Comparative studies of immobilized chiral stationary phases based on polysaccharide derivatives for enantiomeric separation of 15 azole compounds

被引:18
|
作者
Zhu, Bolin [1 ]
Deng, Miaoduo [1 ]
Yao, Yaqi [1 ]
Yu, Jia [1 ]
Li, Qing [1 ]
机构
[1] Shenyang Pharmaceut Univ, Sch Pharm, 103 Wenhua Rd, Shenyang 110016, Liaoning, Peoples R China
关键词
Azole compounds; Chiral separation; Chiral stationary phases; Immobilized polysaccharide-based columns; Separation mechanism; SUPERCRITICAL-FLUID CHROMATOGRAPHY; PERFORMANCE LIQUID-CHROMATOGRAPHY; CAPILLARY-ELECTROPHORESIS; TRIAZOLE FUNGICIDES; HPLC; DRUGS; ENANTIOSEPARATION; RESOLUTION; CELLULOSE; MICONAZOLE;
D O I
10.1002/elps.201800180
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
Immobilized polysaccharide-based columns showed excellent enantioselectivity in normal phase separation mode. In this work, enantioseparation abilities of four immobilized polysaccharide-derived chiral stationary phases (Chiralpak IA, Chiralpak IB, Chiralpak IC, and Chiralpak ID) toward 15 azole compounds were evaluated. Separation was carried out using n-hexane as mobile phase with ethanol, 1-propanol, 1-butanol, and 2-propanol as modifiers. And twelve compounds have achieved baseline separation with the resolutions ranging between 2.05 and 21.73. The enantioseparation on the four polysaccharide-based chiral columns using different alcohol modifiers was compared. In general, the best separation performance was identified as Chiralpak IC, which was able to resolve 11 compounds to baseline and two partially under the screening conditions. Separation on Chiralpak IB was not satisfactory, because only four compounds were baseline separated.
引用
收藏
页码:2107 / 2116
页数:10
相关论文
共 50 条
  • [1] Impact of immobilized polysaccharide chiral stationary phases on enantiomeric separations
    Ali, I
    Aboul-Enein, HY
    JOURNAL OF SEPARATION SCIENCE, 2006, 29 (06) : 762 - 769
  • [2] Direct enantiomeric separation of β-aminoalcohols and β-hydroxy sulfides using polysaccharide derivatives as chiral stationary phases
    Xia, LJ
    Wu, J
    Tang, MH
    Hou, XL
    Dai, LX
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 1999, 19 (06) : 625 - 629
  • [3] Enantiomeric separation of cyclopropane derivatives on a polysaccharide-based chiral stationary phase
    Ghanem, A
    Hoenen, H
    Müller, P
    Aboul-Enein, HY
    ANALYTICA CHIMICA ACTA, 2005, 538 (1-2) : 15 - 24
  • [4] Comparative studies of immobilized polysaccharide derivatives chiral stationary phases for enantioseparation of furanocoumarins and dihydroflavones and discussion on chiral recognition mechanism
    Tang, Luhuan
    Chen, Yanyan
    Wu, Mengru
    Tang, Tingting
    Yao, Yaqi
    JOURNAL OF SEPARATION SCIENCE, 2023, 46 (20)
  • [5] Separation of piracetam derivatives on polysaccharide-based chiral stationary phases
    Kazoka, H.
    Koliskina, O.
    Veinberg, G.
    Vorona, M.
    JOURNAL OF CHROMATOGRAPHY A, 2013, 1281 : 160 - 165
  • [6] Comparative Studies Between Covalently Immobilized and Coated Chiral Stationary Phases Based on Polysaccharide Derivatives for Enantiomer Separation of N-Protected α-Amino Acids and Their Ester Derivatives
    Jin, Jing Yu
    Bae, Su Kyoung
    Lee, Wonjae
    CHIRALITY, 2009, 21 (10) : 871 - 877
  • [7] Chiral separation of organic phosphonate compounds on polysaccharide-based chiral stationary phases
    Yang, GS
    Zhan, CY
    Fu, GH
    Vazquez, PP
    Frenich, AG
    Vidal, JLM
    Aboul-Enein, HY
    CHROMATOGRAPHIA, 2004, 59 (9-10) : 631 - 635
  • [8] Enantiomeric separation of several oxirane derivatives by high performance liquid chromatography on polysaccharide-based chiral stationary phases
    Zhou, Wei
    Liu, Bing
    Yang, Guo-Sheng
    Koppenhoefer, Bernhard
    Aboul-Enein, Hassan Y.
    JOURNAL OF LIQUID CHROMATOGRAPHY & RELATED TECHNOLOGIES, 2008, 31 (18) : 2879 - 2891
  • [9] Chiral Separation of Organic Phosphonate Compounds on Polysaccharide-Based Chiral Stationary Phases
    G. S. Yang
    C. Y. Zhan
    G. H. Fu
    P. Parrilla Vazquez
    A. Garrido Frenich
    J. L. Martinez Vidal
    H. Y. Aboul-Enein
    Chromatographia, 2004, 59 : 631 - 635
  • [10] Study of the enantiomeric separation of the anticholinergic drugs on two immobilized polysaccharide-based chiral stationary phases by HPLC and the possible chiral recognition mechanisms
    Li, Meng
    Zhao, Yu
    Zhou, Li
    Yu, Jia
    Wang, Jian
    Guo, Xingjie
    ELECTROPHORESIS, 2018, 39 (11) : 1361 - 1369