ABSTRACT

Back ground: The emergence of antibiotic-resistant bacteria presents a significant challenge to public health, necessitating the development of novel antibacterial agents. The synthesis was achieved through a series of reactions, including Claisen-Schmidt condensation followed by cyclization, yielding a range of chalcone-thiazolidinedione hybrids. Objective: To synthesize some novel chalcone derivatives bearing 2,4-thiazolidinedione and evaluate the antibacterial activity. Method: New 2,4-thiazolidinedione derivatives were synthesized by Knoevenagel condensation and aryl/alkyl halide’s reaction. Products were purified by TLC and screened for antibacterial activity against various pathogens using MIC determination. For antibacterial activity, the optical density (OD600) of cultures was measured and diluted to ~10^6 CFU/ml. Controls included cells and media alone, and Ceftriaxone was used as a reference. MIC values were recorded after 16-18 h of incubation at 37°C. Results: The chalcone derivatives with 2,4-thiazolidinedione (7a-d) are screened for antibacterial activity against Gram-positive and Gram-negative bacteria. Some compounds showed activity against Gram- positive bacteria, particularly multidrug-resistant strains, with compound 7a being the most potent. The chalcone and thiazolidine rings were crucial for activity, indicating potential for further development. Conclusion: Notably, the presence of the 2,4-thiazolidinedione moiety was found to significantly enhance the antibacterial properties of the chalcone framework. The results suggest that these chalcone- thiazolidinedione derivatives exert their antibacterial effects through disruption of bacterial cell wall synthesis and inhibition of critical bacterial enzymes. Overall, the findings of this study highlight the potential of chalcone derivatives bearing 2,4-thiazolidinedione as a new class of antibacterial agents. Key words: Chalcone, 2,4-thiazolidinedione, antibacterial activity, Knoevenagel condensation
Publication date: 01/12/2025

https://ijbpas.com/pdf/2025/December/MS_IJBPAS_2025_9631.pdf

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https://doi.org/10.31032/IJBPAS/2025/14.12.9631