QSRR Modeling of Lipophilicity of New Spirohydantoin Derivatives Determined with Various TLC Systems

Abstract

A Quantitative structure-retention relationship (QSRR) analysis has been performed on the chromatography parameters of lipophilicity of selected spirohydantoins. Multiple linear regression (MLR) was applied to construct the QSRR models. The chromatographic parameters of lipophilicity were determined by reversed-phase thin-layer chromatography. Chromatographic analyses were performed on C-18 modified silica gel with a two-component mobile phase consisting of water and protic organic solvent (ethanol, n-propanol, i-propanol, or t-butanol) in different ratios. QSRR models were also created for additional four aqueous mobile phases: acetone-water, acetonitrile-water, tetrahydrofuran-water, and 1,4-dioxane-water (results published before). In total, chromatographic lipophilicity parameters obtained for two types of organic solvents were subject of the QSRR. The predictive ability of each model was evaluated using internal and external validation. The best QSRR model for predicting the chromatographic parameter of lipophilicity was obtained for tetrahydrofuran as an organic solvent.