title: Preparation and characterization of 4-isopropylcalix[4]arene-capped (3-(2-O-β-cyclodextrin)-2-hydroxypropoxy)-propylsilyl-appended silica particles as chiral stationary phase for high-performance liquid chromatography.
abstract: A new type of 4-isopropylcalix[4]arene-capped (3-(2-O-β-cyclodextrin)-2-hydroxypropoxy)propylsilyl-appended silica particles (IPC4CD-HPS) has been prepared by treatment of bromoacetate-substituted (3-(2-O-β-cyclodextrin)-2-hydroxypropoxy)propylsilyl-appended silica particles (BACD-HPS) with 4-isopropylcalix[4]arene oxyanions in anhydrous N-methyl-2-pyrrolidone. The bonded silica IPC4CD-HPS has been successfully used as chiral stationary phase (CSP) in high-performance liquid chromatography (HPLC) for the first time. The synthetic stationary phase was characterized by means of elemental analysis and Fourier transform infrared spectroscopy. This new CSP has a chiral selector with two anchored functional moieties: 4-isopropylcalix[4]arene and β-cyclodextrin. The chromatographic performance of IPC4CD-HPS was investigated by separation of positional isomers of several disubstituted benzenes and enantiomers of some chiral drug compounds under reversed-phase conditions. The results showed that IPC4CD-HPS had excellent selectivity for the separation of aromatic positional isomers and enantiomers of chiral compounds due to the cooperative functioning of the anchored 4-isopropylcalix[4]arenes and β-cyclodextrins.
authors.affiliation: Department of Obstetrics and Gynaecology, Yong Loo Lin School of Medicine, National University of Singapore, 1E Lower Kent Ridge Road, Singapore 119228, Singapore.
authors.forename: S K Thamarai
authors.initials: SK
authors.lastname: Chelvi
authors.affiliation: Department of Obstetrics and Gynaecology, Yong Loo Lin School of Medicine, National University of Singapore, 1E Lower Kent Ridge Road, Singapore 119228, Singapore.
authors.forename: Jia
authors.initials: J
authors.lastname: Zhao
authors.affiliation: School of Pharmacy, Xuzhou Medical College, 209 Tongshan Road, Xuzhou 221004, China.
authors.forename: Lijuan
authors.initials: L
authors.lastname: Chen
authors.affiliation: Department of Obstetrics and Gynaecology, Yong Loo Lin School of Medicine, National University of Singapore, 1E Lower Kent Ridge Road, Singapore 119228, Singapore.
authors.forename: Shi
authors.initials: S
authors.lastname: Yan
authors.affiliation: School of Pharmacy, Xuzhou Medical College, 209 Tongshan Road, Xuzhou 221004, China.
authors.forename: Xiaoxing
authors.initials: X
authors.lastname: Yin
authors.affiliation: Jiangsu Nhwa Pharmaceutical Corporation Ltd., 69 Minzhu South Road, Xuzhou 221009, China.
authors.forename: Jiaquan
authors.initials: J
authors.lastname: Sun
authors.affiliation: Department of Obstetrics and Gynaecology, Yong Loo Lin School of Medicine, National University of Singapore, 1E Lower Kent Ridge Road, Singapore 119228, Singapore.
authors.forename: E L
authors.initials: EL
authors.lastname: Yong
authors.affiliation: School of Pharmacy, Xuzhou Medical College, 209 Tongshan Road, Xuzhou 221004, China. Electronic address: weiqunli@126.com.
authors.forename: Qunli
authors.initials: Q
authors.lastname: Wei
authors.affiliation: Department of Obstetrics and Gynaecology, Yong Loo Lin School of Medicine, National University of Singapore, 1E Lower Kent Ridge Road, Singapore 119228, Singapore. Electronic address: obggy@nus.edu.sg.
authors.forename: Yinhan
authors.initials: Y
authors.lastname: Gong
mesh_terms: D001554:Benzene / Q000737:chemistry; D047250:Calixarenes / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D010636:Phenols / Q000737:chemistry*; D012822:Silicon Dioxide / Q000737:chemistry*; D013237:Stereoisomerism; D047392:beta-Cyclodextrins / Q000737:chemistry*
chemical_list: D010636:Phenols; D047392:beta-Cyclodextrins; C121325:calix(4)arene; D047250:Calixarenes; D012822:Silicon Dioxide; D001554:Benzene; C031215:betadex
keywords: 4-Isopropylcalix[4]arene, Chiral separation; Chiral stationary phase; High-performance liquid chromatography; β-Cyclodextrin