Design, Synthesis, Characterization and Biological Evaluation of Novel Thiazolidine-4-Ones

Abstract

A new series of substituted 3-(4-phenylpyrimidin-2-yl) thiazolidin-4-one (SG1-SG9) was synthesized in order to determine their antioxidant, antimicrobial and antitubercular activity and feasible structure–activity relationships. The structures of synthesized compounds were established on the basis of melting point, TLC, IR, 1HNMR and HRMS. The derivatives were evaluated for the radical scavenging activity compared to the standard Ascorbic acid. The results of antioxidant study show that some of the derivatives possess mild to moderate activity as compared to standard. Further the derivatives were evaluated for the antibacterial activity against Gram positive bacteria S.aureus (ATCC 9144),S.epidemidis (ATCC12228) and Gram negative bacteria E.coli (ATCC 25922) , Klebsiella (ATCC 4352), while antifungal activity against A.flavus (ATCC 9643) and A.niger (ATCC 16404) by using Agar well diffusion method using Ciprofloxacin and Fluconazole as standard respectively. The results of antimicrobial studies show that some of the derivatives posses mild to moderate activity as compared to standard. The derivatives were evaluated for the antitubercular activity against Mycobacterium tuberculosis (Vaccine strain, H37 RV strain) ATCC27294 by Microplate Alamar Blue Assay (MABA) method using Pyrazinamide, Ciprofloxacin and Streptomycin as standard. This methodology is non-toxic, uses a thermally stable reagent and shows good correlation with propotional and BACTEC radiometric method.