Lipophilicity measurement by reversed-phase high-performance liquid chromatography (RP-HPLC): A comparison of two stationary phases based on retention mechanisms
Lipophilicity measurement by reversed-phase high-performance liquid chromatography (RP-HPLC): A comparison of two stationary phases based on retention mechanisms
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DOI：
10.1002/hlca.200490258
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发表时间：
2004-11
影响因子：
1.8
通讯作者：
Xiangli Liu;Hideji Tanaka;A. Yamauchi;B. Testa;H. Chuman
中科院分区：
文献类型：
--
作者：
Xiangli Liu;Hideji Tanaka;A. Yamauchi;B. Testa;H. Chuman
评估和比较了最近在亲脂性测量中感兴趣的两种固定相的保留机制，即基于硅胶的Discovery-RP-Aamide-C16相和基于聚合物的ODP-50-4B相。选择了一组具有明确定义的溶质变色参数的41个模型溶质和药物，以允许广泛的性质空间分布。层析结果表明，在所研究的条件下，用前一种固定相测得的亲脂性指数logkw与实验的logPoct值的关系比用ODP50-4B相测得的logkw更接近实验。线性溶剂化/自由能关系(LSER)分析表明，两种固定相的保留机理不同，在Discovery-RP-Aamide-C16相上的保留和在Octan-1-ol/H2O中的分配受相同的分子间力平衡(范德华体积VW、氢键受体碱性β和偶极/极化率π*)控制。
The mechanisms of retention of two recent stationary phases of interest in lipophilicity measurements, namely of the silica-based Discovery-RP-Amide-C16 phase and the polymer-based ODP-50-4B phase, were assessed and compared. A set of 41 model solutes and drugs with well-defined solvatochromic parameters were selected to allow a broad distribution of property spaces. The chromatographic results showed that, under the conditions of study, the lipophilicity index log kw obtained with the former stationary phase was more closely related to experimental log Poct values than was log kw obtained with the ODP-50-4B phase. Linear solvation/free-energy relationship (LSER) analyses showed that the retention mechanisms of the two stationary phases are different, retention on the Discovery-RP-Amide-C16 phase and partitioning in octan-1-ol/H2O being controlled by the same balance of intermolecular forces (Van der Waals volume Vw, H-bond acceptor basicity β, and dipolarity/polarizability π*).