journal article·2021-10-29Open access

Applications of Deep Eutectic Solvents Related to Health, Synthesis, and Extraction of Natural Based Chemicals

Laura Lomba, Cristina B. García, Mª Pilar Ribate, Beatriz Giner, Estefanía Zuriaga

Applied Sciences· Volume 11· Issue 21

Abstract

Deep eutectic solvents are liquid mixtures of solid components at room temperature, which present exceptional properties: high solvent capacity, high biodegradation, low volatile organic compound character, and relatively low toxicity. Furthermore, there are an important number of DES described, formed by different components and ratios, and thus, the studied applications are also numerous. In this review, we focused on the applications related to health. One of the most promising applications of DES is the development of oral liquid formulations of poorly soluble active pharmaceutical ingredients, although it currently remains at an early stage. We have analyzed the potential and limitations of DES with this regard. Furthermore, DES have been used as synthesis media. In this work, we revised the use of DES to obtain bioactive natural products via synthesis or extraction process. Finally, the usefulness of DES in other interesting applications for promoting health has been also examined: this is the case of genomics studies, nano-carriers for the encapsulation of anticancer drugs or stabilization of samples for medical purposes.
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Research context

OpenAlex topics: Ionic liquids properties and applications · Analytical Chemistry and Chromatography · Chemical and Physical Properties in Aqueous Solutions

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

Affiliations

Campus Facultad de Ciencias de la Salud, Universidad San Jorge, Farmacia, Autov A23 km 299, 50830 Zaragoza, Spain

References (100+)

