A physico-chemical study on amphiphilic cyclodextrin/liposomes nanoassemblies with drug carrier potential

Abstract

In this paper, two medusa-like ACyDs, modified at the primary rim bearing four (ACyD4) and eight carbons (ACyD8) acyl chain length, and one bouquet-like CyD, modified at primary side with thiohexyl and at secondary one with oligoethylene moiety (SC6OH), were investigated for their ability to assemble in nanostructures or to form hybrid dipalmitoylphosphatidylcholine (DPPC)/ACyDs systems. The lipophilicity of these molecules and the different preparation methods used in this study (thin layer evaporation and nanoprecipitation method) significantly affect the aggregation behaviour in aqueous medium. Except for the shortest medusa-like ACyD4, the other ACyDs formed stable nanoaggregates for at least 45 days. The effect of ACyDs on the thermotropic behaviour of DPPC liposomes was also studied by differential scanning calorimetry analysis, thus elucidating their interaction with liposomes to afford hybrid liposome/ACyDs systems. The medusa-like ACyD4 cannot be used to realize nanosystems because it quickly aggregates or it induces a complete destabilization of the liposomes. At the highest concentration investigated (0.01 molar fraction), both ACyD8 and SC6OH interacted with DPPC liposomes, forming ACyD/DPPC or SC6OH/DPPC hybrid vesicular carriers.

Keywords:

• Amphiphilic cyclodextrins
• nanoassemblies
• differential scanning calorimetry
• liposomes
• dipalmitoylphosphatidylcholine

Disclosure statement

The authors declare no conflict of interest and ethical approval was not required.

Additional information

Funding

This work was supported by Research Funding for University of Catania, under Project Piano per la Ricerca 2016–2018 – Linea Di Intervento 2 “Dotazione Ordinaria” cod. 57722172106, and by CNR (Project of Institute CNR-ISMN-Materials and Dispositives for Health and LifeQuality).