SYNTHESIS, CHARACTERIZATION AND ANTI-MICROBIAL EVALUATION OF A SERIES OF QUINAZOLINE ANALOGS

Abstract

A series of substituted 6-bromo-3-(3-chloro-2-oxo-4-arylazetidin-1-yl)-2-methylquinazolin-4(3H)-one has been synthesized and evaluated for their biological activity. The title compounds (G1-G10) were prepared by the reaction of 5- bromo anthranilic acid with acetic anhydride to form 6-bromo-2-methyl-4H-benzo[1,3]oxazin-4-one which upon treatment with hydrazine hydrate in the presence of anhydrous pyridine form 3-amino-6-bromo-2-methylquinazolin- 4(3H)-one. The resulting intermediate underwent Schiff reaction with different aromatic aldehyde followed by reflux with chloroacetyl chloride and triethylamine. Ten different quinazoline derivatives (G1-G10) were synthesized. Structural assignments of these compounds have been made by elemental analysis, FTIR, 1HNMR 8 Mass spectral data and the purity of the compounds was determined by TLC. The anti-microbial activity of the newly isolated heterocyclic compounds was evaluated against Gram-positive, Gram-negative bacteria and fungi. Most of the compounds showed a moderate degree of anti-microbial activity. The study concluded that the compound G4 8 G6 were found to exhibit significant anti-bacterial activity when compared to Amoxicillin as standard drug while compound G7 exhibit significant anti-fungal activity when compared to Fluconazole as standard drug.