Separation and Identification of Amine-Carbohydrate Reaction Product in Aqueous Solution(Pharmaceutical)

概要

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Drugs with a primary aromatic arnino moiety such as procaine, procainamide, and p-aminobenzoic acid(PABA) are capable.of reacting with various reducing sugars containing hexoaldoses and pentoaldoses. The arnine-carbohydrate reaction products can be separated from the parent drugs by high performance liquid chromatography(HPLC) analysis. The formation and dissociation profiles of the products were followed by HPLC and ultraviolet spectroscopy. The reaction products formed in aqueous solution were not association complexes, but chemical reaction products, which were identified as glycosylamines or W-glycosides, by comparison with authentic samples obtained by the condensation of amines with carbohydrates in rnethanol. An X-ray analysis of one of the glycosylamines, 2-deoxy-N-p-carboxyphenyl-D-ribosylamine, was carried out, and the absolute conformation and configuration in the crystalline state were determined.
公益社団法人日本薬学会の論文
1987-06-25