کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
1399117 | 1501151 | 2013 | 13 صفحه PDF | دانلود رایگان |
• In this study we design, new possible scaffolds acting as antibacterial agents.
• We synthesized and characterized new linezolid-like compounds.
• We test their antibacterial activity and their cytotoxicity.
The synthesis and the in vitro antibacterial activity of novel linezolid-like oxadiazoles are reported. Replacement of the linezolid morpholine C-ring with 1,2,4-oxadiazole results in an antibacterial activity against Staphylococcus aureus both methicillin-susceptible and methicillin-resistant comparable or even superior to that of linezolid. While acetamidomethyl or thioacetoamidomethyl moieties in the C(5) side-chain are required, fluorination of the phenyl B ring exhibits a slight effect on an antibacterial activity but its presence seems to reduce the compounds cytotoxicity. Molecular modeling performed using two different approaches – FLAP and Amber software – shows that in the binding pose of the newly synthesized compounds as compared with the crystallographic pose of linezolid, the 1,2,4-oxadiazole moiety seems to perfectly mimic the function of the morpholinic ring, since the H-bond interaction with U2585 is retained.
The synthesis and the in vitro antibacterial activity of novel linezolid-like oxadiazoles are reported. Molecular modeling performed using two different approaches shows that the 1,2,4-oxadiazole moiety of the newly synthesized compounds seems to perfectly mimic the function of the linezolid morpholinic ring.Figure optionsDownload as PowerPoint slide
Journal: European Journal of Medicinal Chemistry - Volume 65, July 2013, Pages 533–545