Synthesis and Characterization of Some New Thiazolidinedione Derivatives Containing a Coumarin Moiety for their Antibacterial and Antifungal Activities

Abstract

Simple coumarins and analogues are large class of compounds that have attracted their interest for a long time due to their biological activities. They have shown to be useful as anti-tumoural, anti-HIV agents and as CNS active compounds. Furthermore, they have been reported to have multiple biological activities (anti-coagulant, anti-inflammatory), although all these properties have not been evaluated systematically. In addition, their enzyme inhibition properties, antimicrobial and antioxidant activities are other foremost topics in this field of research. A new series of thiazolidinedione derivatives were synthesized by reacting with coumarin moiety and studied for their antibacterial and antifungal activities. The synthesis of compounds (6a-9c) was achieved through the versatile and efficient synthetic route that involved reaction of thiazolidinedione with appropriately α-bromo ketone or α-bromo oxime derivatives (2a, 5c). The structures of these compounds were established by means of IR, 1H-NMR, 13C-NMR Mass and elemental analysis.