title: Preparation and enantioseparation of a new click derived β-cyclodextrin chiral stationary phase.
abstract: A new cyclodextrin-derived chiral stationary phase (denoted as CDA-CSP) was synthesized by immobilizing mono(6(A)-azido-6(A)-deoxy)-per(p-chlorophenyl carbamoylated) β-cyclodextrin derivative to alkynyl modified silica via click chemistry. This newly prepared CSP shows good enantioseparation performance for six chiral compounds (1-6), such as 4-phenyl-oxazolidine-2-thione, two kinds of aryl alcohols, substituted flavonoids and benzoin, in which baseline separation of Analytes 1-4 was achieved under the experimental conditions. The effects of column temperature, mobile phase pH and content of methanol on the enantioseparation characteristics of CDA-CSP were investigated in detail. Retention factor and resolution for Compound 3 gradually reduced with an increase of column temperature, and a good linear relationship was shown between napierian logarithm of selectivity factor and reciprocal of column temperature. In the pH range from 3.56 to 5.50, a change in pH hardly affected the resolution of Analyte 2. In addition, increasing methanol in the mobile phase resulted in rapid eluting of the analytes from the column in reversed-phase mode. The retention factors for Analytes 1 and 3 significantly decreased and their resolution showed different trends.
authors.affiliation: 1Institute of Special Materials & School of Chemistry and Environment, South China Normal University, Guangzhou 510006, China.
authors.forename: Qing
authors.initials: Q
authors.lastname: Fan
authors.forename: Kui
authors.initials: K
authors.lastname: Zhang
authors.forename: Li-wen
authors.initials: LW
authors.lastname: Tian
authors.forename: Jun
authors.initials: J
authors.lastname: Fan
authors.forename: Sheng-run
authors.initials: SR
authors.lastname: Zheng
authors.forename: Wei-Guang
authors.initials: WG
authors.lastname: Zhang
mesh_terms: D001573:Benzoin / Q000302:isolation & purification; D002851:Chromatography, High Pressure Liquid; D056148:Chromatography, Reverse-Phase; D057930:Click Chemistry; D044950:Flavanones / Q000302:isolation & purification; D006863:Hydrogen-Ion Concentration; D013237:Stereoisomerism; D047392:beta-Cyclodextrins / Q000737:chemistry*
chemical_list: D044950:Flavanones; D047392:beta-Cyclodextrins; C031215:betadex; D001573:Benzoin; C083152:liquiritigenin