scholarly journals Choline Chloride Based Natural Deep Eutectic Solvents as Extraction Media for Extracting Phenolic Compounds from Chokeberry (Aronia melanocarpa)

Molecules ◽  
2020 ◽  
Vol 25 (7) ◽  
pp. 1619 ◽  
Author(s):  
Maša Islamčević Razboršek ◽  
Milena Ivanović ◽  
Peter Krajnc ◽  
Mitja Kolar
Keyword(s):  
Hydrogen Bond ◽  
Phenolic Compounds ◽  
Choline Chloride ◽  
Dry Weight ◽  
Deep Eutectic Solvents ◽  
Ultrasound Assisted Extraction ◽  
Hydrogen Bond Acceptor ◽  
Mean Values ◽  
Natural Deep Eutectic Solvents ◽  
The Individual

For the isolation of selected phenolic compounds from dried chokeberries, natural deep eutectic solvents (NADESs) were investigated as a green alternative to conventionally used extraction solvents. Four types of NADESs were synthesised, with choline chloride as the hydrogen bond acceptor in combination with different hydrogen bond donors (sugars, organic acid and urea). Ultrasound-assisted extraction was used to improve the extractability of the phenolic compounds and the results were compared to those obtained with 80% methanol as the extraction media. The highest values of total phenols and total flavonoids were found in the extract obtained with choline chloride–fructose NADES (36.15 ± 3.39 mg gallic acid g−1 dry weight (DW) and 4.71 ± 0.33 mg rutin g−1 DW, respectively). The extraction recoveries for the individual phenolic compounds depended strongly on the phenolic compound’s structure, with relative mean values between 70% and 97%.

scholarly journals Effect of Hydrogen Bond Donors and Acceptors on CO2 Absorption by Deep Eutectic Solvents

Processes ◽  
2020 ◽  
Vol 8 (12) ◽  
pp. 1533
Author(s):  
Tausif Altamash ◽  
Abdulkarem Amhamed ◽  
Santiago Aparicio ◽  
Mert Atilhan
Keyword(s):  
Carbon Dioxide ◽  
Hydrogen Bond ◽  
Choline Chloride ◽  
Deep Eutectic Solvents ◽  
Gas Absorption ◽  
Carbon Dioxide Absorption ◽  
Hydrogen Bond Donor ◽  
Hydrogen Bond Acceptor ◽  
Natural Deep Eutectic Solvents ◽  
Absorption Performance

The effects of a hydrogen bond acceptor and hydrogen bond donor on carbon dioxide absorption via natural deep eutectic solvents were studied in this work. Naturally occurring non-toxic deep eutectic solvent constituents were considered; choline chloride, b-alanine, and betaine were selected as hydrogen bond acceptors; lactic acid, malic acid, and fructose were selected as hydrogen bond donors. Experimental gas absorption data were collected via experimental methods that uses gravimetric principles. Carbon dioxide capture data for an isolated hydrogen bond donor and hydrogen bond acceptor, as well as natural deep eutectic solvents, were collected. In addition to experimental data, a theoretical study using Density Functional Theory was carried out to analyze the properties of these fluids from the nanoscopic viewpoint and their relationship with the macroscopic behavior of the system, and its ability for carbon dioxide absorption. The combined experimental and theoretical reported approach work leads to valuable discussions on what is the effect of each hydrogen bond donor or acceptor, as well as how they influence the strength and stability of the carbon dioxide absorption in deep eutectic solvents. Theoretical calculations explained the experimental findings, and combined results showed the superiority of the hydrogen bond acceptor role in the gas absorption process, with deep eutectic solvents. Specifically, the cases in which choline chloride was used as hydrogen bond acceptor showed the highest absorption performance. Furthermore, it was observed that when malic acid was used as a hydrogen bond donor, it led to low carbon dioxide solubility performance in comparison to other studied deep eutectic solvents. The cases in which lactic acid was used as a hydrogen bond donor showed great absorption performance. In light of this work, more targeted, specific, deep eutectic solvents can be designed for effective and alternative carbon dioxide capture and management.

scholarly journals Integration of Choline Chloride-Based Natural Deep Eutectic Solvents and Macroporous Resin for Green Production of Enriched Oil Palm Flavonoids as Natural Wound Healing Agents

