Determination of solute lipophilicity, as log P(octanol) and log P(alkane) using poly(styrene–divinylbenzene) and immobilised artificial membrane stationary phases in reversed-phase high-performance liquid chromatography

The Block Relevance (BR) analysis to aid medicinal chemists to determine and interpret lipophilicity

“…The reason being that the fundamental properties responsible for chromatographic retention tend to be different to those responsible for partitioning between octanol and water, especially the contribution from hydrogen bonding (HB) 40 interactions. The deconvolution of the fundamental intermolecular interactions responsible for chromatographic retention and partitioning is generally associated with the solvation models based on Abraham's solvation parameters 10,11 12 . Despite their great relevance in the comprehension of 50 physicochemical events, solvation parameters suffer from a number of drawbacks 3 that limit their application, especially in HT environments.…”

Use of voltammetry for in vitro equilibrium and transport studies of ionisable drugs

“…Supported liquid membranes (SLM) on the other hand, which typically contain a lipid solution of an organic solvent immobilised on a polymer membrane, are very stable and have intrinsic durability and are therefore suitable for use in the industrial setting and even large scale applications. SLMs were successfully applied in transfer studies of drug molecules, namely in prediction of drug absorption in humans using the artificial membrane permeability method Parallel Artificial Membrane Permeation Assay (PAMPA) [35][36][37], cellmonolayer permeability assays such as human epithelial colorectal adenocarcinoma (Caco-2) [38][39][40] or Madin-Darby canine kidney (MDCK) [41], drug lipophilicity determination [37,42,43] and extraction/removal of drugs [44,45].…”

Application of High Performance Liquid Chromatography for the Measurements of Lipophilicity and Biomimetic Binding Properties in Drug Discovery

“…Numerous equations have been published [63][64][65][66][67][68] for the characterisation of the various reversed phase of columns (C-18, perfluorinated hydrocarbons, cyclodextrin) using acetonitrile and methanol as an organic modifier in the mobile phase. The generally good statistical fit of the chromatographic retention data and the molecular descriptors derived from bulk organic solvent/water partition coefficients support the comparability of the two types of partition data.…”