Menthol-based hydrophobic deep eutectic solvents: Towards greener and efficient extraction of phytocannabinoids

Křížek, Tomáš; Bursová, Miroslava; Horsley, Rachel Rutter; Kuchař, Martin; Tůma, Petr; Čabala, Radomír; Hložek, Tomáš

doi:10.1016/j.jclepro.2018.05.080

Cited by 147 publications

(61 citation statements)

References 23 publications

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“…These studies illustrate the versatility and the tunability of properties of the hydrophobic (D)ESs as green and safe extraction solvents for pharmaceutical applications. Finally, Křížek et al . developed several hydrophobic (D)ESs based on terpenes and natural organic acids to extract phytocannabinoids from raw cannabis plant material.…”

Section: Hydrophobic (Deep) Eutectic Solventsmentioning

confidence: 99%

Quest for Green‐Solvent Design: From Hydrophilic to Hydrophobic (Deep) Eutectic Solvents

2019

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Deep eutectic solvents (DESs) consist of a mixture of two or more solid components, which gives rise to a lower melting point compared to the starting materials. Until recently only hydrophilic DESs were available, and despite their revolutionary role in the alternative‐solvents field, important issues in chemistry, and chemical engineering (such as water‐related problems and the replacement of toxic volatile organic compounds) could not be tackled. Hydrophobic (deep)—here in parenthesis due to the different depths of the eutectic melting points—eutectic solvents are a subclass of DESs where both components are hydrophobic. The low toxicity, high biodegradability, and straightforward preparation without further purification steps of naturally occurring low‐cost compounds are among the key advantages. Although research on hydrophobic DESs is scarce (the first report was only published in 2015), some interesting features and applications have been reported and deserve to be evaluated and comparisons established. This Minireview is divided into two parts: The first part provides a brief general introduction to DESs and the second part discusses the nomenclature using solid–liquid phase diagram analysis, chemical stability, thermophysical properties comparison, and finally the most important emerging fields of application.

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Section: Hydrophobic (Deep) Eutectic Solventsmentioning

confidence: 99%

Quest for Green‐Solvent Design: From Hydrophilic to Hydrophobic (Deep) Eutectic Solvents

2019

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“…One of the attractive features of these novel solvents is the possibility to generate a huge number of eutectic mixtures with different physicochemical properties by simply changing one or both components [16,17]. To date, a variety of hydrophilic DESs have been used in extraction processes, but their applicability is limited in the preparation of low polar compounds [18]. Recently, new hydrophobic DESs have been synthetized based on combinations of dl ‐menthol with several natural acids [19].…”

Section: Introductionmentioning

confidence: 99%

A simple and efficient sample preparation for taxanes in Taxus chinensis needles with natural menthol‐based aqueous deep eutectic solvent

Fan

Chang

Wang

et al. 2020

J of Separation Science

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Taxanes are natural anticancer constituents, and the sample preparation from matrix normally depends on organochlorine solvents. In this study, green and natural menthol-based aqueous deep eutectic solvent was synthesized and used for sample preparation for taxanes. Five key parameters were optimized and the optimal preparation conditions were as follows: menthol/1-propanol ratio 1:1 (mol/mol), solid-liquid ratio 1:30 g/mL, extraction time 30 min, ultrasonic power 250 W, and water content 80%. Under the above conditions, the total extraction efficiency of seven main taxanes was 1.25-to 1.44-fold to the conventional methods. In addition, a high-performance liquid chromatography method with C 18 column was established for quantitation of seven main taxanes in <25 min, which had excellent linearity (R 2 > 0.9986), precision (relative standard deviation < 3.00%), repeatability (relative standard deviation < 3.69%), and recovery (90.26-109.00%). This method performed the extraction, and enrichment processes simultaneously, and it had advantages such as high extraction efficiency, simple operation, low cost, and eco-friendliness. This work indicated that the natural menthol-based deep eutectic solvent aqueous could be an excellent alternative to the sample preparation from Taxus or other plants. K E Y W O R D S aqueous deep eutectic

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“…Choi et al [12] hypothesized that DESs have a purpose of being a liquid phase for solubilizing, storing, and transporting non-water soluble metabolites in living cells and organisms. Some DESs were used extensively for the extraction of different compounds found in plants [13][14][15][16][17] and animals [18,19]. In order to propose a proper DES and to design an optimized production process, it is necessary to know the solubility of quercetin in different DESs.…”

Section: Introductionmentioning

confidence: 99%

The extraction of quercetin from waste onion (Allium cepa L.): Tunic by the aqueous solutions of different deep eutectic solvents

Đorđević¹,

Todorović²,

Troter³

et al. 2018

Adv Techol

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In order to find the most efficient natural solvent for the extraction of quercetin, its solubility was tested in the selected deep eutectic solvents (DESs) such as choline chloride:urea (ChCl:U), choline chloride:glycerol (ChCl:G), citric acid:D-glucose (CA:Glc), citric acid:D-fructose (CA:Frc), lecithin:urea (Lec:U) and lecithin:glycerol (Lec:G), as well as in their aqueous solutions, in a temperature range of 6-75 °C. Quercetin was most successfully dissolved in CA:Frc, followed by ChCl:U and ChCl:G, while CA:Glc was the least efficient. The lecithin-based DESs with urea and glycerol did not dissolve quercetin. The most optimal DES (ChCl:U) was employed in the extraction of quercetin from waste onion (Allium cepa L.) tunic and its efficiency was compared with those of methanol and ethanol. The largest amount of quercetin was extracted with ethanol, followed by methanol and ChCl:U, but quercetin extracted with this DES contained the least amount of impurities. Therefore, the ChCl:U DES was highly recommended for the selective extraction of quercetin.

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Menthol-based hydrophobic deep eutectic solvents: Towards greener and efficient extraction of phytocannabinoids

Cited by 147 publications

References 23 publications

Quest for Green‐Solvent Design: From Hydrophilic to Hydrophobic (Deep) Eutectic Solvents

Quest for Green‐Solvent Design: From Hydrophilic to Hydrophobic (Deep) Eutectic Solvents

A simple and efficient sample preparation for taxanes in Taxus chinensis needles with natural menthol‐based aqueous deep eutectic solvent

The extraction of quercetin from waste onion (Allium cepa L.): Tunic by the aqueous solutions of different deep eutectic solvents

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