Glucosylated pH-sensitive liposomes as potential drug delivery systems.
The inclusion of pH-sensitive components in liposome formulations can allow a more controlled and efficient release in response to low pH typical of some pathological tissues and/or subcellular compartments. On the other hand decorating the surface of liposomes with sugar moieties attributes to lipid vesicles specificity toward lectins, sugar-binding proteins overexpressed in many tumor tissues. A novel multifunctional pH-sensitive glucosylated amphiphile was synthesized and characterized as pure aggregate component and in mixtures with a natural phospholipid. The comparison of the properties of the new glucosylated amphiphile with respect to those of a previously described cationic structural analogue demonstrates that the pH-sensitivity can strongly affect drug release, lipid organization, as well as the exposure of the glucose residues on liposome surface and their ability to interact with Concanavalin A, a plant lectin used as model system.
Dipartimento di Scienze Fisiche e Chimiche, Università degli Studi dell'Aquila, Via Vetoio, 67010 Coppito (AQ) (Italy); CNR, Istituto di Metodologie Chimiche, Area della Ricerca di Roma 1, Via Salaria km 29,300, 00015 Monterotondo (RM), Italy.
Luisa
L
Giansanti
CNR, Istituto di Metodologie Chimiche, Area della Ricerca di Roma 1, Via Salaria km 29,300, 00015 Monterotondo (RM), Italy; Dipartimento di Chimica, Università degli Studi di Roma "La Sapienza", P.le A. Moro 5, 00185 Roma, Italy.
Alessandro
A
Mauceri
Dipartimento di Chimica, Università degli Studi di Roma "La Sapienza", P.le A. Moro 5, 00185 Roma, Italy.
Luciano
L
Galantini
Dipartimento di Scienze Fisiche e Chimiche, Università degli Studi dell'Aquila, Via Vetoio, 67010 Coppito (AQ) (Italy); CNR, Istituto di Metodologie Chimiche, Area della Ricerca di Roma 1, Via Salaria km 29,300, 00015 Monterotondo (RM), Italy.
Barbara
B
Altieri
Dipartimento di Chimica, Università degli Studi di Roma "La Sapienza", P.le A. Moro 5, 00185 Roma, Italy.
Antonella
A
Piozzi
CNR, Istituto di Metodologie Chimiche, Area della Ricerca di Roma 1, Via Salaria km 29,300, 00015 Monterotondo (RM), Italy. Electronic address: giovanna.mancini@uniroma1.it.
Giovanna
G
Mancini
D003208:Concanavalin A / Q000737:chemistry; D016503:Drug Delivery Systems; D006031:Glycosylation; D006863:Hydrogen-Ion Concentration; D008081:Liposomes / Q000737:chemistry*; D015394:Molecular Structure; D013499:Surface Properties
D008081:Liposomes; D003208:Concanavalin A
Agglutination; Concanavalin a; Drug release; Glucosylated amphiphile; Liposomes; pH-sensitivity