Lipophilicity Estimation of Some Carbohydrate Derivatives in TLC with Benzene as a Diluent

Abstract

Quantitative structure–retention relationship analysis has been performed in order to correlate the retention of carboxydrate derivatives with their calculated lipophilicity, using normal-phase thin-layer chromatography. Principal component analysis followed by hierarchical cluster analysis and multiple linear regression was performed. Statistically significant and physically meaningful structure–retention relationships were obtained. Very good predictive ability of the established mathematical models allows us to estimate the retention behavior of structurally similar compounds. Sum of ranking differences was applied for comparing values obtained using different chromatographic systems and for comparing calculated lipophilicity descriptors of investigated derivatives.

Keywords:

• benzene
• carbohydrate derivatives
• lipophilicity
• cross-validation
• QSRR
• sum of ranking differences