SYNTHESIS OF NOVEL SPIROTHIAZOLIDINONE DERIVATIVES AND EVALUATION OF ANTI-INFLAMMATORY ACTION

The objective of this investigation was to synthesize spirothiazolidinone-chalcone derivatives and evaluate them for anti-inflammatory action. Five 4-substituted benzaldehydes were utilized for the aldol condensation leading to chalcones of spirothiazolidinone. The compounds were obtained in yield of 64-72% and displayed varying solubility with all compounds soluble in chloroform and DMSO. The NMR spectra revealed protons of amine, imine, hydroxy and aromatic groups. The presence of the molecular ion peak of the isotopic peak was found in the mass spectra of the compounds confirming the formation of the compounds. The anti-inflammatory activity was determined using the albumin denaturation method and antiprotease method. All the compounds exhibited dose dependent inhibition of albumin denaturation with 7d having the highest capacity to cause the inhibition (61.56 ± 1.033 %) at the concentration of 500µg/mL. The antiprotease action was also dose dependent and 7d at 500µg/mL was able to inhibit (46.32±3.011 %) of protease activity. The type of substitution on the chalcone phenyl ring played a vital role in the activity of the compounds. The results led to the conclusion that newer chalcone based molecules with anti-inflammatory activity were obtained from the current work.