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

doi:10.1016/j.ijpharm.2020.119443

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 journal › Article › peer-review

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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 language	English
Article number	119443
Journal	International Journal of Pharmaceutics
Volume	584
Early online date	21 May 2020
DOIs	https://doi.org/10.1016/j.ijpharm.2020.119443
Publication status	Published - 30 Jun 2020
Externally published	Yes

Keywords

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

ASJC Scopus subject areas

Pharmaceutical Science

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New generation of supramolecular mixtures: Characterization and solubilization studies
Copyright 2020 Elsevier B.V. This manuscript is distributed under a Creative Commons Attribution-NonCommercial-NoDerivs License (https://creativecommons.org/licenses/by-nc-nd/4.0/), which permits distribution and reproduction for non-commercial purposes, provided the author and source are cited
Accepted author manuscript, 1.4 MBLicence: CC BY-NC-ND

Cite this

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title = "New generation of supramolecular mixtures: Characterization and solubilization studies",

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.",

keywords = "Cyclodextrins, Essential oils, Low melting mixtures, Static headspace-gas chromatography, Trans-anethole",

author = "{El Achkar}, Tracy and Leila Moura and Tarek Moufawad and Steven Ruellan and Somenath Panda and St{\'e}phane Longuemart and Legrand, {Fran{\c c}ois Xavier} and {Costa Gomes}, Margarida and David Landy and H{\'e}l{\`e}ne Greige-Gerges and Sophie Fourmentin",

year = "2020",

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doi = "10.1016/j.ijpharm.2020.119443",

language = "English",

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T1 - New generation of supramolecular mixtures: Characterization and solubilization studies

AU - El Achkar, Tracy

AU - Moura, Leila

AU - Moufawad, Tarek

AU - Ruellan, Steven

AU - Panda, Somenath

AU - Longuemart, Stéphane

AU - Legrand, François Xavier

AU - Costa Gomes, Margarida

AU - Landy, David

AU - Greige-Gerges, Hélène

AU - Fourmentin, Sophie

PY - 2020/6/30

Y1 - 2020/6/30

N2 - 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.

AB - 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.

KW - Cyclodextrins

KW - Essential oils

KW - Low melting mixtures

KW - Static headspace-gas chromatography

KW - Trans-anethole

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DO - 10.1016/j.ijpharm.2020.119443

M3 - Article

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AN - SCOPUS:85085301424

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VL - 584

JO - International Journal of Pharmaceutics

JF - International Journal of Pharmaceutics

M1 - 119443

ER -

New generation of supramolecular mixtures: Characterization and solubilization studies

Abstract

Keywords

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