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Abstract

A new series of α-D-glucose Schiff base derivatives was synthesized and characterized for bioactivity. Hydroxyl groups at C(1,2 & 5,6) of the sugar moiety were converted into acetal form using dry acetone with phosphoric acid and anhydrous zinc chloride as catalysts, producing 1,2:5,6-di-O-isopropylidene α-D-glucofuranose (I). The five-membered acetal at C(5,6) was hydrolyzed with acetic acid (65%), and a reaction with sodium periodate produced an aldehyde group, which was used to synthesize Schiff bases by reacting with various amino compounds like 4-aminoantipyrine. The chemical structures of the prepared compounds were confirmed using UV, FT-IR, and 1H-NMR spectra. Most of the compounds demonstrated antibacterial activity.

Keywords

Synthesis, Biological Activity, Schiff Bases

Article Type

Article

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