Open AccessSynthesizing, Characterizing and Studying the Biological Activity of Some New Schiff-Bases Derivatives Containing the Monosaccharide Moiety
Author(s) -
Baghdad Science Journal
Publication year - 2016
Publication title -
mağallaẗ baġdād li-l-ʿulūm
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.167
H-Index - 6
eISSN - 2411-7986
pISSN - 2078-8665
DOI - 10.21123/bsj.13.3.578-586
Subject(s) - moiety , chemistry , sodium periodate , aldehyde , acetal , organic chemistry , acetone , periodate , schiff base , hydrolysis , monosaccharide , acetic acid , acetic anhydride , phenyl isothiocyanate , benzaldehyde , anhydrous , phosphoric acid , catalysis , polymer chemistry
A new series of ?-D-glucose as Schiff bases derivatives is synthesized and characterized with studying their bioactivity. Hydroxyl groups at C (1,2&5,6) sugar moiety are converted into acetal form through a reaction with dry acetone using phosphoric acid and anhydrous zinc chloride as catalysts producing 1,2:5,6-di-O-isopropyledine ?-D-glucofuranose(I). The five memberd ring acetal of C(5,6) is hydrolyzed with acetic acid (65%)and a reaction of the new product with sodium periodate is carried on to get an aldehyde moiety which is used to produce a new series of Schiff bases through reacting with different amino compounds such as 4-amino antipyrene . The suggested chemical structures of the prepared compounds are confirmed by using UV., FT-IR and1 H-NMR spectra .Most of the prepared compounds show antibacterial activity.