title: Synthesis, surface and antimicrobial properties of some quaternary ammonium homochiral camphor sulfonamides.
abstract: A group of homochiral quaternary ammonium sulfonamides bearing hydrophobic camphor derived moieties were synthesized and characterized. The described synthetic procedure is quick and efficient. The novel quaternary ammonium bromides were tested as antimicrobial and antifungal agents. They exhibited strong antimicrobial and also antifungal activity, especially N-{2-[((1S, 4R)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methylsulfonamido] ethyl}-N,N-dimethyltetradecan-1-aminium bromide 1c. The surface properties of prepared compounds were evaluated by surface tension measurements and critical micelle concentration (CMC) with surface tension at CMC (γCMC) was calculated.
authors.affiliation: Department of Chemical Theory of Drugs, Faculty of Pharmacy, Comenius University in Bratislava, Slovakia. Electronic address: miklas@fpharm.uniba.sk.
authors.forename: R
authors.initials: R
authors.lastname: Mikláš
authors.affiliation: Department of Chemical Theory of Drugs, Faculty of Pharmacy, Comenius University in Bratislava, Slovakia.
authors.forename: N
authors.initials: N
authors.lastname: Miklášová
authors.affiliation: Department of Cell and Molecular Biology of Drugs, Faculty of Pharmacy, Comenius University in Bratislava, Slovakia.
authors.forename: M
authors.initials: M
authors.lastname: Bukovský
authors.affiliation: NMR Laboratory, Faculty of Pharmacy, Comenius University in Bratislava, Slovakia.
authors.forename: B
authors.initials: B
authors.lastname: Horváth
authors.affiliation: Department of Chemical Theory of Drugs, Faculty of Pharmacy, Comenius University in Bratislava, Slovakia.
authors.forename: J
authors.initials: J
authors.lastname: Kubincová
authors.affiliation: Department of Chemical Theory of Drugs, Faculty of Pharmacy, Comenius University in Bratislava, Slovakia.
authors.forename: F
authors.initials: F
authors.lastname: Devínsky
mesh_terms: D000890:Anti-Infective Agents / Q000138:chemical synthesis / Q000494:pharmacology*; D000935:Antifungal Agents / Q000138:chemical synthesis / Q000494:pharmacology; D001965:Bromides / Q000138:chemical synthesis / Q000494:pharmacology; D002164:Camphor / Q000138:chemical synthesis / Q000494:pharmacology*; D057927:Hydrophobic and Hydrophilic Interactions; D008823:Micelles; D000644:Quaternary Ammonium Compounds / Q000138:chemical synthesis / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D013449:Sulfonamides / Q000138:chemical synthesis / Q000494:pharmacology*; D013499:Surface Properties; D013500:Surface Tension
chemical_list: D000890:Anti-Infective Agents; D000935:Antifungal Agents; D001965:Bromides; D008823:Micelles; D000644:Quaternary Ammonium Compounds; D013449:Sulfonamides; D002164:Camphor; C051470:ammonium bromide
keywords: Antimicrobial activity; Critical micelle concentration; Homochiral camphorsulfonamides; Quaternary ammonium salts