Chiral separation and modeling of quinolones on teicoplanin macrocyclic glycopeptide antibiotics CSP

被引:16
|
作者
Ali, Imran [1 ,2 ]
Suhail, Mohd [1 ]
Asnin, Leonid [3 ]
机构
[1] Jamia Millia Islamia, Dept Chem, New Delhi, India
[2] Taibah Univ, Coll Sci, Dept Chem, Al Medina, Saudi Arabia
[3] Perm Natl Res Polytech Univ, Perm, Russia
关键词
chiral separation; macrocyclic glycopeptide antibiotics CPS; modeling; quinolones; teicoplanin; BETA-ADRENERGIC BLOCKERS; ENANTIOMERIC RESOLUTION; STATIONARY PHASES; LIQUID-CHROMATOGRAPHY; HPLC; ENANTIOSEPARATION; DRUGS; POLYSACCHARIDES; SULCONAZOLE; MICONAZOLE;
D O I
10.1002/chir.23024
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
New chiral high-performance liquid chromatography (HPLC) method for the enantiomeric resolution of quinolones is developed and described. The column used was Chirobiotic T (150 x 4.6 mm, 5.0 mu m). Three mobile phases used were MeOH:ACN:Water:TEA (70:10:20:0.1%), (60:30:10:0.1%), and (50:30:20:0.1%). The flow rate of the mobile phases was 1.0 mL/min with UV detection at different wavelengths. The values of retention, resolution, and separation factors ranged from 1.5 to 6.0, 1.80 to 2.25, and 2.86 to 6.0, respectively. The limit of detection and quantification ranged from 4.0 to 12 ng and 40 to 52 ng, respectively. The modeling studies indicated strong interactions of R-enantiomers with teicoplanin chiral selector than S-enantiomers. The supra molecular mechanism of the chiral recognition was established by modeling and chromatographic studies. It was observed that hydrogen bondings and pi-pi interactions are the major forces for chiral separation. The present chiral HPLC method may be used for enantiomeric resolution of quinolones in any matrices.
引用
收藏
页码:1304 / 1311
页数:8
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