Author : I. Mohamad Al-saadi, Adnan
Synthesis of New Type of Sugar Ligands Starting from D-Glucose And Screening Their Biological Activity
journal of kerbala university,
2010, Volume 6, Issue 2, Pages 53-60
This work includes two parts; the first one is the synthesis of two ligands starting from D-glucose, reaction of glucose with acetone in the presence of iodine afforded 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose(1), when (1) reacted with benzoyl chloride in pyridine gave 1,2:5,6-di-O-isopropylidene-3-O-(benzoyl)-α-D-glucofuranose (2), selective deprotection of (2) in 80% acetic acid yielded 1,2-O-isopropylidene-3-O-(benzoyl)--α-D-glucofuranose (3), the cleavage oxidation of (3) using sodium periodate gave the aldehyde (4), the reaction of (4) with 4-methylthiosemicarbazide and o-aminophenol afforded the sugar ligands (5) and (6) respectively.
The second part of this work contained the biological screening of the prepared sugar ligands against Gram + ve bacteria Staphylococcus Aureus (ATCC 25923), Gram – ve bacteria Escherischia Coli (ATCC 225922), Pseudomonas Aaruginosa (ATCC 27853), and against fungi Candida Albicans (ATCC 10231), this part of our study showed that only compound (5) exhibited activities against + ve bacteria Staphylococcus Aureus and Gram – ve bacteria Escherischia Coli at concentration of 5 ppm.