Show source-provided references
1. Anastas, P.T., and Warner, J.C. (2000). Green Chemistry, Oxford University Press.10.1093/oso/9780198506980.001.0001 ↗
2. Are ionic liquids green solvents?10.1021/bk-2002-0818.ch003 ↗
3. What is a Green Solvent? A Comprehensive Framework for the Environmental Assessment of Solvents10.1039/b617536h ↗
4. Ahluwalia, V.K., and Varma, R.S. (2009). Green Solvents for Organic Synthesis, Alpha Science.
5. Toxicity and biodegradability of imidazolium ionic liquids10.1016/j.jhazmat.2007.10.079 ↗
6. Applications of ionic liquids in the chemical industry10.1039/B006677J ↗
7. Assessing the greenness of some typical laboratory ionic liquid preparations10.1039/B915049H ↗
8. Natural deep eutectic systems as alternative nontoxic cryoprotective agents10.1016/j.cryobiol.2018.06.010 ↗
9. Dissolution enhancement of active pharmaceutical ingredients by therapeutic deep eutectic systems10.1016/j.ejpb.2015.11.002 ↗
10. Deep eutectic solvents: Syntheses, properties and applications10.1039/c2cs35178a ↗
11. Quest for Green-Solvent Design: From Hydrophilic to Hydrophobic (Deep) Eutectic Solvents10.1002/cssc.201900147 ↗
12. Natural Deep Eutectic Solvents and Their Applications in Biotechnology
13. Arriaga, S., and Aizpuru, A. (2019). Advances and Applications of Partitioning Bioreactors. Advances in Chemical Engineering (54), Elsevier.
14. Therapeutic Role of Deep Eutectic Solvents Based on Menthol and Saturated Fatty Acids on Wound Healing10.1021/acsabm.9b00598 ↗
15. Deep eutectic solvents for highly efficient separations in oil and gas industries10.1016/j.cogsc.2017.03.013 ↗
16. Natural Deep Eutectic Solvents: Properties, Applications, and Perspectives10.1021/acs.jnatprod.7b00945 ↗
17. Are natural deep eutectic solvents the missing link in understanding cellular metabolism and physiology?10.1104/pp.111.178426 ↗
18. Inorganic Synthesis Based on Reactions of Ionic Liquids and Deep Eutectic Solvents10.1002/anie.202104035 ↗
19. Synthesis of Tri-indolylmethane Derivatives Using a Deep Eutectic Solvent10.1134/S1070428021020172 ↗
20. The one-pot four-component eco-friendly synthesis of spirooxindoles in deep eutectic solvent10.1007/s12039-019-1730-6 ↗
21. Aqueous two-phase systems based on deep eutectic solvents and their application in green separation processes10.1002/jssc.201900991 ↗
22. Development and applications of deep eutectic solvent derived functional materials in chromatographic separation10.1002/jssc.202000523 ↗
23. New horizons in the extraction of bioactive compounds using deep eutectic solvents: A review10.1016/j.aca.2017.05.012 ↗
24. Microextraction of bioactive compounds using deep eutectic solvents: A review10.1007/s10311-021-01255-2 ↗
25. Application of Deep Eutectic Solvents (DES) for Phenolic Compounds Extraction: Overview, Challenges, and Opportunities10.1021/acs.jafc.7b01054 ↗
26. Ultrasound-assisted dispersive liquid-phase microextraction by solidifying L-menthol-decanoic acid hydrophobic deep eutectic solvents for detection of five fungicides in fruit juices and tea drinks10.1002/jssc.202100590 ↗
27. Habila, M.A., Alabdullkarem, E.A., ALOthman, Z.A., Yilmaz, E., and Soylak, M. (2020). Thiomalic acid/ferric chloride-based deep eutectic solvent for microextraction of chromium in natural water samples prior to FAAS analysis. Int. J. Environ. Anal. Chem., 1–9.10.1080/03067319.2020.1743831 ↗
28. Nahar, Y., and Thickett, S.C. (2021). Greener, Faster, Stronger: The Benefits of Deep Eutectic Solvents in Polymer and Materials Science. Polymers, 13.10.3390/polym13030447 ↗
29. Enzymatic behavior of bovine liver catalase in aqueous medium of sugar based deep eutectic solvents10.1016/j.molliq.2020.113207 ↗
30. Svigelj, R., Dossi, N., Grazioli, C., and Toniolo, R. (2021). Deep Eutectic Solvents (DESs) and Their Application in Biosensor Development. Sensors, 21.10.3390/s21134263 ↗
31. Cobalt Electrochemical Recovery from Lithium Cobalt Oxides in Deep Eutectic Choline Chloride plus Urea Solvents10.1002/cssc.202100954 ↗
32. Fruit sugar-based deep eutectic solvents and their physical properties10.1016/j.tca.2012.04.030 ↗
33. Sketching neoteric solvents for boosting drugs bioavailability
34. A Deep Eutectic Solvent-Based Approach to Intravenous Formulation10.1002/adhm.202100585 ↗
35. Mustafa, N.R., Spelbos, V.S., Witkamp, G.-J., Verpoorte, R., and Choi, Y.H. (2021). Solubility and Stability of Some Pharmaceuticals in Natural Deep Eutectic Solvents-Based Formulations. Molecules, 26.10.3390/molecules26092645 ↗
