Investigation of lipophilicity of new stilbene derivatives with chromatographic and computational approaches

The octanol-water partition coefficient, log P o/w , serves as the standard parameter for hydrophobicity, a property that is correlated with transmembrane distribution, biological activity, and the pharmacokinetic behavior of bioactive compounds. In our investigation, the lipophilic characteristics of thirty-one novel combretastatin A-4 derivatives were evaluated using five chromatographic systems across three reversed-phase high performance liquid chromatography stationary phases. The derived retention factors, log k w , were subsequently correlated with computationally predicted lipophilicity values, clog P. This comparative analysis assessed the congruence between the experimental and theoretical datasets for the analyzed compounds. The relationship between the chemical structure of examined derivatives and their lipophilic characteristics were described. Linear pattern recognition techniques were applied for chemometric analysis.