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Title: Chiral enantioseparation of racemic drugs
Keywords: Enantiomers, β-Cyclodextrin, Chiral Stationary Phase, Chromatographic
Issue Date: 31-May-2006
Citation: POON YIN FUN (2006-05-31). Chiral enantioseparation of racemic drugs. ScholarBank@NUS Repository.
Abstract: Enantiomers are compounds which cannot be superimposed on their mirror images. The separation of enantiomers is important in many industries and scientific disciplines since many of these isomers are known to have different physiological activities. The potential problem posed by the in vivo interactions between enantiomers is significant because of the large number of chiral drugs marketed as racemic mixtures. This dissertation described the HPLC separation of racemic drugs and compounds through the use of chiral stationary phases (CSPs) based upon I?-cyclodextrin. Cyclodextrin (CD) is commonly used as a chiral selector which due to its chiral nature of its apolar cavity is able to mediate enantiodiscriminatory property. Fifteen modified CD CSPs based on a stable single urea linkage to the silica support were prepared and good separations were achieved for a variety of racemates viz beta-blockers, anti-histamines, flavanones, benzodiazepinones, diuretics, aromatic alcohols and weak acids. The effects of different immobilization positions (via C2- and C6-OH) of CD, substituent groups (phenylcarbamate, acetyl, methyl and benzoyl), immobilisation methods and HPLC conditions (pH and organic modifier composition) on chromatographic properties have been evaluated.
Appears in Collections:Ph.D Theses (Open)

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