36. Natural deep eutectic solvents as beneficial extractants for enhancement of plant extracts bioactivity10.1016/j.lwt.2016.05.037 ↗
37. Antimicrobial, cytotoxic and antioxidative evaluation of natural deep eutectic solvents10.1007/s11356-018-1669-z ↗
38. Ecotoxicity and biodegradability of pure and aqueous mixtures of deep eutectic solvents: Glyceline, ethaline, and reline10.1007/s11356-020-11144-w ↗
39. Application of ionic liquids and deep eutectic solvents in biodiesel production: A review10.1016/j.rser.2016.04.011 ↗
40. Characterization of thermal behavior of deep eutectic solvents and their potential as drug solubilization vehicles10.1016/j.ijpharm.2009.05.039 ↗
41. Emerging Frontiers of Deep Eutectic Solvents in Drug Discovery and Drug Delivery Systems10.1016/j.jconrel.2019.09.019 ↗
42. Novel Approaches for Enhancement of Drug Bioavailability10.1166/rase.2013.1038 ↗
43. Fast Dissolving Curcumin Cocrystals10.1021/cg200704s ↗
44. Araya-Sibaja, A.M., Vega-Baudrit, J.R., Guillén-Girón, T., Navarro-Hoyos, M., and Cuffini, S.L. (2019). Drug Solubility Enhancement through the Preparation of Multicomponent Organic Materials: Eutectics of Lovastatin with Carboxylic Acids. Pharmaceutics, 11.10.3390/pharmaceutics11030112 ↗
45. Investigation on drug solubility enhancement using deep eutectic solvents and their derivatives10.1016/j.ijpharm.2016.04.018 ↗
46. Solubility modelling and thermodynamic properties of allopurinol in aqueous solutions of four deep eutectic solvents10.1016/j.jct.2019.01.018 ↗
47. Menthol-based Eutectic Mixtures: Hydrophobic Low Viscosity Solvents10.1021/acssuschemeng.5b00532 ↗
48. Improved solubility and in vitro dissolution of Ibuprofen from poloxamer gel using eutectic mixture with menthol10.1080/713840406 ↗
49. Experimental and thermodynamic modeling of cefixime trihydrate solubility in an aqueous deep eutectic system10.1016/j.molliq.2020.112727 ↗
50. Significantly improving the solubility of non-steroidal anti-inflammatory drugs in deep eutectic solvents for potential non-aqueous liquid administration10.1039/C5MD00551E ↗
51. Deep eutectic solvents comprising active pharmaceutical ingredients in the development of drug delivery systems10.1080/17425247.2019.1604680 ↗
52. A Natural Deep Eutectic Solvent Formulated to Stabilize β-Lactam Antibiotics10.1038/s41598-018-33148-w ↗
53. Natural products—A simple model to explain chemical diversity10.1039/b208815k ↗
54. Transdermal delivery from eutectic systems: Enhanced permeation of a model drug, ibuprofen10.1016/S0168-3659(97)00153-3 ↗
55. EMLA—A eutectic mixture of local anaesthetics for topical anaesthesia10.1111/j.1399-6576.1982.tb01822.x ↗
56. Fabrication and design of transdermal fluconazole spray10.1080/10837450802498936 ↗
57. A natural deep eutectic solvent (NADES) as potential excipient in collagen-based products10.1016/j.ijbiomac.2020.04.026 ↗
58. Simultaneous membrane transport of two active pharmaceutical ingredients by charge assisted hydrogen bond complex formation10.1039/C4SC01036A ↗
59. Clinical translation of choline and geranic acid deep eutectic solvent10.1002/btm2.10191 ↗
60. Biocompatible deep eutectic solvents based on choline chloride: Characterization and application to the extraction of Rutin from Sophora japonica10.1021/acssuschemeng.5b00619 ↗
61. Assessment of cytotoxicity and toxicity for phosphonium-based deep eutectic solvents10.1016/j.chemosphere.2013.05.013 ↗
62. Are deep eutectic solvents benign or toxic?10.1016/j.chemosphere.2012.11.004 ↗
63. Comparative in vitro study of cholinium-based ionic liquids and deep eutectic solvents toward fish cell line10.1016/j.ecoenv.2016.05.005 ↗
64. Cytotoxicity profiling of deep eutectic solvents to human skin cells10.1038/s41598-019-39910-y ↗
65. Assessing the toxicity and biodegradability of deep eutectic solvents10.1016/j.chemosphere.2015.02.061 ↗
66. The effect of deep eutectic solvent on the pharmacokinetics of salvianolic acid B in rats and its acute toxicity test10.1016/j.jchromb.2017.08.016 ↗
67. Applications of deep eutectic solvents in biotechnology and bioengineering-Promises and challenges10.1016/j.biotechadv.2016.11.006 ↗
68. Toxicity profile of choline chloride-based Deep eutectic solvents for fungi and Cyprinus carpio fish10.1007/s11356-015-6003-4 ↗
69. Silva, E., Oliveira, F., Silva, J.M., Matias, A., Reis, R.L., and Duarte, A.R.C. (2020). Optimal Design of THEDES Based on Perillyl Alcohol and Ibuprofen. Pharmaceutics, 12.10.3390/pharmaceutics12111121 ↗
70. Design and Processing of Drug Delivery Formulations of Therapeutic Deep Eutectic Systems for Tuberculosis10.1016/j.supflu.2020.104826 ↗
