Chinese Journal of Applied Chemistry

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Preparation and Enantioseparation Performance of Organo-inorganic Silica Composite Chiral Stationary Phase Modified by β-Cyclodextrin

LI Laisheng*, MA Haiping, CHEN Hong, FANG Yishan   

  1. (Center of Analysis and Testing,Nanchang University,Nanchang 330047,China)
  • Received:2011-06-13 Revised:2011-08-28 Published:2012-04-10 Online:2012-04-10

Abstract: β-CD-mono-6-(N-aminoethyl)-3-aminopropyltrimethoxy silane was synthesized and used together with 1,2-bis(triethoxysilyl)-ethane(BTEE) as silica resources templated by cetyltriethyl-ammnonium bromide(CTAB) for preparing mesoporous chiral materials via hydrothermal processes. After phenylcarbamated with phenyl isocyanate an organo-inorganic chiral silica composite(β-CD PMOs) was obtained, in which β-CD was incorporated to the wall of the channels while ethyl groups were located in the framework. The periodic mesporous organosilicas(PMOs) was utilized as chiral stationary phase(CSP) for enantioseparartion of some alkaline medicines containing nitrogen under reverse-phase high-performance liquid chromatography(RP-HPLC) and normal-phase high-performance liquid chromatography(NP-HPLC) conditions. The results showed that the enantioseparartion of these medicines could be effectively achieved by β-CD PMOs using common mobile phases at the similar pH value(pH=4.15). The maximal enantioseparartion selectivity factor(α) was 2.42. In addition, excellent permeability and reproducibility facilitate the establishment of a new enantioseparation method for chiral medicines. The chromatographic data indicated that β-CD PMOs are promising for the enantioseparation of medicines.

Key words: Chiral HPLC, Organic-inorganic hybrid materials, &, beta, -cyclodextrin, enantioseparation of chiral drugs

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