Synthesis, characterization, antimicrobial, anticancer, and antituberculosis activity of some new pyrazole, isoxazole, pyrimidine and benzodiazepine derivatives containing thiochromeno and benzothiepino moieties

Abstract

In an attempt to find a new class of antimicrobial, anticancer, and antituberculosis agents, a series of pyrazole, isoxazole, pyrimidine and benzodiazepine derivatives containing thiochromeno and benzothiepino moieties were prepared via the reaction of diketoester 2 and 11 with appropriate chemical reagents. Single crystal XRD studies have been done on compounds 3 and 12. All compounds were evaluated for antimicrobial, anticancer, and antituberculosis activity. The benzodiazepine compounds (9 and 18) displayed the highest activity among the tested compounds with an IC₅₀ equal to 15 and 16 μM for HeLa cells, and 13 and 12 μM for HCT116 cells. They were also found to be more active against H₃₇Rv with an MIC of 7.0 and 6.5 μM compared to other analogues. Similarly these compounds (9 and 18) showed higher activity than chloroamphenicol against Klebsiella pneumoniae and Escherichia coli.