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Design and syntheses of mono and multivalent mannosyl-lipoconjugates for targeted liposomal drug delivery


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 (međunarodna recenzija, članak, znanstveni)


Naslov
Design and syntheses of mono and multivalent mannosyl-lipoconjugates for targeted liposomal drug delivery

Autori
Štimac, Adela ; Trmčić Cvitaš, Jelena ; Frkanec, Leo ; Vugrek, Oliver ; Frkanec, Ruža

Izvornik
International journal of pharmaceutics (0378-5173) 511 (2016), 1; 44-56

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
Targeted drug delivery ; Liposomes ; Glycolipids ; Mannose Receptor
(Targeted drug delivery ; Liposomes ; Glycolipids ; mannose Receptor)

Sažetak
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.

Izvorni jezik
Engleski

Znanstvena područja
Kemija, Temeljne medicinske znanosti



POVEZANOST RADA


Projekt / tema
HRZZ-IP-2013-11-7387 - Supramolekulska sinteza samo-organizirajućih funkcionalnih nanomaterijala i kompleksnih kemijskih sustava (Leo Frkanec, )

Ustanove
Institut "Ruđer Bošković", Zagreb,
Sveučilište u Zagrebu

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus
  • MEDLINE


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