Synthesis of substituted N-aryl-N'-Sulfamoyloxazolidin-2-ones with potential antibacterial activity.
Three series of derived compounds of N, Aryl-N',Sulfamoyloxazolidin-2-ones were synthesized starting from chloro-sulfonylisocyanate (CSI) by carbomoylation, sulfamoylation and intramolecular cyclization reactions followed by methylation and heterocyclic reopening reactions. This later is based on a new hydrolysis method which uses a solid support, in order to obtain the correspondent amino-alcohols, which allowed isolating a new amino-alcohol ester. Measurements of the hydro-solubility by determination partition coefficient (log p) in water/octanol system were carried out by spectrophotometry. The antibacterial activities in vitro of some synthesized compounds were evaluated on a "Staphylococus aureus" strain in a Mûller-Hintone medium, showing good activity for some of them. All the synthesized compounds are characterized by IR, (1)H NMR and mass spectroscopy (ESI-MS).
Nessaiba
Mounir
M
Laboratoire de Chimie Appliquée, Université 08 Mai 1945, BP 401 Guelma, Algérie.
Abdaoui
Mohamed
M
Djahoudi
Abed El Ghani
Ael G
Kadri
Mekki
M
Winum
Jean-Yves
JY
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D007202:Indicators and Reagents; D008745:Methylation; D008826:Microbial Sensitivity Tests; D023303:Oxazolidinones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D012995:Solubility; D021241:Spectrometry, Mass, Electrospray Ionization; D013055:Spectrophotometry, Infrared; D013211:Staphylococcus aureus / Q000187:drug effects; D013449:Sulfonamides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
D000900:Anti-Bacterial Agents; D007202:Indicators and Reagents; D023303:Oxazolidinones; D013449:Sulfonamides