Assessment of lipophilicity of some biologically active arylpiperazines by rptlc and multivariate analysis

Abstract

The chromatographic behavior of arylureas and arylacetamides derivatives with observed biological activity toward dopamine D-2 and 5-hydroxytryptamine 5HT(1A) receptors were examined by high-performance thin-layer chromatography in order to determine their lipophilicity and to correlate their structure and retention. The binary water-dimethyl sulfoxid mobile phases and RP-18 silica as stationary phase were used in order to determine chromatographic descriptors R-M(0), b, and C-0, as a measure of the lipophilicity of tested compounds. Based on the respective retention, the lipophilicity of the investigated compounds was discussed. Principal component analysis followed by partial least squares was used to select variables that best describe the behavior of the investigated compounds in the chromatographic system and to quantify their influences. The models reveal the importance of nonpolar properties of the solutes and their ability for hydrophobic interactions, as well as the importance of proton donating abilities and the size and the shape of the molecule, pointing out on that way the possible separation mechanism in the studied chromatographic systems.