Tsopelas Fotios, Malaki Niki, Vallianatou Theodosia, Chrysanthakopoulos Marios, Vrakas Demetris, Ochsenkühn-Petropoulou Maria, Tsantili-Kakoulidou Anna
Laboratory of Pharmaceutical Chemistry, School of Pharmacy, University of Athens, Panepistimiopolis, Zografou, 157 71 Athens, Greece; Laboratory of Inorganic and Analytical Chemistry, School of Chemical Engineering, National Technical University of Athens, Iroon Polytechniou 9, 157 80 Athens, Greece.
Laboratory of Pharmaceutical Chemistry, School of Pharmacy, University of Athens, Panepistimiopolis, Zografou, 157 71 Athens, Greece.
J Chromatogr A. 2015 May 29;1396:25-33. doi: 10.1016/j.chroma.2015.03.060. Epub 2015 Mar 30.
The retention behavior of sixty structurally diverse drugs on two immobilized artificial membrane (IAM) columns, IAM.PC.MG and IAM.PC.DD2 types, at two pH values, 7.4 and 5.5, was established. Extrapolated to pure aqueous phase retention factors, logkw(IAM), were determined and the role of acetonitrile as organic modifier was explored, considering the relationships with the slopes, S, of the extrapolation procedure. Good interrelations between retention factors on the two IAM stationary phases were observed, although logkw(IAM.PC.DD2) values are generally higher than logkw(IAM.PC.MG). In order to investigate the underlying retention mechanism, relationships between IAM retention factors and lipophilicity, expressed as logP or logD at pH 7.4 were established. Electrostatic interactions were considered by introducing the positively and negatively charged molecular fractions as additional parameters in the logkw(IAM)/logD relationships. The positive contribution of these fractions supported the involvement of the electrostatic interactions in the retention mechanism. Special attention was given to the retention behavior of zwitterionic compounds and for compounds with special structural characteristics.
研究了60种结构各异的药物在两种固定化人工膜（IAM）柱（IAM.PC.MG型和IAM.PC.DD2型）上，于两种pH值（7.4和5.5）下的保留行为。通过外推法确定了纯水性相保留因子logkw（IAM），并考虑到外推过程斜率S的关系，探讨了乙腈作为有机改性剂的作用。尽管logkw（IAM.PC.DD2）值通常高于logkw（IAM.PC.MG），但观察到两种IAM固定相上的保留因子之间具有良好的相关性。为了研究潜在的保留机制，建立了IAM保留因子与亲脂性之间的关系，亲脂性用pH 7.4时的logP或logD表示。通过将带正电荷和带负电荷的分子分数作为logkw（IAM）/logD关系中的附加参数来考虑静电相互作用。这些分数的正贡献支持了静电相互作用参与保留机制。特别关注了两性离子化合物以及具有特殊结构特征的化合物的保留行为。
