Influence of chemical structure of amphiphilic beta-cyclodextrins on their ability to form stable nanoparticles.
The aim of the study was to establish a correlation between the chemical structure of amphiphilic beta-cyclodextrins (beta-CDa) and their ability to form stable nanospheres. Amphiphilic derivatives were obtained according to an optimized well-known three-step synthesis. The selective acylation of the secondary face of beta-CD being well controlled, several beta-CDa presenting different substitution degree were synthesized. The self-organization properties of the derivatives were evaluated. The peracylated beta-CD, i.e. bearing 14 alkyl chains on the secondary hydroxyl groups, does not yield stable nanosphere suspension, even in the presence of a non ionic surfactant in the aqueous phase. However, the presence of partially acylated derivatives within the beta-CDa allows self-assembly into stable nanosphere suspension.
Gèze
Annabelle
A
Département de Pharmacochimie Moléculaire, UMR CNRS 5063, UFR Pharmacie, Université Joseph Fourier-Grenoble I, 5 av. de Verdun, F 38243 Cedex, Meylan, France.
Aous
Soad
S
Baussanne
Isabelle
I
Putaux
JeanLuc
J
Defaye
Jacques
J
Wouessidjewe
Denis
D
D003505:Cyclodextrins / Q000737:chemistry*; D004339:Drug Compounding; D009682:Magnetic Resonance Spectroscopy; D008854:Microscopy, Electron; D008863:Microspheres; D010316:Particle Size; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; D047392:beta-Cyclodextrins
D003505:Cyclodextrins; D047392:beta-Cyclodextrins; C031215:betadex