Antioxidants ◽  
2021 ◽  
Vol 10 (11) ◽  
pp. 1802
Author(s):  
Mohamad Shazeli Che Zain ◽  
Jen Xen Yeoh ◽  
Soo Yee Lee ◽  
Adlin Afzan ◽  
Khozirah Shaari
Keyword(s):  
Hydrogen Bond ◽  
Wound Healing ◽  
Oil Palm ◽  
Choline Chloride ◽  
Radical Scavenging ◽  
Deep Eutectic Solvents ◽  
Hydrogen Bond Acceptor ◽  
Molar Ratios ◽  
Natural Deep Eutectic Solvents ◽  
Water Contents

Huge quantities of oil palm (Elaeis guineensis Jacq.) leaves (OPL) are generated as agricultural biomass from oil palm plantations. OPL are known to contain significant amounts of flavonoids. For maximal exploitation of these valuable antioxidant compounds, an innovative and sustainable extraction method employing natural deep eutectic solvents (NaDES) combined with ultrasonic assisted extraction was developed. Various NaDES composed of choline chloride as the hydrogen bond donor (HBD) and 1,2 propanediol (PD), 1,4 butanediol (BD), glycerol (GLY), glucose (GLU), maltose (MAL), and lactic acid (LA) as the hydrogen bond acceptor (HBA) were synthesized. The influence of these compositions, the methods of their synthesis, molar ratios, and water contents on their capacity to extract flavonoids from OPL was evaluated. Based on the results, it was found that methods which incorporate a heating step produced NaDES with the best capacity to extract OPL flavonoids. These thermal methods combined with molar ratios of 1:3 or 1:4 and water contents of 17 to 50% were found to be the optimal conditions for preparing NaDES, specifically when applied to the PD, BD, and GLY NaDES. Subsequently, UHPLC-UV/PDA-MS/MS analysis revealed NaDES extracts recovered by macroporous adsorption resin XAD7HP were able to optimally extract at least twelve luteolin and apigenin derivatives in OPL NaDES extracts prepared from glycerol and 1,4-butanediol demonstrated better and comparable efficiency as aqueous methanol in extracting flavonoids from OPL. The in vitro studies of antioxidant and wound healing properties supported these findings by exhibiting good free radical scavenging, cell proliferation, and migration activities. Additionally, the NaDES extracts also showed non-cytotoxicity effects at 1000 µg/mL and below on 3T3 fibroblast cells. Results of the study showed that NaDES could be a promising eco-friendly green solvent to extract bioactive OPL flavonoids that have great potential for applications as wound healing agents.

scholarly journals Ultrasonic-Assisted Extraction and Natural Deep Eutectic Solvents Combination: A Green Strategy to Improve the Recovery of Phenolic Compounds from Lavandula pedunculata subsp. lusitanica (Chaytor) Franco

Antioxidants ◽  
2021 ◽  
Vol 10 (4) ◽  
pp. 582
Author(s):  
Inês Mansinhos ◽  
Sandra Gonçalves ◽  
Raquel Rodríguez-Solana ◽  
José Luis Ordóñez-Díaz ◽  
José Manuel Moreno-Rojas ◽  
...  
Keyword(s):  
Antioxidant Activity ◽  
Phenolic Compounds ◽  
Deep Eutectic Solvents ◽  
Industrial Applications ◽  
Total Phenolic ◽  
Ultrasound Assisted Extraction ◽  
Phenolic Contents ◽  
Assisted Extraction ◽  
Natural Deep Eutectic Solvents ◽  
Ultrasonic Assisted

The present study aimed at evaluating the effectiveness of different natural deep eutectic solvents (NADES) on the extraction of phenolic compounds from Lavandula pedunculata subsp. lusitanica (Chaytor) Franco, on the antioxidant activity, and acetylcholinesterase (AChE), butyrylcholinesterase (BChE) and tyrosinase (Tyr) inhibitory capacities. Ten different NADES were used in this research and compared with conventional solvents. Ultrasound-assisted extraction (UAE) for 60 min proved to be the best extraction condition, and proline:lactic acid (1:1) and choline chloride:urea (1:2) extracts showed the highest total phenolic contents (56.00 ± 0.77 mgGAE/gdw) and antioxidant activity [64.35 ± 1.74 mgTE/gdw and 72.13 ± 0.97 mgTE/gdw in 2.2-diphenyl-1-picrylhydrazyl (DPPH) and 2.2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) methods, respectively]. These extracts also exhibited enzymes inhibitory capacity particularly against Tyr and AChE. Even so, organic acid-based NADES showed to be the best extractants producing extracts with considerable ability to inhibit enzymes. Twenty-four phenolic compounds were identified by HPLC-HRMS, being rosmarinic acid, ferulic acid and salvianolic acid B the major compounds. The results confirmed that the combination of UAE and NADES provide an excellent alternative to organic solvents for sustainable and green extraction, and have huge potential for use in industrial applications involving the extraction of bioactive compounds from plants.

