The Effect of Systematic Structural Modifications on the Antibacterial Activity of Novel Oxazolidinones

Gabor      Pinter; Ilona      Bereczki; Elizabeth      Roth; Attila      Sipos; Reny      Varghese; Edet      Ekpenyong Udo; Eszter      Ostorhazi; Ferenc      Rozgonyi; Oludotun      Adebayo Phillips; Pal      Herczegh

doi:10.2174/157340611794072670

Abstract

A novel series of tetraethylene glycol (TEG) triazolyl and squaramide containing oxazolidinones were synthesized and tested for their antibacterial activity against a selected panel of Gram-positive and Gram-negative bacteria. The 4-TEG-triazolyl derivatives were prepared by ‘click reaction’. The introduction of the TEG and squaramide groups did not favor antibacterial activity. The three nucleoside-containing oxazolidinones were also prepared by ‘click ’ ’ methodology resulted in weak antibacterial activity.

Keywords: Antibacterial agents, click reaction, linezolid, oxazolidinone, squaramide, tetraethylene glycol (TEG), Gram-positive, Gram-negative bacteria, Antimicrobial resistance, methicillin-resistant Staphylococcus, vancomycin-resistant enterococci, monoamine oxidase (MAO) inhibition, 50S ribosomal subunit, linezolid analogs, nu-cleoside moiety, dipropargylated derivative, cytosine, thymine, alkylation reaction, nucleo-philic displacement, Huisgen-type 1,3-dipolar, squaric acid, eperezolid, uridine, guanosine, piperazine derivative, Mueller Hin-ton agar dilution, vancomycin, Dimeric anticancer agents, anti-HIV agents, steroids, morpholine, pharmacological properties, ri-bosomal binding, perturbation, structure-activity relationships, column chromatography, flash chromatography, reverse phase chromatography, acetonitrile argon, Coupling Reactions, Antibacterial Susceptibility Testing, broth micro dilution method, minimal inhibitory concentration, bac-teriostatic