SYNTHESIS, DOCKING AND ANTITUBERCULAR ACTIVITY OF SOME NEWER THIAZOLIDINONES

Thiazolidinones are important class of heterocyclic compounds due to their versatile biological activity. A novel series of 2-phenyl-3-
(5-pyridin-3-yl-1,3,4-thiadiazol-2-yl)-1,3-thiazolidin-4-one(VIa-n) derivatives were synthesized in good yield by the cycloaddition of
N-[(1E)-phenyl methylene]-5-pyridin-3-yl-1,3,4-thiadiazol-2-amine with thioglycollic acid in presence of dimethylformamide. The
structures of the synthesized compounds were confirmed by FT-IR, 1H NMR, 13C NMR, MASS data and elemental analysis. Docking
studies has been carried out by using Hex software for all the newly synthesized compounds. All the synthesized compounds were
tested against Mycobacterium tuberculosis using Microplate Alamar Blue Assay method. Preliminary results indicated that most of the
compounds tested in this study demonstrated comparable activity against Mycobacterium tuberculosis as compared with standard
Streptomycin, Pyrazinamide and Ciprofloxacin. Among the series, compounds VI l and VI n showed better antitubercular activity
compared to all the standards pyrazinamide, streptomycin and ciprofloxacin and compounds VI e, VI g, VI j, VI k and VI m showed
similar activity compared to standard streptomycin. The structure and biological activity relationship of titled compounds showed that
the presence of pharmacophoric moieties like 1,3,4-thiadiazole nucleus and the substituent’s like 2-methoxy benzaldehyde, 4-methoxy
benzaldehyde, 2-hydroxy benzaldehyde and 4-hydroxy benzaldehyde attached to it will increases the activity.