scholarly journals Green Extraction of Alkaloids and Polyphenols from Peumus boldus Leaves with Natural Deep Eutectic Solvents and Profiling by HPLC-PDA-IT-MS/MS and HPLC-QTOF-MS/MS

Plants ◽  
2020 ◽  
Vol 9 (2) ◽  
pp. 242 ◽  
Author(s):  
Jeniffer Torres-Vega ◽  
Sergio Gómez-Alonso ◽  
José Pérez-Navarro ◽  
Edgar Pastene-Navarrete
Keyword(s):  
Mass Spectrometry ◽  
Phenolic Compounds ◽  
High Resolution Mass Spectrometry ◽  
Choline Chloride ◽  
Deep Eutectic Solvents ◽  
Total Phenolic ◽  
Array Detector ◽  
Green Extraction ◽  
Medicinal Tree ◽  
Natural Deep Eutectic Solvents

Peumus boldus Mol., is a Chilean medicinal tree used for gastrointestinal and liver diseases. Such medicinal properties are associated with the presence of bioactive flavonoids and aporphine alkaloids. In this study, a new green and efficient extraction method used seven natural deep eutectic solvents (NADES) as extraction media. The extraction efficiency of these NADES was assessed, determining the contents of boldine and total phenolic compounds (TPC). Chemical profiling of P. boldus was done by high-performance liquid chromatography coupled to photo diode array detector and electrospray ion-trap mass spectrometry (HPLC-PDA-ESI-IT/MS) and electrospray ionization quadrupole time-of-flight high-resolution mass spectrometry (HPLC-ESI-QTOF-MS). Among the NADES tested, NADES4 (choline chloride-lactic acid) and NADES6 (proline-oxalic acid) enable better extraction of boldine with 0.427 ± 0.018 and 2.362 ± 0.055 mg of boldine g−1 of plant, respectively. Extraction of boldine with NADES4 and NADES6 was more efficient than extractions performed with methanol and water. On the other hand, the highest TPC were obtained using NADES6, 179.442 ± 3.79 mg of gallic acid equivalents (GAE g−1). Moreover, TPC in extracts obtained with methanol does not show significant differences with NADES6. The HPLC-PAD-MS/MS analysis enable the tentative identification of 9 alkaloids and 22 phenolic compounds. The results of this study demonstrate that NADES are a promising green extraction media to extract P. boldus bioactive compounds and could be a valuable alternative to classic organic solvents.

scholarly journals Natural Deep Eutectic Solvents for Simultaneous Extraction of Multi-Bioactive Components from Jinqi Jiangtang Preparations

Pharmaceutics ◽  
2019 ◽  
Vol 11 (1) ◽  
pp. 18 ◽  
Author(s):  
Lele Yang ◽  
Ling Li ◽  
Hao Hu ◽  
Jianbo Wan ◽  
Peng Li
Keyword(s):  
High Performance ◽  
Choline Chloride ◽  
Deep Eutectic Solvents ◽  
Bioactive Components ◽  
Operational Parameters ◽  
Ultrasound Assisted Extraction ◽  
Assisted Extraction ◽  
Natural Deep Eutectic Solvents ◽  
Quantification Analysis ◽  
Chemical Profiles

Natural deep eutectic solvents (NADESs), composed of natural primary metabolites, are now widely used as green and sustainable extraction solvents of bioactive components. In the present study, various NADESs were prepared to extract multi-components from different preparations of an herbal formula (Chinese name: Jinqi Jiangtang, JQJT) using ultrasound-assisted extraction (UAE). Results showed that most prepared NADESs provided more effective extraction of phenolic acids and alkaloids from JQJT preparations than conventional solvents. Among the tested NADESs, the solvent formed by choline chloride and laevulinic acid was selected to optimize the operational parameters using response surface methodology. The optimized extraction method was successfully applied to extract six major components in four commercial JQJT products, and quantification analysis was performed by the validated high-performance liquid chromatography with ultraviolet detection (HPLC-UV) method. The quantitative results indicated that preparations from different manufacturers showed different chemical profiles. In conclusion, NADESs-based UAE shows considerable potential as an efficient and green method for extraction of multi-bioactive components from commercial herbal preparations.

scholarly journals Review on Carbon Dioxide Absorption by Choline Chloride/Urea Deep Eutectic Solvents

