title: Determination of alkane/water partition coefficients of polar compounds using hydrophilic interaction chromatography.
abstract: In this study, the retention factors (logk) of 44 polar neutral compounds were measured using hydrophilic interaction chromatography (HILIC). This retention parameter was compared with experimental logPalk obtained by a traditional method (shake-flask) or with the calculated logPalk for the most hydrophilic compounds. A good correlation was obtained between logk90 (measured with a mobile phase containing 90% acetonitrile) and logPalk. In contrast, no correlation was obtained between the retention factor and logPoct. This method could thus represent an advantageous alternative and reliable method to characterise the lipophilicity of polar compounds in an alkane/water system by chromatography, providing an important insight in (Q)SAR studies to predict drug permeation through numerous biorelevant membranes.
authors.affiliation: School of Pharmaceutical Sciences, University of Geneva, University of Lausanne, Quai Ernest-Ansermet 30, CH-1211, Geneva 4, Switzerland.
authors.forename: Bruno
authors.initials: B
authors.lastname: Bard
authors.forename: Pierre-Alain
authors.initials: PA
authors.lastname: Carrupt
authors.forename: Sophie
authors.initials: S
authors.lastname: Martel
mesh_terms: D000097:Acetonitriles / Q000737:chemistry; D000473:Alkanes / Q000737:chemistry*; D002853:Chromatography, Liquid / Q000379:methods*; D057927:Hydrophobic and Hydrophilic Interactions; D016014:Linear Models; D009930:Organic Chemicals / Q000032:analysis* / Q000737:chemistry*; D014867:Water / Q000737:chemistry*
chemical_list: D000097:Acetonitriles; D000473:Alkanes; D009930:Organic Chemicals; D014867:Water; C032159:acetonitrile