Departament de Química Analítica and Institut de Biomedicina (IBUB), Universitat de Barcelona, Martí i Franquès 1-11, 08028 Barcelona, Spain.
J Chromatogr A. 2011 Sep 16;1218(37):6356-68. doi: 10.1016/j.chroma.2011.07.002. Epub 2011 Jul 8.
A previously reported chromatographic method to determine the 1-octanol/water partition coefficient (log P(o/w)) of organic compounds is used to estimate the hydrophobicity of bases, mainly commercial drugs with diverse chemical nature and pK(a) values higher than 9. For that reason, mobile phases buffered at high pH to avoid the ionization of the solutes and three different columns (Phenomenex Gemini NX, Waters XTerra RP-18 and Waters XTerra MS C(18)) with appropriate alkaline-resistant stationary phases have been used. Non-ionizable substances studied in previous works were also included in the set of compounds to evaluate the consistency of the method. The results showed that all the columns provide good estimations of the log P(o/w) for most of the compounds included in this study. The Gemini NX column has been selected to calculate log P(o/w) values of the set of studied drugs, and really good correlations between the determined log P(o/w) values and those considered as reference were obtained, proving the ability of the procedure for the lipophilicity assessment of bioactive compounds with very different structures and functionalities.
先前报道的一种用于测定有机化合物 1-辛醇/水分配系数（log P(o/w)）的色谱方法被用于估计碱基的疏水性，这些碱基主要是具有不同化学性质和 pK(a)值高于 9 的商业药物。出于这个原因，使用了在高 pH 值下缓冲的流动相以避免溶质的离解，以及三种不同的色谱柱（Phenomenex Gemini NX、Waters XTerra RP-18 和 Waters XTerra MS C(18)），它们具有适当的耐碱性固定相。先前工作中研究的非电离物质也被包括在化合物组中，以评估方法的一致性。结果表明，对于本研究中包含的大多数化合物，所有色谱柱都能很好地估计其 log P(o/w)值。选择 Gemini NX 柱来计算所研究药物的 log P(o/w)值，并且确定的 log P(o/w)值与被认为是参考值的 log P(o/w)值之间确实存在很好的相关性，这证明了该程序用于评估具有非常不同结构和功能的生物活性化合物的亲脂性的能力。
