title: Structure-retention relationship study of HPLC data of antiepileptic hydantoin analogues.
abstract: In the study, 18 antiepileptic hydantoin analogues were investigated by means of reversed-phase HPLC on C-18 stationary phase and eluent acetonitrile-water. Quantitative structure-retention relationship (QSRR) study has been applied in order to understand factors that affect the retention which is closely correlated to the activity (ED₅₀ values). To overview the compounds for similarities and dissimilarities principal component analysis (PCA) has been applied. Six multiple linear regression models based on the most relevant descriptors were developed. Descriptors for MLR were selected according to variable importance calculated by partial least squares (PLS) analysis. Besides ALOGP the most important is aromatic ratio for mobile phases with more than 45% of acetonitrile, as well as electrotopological states when the % of acetonitrile is less than 40%. High agreement between experimental and predicted retention, obtained in the validation procedure, indicated the good quality of the derived QSRR models. For individual linear models, crossvalidation squared correlation coefficients (Q²) ranging from 0.697 to 0.837 were obtained. The residual values (difference between observed and calculated) agreed well within experimental error. Additionally, models were compared in terms of the smallest residual value by recently developed method of ranking based on the sum of ranking differences (SRD).
authors.affiliation: Department of Chemistry, Biochemistry and Environmental Protection, University of Novi Sad, Faculty of Sciences, Trg Dositeja Obradovića 3, 21000 Novi Sad, Republic of Serbia. tatjana.djakovic-sekulic@dh.uns.ac.rs
authors.forename: Tatjana
authors.initials: T
authors.lastname: Djaković-Sekulić
authors.forename: Anamarija
authors.initials: A
authors.lastname: Mandić
authors.forename: Nemanja
authors.initials: N
authors.lastname: Trisović
authors.forename: Gordana
authors.initials: G
authors.lastname: Uscumlić
mesh_terms: D000927:Anticonvulsants / Q000737:chemistry / Q000302:isolation & purification*; D002851:Chromatography, High Pressure Liquid / Q000379:methods; D006827:Hydantoins / Q000737:chemistry / Q000302:isolation & purification*; D016014:Linear Models; D008956:Models, Chemical; D025341:Principal Component Analysis
chemical_list: D000927:Anticonvulsants; D006827:Hydantoins