Synthesis Of β-Cyclodextrin Derivatives And Application For Enantioseparation In Capillary Electrophoresis

Chirality is one of prevalent characters in universe,involving biologic survival and evolvement.With further research done for pharmacological properties,differences have been recognized in physiological effect and metabolism of a pair of enantiomers of chiral drugs.Because of the exceedingly similar pharmacological properties, enantiomers have extraordinary difficulties in separation.Due to the virtues of high separation efficiency,rapid analysis,good selectivity and stability,low consumption of samples and automatization,high performance capillary electrophoresis(HPCE) has broad application in the analysis field of enantiomers of chiral drugs.Successful chiral separation lies in choosing accurate chiral selector,current research is still focus on finding and synthesizing new chiral selectors.Cyclodextrins (CDs) including native and derivatized CDs are among the widely used chiral additives in CE.However,there are some limits to the native CDs in their solubility and physico- chemical properties for chiral separation.CD derivatives exhibit different properties compared to the native ones in the following:1.Improved solubility;2.Possibility for different bonds with analytes that can improve the inclusioncomplexation;3.The charged CDs can separate uncharged and charged chiral drugs.So the chiral separation using CDs derivatives is one of the challenging subjects.The dissertation consists of three parts.In chapter one,the development of chrial separation by CE was reviewed,including theoretical studies,applications and different operating models.In chapter two,two modifiedβ-CD were synthesized and characterized.Based on the ring-opening polymerization of 3,6-dimethyl-1,4-dioxane-2,5-dione(lactide), 6-Oligo(D,L-lactic acid)-β-cyclodextrin(6-OLA-β-CD) was gotten by modification of oligo lactic acid group onβ-cyclodextrin.6-O-(2-hydroxyl-3-betainylpropyl)-β-cyclodextrin(6-HBP-β-CD) was prepared by a "synthesis-deprotection one pot" method with the intention of producing useful functional models and enhanced performance characteristics.In chapter three,β-CD,HP-β-CD and novelβ-CD derivatives were selected as the chiral selector for the separation of ketotifen,chlorphenamine,terbutaline, propranolol,etc.Effect of the concentration of the chrial seletors was reviewed,as while as the applied voltage and different pH of back ground electrolytes.