Vastag Gyöngyi, Apostolov Suzana, Matijević Borko, Petrović Slobodan
Department of Chemistry, Biochemistry and Environmental Protection, Faculty of Sciences, University of Novi Sad, Trg D. Obradovića 3, Novi Sad 21000, Serbia
Department of Chemistry, Biochemistry and Environmental Protection, Faculty of Sciences, University of Novi Sad, Trg D. Obradovića 3, Novi Sad 21000, Serbia.
J Chromatogr Sci. 2015 Feb;53(2):312-9. doi: 10.1093/chromsci/bmu061. Epub 2014 Jun 30.
Lipophilicity, a very important parameter in the potential biological activities of molecules, was investigated for newly synthesized N-substituted-2-phenylacetamide derivatives. The determination was carried out in two ways: first experimentally, by applying thin-layer chromatography (TLC) on reversed-phase TLC (RPTLC) RP18F254s in the presence of one protic (methanol) and one aprotic solvent (acetonitrile) and then mathematically, by using different software packages. The intercept of the linear dependence between volume fractions of the organic solvent and the retention parameters obtained by TLC is known as the retention chromatographic constant, R(M)(0), while the slope represents the m value. In order to establish the dependences between the partition coefficient, log P as the standard measure of lipophilicity and the alternative lipophilic parameters obtained experimentally by TLC, R(M)(0) and m values, linear regression analysis and multivariate methods, cluster analysis (CA) and principal component analysis (PCA), were used. All applied methods gave approximately similar results. Although there is a linear dependence between the two chromatographic parameters, the retention constant, R(M)(0), and the m values, only R(M)(0) shows suitable similarity with the standard measure of lipophilicity of the investigated N-substituted-2-phenylacetamide derivatives at the given conditions. The existence of this resemblance proves that the chromatographic retention constant, R(M)(0), obtained by RPTLC could be successfully used for the description of lipophilicity of investigated compounds. On the other hand, the results confirmed that the applied linear regression analysis and the multivariate analysis (CA and PCA) have the ability to compare lipophilic parameters of the investigated phenylacetamide derivatives obtained in different ways.
亲脂性是分子潜在生物活性中一个非常重要的参数，对新合成的N-取代-2-苯基乙酰胺衍生物进行了亲脂性研究。测定通过两种方式进行：首先是实验性的，在反相薄层色谱（RPTLC）RP18F254s上，在一种质子溶剂（甲醇）和一种非质子溶剂（乙腈）存在的情况下应用薄层色谱（TLC）；然后是数学方法，使用不同的软件包。有机溶剂体积分数与通过TLC获得的保留参数之间线性关系的截距被称为保留色谱常数R(M)(0)，而斜率代表m值。为了建立分配系数log P（作为亲脂性的标准度量）与通过TLC实验获得的替代亲脂性参数R(M)(0)和m值之间的关系，使用了线性回归分析和多元方法，聚类分析（CA）和主成分分析（PCA）。所有应用的方法都给出了大致相似的结果。尽管两个色谱参数，保留常数R(M)(0)和m值之间存在线性关系，但在给定条件下，只有R(M)(0)与所研究的N-取代-2-苯基乙酰胺衍生物的亲脂性标准度量显示出合适的相似性。这种相似性的存在证明，通过RPTLC获得的色谱保留常数R(M)(0)可以成功用于描述所研究化合物的亲脂性。另一方面，结果证实所应用的线性回归分析和多元分析（CA和PCA）有能力比较以不同方式获得的所研究苯基乙酰胺衍生物的亲脂性参数。
