Regularities of sorption of 1,2,3,4-tetrahydroquinoline derivatives from water-acetonitrile solutions on nonpolar sorbents
Abstract
The article is devoted to investigation of quinolone derivatives chromatographic behavior. The purpose of this work was to study the regularities of some 1,2,3,4-tetrahydroquinoline derivatives sorption from water – acetonitrile solutions on different nature sorbents under condition of reversed-phase high performance liquid chromatography. Octadecyl silica (ODS), porous graphitized carbon (PGC) and hypercrosslinked polystyrene (HCLP) were used as sorbents As a result, dependences the sorption characteristics on structure and physicochemical properties of the sorbates, mobile phase composition and the sorbent nature were found. It was shown, that the sorbates with polar substituents retain in chosen chromatographic systems weakly even at 40% acetonitrile in the mobile phase. Replacing an oxo-group on methyl leads to a significant retention factors increase. Compounds with phenyl radicals are characterized by the highest retention characteristics, with the PGC is sensitive to the spatial structure of molecules. Among the calculated physicochemical parameters lipophilicity best correlate with sorbate retention: by lipophilicity increasing the investigated sorbats retention factor for all three sorbents increases linearly. Comparison of the sorption characteristics obtained on different types of non-polar sorbents indicates retention factors increasing in the series ODS -PGC – HCLP. The most significant changes were observed for sorbates without polar functional groups, capable of competing interactions with mobile phase components.
Eluent composition influence on the sorption process is typical for the reverse phase mode: retention decreases with increasing of acetonitrile content in the mobile phase. From a practical point of view the obtained results can be useful in the structurally analogs analysis development and optimization, and theoretically -in the theory of polyfunctional compounds adsorption from multicomponent solutions. In general, the accumulation of experimental data on the retention of this type sorbates allows to solv the problem of establishing the relationship between the characteristics of sorption and other physicochemical parameters and molecules structure.
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