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Drug Enantiomer Of Separation By High Performance Liquid Chromatography Chiral Stationary Phase

Posted on:2007-01-12Degree:MasterType:Thesis
Country:ChinaCandidate:J WangFull Text:PDF
GTID:2121360182470956Subject:Chemical Engineering
Abstract/Summary:PDF Full Text Request
Many chiral drugs may differ in their pharmacological activities due to the difference of stereochemistry. Therefore, rapid and sensitive methods for the resolution and quantification of the individual optically pure enantiomers are of great importance; chromatographic methods on both the analytical and preparative scale have become of considerable interest in recent years. Particularly in the past 20 years, optical resolution by high-performance liquid chromatography (HPLC) has progressed rapidly, and has become a practical and useful method not only for determining optical purity but also for obtaining optical isomers. In this paper, the separation of etodolac and its intermediate was studied on two chiral columns—CDMPC and (S,S)-Whelk-O1 chiral columns.In part I , a review on chiral resolution by high-performance liquid chromatography (HPLC) is presented. This review also deals with the development and present state of Pirkle brush-type CSP, cellulose derivate type CSP, crown ether type CSP, cyclodextrin type CSP andmacrolide antibiotic type CSP.In part II, the preparation and token of CDMPC chiral column was discuss.In part II, the separation of etodolac and its intermediate was studied on two chiral columns—CDMPC and (S,S)-Whelk-Ol chiral columns. The influence of the structures of the analytes on the chiral separation was investigated. The mobile phase composition including the concentration and type of the alcohol modifier in hexane was varied, and the influence on the retention factor(k' ) for each enantiomer, the separation factor( a ) and the resolution (R) was studied. Then the two different chiral recognition mechanism were discussed and compared.In part III, the separation of naproanilide and its intermediate was studied on two chiral columns—CDMPC and (S,S)-Whelk-Ol chiral columns. The influence of the structures of the analytes on the chiral separation was investigated. The mobile phase composition including the concentration and type of the alcohol modifier in hexane was varied, and the influence on the retention factor(k' ) for each enantiomer, the separation factor( a ) and the resolution (R) was studied. Then the two different chiral recognition mechanism were discussed and compared.
Keywords/Search Tags:high performance liquid chromatography, chiral stationary phase, CDMPC, (S,S)-Whelk-O1, etodolac, intermediate
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