scholarly journals Natural Deep Eutectic Solvents for the Extraction of Bioactive Steroidal Saponins from Dioscoreae Nipponicae Rhizoma

Molecules ◽  
2021 ◽  
Vol 26 (7) ◽  
pp. 2079
Author(s):  
Gui-Ya Yang ◽  
Jun-Na Song ◽  
Ya-Qing Chang ◽  
Lei Wang ◽  
Yu-Guang Zheng ◽  
...  

In the present study, a simple and environmentally friendly extraction method based on natural deep eutectic solvents (NADESs) was established to extract four bioactive steroidal saponins from Dioscoreae Nipponicae Rhizoma (DNR). A total of twenty-one types of choline chloride, betaine, and L-proline based NADESs were tailored, and the NADES composed of 1:1 molar ratio of choline chloride and malonic acid showed the best extraction efficiency for the four steroidal saponins compared with other NADESs. Then, the extraction parameters for extraction of steroidal saponins by selected tailor-made NADES were optimized using response surface methodology and the optimal extraction conditions are extraction time, 23.5 min; liquid–solid ratio, 57.5 mL/g; and water content, 54%. The microstructure of the DNR powder before and after ultrasonic extraction by conventional solvents (water and methanol) and the selected NADES were observed using field emission scanning electron microscope. In addition, the four steroidal saponins were recovered from NADESs by D101 macroporous resin with a satisfactory recovery yield between 67.27% and 79.90%. The present research demonstrates that NADESs are a suitable green media for the extraction of the bioactive steroidal saponins from DNR, and have a great potential as possible alternatives to organic solvents for efficiently extracting bioactive compounds from natural products.

Separations ◽  
2021 ◽  
Vol 9 (1) ◽  
pp. 5
Author(s):  
Ting Wang ◽  
Qian Li

In this study, a simple and environmentally friendly method was developed for the extraction of seven active coumarins from Angelica dahurica (Hoffm.) Benth. & Hook.f. ex Franch. & Sav.(A. dahurica) based on deep eutectic solvents (DESs). Among the 16 kinds of DES based on choline chloride, the DES system with the molar ratio of choline chloride, citric acid, and water as 1:1:2 had the best extraction effect. Ultrasonic-assisted response surface methodology (RSM) was used to investigate the optimal extraction scheme. The results showed that the optimal extraction conditions were a liquid–solid ratio of 10:1 (mL/g), an extraction time of 50 min, an extraction temperature of 59.85 °C, and a moisture content of 49.28%. Under these conditions, the extraction yield reached 1.18%. In addition, scanning electron microscopy (SEM) was used to observe the degree of powder fragmentation before and after extraction with different solvents. The cells of A. dahurica medicinal materials obtained by DES ultrasonic-assisted treatment were the most seriously broken, indicating that DES had the highest efficiency in the treatment of A. dahurica. The 1,1-diphenyl-2-picrylhydrazyl (DPPH) DPPH radical scavenging model was used to evaluate the biological activity of DES extract. The results showed that DES extract had better scavenging ability of DPPH free radical. Therefore, DES is a green solvent suitable for extracting coumarin compounds of A. dahurica, with great potential to replace organic solvents.


RSC Advances ◽  
2021 ◽  
Vol 11 (59) ◽  
pp. 37649-37660
Author(s):  
Jia-ni Dong ◽  
Guo-dong Wu ◽  
Zhi-qiang Dong ◽  
Dan Yang ◽  
Yu-kun Bo ◽  
...  

A 1,4-butanediol–levulinic acid system was selected as a topgallant solvent and extraction parameters were optimized. NADES extracts exhibited higher extraction efficiency and in vitro antioxidant activities than conventional solvent extracts.


2021 ◽  
Vol 21 (4) ◽  
pp. 806
Author(s):  
Orchidea Rachmaniah ◽  
Muhammad Rifqy Muhsin ◽  
Angga Widya Putra ◽  
Muhammad Rachimoellah

Curcuminoids can be successfully extracted from Curcuma zedoaria using natural deep eutectic solvents (NADES) as extraction solvents. However, a mixture of extracted curcuminoids, NADES, and impurities from C. zedoaria was obtained as a slurry at the end of the extraction process. Therefore, further separation and purification were required to obtain the extracted compound in high purity. Herein, two purification methods based on classical column chromatography (CCC) and solid-phase extraction (SPE), were evaluated for the purification of curcuminoids from NADES matrices after extraction. Choline chloride–malic acid–water (CCMA–H2O) and choline chloride–citric acid–water (CCCA–H2O) in the molar ratio of 1:1:18 were selected as NADES matrices due to their high solubility and stabilization capability for curcuminoids. Ethanol-conditioned silica gel (60–200 µm) was applied as the bed resin for CCC, and a C18 cartridge was used for SPE. Acetonitrile/0.1% acetic acid, water/0.1% acetic acid, and iso-propanol/0.1% acetic acid were used as mobile phases for CCC. For SPE, methanol/0.05% acetic acid and water/0.05% acetic acid were applied in the conditioning step, water/0.05% acetic acid in the washing step, and methanol/acetonitrile (1:1) in the eluting step. The SPE method produced higher recovery of curcuminoids from the CCCA–H2O and CCMA–H2O matrices (75.27% and 73.40%, respectively) compared to CCC (51.9% and 61.0%, respectively). After removing the NADES constituents from the crude extract of curcuminoids, recrystallization was attempted.


