Design and syntheses of mono and multivalent mannosyl-lipoconjugates for targeted liposomal drug delivery (CROSBI ID 230975)
Prilog u časopisu | izvorni znanstveni rad | međunarodna recenzija
Podaci o odgovornosti
Štimac, Adela ; Trmčić Cvitaš, Jelena ; Frkanec, Leo ; Vugrek, Oliver ; Frkanec, Ruža
engleski
Design and syntheses of mono and multivalent mannosyl-lipoconjugates for targeted liposomal drug delivery
Multivalent mannosyl-lipoconjugates may be of interest for glycosylation of liposomes and targeted drug delivery because the mannose specifically binds to C-type lectin receptors on the particular cells. In this paper syntheses of two types of novel O-mannosides are presented. Conjugates 1 and 2 with a COOH- and NH2-functionalized spacer and the connection to a lysine and FmocNH-PEG-COOH, are described. The coupling reactions of prepared intermediates 6 and 4 with a PEGylated-DSPE or palmitic acid, respectively, are presented. Compounds 5, mono-, 8, di- and 12, tetravalent mannosyl-lipoconjugates, were synthesized. The synthesized compounds were incorporated into liposomes and liposomal preparations featuring exposed mannose units were characterized. Carbohydrate liposomal quartz crystal microbalance based assay has been established for studying carbohydrate–lectin binding. It was demonstrated that liposomes with incorporated mannosyl-lipoconjugates were effectively recognized by Con A and have great potential to be used for targeted liposomal drug delivery systems.
Targeted drug delivery ; Liposomes ; Glycolipids ; mannose Receptor
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Podaci o izdanju
511 (1)
2016.
44-56
objavljeno
0378-5173
10.1016/j.ijpharm.2016.06.123
Povezanost rada
Kemija, Temeljne medicinske znanosti