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Several new derivatives of thiazolidine-2,4-dione and 1-H-imidazole were prepared using imidazole aldehydes 6a–6f in ethanol as a solvent. Products 7a–7f were obtained in reasonable yields and great purity. The antioxidant activity for finish products was evaluated by DPPH radical scavenging activity and showed relatively good activity against ascorbic acid. Compounds 7d, 7e, and 7f had the highest antioxidant activity. Compound 7c showed the lowest amount of IC50 versus ascorbic acid. The antimicrobial activity of these compounds against gram-positive bacteria including Bacillus anthracis (B. anthracis) and Staphylococcus aureus (S. aureus) and gram-negative bacteria including Escherichia coli (E. coli) and Pseudomonas aeruginosa (P. aeruginosa) bacteria was evaluated by the inhibition zone diameter assay method, and the compounds showed moderate to low antibacterial activity. The toxicity properties of all synthesized compounds against cisplatin were investigated. Most of the compounds showed good activity against the positive control group, and the toxicity of compound 7b was higher than that of other compounds.

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