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Ionic liquids as an innovative solution to improve the delivery of phenolic compounds
1, 2 , 1, 2 , 3 , 4 , * 1, 5
1  CBIOS-Universidade Lusófona’s Research Center for Biosciences & Health Technologies, Campo Grande 376, 1749-024 Lisboa, Portugal
2  Department of Biomedical Sciences, University of Alcalá, Ctra. Madrid-Barcelona Km. 33.600, Alcalá de Henares, 28871 Madrid, Spain
3  School of Sciences and Health Technologies, Lusófona University, Campo Grande 376, 1749-024 Lisboa, Portugal
4  CQE, and Department of Chemistry and Biochemistry, Faculty of Sciences, University of Lisbon, Campo Grande, 1749-016 Lisboa, Portugal
5  Centro de Química Estrutural, Faculdade de Ciências, Universidade de Lisboa, Campo Grande, 1749-016 Lisbon, Portugal
Academic Editor: Jean Jacques Vanden Eynde

Published: 03 November 2021 by MDPI in 7th International Electronic Conference on Medicinal Chemistry session General
Abstract:

Phenolic compounds, such as ferulic, caffeic and p-coumaric acids and rutin, are commonly present in natural resources, for example plants (e.g. eggplant), cereals (e.g. rice), vegetables (e.g. beans) and fruits (e.g. oranges). Several studies have already demonstrated their potential on the pharmaceutical and cosmetic fields, as antioxidant, anti-inflammatory and anticancer. However, these compounds have a low aqueous solubility, restricting their applicability.

Ionic liquids (ILs) can act as multifunctional excipients, namely, to enhance drug solubility and incorporation into various delivery systems.

In this work six ILs containing natural amino acids, (2-hydroxyethyl)trimethylammonium phenylalaninate [Cho][Phe], (2-hydroxyethyl)trimethylammonium glycinate [Cho][Gly], 1-ethyl-3-methylimidazolium phenylalaninate [Emim][Phe], 1-ethyl-3-methylimidazolium glycinate [Emim][Gly], 1-butyl-3-methylimidazolium phenylalaninate [Bmim][Phe] and 1-butyl-3-methylimidazolium glycinate [Bmim][Gly], were prepared and their impact on the incorporation of the four phenolic compounds, in O/W emulsions, was evaluated.

The use of ILs allowed the incorporation of higher amounts of the studied drugs, since their solubility was enhanced. They also led to more viscous emulsions, improving the stability of the formulations.

Keywords: Ionic liquids; O/W emulsions; Phenolic compounds; Upgraded formulations
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