Novel amphiphilic fluoroalkylated derivatives of xylitol, D-glucose and D-galactose for medical applications: hemocompatibility and co-emulsifying properties.
1-O-(4,4,5,5,6,6,7,7,8,8,9,9,9-Tridecafluorononyl)xylitol 6 was synthesized as a novel standard compound for the assessment of hemocompatibility and co-emulsifying properties in microemulsions for biomedical uses. 3-O-(1,1,2,4,4,5,7,7,8,8,9,9,9-Tridecafluoro-5-trifluoro-methyl-3,6-dioxanonyl)-D-glucose 9 and 6-O-(1,1,2,4,4,5,7,7,8,8,9,9,9-tridecafluoro-5-trifluoromethyl-3,6-dioxanonyl)-D-galactose 12 were synthesized by nucleophilic addition of protected carbohydrates to perfluorinated vinyl oligoether. Biological tests revealed very good hemocompatibility and co-emulsifying properties for the amphiphiles 6, 9 and 12.
Paleta
Oldrich
O
Department of Organic Chemistry, Prague Institute of Chemical Technology, Technická 5, Czech Republic. oldrich.paleta@vscht.cz
Dlouhá
Ivona
I
Kaplánek
Robert
R
Kefurt
Karel
K
Kodícek
Milan
M
D001672:Biocompatible Materials / Q000138:chemical synthesis*; D004655:Emulsions; D004912:Erythrocytes; D005079:Excipients; D005466:Fluorocarbons / Q000138:chemical synthesis*; D005690:Galactose / Q000031:analogs & derivatives; D005947:Glucose / Q000031:analogs & derivatives; D006801:Humans; D008422:Materials Testing; D009005:Monosaccharides / Q000138:chemical synthesis*; D013501:Surface-Active Agents / Q000138:chemical synthesis*; D014993:Xylitol / Q000031:analogs & derivatives
D001672:Biocompatible Materials; D004655:Emulsions; D005079:Excipients; D005466:Fluorocarbons; D009005:Monosaccharides; D013501:Surface-Active Agents; D005947:Glucose; D014993:Xylitol; D005690:Galactose