Chiralcel OD-RH直接拆分五味子乙素对映体

Direct Chiral Separation of γ-Schizandrin Enantiomers by RP-HPLC Using Chiralcel OD-RH

采用反相手性色谱柱Chiralcel OD-RH(纤维素3,5-二甲基苯基氨基甲酸酯涂敷在5μm硅胶上)建立了五味子乙素对映体的反相高效液相色谱拆分方法。考察了流动相组成、柱温和流速对五味子乙素手性对映体拆分的影响。以甲醇-水(90∶10)为流动相,流速0.5 mL/min,柱温20℃,检测波长254 nm,在Chiralcel OD-RH手性柱上成功拆分了五味子乙素对映体,其中R-构型先出峰。用lnk对1/T作图得到的Van'tHoff曲线具有良好线性,相关系数(r)均大于0.99,计算了对映体与固定相相互作用的焓变以及焓变差值和熵变差值等热力学参数。结果显示,五味子乙素对映体的拆分过程为焓控过程,即氢键、π-π及偶极-偶极等作用方式对对映体的拆分起重要作用。

A RP-HPLC method was developed for the enantiomeric separation of γ-schizandrin enantiomers on chiral column Chiralcel OD-RH（celulose tris（3,5-dimethylphenylcarbamate） coated on a 5 μm silica-gel substrate）.Effects of mobile phase composition,flow rate and temperature on the separation of enantiomer were investigated.A baseline separation of γ-schizandrin enantiomers was achieved on a Daicel Chiralcel OD-RH column（150 mm×4.6 mm i.d.,5 μm） with methanol and water（90 ∶10） as mobile phase at flow rate of 0.5 mL/min.The column temperature was set at 20 ℃ and the detection wavelength was 254 nm,in which R-γ-schizandrin was firstly eluted.The Van＇t Hoff plots of the lnk versus 1/T showed a good linearity with their correlation coefficients higher than 0.99.The thermodynamic parameters were calculated.The results indicated that the enantioseparation of γ-schizandrin enantiomers was typically enthalpy driven.The hydrogen bond,π-π and dipole-dipole played significant roles in the enantiomeric separation of γ-schizandrin.