title: Quantitative structure-mobility relationship analysis of imidazoline receptor ligands in CDs-mediated CE.
abstract: The performed quantitative structure-mobility relationship (QSMR) study has investigated relative migration times of 11 guanidine/imidazoline derivatives, imidazoline receptor ligands, in CE system containing one of CDs, α-, β-, or γ-CD, using linear and nonlinear modeling methods. The analyzed ligands and their inclusion complexes with CDs were fully examined and optimized at semiempirical parametrized model 3 level. The density functional theory, such as B3LYP/6-31G+(d,p)/3-21G(d)/STO-3G(d,p)/STO-3G(d), and ab initio theory, such as HF/3-21G(d)/STO-3G(d), were applied for molecular descriptors computation of the optimized ligands and their complexes. Predictive performances of the developed QSMR models were tested by use of the cross-validation and external test set prediction. Obtained results for Q(2)  values (0.869, 0.911, and 0.966 for CE system containing α-, β-, and γ-CD, respectively) and root mean squared error of prediction (0.239, 0.242, and 0.288 for α-, β-, and γ-CD, respectively) were proved high predictive power of the proposed models. Finally, multitarget QSMR model, using the ligands descriptors (X) and the relative migration time in presence of α-CD (Y1), β-CD (Y2), and γ-CD (Y3), has been created. The multitarget QSMR model can be used as initial screening predictive tool for CE migration behavior of other related guanidine/imidazoline derivatives in presence of α-, β-, and γ-CD.
authors.affiliation: Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Belgrade, Belgrade, Serbia.
authors.forename: Slavica
authors.initials: S
authors.lastname: Filipic
authors.forename: Katarina
authors.initials: K
authors.lastname: Nikolic
authors.forename: Irena
authors.initials: I
authors.lastname: Vovk
authors.forename: Mitja
authors.initials: M
authors.lastname: Krizman
authors.forename: Danica
authors.initials: D
authors.lastname: Agbaba
mesh_terms: D003505:Cyclodextrins / Q000737:chemistry*; D019075:Electrophoresis, Capillary / Q000379:methods*; D007093:Imidazoles / Q000737:chemistry* / Q000378:metabolism; D054755:Imidazoline Receptors / Q000737:chemistry* / Q000378:metabolism*; D008958:Models, Molecular; D021281:Quantitative Structure-Activity Relationship; D012044:Regression Analysis
chemical_list: D003505:Cyclodextrins; D007093:Imidazoles; D054755:Imidazoline Receptors