title: Modeling of chromatographic lipophilicity of food synthetic dyes estimated on different columns.
abstract: The retention behavior of some food synthetic dyes has been studied by RP-HPLC on chemically bonded C18, C8, C16 and CN stationary phases. Using methanol-ammonium acetate (0.08 mol/L, pH=6.76) as mobile phase, a linear behavior of retention parameters throughout the methanol fraction variance was obtained in all cases (r>0.99). The patterns of chromatographic behavior of the compounds illustrate high similarities between the C18, C8 and C16 columns, respectively. Highly significant correlations were obtained between experimental lipophilicity indices log k(w) and phi(0) estimated on C18 and C8 stationary phases and some computed log P-values. An extensive investigation made for quantitative structure-property (lipophilicity) relationships of studied dyes, using descriptors from Dragon software, multiple linear regression and genetic algorithm, revealed that the molecular descriptors appearing in the best models combine 2-D and 3-D aspects of the molecular structure. The most significant descriptors can be classified as radial distribution function, GETAWAY (autocorrelation), 3D-MoRSE signal, Burden eigenvalues and edge adjacency descriptors.
authors.affiliation: Faculty of Chemistry and Chemical Engineering, Babeş-Bolyai University, Cluj Napoca, Romania. csarbu@chem.ubbcluj.ro
authors.forename: Costel
authors.initials: C
authors.lastname: Sârbu
authors.forename: Dorina
authors.initials: D
authors.lastname: Casoni
authors.forename: Agata
authors.initials: A
authors.lastname: Kot-Wasik
authors.forename: Andrzej
authors.initials: A
authors.lastname: Wasik
authors.forename: Jacek
authors.initials: J
authors.lastname: Namieśnik
mesh_terms: D000465:Algorithms; D002851:Chromatography, High Pressure Liquid; D056148:Chromatography, Reverse-Phase; D005504:Food Analysis / Q000295:instrumentation / Q000379:methods*; D005505:Food Coloring Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000302:isolation & purification*; D057927:Hydrophobic and Hydrophilic Interactions; D016014:Linear Models; D008956:Models, Chemical; D012984:Software
chemical_list: D005505:Food Coloring Agents