71. Unveil the Anticancer Potential of Limomene Based Therapeutic Deep Eutectic Solvents10.1038/s41598-019-51472-7 ↗
72. Rheological, mechanical and membrane penetration properties of novel dual drug systems for percutaneous delivery10.1016/S0168-3659(00)00230-3 ↗
73. Preparation and in vitro characterization of a eutectic based semisolid self-nanoemulsified drug delivery system (SNEDDS) of ubiquinone: Mechanism and progress of emulsion formation10.1016/S0378-5173(02)00003-0 ↗
74. Cannabidiol-transdermal delivery and anti-inflammatory effect in a murine model10.1016/j.jconrel.2003.09.001 ↗
75. 2010. Solid dispersion as an approach for bioavailability enhancement of poorly water-soluble drug ritonavir10.1208/s12249-010-9404-1 ↗
76. Phase behavior of itraconazole-phenol mixtures and its pharmaceutical applications10.1016/j.ijpharm.2012.07.054 ↗
77. Phase diagram of ibuprofen with fatty acids10.1007/s10973-012-2831-3 ↗
78. Eutectic, monotectic and immiscibility systems of nimesulide with water-soluble carriers: Phase equilibria, solid-state characterisation and in-vivo/pharmacodynamic evaluation10.1111/jphp.12277 ↗
79. Characterization of CoQ 10-lauric acid eutectic system10.1016/j.tca.2015.01.018 ↗
80. Characterization and Comparison of Lidocaine-Tetracaine and Lidocaine-Camphor Eutectic Mixtures Based on Their Crystallization and Hydrogen-Bonding Abilities10.1208/s12249-014-0242-4 ↗
81. Transdermal Bioavailability in Rats of Lidocaine in the Forms of Ionic Liquids, Salts, and Deep Eutectic10.1021/acsmedchemlett.6b00504 ↗
82. Liquid pharmaceuticals formulation by eutectic formation10.1016/j.fluid.2017.05.009 ↗
83. Microemulsions based on paeonol-menthol eutectic mixture for enhanced transdermal delivery: Formulation development and in vitro evaluation10.1080/21691401.2017.1389748 ↗
84. A comparison between pure active pharmaceutical ingredients and therapeutic deep eutectic solvents: Solubility and permeability studies10.1016/j.ejpb.2017.02.003 ↗
85. Multicomponent solid forms of felodipine: Preparation, characterisation, physicochemical and in-vivo studies10.1111/jphp.12685 ↗
86. Drug-drug multicomponent solid forms: Cocrystal, coamorphous and eutectic of three poorly soluble antihypertensive drugs using mechanochemical approach10.1208/s12249-016-0701-1 ↗
87. Multicomponent pharmaceutical adducts of α-Eprosartan: Physicochemical properties and pharmacokinetic study10.1021/acs.cgd.6b01588 ↗
88. Antioxidant-based eutectics of irbesartan: Viable multicomponent forms for the management of hypertension10.1208/s12249-017-0930-y ↗
89. Eutexia for enhanced dissolution rate and anti-inflammatory activity of nonsteroidal anti-inflammatory agents: Caffeine as a melting point modulator10.1016/j.ijpharm.2019.04.024 ↗
90. Jin, S., Jang, J., Lee, S., and Kim, I.I.W. (2020). Binary Mixtures of Some Active Pharmaceutical. Ingredients with Fatty Alcohols—The Criteria of Successful Eutectic Formation and Dissolution Improvement. Pharmaceutics, 12.10.3390/pharmaceutics12111098 ↗
91. Formation of Diacerein—Fumaric acid eutectic as a multi-component system for the functionality enhancement10.1016/j.jddst.2020.101562 ↗
92. Influence of eutectic mixture as a multi-component system in the improvement of physicomechanical and pharmacokinetic properties of diacerein10.1016/j.apt.2020.01.021 ↗
93. Lidocaine as eutectic forming drug for enhanced transdermal delivery of nonsteroidal anti-inflammatory drugs10.1016/j.jddst.2021.102338 ↗
94. Ternary eutectic ezetimibe−simvastatin−fenofibrate system and the physical stability of its amorphous form10.1021/acs.molpharmaceut.1c00485 ↗
95. Boscariol, R., Caetano, E.A., Silva, E.C., Oliveira, T.J., Rosa-Castro, R.M., Vila, M.M.D.C., and Balcao, V.M. (2021). Performance of choline geranate deep eutectic solvent as transdermal permeation enhancer: An in vitro skin histological study. Pharmaceutics, 13.10.3390/pharmaceutics13040540 ↗
96. Ionothermal synthesis of a three-dimensional zinc phosphate with DFT topology using unstable deep-eutectic solvent as template-delivery agent10.1016/j.micromeso.2008.03.005 ↗
97. Ionothermal synthesis of the MetalOrganic Framework compound Cu3(BTC)210.1016/S0167-2991(08)80240-6 ↗
98. Ionothermal Synthesis of Unusual Choline-Templated Cobalt Aluminophosphates10.1002/anie.200702239 ↗
99. Hydro-Ionothermal Synthesis of Lanthanide-Organic Frameworks with 1,4-Phenylenebis(methylene)diphosphonate10.1021/cg800639x ↗
100. A novel non-centrosymmetric metallophosphate-borate compound via ionothermal synthesis10.1039/b904450g ↗