REVERSED PHASE CHROMATOGRAPHIC STUDY OF THE INCLUSION SELECTIVITY OF TERPENE DERIVATIVES WITH β-CYCLODEXTRIN IN WATER/COSOLVENT MIXTURES

Abstract

Terpene compounds include a wide variety of molecules with very different structures and physico-chemical properties. Monoterpenes are of interest because of their volatility and aromatic properties. Inclusion complexation of these molecules with cyclodextrins will lead to chemical and volatility protection and to a possible controlled release. In this study, reversed phase liquid chromatography was used to demonstrate that some terpenes can form inclusion complexes with β-cyclodextrin. The stability of these complexes was studied for aromatic, aliphatic, or acyclic terpenes with various mobile phases. It is confirmed that mobile phase composition plays a major role in the complex stability. Moreover, in terms of separation, it was observed that mobile phase characteristics could modify inclusion selectivity, with retention inversions for some terpene derivatives when β-cyclodextrin was added to the mobile phase. It was also demonstrated that “rough” molecular modelling can qualitatively predict stoichiometry and relative stability of the formed inclusion complexes.