Synthesis, characterization and Antibacterial Evaluation of Novel Thiazolidine Derivatives

Abstract

Background: Heterocyclic compounds, which incorporate atoms such as nitrogen and sulfur alongside carbon, play a crucial role in nature and organic chemistry. Thiazolidine derivatives, characterized by sulfur and nitrogen atoms with a carbonyl group at the -4 position, are particularly noteworthy for their stability and diverse biological activities. We synthesized novel thiazolidine derivatives and determined their antibacterial properties. the synthesis of novel thiazolidine compounds was perforemd using thioglycolic acid with hydrazides, generated from the combination of hydrazides with benzaldehyde. Methods: The esters, hydrazides, hydrazones, and thiazolidines, were synthesized and characterized using infrared spectroscopy, nuclear magnetic resonance, and melting point analysis. Assessment of anti-bacterial activity was carried out against Gram-positive and Gram-negative bacterial strain of Staphylococcus aureus, Acinetobacter baumannii, Aeromonas sobria, and Escherichia coli. . Results: We synthesized ethyl 2-acetate (benzo[d]thiazol-2-yloxy), followed by the formation of 2-(benzo[d]thiazol-2-yloxy)acetohydrazide (hydrazide) through the reaction of this acetate with hydrazine. 16 compounds were synthesized with rigorous validation at each stage through spectral analysis. Thiazolidine derivatives exhibited promising inhibitory effects against bacterial growth, indicating their potential as antibacterial agents.Compound SH8 exhibited moderate to strong inhibitory effects against all tested species, notably Aeromonas sobria and Staphylococcus aureus, at a concentration of 0.1 mg/ml. Conclusion: In conclusion, the synthesized compounds exhibited both structural integrity and potent antibacterial activity, suggesting avenues for further exploration in pharmaceutical research.