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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

Štimac, Adela ; Trmčić Cvitaš, Jelena ; Frkanec, Leo ; Vugrek, Oliver ; Frkanec, Ruža Design and syntheses of mono and multivalent mannosyl-lipoconjugates for targeted liposomal drug delivery // International journal of pharmaceutics, 511 (2016), 1; 44-56. doi: 10.1016/j.ijpharm.2016.06.123

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

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