New generation of supramolecular mixtures: Characterization and solubilization studies

Tracy El Achkar, Leila Moura, Tarek Moufawad, Steven Ruellan, Somenath Panda, Stéphane Longuemart, François Xavier Legrand, Margarida Costa Gomes, David Landy, Hélène Greige-Gerges, Sophie Fourmentin*

*Corresponding author for this work

Research output: Contribution to journalArticle

Abstract

In this work, a series of novel low melting mixtures (LMM) based on cyclodextrins (CD) and levulinic acid and inspired by the deep eutectic solvents (DES), were prepared. These supramolecular mixtures are the first reported CD-based mixtures that are liquid at room temperature. Density, viscosity and rheological measurements as well as differential scanning calorimetry and thermogravimetric analysis were performed to characterize these new LMM. Nuclear magnetic resonance (NMR) spectroscopy was used to monitor their stability. Furthermore, their ability to solubilize trans-anethole (AN) and related essentials oils were evaluated by static headspace-gas chromatography (SH-GC), in comparison with water. AN was up to 1300 times more soluble in the CD-based LMM than in water. Finally, multiple headspace extraction (MHE) was used to monitor the release of AN from these LMM. After 10 extractions, 20 to 40% of AN was released from the studied LMM, while 70% was released from water. The new CD-based LMM have potential applications for solubilization and delivery of poorly soluble drugs.

Original languageEnglish
Article number119443
JournalInternational Journal of Pharmaceutics
Volume584
Early online date21 May 2020
DOIs
Publication statusPublished - 30 Jun 2020
Externally publishedYes

Keywords

  • Cyclodextrins
  • Essential oils
  • Low melting mixtures
  • Static headspace-gas chromatography
  • Trans-anethole

ASJC Scopus subject areas

  • Pharmaceutical Science

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  • Cite this

    El Achkar, T., Moura, L., Moufawad, T., Ruellan, S., Panda, S., Longuemart, S., Legrand, F. X., Costa Gomes, M., Landy, D., Greige-Gerges, H., & Fourmentin, S. (2020). New generation of supramolecular mixtures: Characterization and solubilization studies. International Journal of Pharmaceutics, 584, [119443]. https://doi.org/10.1016/j.ijpharm.2020.119443