Quantitative structure-retention relationship of selected imidazoline derivatives on α1-acid glycoprotein column

The retention behaviour of 22 selected imidazoline drugs and derivatives was investigated on alpha(1)-acid glycoprotein (AGP) column using Sorensen phosphate buffer (pH 7.0) and 2-propanol as organic modifier. Quantitative Structure-Retention Relationships (QSRR) models were built using extrapolated logick(w), values as well as isocratic retention factors (logk(5), logk(8), logk(10) logk(12), logk(15) obtained for 5%, 8%, 10%, 12%, and 15%, of 2-propanol in mobile phase, respectively) as dependant variables and calculated physicochemical parameters as independant variables. The established QSRR models were built by stepwise multiple linear regression (MLR) and partial least squares regression (PLS). The performance of the stepwise and PIS models was tested by cross-validation and the external test set prediction. The validated QSRR models were compared and the optimal PLS-QSRR model for logk(w) and each isocratic retention factors (PLS-QSRR(logk(5)), PLS-QSRR(logk(8)), PLS-QSRR(logk(10)), MLR-QSRR(logk(12)), MLR-QSRR(logk(15))) were selected. The QSRR results were further confirmed by Linear Salvation Energy Relationships (LSER). LSER analysis indicated on hydrogen bond basicity, McGowan volume and excess molar refraction as the most significant parameters for all AGP chromatographic retention factors and logk(w) values of 22 selected imidazoline drugs and derivatives. (C) 2016 Elsevier B.V. All rights reserved.