Department of Analytical Chemistry, Faculty of Science, P.J. Šafárik University, Košice, Slovak Republic.
Department of Chemistry, Faculty of Science, University of Hradec Králové, Hradec Králové, Czech Republic.
Chirality. 2022 Oct;34(10):1311-1319. doi: 10.1002/chir.23496. Epub 2022 Jul 22.
High-performance liquid chromatography (HPLC) is an ideal tool for enantiomeric separations of different drugs. In this study, the direct enantioseparation of bupropion, an atypical antidepressant structurally related to cathinone, was explored by using five chiral columns, including three based on derivatized cyclofructans, macrocyclic glycopeptide teicoplanin, and an immobilized amylose derivative under multimodal elution conditions. Baseline enantioseparation was obtained on the LarihcShell CF6-RN column, with derivatized cyclofructan 6, in the polar organic mode. The effects of the mobile-phase composition, type and content of major components, the nature and the amount of mobile-phase additives, and the column temperature on the retention, selectivity, and resolution were investigated to optimize enantioseparation. The calibration curve was linear in the range of 10-125 μg/ml for each enantiomer. The limits of detection and quantification were 0.1 and 0.3 μg/ml for both enantiomers of bupropion. The chiral recognition was controlled especially by H bonds, π-π, dipole-dipole interactions, and steric effects. Finally, the developed method was applied to the determination of bupropion in the commercially available drug.
高效液相色谱 (HPLC) 是分离不同药物对映体的理想工具。在这项研究中，使用五种手性柱，包括三种基于衍生化环果糖、大环糖肽泰利霉素和固定化直链淀粉衍生物，在多模式洗脱条件下，探索了结构上与去甲伪麻黄碱有关的非典型抗抑郁药安非他酮的直接对映体分离。在极性有机模式下，在 LarihcShell CF6-RN 柱上，用衍生化环果糖 6 获得了基线对映体分离。考察了流动相组成、主要成分的类型和含量、流动相添加剂的性质和用量以及柱温对保留、选择性和分辨率的影响，以优化对映体分离。每个对映体的校准曲线在 10-125μg/ml 范围内呈线性。两种对映体的检测限和定量限均为 0.1 和 0.3μg/ml。手性识别主要受氢键、π-π、偶极-偶极相互作用和空间位阻效应控制。最后，该方法应用于市售药物中安非他酮的测定。
