One pot synthesis and docking study of some tetrahydrobenzo[b]pyran derivatives as extended spectrum class lactamase inhibitors for urinary tract infection

Abstract

Objective: The objective of the present investigation was to develop extended spectrum class lactamase inhibitors for urinary tract infection. Methods: With this aim a series of tetrahydrobenzo[b] pyran derivatives were synthesized by one pot strategy and screened for the antimicrobial activity against Proteus vulgaris. The docking and pharmacophore identification were carried out using Vlife MDS 4.3. Results: Structures of newly synthesized compounds were confirmed by physicochemical, spectral, and elemental analysis. The 4 chloro and 4 hydroxy derivatives are more active than other derivatives. The docking analysis showed that the all the inhibitors are showing the activity by blocking extended spectrum class lactamase. The pharmacophore identification showed the presence of negative ionizable, hydrogen bond donor, hydrogen bond acceptor, and aliphatic are important features required for extended spectrum class lactamase inhibition. Conclusions: Synthesized tetrahydrobenzo[b]pyran molecules were found to having moderate to good antimicrobial activity. Docking analysis shows that the possible mode of action of these synthesised derivatives is through lactamase inhibition. Molecules having chloro group 2-amino-3-carbonitrile-4- (2-chlorophenyl)-5- oxo-5,6,7,8 tetrahydro-4H-pyran were found to be most active.