Huber, Verena and Hioe, Johnny and Touraud, Didier and Kunz, Werner (2022) Uncovering the curcumin solubilization ability of selected natural deep eutectic solvents based on quaternary ammonium compounds. JOURNAL OF MOLECULAR LIQUIDS, 361: 119661. ISSN 0167-7322, 1873-3166
Full text not available from this repository. (Request a copy)Abstract
The solubility of curcumin in ethanolic solutions can be increased twentyfold through the addition of natural deep eutectic solvents (NADES). Instead of only screening nine different NADES based on choline chloride, betaine, and carnitine mixed with lactic, levulinic, and pyruvic acid in terms of their solving ability, they were investigated regarding the mechanism of solvation as well. The curcumin solubility enhancement was assessed via UV/Vis measurements, while the investigation of the intermolecular effects was performed theoretically by COSMO-RS predictions of the chemical potential and experimentally via H-1 and NOESY NMR measurements. The addition of the quaternary ammonium compounds to ethanol resulted in a solubility increase regardless of additional functionalities, which was not the case for the acids, where functionalities showed a significant influence. A solubility synergy in the levulinic acid NADES was reached, which could be explained through the combination of COSMO-RS and NMR experiments, yielding indications that an interplay of non-specific and directed intermolecular interactions was the responsible driving force for an efficient solubility enhancement of curcumin. Thus, the NADES based on levulinic acid achieved the best results. (C) 2022 Elsevier B.V. All rights reserved.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | CATION-PI INTERACTIONS; EXTRACTION; MODEL; COSMO; Solubilization; Curcumin; Quaternary Ammonium Compounds; Natural Deep Eutectic Solvents; COSMO-RS; NMR |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Physikalische und Theoretische Chemie > Chair of Chemistry VI - Physical Chemistry (Solution Chemistry) > Prof. Dr. Werner Kunz |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 14 Nov 2023 09:40 |
| Last Modified: | 14 Nov 2023 09:40 |
| URI: | https://pred.uni-regensburg.de/id/eprint/56727 |
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