Department of Chemistry, Jamia Millia Islamia Central University, New Delhi, India.
Department of Chemistry, College of Sciences, Taibah University, Al-Medina, Saudi Arabia.
Chirality. 2018 Dec;30(12):1304-1311. doi: 10.1002/chir.23024. Epub 2018 Oct 15.
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 × 4.6 mm, 5.0 μm). 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 π-π interactions are the major forces for chiral separation. The present chiral HPLC method may be used for enantiomeric resolution of quinolones in any matrices.
开发并描述了一种新的手性高效液相色谱（HPLC）方法，用于对喹诺酮类化合物对映异构体进行拆分。所用的色谱柱为 Chirobiotic T（150×4.6mm，5.0μm）。使用了三种流动相，分别为 MeOH:ACN:Water:TEA（70:10:20:0.1%）、（60:30:10:0.1%）和（50:30:20:0.1%）。流动相的流速为 1.0mL/min，在不同波长下进行紫外检测。保留时间、分辨率和分离因子的值范围分别为 1.5 至 6.0、1.80 至 2.25 和 2.86 至 6.0。检测限和定量限的范围分别为 4.0 至 12ng 和 40 至 52ng。模型研究表明，R-对映异构体与替考拉宁手性选择剂的相互作用强于 S-对映异构体。通过建模和色谱研究建立了超分子手性识别的机制。观察到氢键和π-π相互作用是手性分离的主要作用力。本手性 HPLC 方法可用于任何基质中喹诺酮类化合物的对映异构体拆分。
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