Drug-Membrane Interaction on Immobilized Liposome Chromatography Compared to Immobilized Artificial Membrane (IAM), Liposome/Water, and Octan-1-ol/Water Systems

The objective of this study was to investigate drug-membrane interaction by immobilized liposome chromatography (ILC; expressed as lipophilicity index log K-s) and the comparison with lipophilicity indices obtained by liposome/H2O, octan-1-ol/H2O, and immobilized artificial membrane (IAM) systems. A set of structurally diverse monofunctional compounds and drugs (nonsteroidal anti-inflammatory drugs and beta-blockers) were selected in this study. This set Of Solutes consists of basic or acidic functionalities which are positively or negatively charged at physiological pH 7.4. No correlation was found between log K-s from ILC and lipophilicity indices from any of the other membrane model systems for the whole set of compounds. For structurally related compounds, significant correlations could be established between log K-s from ILC and lipophilicity indices from IAM chromatography and octan-1-ol/H2O. However, ILC and liposonic/HO systems only yield parallel partitioning information for structurally related large molecules. For hydrophilic compounds, the balance between electrostatic and hydrophobic interactions dominating drug partitioning is different in these two systems.