Dipartimento di Scienze della Salute, Università "Magna Græcia" di Catanzaro, Campus Universitario "S. Venuta", Viale Europa, 88100 Catanzaro, Italy.
Dipartimento di Chimica e Tecnologie del Farmaco, Sapienza Università di Roma, Piazzale A. Moro 5, I-00185 Rome, Italy.
J Chromatogr A. 2014 Jan 10;1324:71-7. doi: 10.1016/j.chroma.2013.11.020. Epub 2013 Nov 20.
This paper describes the results obtained in the HPLC enantioseparation of N-thiocarbamoyl-3-(4'-biphenyl)-5-phenyl-4,5-dihydro-(1H) pyrazole on a cellulose tris(4-methylbenzoate) chiral stationary phase (OJ-3 CSP) using normal-phase and polar organic conditions. The enantioseparation factor (α=207) observed using the mixture n-hexane-2-propanol 70:30 as a mobile phase is among the highest values ever reported in enantioselective HPLC. The enantioseparation process was investigated by means of molecular modelling techniques. Chromatographic and theoretical investigations addressed the extreme affinity of the most CSP retained (S)-enantiomer to the intermolecular H bond network between the ligand thioamide group and the stationary phase O atoms.
本文描述了在纤维素三（4-甲基苯甲酸酯）手性固定相（OJ-3 CSP）上通过正相和极性有机条件对手性 N-硫代羰基-3-(4'-联苯基）-5-苯基-4,5-二氢-(1H)吡唑进行高效液相色谱对映体拆分的结果。使用正己烷-2-丙醇 70:30 作为流动相时观察到的对映体拆分因子（α=207）是高效液相色谱法中报道的最高值之一。通过分子建模技术研究了对映体拆分过程。色谱和理论研究解决了最被 CSP 保留的（S）-对映体与配体硫代酰胺基团和固定相 O 原子之间的分子间氢键网络之间的极端亲和力问题。
