title: Oxazoline-based antimicrobial oligomers: synthesis by CROP using supercritical CO2.
abstract: A method using supercritical CO(2) to obtain biocompatible 2-oxazoline-based oligomers quaternized with different amines is described. The synthesized oligo(2-oxazoline)s display partial carbamic-acid insertion at one end. The syntheses of quaternary oligo(2-bisoxazoline)s and linear oligoethylenimine hydrochlorides are reported. Oligo(2-methyl-2-oxazoline) and oligo(2-bisoxazoline) quaternized with N,N-dimethyldodecylamine are the most efficient biocidal agents showing fast killing rates against Staphylococcus aureus and Escherichia coli. Linear oligoethylenimine hydrochloride shows the lowest MIC values but higher killing times against both bacteria. Based on the antimicrobial activity studies, a cooperative action of carbamic acid with the ammonium end group is proposed.
authors.affiliation: REQUIMTE, Faculdade de Ciências e Tecnologia, Departamento de Química, Universidade Nova de Lisboa, Caparica, Portugal.
authors.forename: Vanessa G
authors.initials: VG
authors.lastname: Correia
authors.forename: Vasco D B
authors.initials: VD
authors.lastname: Bonifácio
authors.forename: Vivek P
authors.initials: VP
authors.lastname: Raje
authors.forename: Teresa
authors.initials: T
authors.lastname: Casimiro
authors.forename: Guilhermina
authors.initials: G
authors.lastname: Moutinho
authors.forename: Cláudia Lobato
authors.initials: CL
authors.lastname: da Silva
authors.forename: Mariana G
authors.initials: MG
authors.lastname: Pinho
authors.forename: Ana
authors.initials: A
authors.lastname: Aguiar-Ricardo
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001388:Aziridines / Q000737:chemistry; D002219:Carbamates / Q000737:chemistry; D002245:Carbon Dioxide / Q000737:chemistry*; D004926:Escherichia coli / Q000187:drug effects* / Q000254:growth & development; D004927:Escherichia coli Infections / Q000188:drug therapy / Q000382:microbiology; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D010080:Oxazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D011108:Polymers / Q000138:chemical synthesis* / Q000494:pharmacology; D000644:Quaternary Ammonium Compounds / Q000737:chemistry; D017550:Spectroscopy, Fourier Transform Infrared; D013203:Staphylococcal Infections / Q000188:drug therapy / Q000382:microbiology; D013211:Staphylococcus aureus / Q000187:drug effects* / Q000254:growth & development
chemical_list: D000900:Anti-Bacterial Agents; D001388:Aziridines; D002219:Carbamates; D010080:Oxazoles; D011108:Polymers; D000644:Quaternary Ammonium Compounds; D002245:Carbon Dioxide; C033132:aziridine; C070766:carbamic acid