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
How to Cite this Article
Fayad, Amina. A.
(2016)
"Synthesizing, Characterizing and Studying the Biological Activity of Some New Schiff-Bases Derivatives Containing the Monosaccharide Moiety,"
Baghdad Science Journal: Vol. 13:
Iss.
3, Article 18.
DOI: https://doi.org/10.21123/bsj.2016.13.3.0578