A facile synthesis and biological study of tri-[4-(5-aryl-1,3,4-oxadiazol-2-yl)‎phenyl]phosphate

Abstract EN

In the present investigation, nine novel 2-(aryl)-5-[4-(aroyloxy)phenyl]-1,3,4-oxadiazoles [2-10] were synthesized by a facile one step method through the reaction of 4-hydroxybenzoyl hydrazine with two equivalent of appropriate acid in the presence of phosphorus oxychloride.

Three novel phosphate esters containing three 1,3,4-oxadiazole units [14-16], namely {tri-[4-(5-phenyl-1,3,4-oxadiazol-2-yl)phenyl]phosphate [14], tri-[4-(5-(p-methoxy phenyl)-1,3,4-oxadiazol-2-yl)phenyl]phosphate [15] and tri-[4-(5-(p-nitro phenyl)-1,3,4-oxadiazol-2-yl)phenyl]phosphate [16]} were also synthesized by one step method through condensation of three equivalent of phenolic compounds [11-13] with phosphorus oxychloride.

All the synthesized compounds were characterized by their melting points and spectral (FT-IR, mass, CHN and UV) data.

The newly synthesized compounds were subjected to in vitro against two strains of pathogenic microorganism viz., Staphylococcus arueus and Escherichia coli.

The results obtained revealed that compounds [15 and 16] showed considerable activity against Escherichia coli.