In many publications on the thin-layer chromatographic analysis of the medicinal plant extracts, striking skewness of the separated chromatographic bands with many phytochemicals can be seen, although no attention has ever been paid to this odd mass transfer effect. In our earlier studies on the thin-layer chromatographic enantioseparation of certain low molecular weight carboxylic acids, lateral relocation thereof (i.e., the side-wise deviation of their migration route from linearity) was registered. Then we found out that lateral relocation was observed with these analytes only, which structurally resembled molecular rotors. In this study, we investigate the role played by the thin-layer chromatographic stationary phases in lateral relocation of botanically relevant molecular rotors. Thus, three carboxylic acids were selected as the test analytes, all of them resembling molecular rotors and abundantly present in the medicinal plant extracts. We selected two most popular thin-layer chromatographic stationary phases also, i.e., silica gel (characterizing with microcrystalline chirality) and alumina (achiral). Lateral relocation of the test analytes was observed on the silica gel stationary phase only. A conclusion was drawn that the chiral stationary phase makes a complementary contribution to lateral relocation (along with the propeller-like molecular structure of the analytes). In our view, specially devised thin-layer chromatographic systems can prove a convenient nano-platform for future investigation of the drug transport patterns, advantageous in the pharmacokinetic studies.
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