Direct Enantioseparation of Nitrogen-Heterocyclic Pesticides on Cellulose-Based Chiral Column by High-Performance Liquid Chromatography

被引:30
|
作者
Chai, Tingting [1 ,2 ]
Yang, Wenwen [1 ,2 ]
Qiu, Jing [2 ]
Hou, Shicong [1 ]
机构
[1] China Agr Univ, Coll Sci, Beijing 100193, Peoples R China
[2] Chinese Acad Agr Sci, Key Lab Agroprod Qual & Safety, Inst Qual Stand & Testing Technol Agroprod, Beijing 100193, Peoples R China
关键词
enantioseparation; chiral pesticide; chiral stationary phase; cellulose; HPLC; ENANTIOMERIC SEPARATION; STATIONARY PHASES; SOIL; TRANSFORMATION; TEMPERATURE; DEGRADATION; FUNGICIDES; ALCOHOLS; MS/MS;
D O I
10.1002/chir.22385
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
The enantiomeric separation of eight pesticides including bitertanol (1), diclobutrazol (2), fenbuconazole (3), triticonazole (4), imazalil (5), triapenthenol (6), ancymidol (7), and carfentrazone-ethyl (8) was achieved, using normal-phase high-performance liquid chromatography on two cellulosed-based chiral columns. The effects of isopropanol composition from 2% to 30% in the mobile phase and column temperature from 5 to 40 degrees C were investigated. Satisfactory resolutions were obtained for bitertanol (1), triticonazole (4), imazalil (5) with the (+)-enantiomer eluted first and fenbuconazole (3) with the ()-enantiomer eluted first on Lux Cellulose-2 and Lux Cellulose-3. (+)-Enantiomers of diclobutrazol (2) and triapenthenol (6) were first eluted on Lux Cellulose-2. ()-Carfentrazone-ethyl (8) were eluted first on Lux Cellulose-2 and Lux Cellulose-3 with incomplete separation. Reversed elution orders were obtained for ancymidol (7). (+)-Ancymidol was first eluted on Lux Cellulose-2 while on Lux Cellulose-3 ()-ancymidol was first eluted. The results of the elution order at different column temperatures suggested that column temperature did not affect the optical signals of the enantiomers. These results will be helpful to prepare and analyze individual enantiomers of chiral pesticides. Chirality 27:32-38, 2015. (c) 2014 Wiley Periodicals, Inc.
引用
收藏
页码:32 / 38
页数:7
相关论文
共 50 条
  • [41] Direct chiral separation of abscisic acid by high-performance liquid chromatography with a phenyl column and a mobile phase containing γ-cyclodextrin
    Terashima, Hiroyuki
    Mutoh, Yui
    Aizawa, Sen-ichi
    Taga, Atsushi
    Mikami, Ikko
    Itabashi, Yutaka
    Tsutsumiuchi, Kaname
    Yamamoto, Atsushi
    Kodama, Shuji
    JOURNAL OF SEPARATION SCIENCE, 2023, 46 (06)
  • [42] Studies of a pyridino-crown ether-based chiral stationary phase on the enantioseparation of biogenic chiral aralkylamines and α-amino acid esters by high-performance liquid chromatography
    Sandor, Levai
    Nemeth, Tarnas
    Fodi, Tamas
    Jozsef, Kupai
    Toth, Tuende
    Huszthy, Peter
    Balogh, Gyoergy Tibor
    JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, 2015, 115 : 192 - 195
  • [43] Enantioseparation of selected chiral sulfoxides in high-performance liquid chromatography with polysaccharide-based chiral selectors in polar organic mobile phases with emphasis on enantiomer elution order
    Gegenava, Maia
    Chankvetadze, Lali
    Farkas, Tivadar
    Chankvetadze, Bezhan
    JOURNAL OF SEPARATION SCIENCE, 2014, 37 (9-10) : 1083 - 1088
  • [44] Enantioseparation of acidic compounds on chiral stationary phase by high performance liquid chromatography
    Cai, XJ
    Xu, XZ
    Zhang, DT
    He, HM
    Pan, CX
    CHINESE JOURNAL OF ANALYTICAL CHEMISTRY, 2004, 32 (02) : 134 - 138
  • [45] Direct Enantioseparation of Pantoprazole Sodium by High Performance Liquid Chromatography on Teicoplanin-Bonded Chiral Stationary Phase
    Ding Guosheng
    Tang Anna
    Wang Junde
    Cong Runzi
    Bao Jianmin
    CHINESE JOURNAL OF CHROMATOGRAPHY, 2006, 24 (01) : 46 - 48
  • [46] Comparison of Separation Performances of Amylose- and Cellulose-Based Stationary Phases in the High-Performance liquid Chromatographic Enantioseparation of Stereoisomers of β-lactams
    Pataj, Zoltan
    Ilisz, Istvan
    Berkecz, Robert
    Forro, Eniko
    Fulop, Ferenc
    Peter, Antal
    CHIRALITY, 2010, 22 (01) : 120 - 128
  • [47] CHIRAL STATIONARY PHASES FOR HIGH-PERFORMANCE LIQUID CHROMATOGRAPHY
    Lourenco, Tiago de Campos
    Cassiano, Neila Maria
    Cass, Quezia B.
    QUIMICA NOVA, 2010, 33 (10): : 2155 - 2164
  • [48] Preparation and chromatographic evaluation of a chiral stationary phase based on carboxymethyl-β-cyclodextrin for high-performance liquid chromatography
    Zhou, Min
    Long, Yuande
    Zhi, Yonggang
    Xu, Xiaoying
    CHINESE CHEMICAL LETTERS, 2018, 29 (09) : 1399 - 1403
  • [49] Enantioseparation using chitosan 2-isopropylthiourea-3,6-dicarbamate derivatives as chiral stationary phases for high-performance liquid chromatography
    Zhang, Lili
    Deng, Hongzhong
    Wu, Xuepeng
    Gao, Hanyuan
    Shen, Jun
    Cao, Huaqi
    Qiao, Yingjie
    Okamoto, Yoshio
    JOURNAL OF CHROMATOGRAPHY A, 2020, 1623
  • [50] Direct high-performance liquid chromatography enantioseparation of terazosin on an immobilised polysaccharide-based chiral stationary phase under polar organic and reversed-phase conditions
    Ferretti, Rosella
    Gallinella, Bruno
    La Torre, Francesco
    Zanitti, Leo
    Turchetto, Luciana
    Mosca, Antonina
    Cirilli, Roberto
    JOURNAL OF CHROMATOGRAPHY A, 2009, 1216 (28) : 5385 - 5390