2018 ◽  
Vol 2018 ◽  
pp. 1-6 ◽  
Author(s):  
Rima J. Isaifan ◽  
Abdukarem Amhamed
Keyword(s):  
Carbon Dioxide ◽  
Hydrogen Bond ◽  
Ionic Liquids ◽  
Choline Chloride ◽  
Deep Eutectic Solvents ◽  
Absorption Capacity ◽  
Carbon Dioxide Absorption ◽  
Hydrogen Bond Donor ◽  
Separation Processes ◽  
Hydrogen Bond Acceptor

In the recent past few years, deep eutectic solvents (DESs) were developed sharing similar characteristics to ionic liquids but with more advantageous features related to preparation cost, environmental impact, and efficiency for gas separation processes. Amongst many combinations of DES solvents that have been prepared, reline (choline chloride as the hydrogen bond acceptor mixed with urea as the hydrogen bond donor) was the first DES synthesized and is still the one with the lowest melting point. Choline chloride/urea DES has proven to be a promising solvent as an efficient medium for carbon dioxide capture when compared with amine alone or ionic liquids under the same conditions. This review sheds light on the preparation method, physical and chemical characteristics, and the CO2 absorption capacity of choline chloride/urea DES under different temperatures and pressures reported up to date.

scholarly journals Delignification of unbleached pulp by ternary deep eutectic solvents

2021 ◽  
Vol 10 (1) ◽  
pp. 666-676
Author(s):  
Veronika Majová ◽  
Michal Jablonský ◽  
Marek Lelovský
Keyword(s):  
Hydrogen Bond ◽  
Lactic Acid ◽  
Lignin Content ◽  
Choline Chloride ◽  
Deep Eutectic Solvents ◽  
Kappa Number ◽  
Molar Ratios ◽  
The Individual ◽  
Low Solubility ◽  
Unbleached Pulp

Abstract The processing of lignocellulosic materials is very limited because of their low solubility in water and some organic solvents. Fifteen ternary deep eutectic solvents (DESs) were prepared and tested as solvents suitable for delignification of unbleached pulp. The selected ternary DESs are composed of quaternary ammonium salts and amino acids as hydrogen-bond acceptors, and organic acids and polyvalent alcohols as hydrogen bond donors, with molar ratios varying for the individual components. The delignification efficiency is significantly influenced by the degree of penetration of the solvent into the pulp fibre structure. Therefore, the density and viscosity analysis of individual solvents was performed. Unbleached beech pulp with initial kappa number 13.9 was treated with the prepared DESs. The kappa number indicates the residual lignin content or the bleachability of pulp. The efficiency of the solvents ranged from 1.4% to 28.1%. The most suitable for the pretreatment of fibres, based on lignin removal efficiency, were found to be three DESs, in the following order: malonic acid/choline chloride/1,3-propanediol (1:1:3) > choline chloride/acetamide/lactic acid (1:2:3) > choline chloride/urea/lactic acid (1:2:3).

scholarly journals Amino Acid-Based Deep Eutectic Solvents in Biomass Processing - Recent Advances

2021 ◽  
Author(s):  
Gustavo Gomes ◽  
Renan Mattioli ◽  
Julio Cezar Pastre
Keyword(s):  
Hydrogen Bond ◽  
Amino Acid ◽  
Choline Chloride ◽  
Deep Eutectic Solvents ◽  
Chemical Conversion ◽  
Hydrogen Bond Donor ◽  
Hydrogen Bond Acceptor ◽  
Platform Chemicals ◽  
Biomass Processing ◽  
Solvent Systems

The use of non-conventional solvent systems, such as deep eutectic solvents (DES), for biomass processing is a growing interest. DES are formed by two or more components, usually solids at room temperature, which can interact with each other via hydrogen bonding, from a hydrogen bond acceptor (HBA) and a hydrogen bond donor (HBD), resulting in a liquid phase. The most studied HBA in the literature is choline chloride with several HBD and their use have been extensively reviewed. However, other abundant and natural HBA can be successfully applied on the preparation of different DES, e.g., amino acids. These amino acid-based DES have been used in biomass pretreatment, providing the fractionation of the main macromolecular components by lignin solubilization. In addition, amino acid-based DES can be applied in biomass chemical conversion to obtaining platform chemicals such as furanic derivatives. Bearing this in mind, this review focuses on exploring the use of amino acid-based DES on biomass processing, from pretreatment to chemical conversion.

