Synthesis and biological evaluation of some thiazolidinones as antimicrobial agents

A novel series of thiazolidinone derivatives namely 4-(4-dimethylamino-6-{4-[5-(4-ethylpiperazin-1-ylmethyl)-4-oxo-2-phenylthiazolidin-3-yl]-phenylamino}-[1,3,5]triazin-2-yloxy)-1-methyl-1H-quinolin-2-one have been synthesized from the key intermediate 4-[4-(4-aminophenylamino)-6-dimethylamino-[1,3,5]triazin-2-yloxy]-1-methyl-1H-quinolin-2-one (7). Condensation reaction of compound 7 with different aldehyde derivatives were performed to obtain Schiff base derivatives, which after cyclization gave thiazolidinones and finally they were reacted with N-ethylpiperazine to get target compounds. The newly synthesized compounds were evaluated for their antimicrobial activity against eight bacterial strains (Staphylococcus aureus, Bacillus cereus, Escherichia coli, Pseudomonas aeruginosa, Klebsiella pneumoniae, Salmonella typhi, Proteus vulgaris, Shigella flexneri) and four fungal strains (Aspergillus niger, Candida albicans, Aspergillus fumigatus, Aspergillus clavatus).

Synthesis, characterization, antibacterial and antifungal properties of some novel s-triazine analogs comprise of quinoline, thiazolidinone and piperazine nucleus.Figure optionsDownload as PowerPoint slideHighlights
► A new class of thiazolidinone derivatives were designed and synthesized.
► In vitro antimicrobial activity has been screened for the new compounds.
► Structures of the synthesized compounds were elucidated on the basis of spectral studies and elemental analysis.
► Some of these analogs could be worthy candidates for developing new drugs as antibacterial and antifungal agents.