-D-glucoside, 109°, -N-D-mannoside, 136°. The properties were compared among three isomers to each other; the fragility order was found to be m-, o-. and p-isomer. N-Glycosides of the ester were less soluble in water and ether than those of free acid which were also soluble in alcohol, and pyridine. No ganeral rule was found among the solubilities of the three isomers. The color reactions by Na-nitroprussid and the anthrone reagent were all positive.
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