Synthesis and characterisation of novel nanospheres made from amphiphilic perfluoroalkylthio- β-cyclodextrins

• Published in: European journal of pharmaceutics and biopharmaceutics Vol. 60; no. 1; pp. 123 - 131
• Main Authors: Péroche, Sandrine, Degobert, Ghania, Putaux, Jean-Luc, Blanchin, Marie-Geneviève, Fessi, Hatem, Parrot-Lopez, Hélène
• Format: Journal Article
• Language: English
• Published: Netherlands Elsevier B.V 01-05-2005
• Subjects: Alkylation; Alkylthio-β-cyclodextrins; Amphiphilic cyclodextrins; beta-Cyclodextrins - chemistry; Cryo-TEM; Cryoelectron Microscopy; Drug Stability; Excipients; Fluoroalkylthio-β-cyclodextrins; Freeze Drying; Magnetic Resonance Spectroscopy; Microspheres; Nanospheres; Particle Size; PCS; SEM; PCS; Amphiphilic cyclodextrins; Fluoroalkylthio-β-cyclodextrins; Nanospheres; Cryo-TEM; SEM; Alkylthio-β-cyclodextrins
• ISSN: 0939-6411; 1873-3441
• DOI: 10.1016/j.ejpb.2005.01.005

This work describes the synthesis of new amphiphilic perfluorohexyl- and perfluorooctyl-propanethio-
β-cyclodextrins and the comparison of the ability of these molecules and alkyl analogue, nonanethio-
β-cyclodextrin to form nanospheres. Nanospheres were prepared using nanoprecipitation method (perfluoroalkylthio-
β-cyclodextrin in THF [0.11×10
−3M], stirring rate 700
rpm, addition of aqueous phase at 64
°C into organic phase at 50
°C). They were characterised by Photon Correlation Spectroscopy (PCS) and by electron microscopy (SEM and cryo-TEM). The nanospheres prepared from these new
β-cyclodextrin derivatives have an average size of 260
nm, and appear to be spherical in cryo-TEM images. Whereas alkyl analogue forms polydisperse aggregates with sizes in the range 60–350
nm.