Synthesis and QSAR modeling of 2-acetyl-2-ethoxycarbonyl-1-[4(4′-arylazo)-phenyl]-N,N-dimethylaminophenyl aziridines as potential antibacterial agents

The present communication deals with the synthesis of a series of 2-acetyl-2-ethoxycarbonyl-1-[4(4′-arylazo)-phenyl]-N,N-dimethylaminophenyl aziridines. The compounds were synthesized in excellent yields (70–80%) and the structures were established on the basis of consistent IR, 1H NMR and elemental analysis data. The purity has been ascertained by chromatographic resolution using acetic acid–toluene (6:4 v/v) as binary eluent. All the compounds have been tested for their antimicrobial activity against a representative panel of bacteria i.e. Bacillus subtilis, Escherichia coli, Pseudomonas diminuta and Staphylococcus aureus using azinomycin as reference drug. All the synthesized compounds were found to exhibit profound antimicrobial activity.

A new series of aziridine derivatives (8a–k) have been synthesized and subjected to evaluation of their antibacterial properties. Moreover, systematic QSAR studies have also been performed using number of calculated descriptors for the synthesized compounds. The obtained result shows exact correlation between polarizability and biological activity.Figure optionsDownload as PowerPoint slide