title: Cyclodextrin, an efficient tool for trans-anethole encapsulation: chromatographic, spectroscopic, thermal and structural studies.
abstract: Inclusion complexes of trans-anethole (AN) with α-cyclodextrin (α-CD), β-cyclodextrin (β-CD), hydroxypropyl-β-cyclodextrin (HP-β-CD), randomly methylated-β-cyclodextrin (RAMEB) and a low methylated-β-cyclodextrin (CRYSMEB) were investigated in aqueous solution by static headspace gas chromatography (SH-GC), phase solubility study, UV-Visible, (1)H NMR and (2D) ROESY NMR spectroscopies. The obtained results indicated the formation of 1:1 inclusion complex for all the studied CDs. Water solubility of AN was significantly improved upon complexation with CDs as demonstrated by phase solubility and retention studies. Solid inclusion complexes were prepared by the freeze-drying method and the encapsulation of AN was confirmed by Fourier transform infrared spectroscopy (FTIR) and differential scanning calorimetry (DSC) studies. Moreover, the degradation of AN, induced by UVC irradiation, was markedly reduced by the formation of CD inclusion complexes. Results showed that encapsulation in CDs was an efficient way to increase solubility and stability of AN, thereby making it valuable for food or pharmaceutical applications.
authors.affiliation: Bioactive Molecules Research Group, Doctoral School of Science and Technology, Department of Chemistry and Biochemistry, Faculty of Sciences-2, Lebanese University, Lebanon; Univ Lille Nord de France, F-59000 Lille, France; ULCO, UCEIV, F-59140 Dunkerque, France.
authors.forename: Miriana
authors.initials: M
authors.lastname: Kfoury
authors.affiliation: Bioactive Molecules Research Group, Doctoral School of Science and Technology, Department of Chemistry and Biochemistry, Faculty of Sciences-2, Lebanese University, Lebanon.
authors.forename: Lizette
authors.initials: L
authors.lastname: Auezova
authors.affiliation: Bioactive Molecules Research Group, Doctoral School of Science and Technology, Department of Chemistry and Biochemistry, Faculty of Sciences-2, Lebanese University, Lebanon.
authors.forename: Hélène
authors.initials: H
authors.lastname: Greige-Gerges
authors.affiliation: Univ Lille Nord de France, F-59000 Lille, France; ULCO, UCEIV, F-59140 Dunkerque, France.
authors.forename: Steven
authors.initials: S
authors.lastname: Ruellan
authors.affiliation: Univ Lille Nord de France, F-59000 Lille, France; ULCO, UCEIV, F-59140 Dunkerque, France. Electronic address: lamotte@univ-littoral.fr.
authors.forename: Sophie
authors.initials: S
authors.lastname: Fourmentin
mesh_terms: D000081248:Allylbenzene Derivatives; D000840:Anisoles / Q000737:chemistry*; D002152:Calorimetry, Differential Scanning; D002849:Chromatography, Gas; D003505:Cyclodextrins / Q000737:chemistry*; D004355:Drug Stability; D009682:Magnetic Resonance Spectroscopy; D012995:Solubility; D013056:Spectrophotometry, Ultraviolet; D017550:Spectroscopy, Fourier Transform Infrared
chemical_list: D000081248:Allylbenzene Derivatives; D000840:Anisoles; D003505:Cyclodextrins; C006578:anethole
keywords: Cyclodextrins; Formation constant; NMR; Photodegradation; Static headspace; trans-Anethole