Comparative Study of Quinolines and Tetrahydroquinolines Sorption on Various Sorbents from Water-Acetonitrile Solutions.

The retention of 16 quinoline and tetrahydroquinoline derivatives was investigated under liquid chromatography conditions using porous graphitized carbon (PGC), octadecyl silica (ODS) and hypercrosslinked polystyrene (HCLP) stationary phases. For most of the analytes, retention on PGC was greater than on ODS, while retention on HCLP was even greater than on both ODS and PGC. The non-linearity of retention dependencies on acetonitrile content in the eluent was observed for compounds containing carboxy, hydrazo and methoxy groups. The relationships between quinolines structure and their retention factors were investigated. It was found that sorption on different sorbents correlated with different descriptors. Retention on ODS was found to be highly correlated with lipophilicity only while on HCLP it depended on both lipophilicity and polarizability of the sorbates. The feature of PGC was a good correlation of retention factors with topological and geometrical parameters. Additionally, ability of PGC to form OH…π bonds with hydroxymethylquinolines was found. The observed regularities allow one to rationally optimize the chromatographic analysis of structurally similar compounds, which is very important for bioactive substances.