Structure-Retention Analysis of Some 1,6-anhydrohexose and D-aldopentose Derivatives by Linear Multivariate Approach

Abstract

Quantitative structure-retention relationships (QSRR) was developed for eleven 1,6-anhydrohexose and D-aldopentose derivatives using their retention data (R_M⁰ values), obtained by normal phase (NP) thin-layer chromatography (TLC) and partition coefficients for n-octanol/water bi-phase system–logP. In order to select molecular descriptors that best describe the retention behavior of the investigated molecules, principal component analysis (PCA) was carried out, followed by hierarchical cluster analysis (HCA) and multiple linear regression (MLR). The best QSRR models were validated by leave-one-out technique and by the calculation of statistical parameters. Established mathematical models are meaningful and statistically significant and can successfully predict retention behavior of investigated 1,6-anhydrohexose and D-aldopentose derivatives.

Keywords:

• hierarchical cluster analysis
• lipophilicity descriptors
• multiple linear regression
• normal-phase thin-layer chromatography
• principal component analysis
• QSRR