Evaluation of the Lipophilicity and Prediction of Biological Activity of Some N-Cyclohexyl-N-Substituted-2-Phenylacetamide Derivatives Using RP-TLC

Abstract

The chromatographic behavior of N-cyclohexyl-N-substituted-2-phenylacetamides was investigated using reversed phase thin-layer chromatography (RP-TLC). RP-TLC was performed on a C-18 bonded phase with different aqueous eluents: water-acetone, water-acetonitrile and water dioxane. Linear relationship between retention parameters and organic modifier content in the mobile phase allows the extrapolation procedure. From results, it is evident that retention behavior of investigated compound depended on structures of substituents R. The correlation between the chromatographic lipophilic parameters (R-M(0)) and calculated log P values and several pharmacokinetics parameters such as HIA (human intestinal absorption) predictor, the plasma protein binding (PB) predictor, and partition predictor for predicting the biological activity of the blood-brain barrier (BBB) has been studied. The results show that reversed-phase R-M(0) proved to express lipophilic nature of investigated compounds as well as biological activity.