title: Quantitative structure-retention relationship of selected imidazoline derivatives on α1-acid glycoprotein column.
abstract: The retention behaviour of 22 selected imidazoline drugs and derivatives was investigated on α1-acid glycoprotein (AGP) column using Sørensen phosphate buffer (pH 7.0) and 2-propanol as organic modifier. Quantitative Structure-Retention Relationships (QSRR) models were built using extrapolated logkw values as well as isocratic retention factors (logk5, logk8, logk10, logk12, logk15 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 PLS 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 logkw and each isocratic retention factors (PLS-QSRR(logk5), PLS-QSRR(logk8), PLS-QSRR(logk10), MLR-QSRR(logk12), MLR-QSRR(logk15)) were selected. The QSRR results were further confirmed by Linear Solvation 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 logkw values of 22 selected imidazoline drugs and derivatives.
authors.affiliation: University of Belgrade, Faculty of Pharmacy, Department of Pharmaceutical Chemistry, Vojvode Stepe 450, 11000 Belgrade, Serbia. Electronic address: sfilipic@pharmacy.bg.ac.rs.
authors.forename: Slavica
authors.initials: S
authors.lastname: Filipic
authors.affiliation: University of Belgrade, Faculty of Pharmacy, Department of Pharmaceutical Chemistry, Vojvode Stepe 450, 11000 Belgrade, Serbia.
authors.forename: Dusan
authors.initials: D
authors.lastname: Ruzic
authors.affiliation: University of Belgrade, Faculty of Pharmacy, Department of Pharmaceutical Chemistry, Vojvode Stepe 450, 11000 Belgrade, Serbia.
authors.forename: Jelica
authors.initials: J
authors.lastname: Vucicevic
authors.affiliation: University of Belgrade, Faculty of Pharmacy, Department of Pharmaceutical Chemistry, Vojvode Stepe 450, 11000 Belgrade, Serbia.
authors.forename: Katarina
authors.initials: K
authors.lastname: Nikolic
authors.affiliation: University of Belgrade, Faculty of Pharmacy, Department of Pharmaceutical Chemistry, Vojvode Stepe 450, 11000 Belgrade, Serbia.
authors.forename: Danica
authors.initials: D
authors.lastname: Agbaba
mesh_terms: D019840:2-Propanol / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D048288:Imidazolines / Q000737:chemistry*; D016014:Linear Models; D008956:Models, Chemical; D015394:Molecular Structure; D009961:Orosomucoid / Q000737:chemistry*; D004364:Pharmaceutical Preparations / Q000737:chemistry*; D011485:Protein Binding; D021281:Quantitative Structure-Activity Relationship
chemical_list: D048288:Imidazolines; D009961:Orosomucoid; D004364:Pharmaceutical Preparations; D019840:2-Propanol
keywords: Imidazoline derivatives; Linear solvation energy relationships; Quantitative structure-retention relationships; α(1)-Acid glycoprotein