Synthesis and structure–activity relationship studies of novel [6,6,5] tricyclic oxazolidinone derivatives as potential antibacterial agents

Synthesis, antibacterial activities, and sustained perfume release properties of optically active5-hydroxy- and 5-acetoxyalkanethioamide analogues

“…It is known that thioamide compounds have higher biological activities than the corresponding amide compounds [13][14][15][16][17][18]. Fortuna et al and Xue et al also reported that thioamide compounds have higher antibacterial activity than the corresponding amide compounds [19,20]. Based on these facts, we synthesized various N-methyl-5-acetoxyalkanethioamides and attempted to improve their antibacterial activities and establish the structure-activity relationship.…”

Metal-catalyzed reactions of organic nitriles and boronic acids to access diverse functionality

“…Oxazolidinones are important N- and O-heterocyclic compounds and their derivatives have been widely used as synthetic building blocks, pharmaceuticals, and agrochemicals. 69 Recently, the construction of structurally diverse spirooxindolyl oxazol-2(5 H )-ones with a fused spiro ring at the C3 position of the oxindole core with oxazol-2(5 H )-one has gained importance due to its biological significance. In this regard, in 2019, Liao and Wu's group reported an efficient protocol for the synthesis of spirooxindolyl oxazol-2(5 H )-ones ( 94 ) through a Pd( ii )-catalyzed addition of arylboronic acids to 3-cyano-1-methyl-2-oxoindolin-3-yl ethyl carbonate ( 93 ) (Scheme 46).…”

Current Landscape and Future Perspective of Oxazolidinone Scaffolds Containing Antibacterial Drugs

“…Most of the analogues with 3-triazolyl methyl groups (compounds 34a−h) showed moderate to high inhibitory effects against E. faecalis, MRSA, In addition to the above cases, Yang et al also studied the effects of the modification of the A and D rings and C-3 positions on the antibacterial activity (Figure 16). 94 When the oxazolidinone ring was transformed into thiazolidinone and imidazolidinone, there was almost no antibacterial activity (compounds 37 and 38). When the four-position of the D ring was an S atom (compound 39), the antibacterial activity of the compound was great against E. faecalis, MRSA, MSSA, MRSE, MSSE, and PRSP (MIC: 1−4 μg/mL), but when it became NH or NBoc (compounds 40, 41), the antibacterial activity was almost completely lost.…”