三种甲氧基黄烷酮在纤维素衍生物手性柱上的对映体分离及手性识别机理研究  

Enantioseparations of Three Kinds of Methoxyflavanones on Cellulose Derivative Chiral Columns and Chiral Recognition Mechanism

作　　者：邵保海[1] 徐秀珠[1] 吕建德[1] 蔡小军[1] 傅小芸[1] 

机构地区：[1]浙江大学化学系,杭州310027

出　　处：《化学学报》2003年第3期440-444,共5页Acta Chimica Sinica

摘　　要：在四种自制的涂敷型纤维素衍生物手性柱 ,即纤维素三苯甲酸酯 (CTB)、纤维素三 ( 4 甲基苯甲酸酯 ) (CTMB)、纤维素三苯基氨基甲酸酯 (CTPC)和纤维素三 ( 3,5 二甲基苯基氨基甲酸酯 ) (CDMPC)上对 4′ 甲氧基黄烷酮 ,5 甲氧基黄烷酮和6 甲氧基黄烷酮进行了对映体分离 ,研究了溶质的结构及流动相的组成对手性分离的影响 ,并对手性识别的机理进行了探讨 ,认为π π作用很可能是上述三种甲氧基黄烷酮在四种纤维素衍生物手性固定相上保留与手性识别的主要因素 ,但对于CDMPC 。Enantiomers of 4'-methoxyflavanone, 5-methoxyflavanone and 6-methoxyflavanone were separated on four self-prepared coated-type cellulose derivative chiral columns (CTB, CTMB, CTPC and CDMPC). On CTB, 5-methoxyflavanone and 6-methoxyflavanone were not separated but 4'-methoxyflavanone was nearly base-line separated. However, the enantioseparation of 4'-methoxyflavanone on CTMB was the worst compared with that of other two flavanones, both of which were nearly base-line separated on CTMB. 5-Methoxyflavanone was completely separated on CTPC while the other two methoxyflavanones just reached or a little more than half-peak separation on CTPC. The en enantioseparation of 4'-methoxyflavanone was also the worst on CDMPC compared with that of the other two flavanones, but. the mobile phase composition greatly influences the enantioseparation of methoxyflavanones on CDMPC. All of those three methoxyflavanones were satisfactorily separated on CDMPC when tert-butanol was used as the alcohol modifier in the mobile phase. The results show that pi-pi interaction might act an important factor in the enantioseparation of! the methoxyflavanones on the cellulose-based CSPs. However, the influence of alcohol modifiers in mobile phase on the enantioseparation of the methoxyflavanones with CDMPC column suggests that the hydrogen-bond interaction is also very important for the enantioseparation of all those three methoxyflavanones on CDMPC.

关 键 词：甲氧基黄烷酮 纤维素衍生物 手性柱 对映体 分离 手性识别机理 高效液相色谱 纤维素三(3 5-二甲基苯基氨基甲酸酯) 手性固定相 

分 类 号：O657.7[理学—分析化学]