Complexation of estragole as pure compound and as main component of basil and tarragon essential oils with cyclodextrins

Carbohydr Polym. 2015 Mar 15:118:156-64. doi: 10.1016/j.carbpol.2014.10.073. Epub 2014 Nov 20.

Abstract

Inclusion complexes of estragole (ES) as pure compound and as main component of basil and tarragon essential oils (EOs) with α-cyclodextrin (α-CD), β-cyclodextrin (β-CD), hydroxypropyl-β-cyclodextrin (HP-β-CD), randomly methylated-β-cyclodextrin (RAMEB), a low methylated-β-cyclodextrin (CRYSMEB) and γ-cyclodextrin (γ-CD) were characterized. Formation constants (Kf) of the complexes were determined in aqueous solution by nonlinear regression analysis using static headspace gas chromatography (SH-GC) and UV-visible spectroscopy. Solid inclusion complexes were prepared by the freeze-drying method for different CD:ES molar ratios and were characterized by differential scanning calorimetry (DSC) and Fourier transform infrared spectroscopy (FT-IR). Inclusion complexes formation allowed the controlled release of ES. Moreover, increased DPPH radical scavenging activity and photostability of ES and ES containing EOs (ESEOs) were observed in the presence of CDs. These findings suggest that encapsulation with CDs could be an efficient tool to improve the use of ES and ESEOs in aromatherapy, cosmetic and food fields.

Keywords: Cyclodextrins; DPPH(•) scavenging; Essential oils; Estragole; Formation constant; Photostability.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Allylbenzene Derivatives
  • Anisoles / chemistry*
  • Artemisia / chemistry*
  • Calorimetry, Differential Scanning
  • Cyclodextrins / chemistry
  • Ocimum basilicum / chemistry*
  • Oils, Volatile / chemistry*
  • Spectroscopy, Fourier Transform Infrared
  • alpha-Cyclodextrins / chemistry
  • beta-Cyclodextrins / chemistry
  • gamma-Cyclodextrins / chemistry

Substances

  • Allylbenzene Derivatives
  • Anisoles
  • Cyclodextrins
  • Oils, Volatile
  • alpha-Cyclodextrins
  • beta-Cyclodextrins
  • delta-cyclodextrin
  • gamma-Cyclodextrins
  • estragole
  • betadex
  • gamma-cyclodextrin
  • alpha-cyclodextrin