Design, synthetic approches, structure-activity relationship strategy and antibacterial evaluation for N-alkylated derivatives with binding mode of chloroquinoline- thiazolidinedione based hybrids

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Abstract

A variety of new compounds have been integrated into the structural framework of (5 Z )-5-[(2 - (4-methylpiperazin-1yl)quinoline-3-yl)methyl]-1,3-thiazolidine-2,4-dione. The synthesis of 1,3-thiazolidine-2,4-dione was accomplished by means of the condensation of 2-chloroquinoline, which later functioned as a pivotal reagent in the reaction with 3-carbaldehydes, resulting in the production of 2,4-thiazolidinedione. The characterization of these recently synthesised compounds was performed by their interactions with halide compounds, namely involving substituted N-alkylation. Chemical identification was achieved by using elemental analysis, Fourier-transform infrared spectroscopy (FT-IR), and proton nuclear magnetic resonance spectroscopy (1H-NMR). Additionally, the synthesised compounds were subjected to in vitro testing to assess their antibacterial activity against a range of pathogens, such as Staphylococcus aureus, Bacillus subtilis, Escherichia coli, and Pseudomonas aeruginosa.

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