In situ polymerization preparation of chiral molecular imprinting polymers monolithic column for amlodipine and its recognition properties study
In situ polymerization preparation of chiral molecular imprinting polymers monolithic column for amlodipine and its recognition properties study
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氨氯地平手性分子印迹聚合物整体柱的原位聚合制备及其识别性能研究
DOI：
10.1007/s10965-009-9326-3
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发表时间：
2010-05-01
影响因子：
2.8
通讯作者：
Chang, Chun
中科院分区：
文献类型：
--
作者：
Amut, Elijan;Fu, Qiang;Chang, Chun
氨氯地平是治疗高血压和心绞痛的一线药物，其扩血管作用仅存在于S-（-）-对映体中。但大多数商品化的手性分离基质不能对外消旋体进行对映体拆分。首次采用原位分子印迹技术，以S-（-）-N-甲基丙烯酸（MAA）为模板分子，合成了手性分子印迹聚合物整体柱（CMIPMC），并将其直接集成到高效液相色谱（HPLC）系统中。采用扫描电子显微镜（SEM）对所得聚合物的微观形貌进行了表征。进一步通过色谱系统和Scatchard分析模型研究了相应模板的分子特异性识别机制和特异性选择性吸附性能。同时，优化了手性拆分的色谱条件。结果表明，所合成的CMIPMC对模板分子S-（-）-N-（2-甲氧基苯基机理研究结果表明，CMIPMC中存在两种结合位点，除了模板分子与CMIPMC的分子形状互补外，氢键或离子相互作用在CMIPMC的对映体选择性识别中起重要作用。该研究为拓展非手性分离介质的研究奠定了基础。
Amlodipine is a first-line therapeutic drug for hypertension and angina pectoris and its vasodilating effect only resides in theS-(-)-enantiomer. But mostly commercial chiral separating matrixes are not capable of enantio-separating of racemic amlodipine. The amlodipine’s the chiral molecular imprinting polymers monolithic column (CMIPMC) was firstly and successfully synthesized by in situ molecular imprinting technique, utilizingS-(-)-amlodipine as the template molecule, methacrylic acid (MAA) as a monomer, and the resulting monolithic colunm could be directly integrated into the high performance liquid chromatography (HPLC) systems. The scanning electron microscope (SEM) was employed to identify the micro-morphologic features of the obtained polymers. Further, the molecule-special recognition mechanism and special selective absorbent properties for the corresponding template were studied by chromatographic system and Scatchard analysis model, respectively. Meanwhile, the optimized chromatographic conditions for chiral separation of amlodipine enantimoers were established. The results showed the obtained CMIPMC had a high specific affinity and selectivity for the template moleculeS-(-)-amlodipine, in which chiral separation of racemic amlodipine was achieved under optimized conditions. The mechanism investigation results showed that two kinds of binding sites prevail in the CMIPMC, besides the molecular shape complementation of template molecular and CMIPMC, hydrogen bond or ionic interaction seem to play an important role in the enantio-selective recognition of the CMIPMC. The research laid fundament for the study of expanding the amlodipine chiral separating medium.