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

被引:20
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 27 条
[1]   Comparative study of the enantiomeric resolution of chiral antifungal drugs econazole, miconazole and sulconazole by HPLC on various cellulose chiral columns in normal phase mode [J].
Aboul-Enein, HY ;
Ali, I .
JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, 2002, 27 (3-4) :441-446
[2]   Enantiomeric resolution of some imidazole antifungal agents on Chiralpak WH chiral stationary phase using HPLC [J].
Aboul-Enein, HY ;
Ali, I .
CHROMATOGRAPHIA, 2001, 54 (3-4) :200-202
[3]   Impact of immobilized polysaccharide chiral stationary phases on enantiomeric separations [J].
Ali, I ;
Aboul-Enein, HY .
JOURNAL OF SEPARATION SCIENCE, 2006, 29 (06) :762-769
[4]   Chiral stationary phases for HPLC - Choosing the right stationary phase can be daunting. [J].
Armstrong, DW ;
Zhang, B .
ANALYTICAL CHEMISTRY, 2001, 73 (19) :557A-561A
[5]   Emerging fungal resistance [J].
Baddley, JW ;
Moser, SA .
CLINICS IN LABORATORY MEDICINE, 2004, 24 (03) :721-+
[6]   Comparative enantioseparation of selected chiral drugs on four different polysaccharide-type chiral stationary phases using polar organic mobile phases [J].
Chankvetadze, B ;
Kartozia, I ;
Yamamoto, C ;
Okamoto, Y .
JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, 2002, 27 (3-4) :467-478
[7]   High performance liquid chromatography enantioseparation of chiral pharmaceuticals using tris(chloro-methylphenylcarbamate)s of cellulose [J].
Chankvetadze, B ;
Chankvetadze, L ;
Sidamonidze, S ;
Yashima, E ;
Okamoto, Y .
JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, 1996, 14 (8-10) :1295-1303
[8]   Sertaconazole A Review of Its Use in the Management of Superficial Mycoses in Dermatology and Gynaecology [J].
Croxtall, Jamie D. ;
Plosker, Greg L. .
DRUGS, 2009, 69 (03) :339-359
[9]   Common approaches for efficient method development with immobilised polysaccharide-derived chiral stationary phases [J].
Franco, Pilar ;
Zhang, Tong .
JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES, 2008, 875 (01) :48-56
[10]   Supercritical fluid chromatography coupled to electrospray mass spectrometry: a powerful tool for the analysis of chiral mixtures [J].
Garzotti, M ;
Hamdan, M .
JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES, 2002, 770 (1-2) :53-61