Deacidification of Crude Rice Bran Oil (CRBO) to Remove FFA and Preserve γ-Oryzanol Using Deep Eutectic Solvents (DES)

2019 ◽  
Vol 964 ◽  
pp. 109-114 ◽  
Author(s):  
Siti Zullaikah ◽  
Nizar Dwi Wibowo ◽  
I Made Gede Eris Dwi Wahyudi ◽  
M. Rachimoellah
Keyword(s):  
Hydrogen Bond ◽  
Rice Bran ◽  
Rice Bran Oil ◽  
Choline Chloride ◽  
Deep Eutectic Solvents ◽  
Molar Ratio ◽  
Extraction Temperature ◽  
Hydrogen Bond Donor ◽  
Hydrogen Bond Acceptor ◽  
C 50

High content of free fatty acids (FFA) in crude rice bran oil (CRBO) needs to be separated through deacidification. Generally, deacidification process that is widely used are chemical and physical processes which causes the loss of bioactive compounds (γ-oryzanol) and un-environmentally friendly. The liquid-liquid extraction (LLE) using deep eutectic solvents (DES) to remove FFA and preserve g-oryzanol would be implemented in this study. DES with different hydrogen bond donor (HBD) and hydrogen bond acceptor (HBA) with certain molar ratio such as Choline Chloride (ChCl)-Ethylene glycol 1:2 (DES I), ChCl-Glycerol 1:1 (DES II), ChCl-Urea 1:2 (DES III), ChCl-Oxalic acid 1:2 (DES IV), and Betaine Monohydrate-Glycerol 1:8 (NADES) were used as solvent to extract FFA from dewaxed/degummed RBO (DDRBO) for certain extraction time (30, 60, 120, 180, and 240 min) and extraction temperature (30°C, 40°C, 50°C, 60°C, and 70°C) under stirring (200 rpm). Deacidification using DES I for 240 min. and temperature of 50 °C was the optimum solvent to remove FFA (19.03 ± 2.33 %) and preserve g-oryzanol (recovery of g-oryzanol was 51.30 ± 1.77 %). The results also revealed that the longer time of extraction would be increased removal of FFA and decreased recovery of g-oryzanol. The higher temperature of extraction would be increased removal of FFA. In this work, temperature of 50 °C was the best extraction temperature of FFA since DES has highest solubility at this temperature.

scholarly journals Ternary liquid–liquid equilibrium data for n-Hexane-Benzene-DES (choline chloride/ethylene glycol, choline chloride/glycerol, choline chloride/urea) at 303 K and 101.3 kPa

2020 ◽  
Vol 10 (3) ◽  
pp. 125-137
Author(s):  
Mohammed Awwalu Usman ◽  
Olumide Kayode Fagoroye ◽  
Toluwalase Olufunmilayo Ajayi ◽  
Abiola John Kehinde
Keyword(s):  
Hydrogen Bond ◽  
Ethylene Glycol ◽  
Choline Chloride ◽  
Ternary Systems ◽  
Deep Eutectic Solvents ◽  
Binary Interaction ◽  
Hydrogen Bond Donor ◽  
Hydrogen Bond Acceptor ◽  
Separation Factors ◽  
Lle Data

Abstract In this study, deep eutectic solvents (DESs) were prepared using choline chloride as hydrogen bond acceptor (HBA) and ethylene glycol (EG) or glycerol (GLY) or urea (U) as hydrogen bond donor (HBD) and were evaluated as solvents in the extraction of benzene from n-hexane. Six of such solvents were prepared using different molar ratios of HBA: HBD and code named DES1, DES2, DES3, DES4, DES5 and DES6. Liquid–liquid equilibria (LLE) data for the ternary systems of n-hexane-benzene-DESs were measured at 303 K and 101.3 kPa. Solubility data and mutual solubilities between n-hexane and DES were measured using the traditional cloud point method. The tie lines were obtained using titration and refractive index measurements on both phases (n-hexane phase and DES-phases). The ternary systems exhibit type-1 phase behavior. The Othmer-Tobias and Hands equations were applied to examine the reliability of the LLE data. The tie-line data were correlated using the nonrandom two-liquid (NRTL) and universal quasichemical (UNIQUAC) thermodynamic models, and their corresponding binary interaction parameters were determined. The results show that the maximum separation factors were 31.24, 462.00, 15.24, 37.83, 174.60 and 126.00 for DES1, DES2, DES3, DES4, DES5 and DES6, respectively. The glycerol based DES (DES2 and DES5) show the highest separation factors and thus considered the most suitable for separating benzene from hexane. The regression coefficient for both Othmer-Tobias and Hand equations are higher than 0.99 for all DESs, indicating the reliability and consistency of the data. Both NRTL and UNIQUAC models adequately capture the experimental data.

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