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

被引:19
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
  • [31] Stereoselective HPLC separation of alvimopan on cellulose-based immobilized polysaccharide as a chiral stationary phase
    Dhekale, Nitin H.
    Gunjal, Dattatray B.
    Gore, Anil H.
    Komaravolu, Yagnakirankumar
    Bindu, K. Hima
    Kolekar, Govind B.
    CHIRALITY, 2018, 30 (08) : 982 - 987
  • [32] Preparation and chromatographic performance of chiral peptide-based stationary phases for enantiomeric separation
    Ma, Zhengyue
    Shang, Panpan
    Liu, Delu
    Nie, Yangyang
    Liu, Yanli
    Guo, Xinyuan
    Wei, Benben
    Bai, Ligai
    Qiao, Xiaoqiang
    CHIRALITY, 2023, 35 (09) : 636 - 644
  • [33] The effect of temperature on the separation of enantiomers with coated and covalently immobilized polysaccharide-based chiral stationary phases
    Matarashvili, Iza
    Kobidze, Giorgi
    Chelidze, Aluda
    Dolidze, Gizo
    Beridze, Nino
    Jibuti, Giorgi
    Farkas, Tivadar
    Chankvetadze, Bezhan
    JOURNAL OF CHROMATOGRAPHY A, 2019, 1599 : 172 - 179
  • [34] Enantiomeric discrimination of pyrethroic acid esters on polysaccharide derived chiral stationary phases
    Kim, BH
    Lee, SU
    Kim, KT
    Lee, JY
    Choi, NH
    Han, YK
    Ok, JH
    CHIRALITY, 2003, 15 (03) : 276 - 283
  • [35] The Separation of Cannabinoids on Sub-2 μm Immobilized Polysaccharide Chiral Stationary Phases
    Onishi, Takafumi
    Umstead, Weston J.
    PHARMACEUTICALS, 2021, 14 (12)
  • [36] Enantiomeric separation of newly synthesized amino, thio, and oxy derivatives of monoterpene lactones, amides, and ester applying polysaccharide-based chiral stationary phases in normal-phase mode
    Bajtai, Attila
    Nemeti, Gabor
    Le, Tam Minh
    Szakonyi, Zsolt
    Peter, Antal
    Ilisz, Istvan
    JOURNAL OF CHROMATOGRAPHY A, 2022, 1672
  • [37] Chiral Separation of 4-Iminoflavan Derivatives on Several Polysaccharide-Based Chiral Stationary Phases by HPLC
    Rahou, Ismahan
    Belboukhari, Nasser
    Sekkoum, Khaled
    Cheriti, Abdelkarim
    Aboul-Enein, Hassan Y.
    CHROMATOGRAPHIA, 2014, 77 (17-18) : 1195 - 1201
  • [38] Synthesis and enantioseparation behaviors of novel immobilized 3,5-dimethylphenylcarbamoylated polysaccharide chiral stationary phases
    Tan, Yi
    Fan, Jun
    Lin, Chun
    Tu, Hongsheng
    Zheng, Shengrun
    Zhang, Weiguang
    JOURNAL OF SEPARATION SCIENCE, 2014, 37 (05) : 488 - 494
  • [39] Enantiomeric separation of new phytoalexin analogs with cyclofructan chiral stationary phases in normal-phase mode
    Moskalova, Marianna
    Petrovaj, Jan
    Gondova, Tatana
    Budovska, Mariana
    Armstrong, Daniel W.
    JOURNAL OF SEPARATION SCIENCE, 2016, 39 (19) : 3669 - 3676
  • [40] Chiral Separation of 4-Iminoflavan Derivatives on Several Polysaccharide-Based Chiral Stationary Phases by HPLC
    Ismahan Rahou
    Nasser Belboukhari
    Khaled Sekkoum
    Abdelkarim Cheriti
    Hassan Y. Aboul-Enein
    Chromatographia, 2014, 77 : 1195 - 1201