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.

ACKNOWLEDGMENTS

J. M. Marbouty, head of the Department of English for specific purposes, College of Pharmacy, Limoges University is fully acknowledged for language corrections. This work was made possible by a Grant of University Paris XI: Réseau Cyclodextrines.