Design, synthesis and antibacterial evaluation of novel oxazolidinone derivatives nitrogen-containing fused heterocyclic moiety

Synthesis of oxazolidinones from N-aryl-carbamate and epichlorohydrin under mild conditions

“…Melting points were determined on a Reichart-Thermovar hot-stage apparatus. 1 H NMR, 13 C NMR and HPLC/MS are utilized to verify the structure and purity of synthesized compounds. 1 H NMR and 13 C NMR were recorded on a Bruker Advance ( 1 H: 300 MHz, 13 C: 75.5 MHz); DMSO-d6 or CDCl3 were used as solvent and TMS as an internal standard.…”

“…10 Since 2001, the antibiotic resistance of pathogens to linezolid directed research activities to the identification of novel oxazolidinones and numerous structure-activity relationships (SAR) studies have been reported. [11][12][13] For example, the replacement of the morpholine ring with a 1,2,4-oxadiazole ring, and the replacement of the carbonyl group with a thionyl in the side chain, gave new linezolid-like compounds with antibacterial activity against resistant S. aureus (linezolid analogue in Figure 1). 14 The N-aryl-oxazolidinone ring is also the central core of several MAO inhibitors that are potential candidates for the treatment of several neurological diseases.…”

Oxazolidinone Antibiotics: Chemical, Biological and Analytical Aspects

“…From the 1990s onwards, new drugs, such as oxazolidinones and lipopeptides, were introduced for the treatment of infections caused by multiresistant Gram-positive/Gram-negative bacteria. Oxazolidinones are a recent class of synthetic antibiotics with a chemical structure characterized by a basic nucleus of 2-oxazolidone ( Figure 1 ) active against a wide spectrum of multidrug-resistant Gram-positive bacteria (GPB), namely vancomycin-resistant Enterococcus (VRE), MRSA and Mycobacterium tuberculosis (Mtb) [ 10 ]. Oxazolidinones bind to the 50S ribosomal subunit, inhibiting the biosynthesis of bacterial proteins [ 10 ].…”

“…Oxazolidinones are a recent class of synthetic antibiotics with a chemical structure characterized by a basic nucleus of 2-oxazolidone ( Figure 1 ) active against a wide spectrum of multidrug-resistant Gram-positive bacteria (GPB), namely vancomycin-resistant Enterococcus (VRE), MRSA and Mycobacterium tuberculosis (Mtb) [ 10 ]. Oxazolidinones bind to the 50S ribosomal subunit, inhibiting the biosynthesis of bacterial proteins [ 10 ]. The first oxazolidinone clinically available was Linezolid (LNZ), discovered in 1996 and approved in 2000 for clinical use by the FDA (U.S. Food and Drug Administration) [ 11 ].…”

Comparison of Anti-Microbic and Anti-Biofilm Activity Among Tedizolid and Radezolid Against Linezolid-Resistant Enterococcus faecalis Isolates

“…It exerts its antimicrobial activity by forming π-π stacking interactions with the 50S subunit of the bacteria. 12 Till now, only a few studies have compared the antibacterial activity of tedizolid and radezolid with linezolid against the Staphylococcus aureus and Enterococcus . 13 , 14 However, the comparison of in vitro activity of these two oxazolidinone agents against linezolid-resistant E. faecalis remains unknown.…”