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The Hemolytic Properties of Chemically Modified Cyclodextrins
Authors:Mireille Bost  Valerie Laine  Florence Pilard  Andree Gadelle  Jacques Defaye  Bruno Perly
Affiliation:(1) Laboratoire d"lsquo"Hématologie, Centre Hospitalier Universitaire de Grenoble, F-38043 Grenoble, France;(2) Département de Recherche Fondamentale sur la Matière Condensée, CEA Grenoble, CNRS and CEA, F-38054 Grenoble, France;(3) CEA, Service de Chimie Moléculaire, CEA Saclay, F-91191 Gif-sur-Yvette, France
Abstract:The hemolytic properties of naturalcyclodextrins, especially of the more commoncyclomaltoheptaose entity, severely hamper theirpotential use as carriers in pharmaceuticalapplications where parenteral administration isconcerned. A systematic investigation on the role ofchemical modifications with regard to the hemolyticcharacter was carried out involving C-6 branchedneutral, anionic, cationic and amphoteric derivatives.From these data, conclusions have been drawnabout the charge and the geometry of the modification: (i)Substitution at primary hydroxyl groups usuallydecreases the hemolytic character and the geometry ofthe substituent affects the hemolytic property; (ii)introduction of an amino group, resulting in apositive charge at physiological pH, decreases thehemolytic character; (iii) negative charges arecomparatively less effective in reducing the hemolyticcharacter; (iv) zwitterionic groups seem to enhancethe hemolytic character of the cyclodextrin molecule.
Keywords:Hemolysis  branched 6-glycosyl cyclodextrins  cationic cyclodextrins  anionic cyclodextrins  amphoteric cyclodextrins
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