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手性固定相-高效液相色谱法在手性药物、手性农药等的分离分析中应用广泛。本文采用3种多糖衍生物的手性固定相(即 EnantioPak AD、AS和 OD)对20种手性化合物开展手性分离研究,进而探讨样品分子结构、多糖骨架和衍生基团对手性分离的影响。结果表明,除化合物13外,其余化合物在 EnantioPak AD 上均实现基线分离,分离度多在2.0以上,在正己烷-醇流动相中加入酸碱添加剂可改善和优化酸性或碱性化合物的分离效果;芳香醇(化合物13~16)随着侧链碳数增加在色谱柱上的保留减弱,其分离度呈现增加的趋势;对比8种化合物在3种手性固定相上的分离结果可知,EnantioPak AD 表现出更优的分离性能。这为深入研究和了解多糖手性固定相、拓展其手性分离应用提供了参考。

Over the past decades, HPLC enantioseparation with chiral stationary phases (CSPs)has been widely applied in chiral analysis and preparation of new pharmaceuticals, pesticides,food,etc. Herein,enantioseparation of 20 chiral compounds have been carried out on three polysaccharide-based CSPs(EnantioPak AD,AS and OD)with normal phases by HPLC,separately. The influences of skeletal structure and the kinds of derivative groups on separation behaviors of these CSPs have been studied in detail. As results indicated ,except for compound 13,the other compounds were baseline separated on EnantioPak AD,with most of resolution over 2. 0;in addition,better separation for acidic or basic compounds was achieved through adding acidic/basic additives into the mobile phase of hexane-alcohol. For four aromat-ic alcohols( compounds 13-16),their retention in the EnantioPak AD column showed a weake-ning tendency with increase of carbon number in side chain group,and the reverse trend of their resolution was observed. Furthermore,EnantioPak AD showed much better separation performance for eight compounds(13-20)than the others. In short,these results have provid-ed some references for further investigation of separation behavior and applications of polysac-charide-based CSPs.

参考文献

[1] Li, L;Zhou, SS;Jin, LX;Zhang, C;Liu, WP.Enantiomeric separation of organophosphorus pesticides by high-performance liquid chromatography, gas chromatography and capillary electrophoresis and their applications to environmental fate and toxicity assays[J].Journal of chromatography, B. Analytical technologies in the biomedical and life sciences,201017/18(17/18):1264-1276.
[2] Zhang, C.;Jin, L.;Zhou, S.;Zhang, Y.;Feng, S.;Zhou, Q..Chiral separation of neonicotinoid insecticides by polysaccharide-type stationary phases using high-performance liquid chromatography and supercritical fluid chromatography[J].Chirality: The pharmacological, biological, and chemical consequences of molecular asymmetry,20113(3):215-221.
[3] Ikai, T;Okamoto, Y.Structure Control of Polysaccharide Derivatives for Efficient Separation of Enantiomers by Chromatography[J].Chemical Reviews,200911(11):6077-6101.
[4] Lin, C.;Liu, W.;Fan, J.;Wang, Y.;Zheng, S.;Lin, R.;Zhang, H.;Zhang, W..Synthesis of a novel cyclodextrin-derived chiral stationary phase with multiple urea linkages and enantioseparation toward chiral osmabenzene complex[J].Journal of chromatography, A: Including electrophoresis and other separation methods,2013:68-74.
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