Synthesis, Spectroscopic Characterization, and In Vitro Antibacterial Evaluation of Novel Functionalized Sulfamidocarbonyloxyphosphonates.
Abdeslem BouzinaKhaoula BechlemHajira BerredjemBillel BelhaniImène BechekerJacques LebretonMarc Le BorgneZouhair BouazizChristelle MarminonMalika BerredjemPublished in: Molecules (Basel, Switzerland) (2018)
Several new sulfamidocarbonyloxyphosphonates were prepared in two steps, namely carbamoylation and sulfamoylation, by using chlorosulfonyl isocyanate (CSI), α-hydroxyphosphonates, and various amino derivatives and related (primary or secondary amines, β-amino esters, and oxazolidin-2-ones). All structures were confirmed by ¹H, 13C, and 31P NMR spectroscopy, IR spectroscopy, and mass spectroscopy, as well as elemental analysis. Eight compounds were evaluated for their in vitro antibacterial activity against four reference bacteria including Gram-positive Staphylococcus aureus (ATCC 25923), and Gram-negative Escherichia coli (ATCC 25922), Klebsiella pneumonia (ATCC 700603), Pseudomonas aeruginosa (ATCC 27853), in addition to three clinical strains of each studied bacterial species. Compounds 1a⁻7a and 1b showed significant antibacterial activity compared to sulfamethoxazole/trimethoprim, the reference drug used in this study.
Keyphrases
- gram negative
- escherichia coli
- multidrug resistant
- pseudomonas aeruginosa
- staphylococcus aureus
- high resolution
- silver nanoparticles
- biofilm formation
- single molecule
- solid state
- acinetobacter baumannii
- cystic fibrosis
- klebsiella pneumoniae
- drug resistant
- molecular docking
- quantum dots
- mass spectrometry
- microbial community
- anti inflammatory
- methicillin resistant staphylococcus aureus
- mechanical ventilation