Design, Synthesis, Hypoglycemic Activity and Molecular Docking Studies of 3-substituted-5- [(furan-2-yl)-methylene]-thiazolidine-2,4-dione Derivatives

Abstract: Background: From the wide range of previous literature studies indicated that thiazolidinedione’s reacts with substituted benzaldehydes undergoes knoevenagel condensation gives respective arylidene derivatives. In our attempt all titled compounds were designed and developed by replacement furan- 2-aldehyde, so furan moiety was introduced in molecule. Materials Methods: 5-[(furan-2-yl)-methylene]-thiazolidine-2,4-dione prepared via reaction thiazolidine-2,4-dione furfural. Further it coupled various alkyl/ aryl halides alcoholic potassium hydroxide to produce derivatives 2a-2j. The furthermore microwave assisted synthesis technique. Synthesized analysed physical spectral characterization methods. Developed bearing thiazolidine-2,4-diones evaluated for in-vivo hypoglycemic property. Molecular docking analysis carried out observe binding interaction ligands at PPARγ target receptor protein. Results Conclusion: Microwave irradiation technique produced high yield less time comparison traditional conventional method. In-vivo activity evaluation revealed that, electron releasing groups (-OH –OCH3) containing 2d 2g found possess significant acute study as well chronic study. Even molecular protein (PDB ID- 2PRG), exhibit affinity having energy -9.02 kcal/mol -8.61 when compared standard ligand rosiglitazone. Key words: Thiazolidinedione derivatives, Synthesis, Hypoglycemic Activity, Docking, PDB ID-2PRG.