Planta Medica ◽  
2022 ◽  
Author(s):  
Elodie Bossard ◽  
Nikolaos Tsafantakis ◽  
Nektarios Aligiannis ◽  
Nikolas Fokialakis

Natural hydroxynaphthoquinone enantiomers (HNQs) are well-described pharmaceutical and cosmeceutical agents especially present in the roots of Alkanna tinctoria (L.) Tausch, a species native to the Mediterranean region. In this work, eco-friendly natural deep eutectic solvents (NaDESs) were developed for the selective extraction of these compounds. An extensive screening was performed using more than sixty tailor-made NaDESs. The impact of the intrinsic physicochemical properties on the HNQs extraction efficiency as well as the specificity towards the different enantiomeric pairs was thoroughly investigated. As a result of a multivariate analysis and of the one factor-a-time solvent optimization, the eutectic mixture composed of levulinic acid and glucose (LeG) using a molar ratio of 5:1 (molHBA:molHBD) and 20% of water (w/w) was found as the most appropriate mixture for the highest extraction efficiency of HNQs. Further optimization of the extraction process was attained by response surface methodology, using a temperature of 45 °C, a solid-to-liquid ratio of 30 mg/mL, and an extraction time of 50 min. A maximum extraction output of 41.72 ± 1.04 mg/g was reached for HNQs, comparable to that of the commonly used organic solvents. A solid-phase extraction step was also proposed for the recovery of HNQs and for NaDESs recycling. Our results revealed NaDESs as a highly customizable class of green solvents with remarkable capabilities for the extraction of HNQs.


Molecules ◽  
2020 ◽  
Vol 25 (20) ◽  
pp. 4736
Author(s):  
Sylwia Bajkacz ◽  
Kornelia Rusin ◽  
Anna Wolny ◽  
Jakub Adamek ◽  
Karol Erfurt ◽  
...  

A novel, efficient extraction procedure based on natural deep eutectic solvents (NADES) and ionic liquids (ILs) for determination of 20-hydroxyecdysone (20-E) in spinach has been developed. NADES, the first green extraction agent, with different hydrogen bond donors and acceptors are screened in order to determine extraction efficiencies. NADES consisting of lactic acid and levulinic acid at a molar ratio of 1:1 exhibits the highest yields. ILs, the second green extraction agent, with various cations and anions are also investigated, where [TEA] [OAc]·AcOH, χAcOH = 0.75 displays the highest recovery. Moreover, NADES-SLE and IL-SLE (SLE, solid-liquid extraction) parameters are investigated. Using the obtained optimized method, the recoveries of the target compound in spinach are above 93% and 88% for NADES-SLE and IL-SLE procedure, respectively. The methods display good linearity within the range of 0.5–30 μg/g and LODs of 0.17 µg/g. The proposed NADES-SLE-UHPLC-UV and IL-SLE-UHPLC-UV procedures can be applied to the analysis of 20-E in real spinach samples, making it a potentially promising technique for food matrix. The main advantage of this study is the superior efficiency of the new, green extraction solvents, which results in a significant reduction of extraction time and solvents as compared to those in the literature.


Plants ◽  
2020 ◽  
Vol 9 (2) ◽  
pp. 242 ◽  
Author(s):  
Jeniffer Torres-Vega ◽  
Sergio Gómez-Alonso ◽  
José Pérez-Navarro ◽  
Edgar Pastene-Navarrete

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.


Pharmaceutics ◽  
2019 ◽  
Vol 11 (1) ◽  
pp. 18 ◽  
Author(s):  
Lele Yang ◽  
Ling Li ◽  
Hao Hu ◽  
Jianbo Wan ◽  
Peng Li

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.


BMC Chemistry ◽  
2020 ◽  
Vol 14 (1) ◽  
Author(s):  
Tsvetinka Grozdanova ◽  
Boryana Trusheva ◽  
Kalina Alipieva ◽  
Milena Popova ◽  
Lyudmila Dimitrova ◽  
...  

AbstractNatural deep eutectic solvents (NADES) are a new alternative to toxic organic solvents. Their constituents are primary metabolites, non-toxic, biocompatible and sustainable. In this study four selected NADES were applied for the extraction of two medicinal plants: Sideritis scardica, and Plantago major as an alternative to water-alcohol mixtures, and the antimicrobial and genotoxic potential of the extracts were studied. The extraction efficiency was evaluated by measuring the extracted total phenolics, and total flavonoids. Best extraction results for total phenolics for the studied plants were obtained with choline chloride-glucose 5:2 plus 30% water; but surprisingly these extracts were inactive against all tested microorganisms. Extracts with citric acid-1,2-propanediol 1:4 and choline chloride-glycerol 1:2 showed good activity against S. pyogenes, E. coli, S. aureus, and C. albicans. Low genotoxicity and cytotoxicity were observed for all four NADES and the extracts with antimicrobial activity. Our results confirm the potential of NADESs for extraction of bioactive constituents of medicinal plants and further suggest that NADES can improve the effects of bioactive extracts. Further studies are needed to clarify the influence of the studied NADES on the bioactivity of dissolved substances, and the possibility to use such extracts in the pharmaceutical and food industry.


Energies ◽  
2020 ◽  
Vol 13 (13) ◽  
pp. 3379
Author(s):  
Edyta Słupek ◽  
Patrycja Makoś ◽  
Jacek Gębicki

This paper presents the theoretical screening of 23 low-cost deep eutectic solvents (DESs) as absorbents for effective removal of the main impurities from biogas streams using a conductor-like screening model for real solvents (COSMO-RS). Based on thermodynamic parameters, i.e., the activity coefficient, excess enthalpy, and Henry’s constant, two DESs composed of choline chloride: urea in a 1:2 molar ratio (ChCl:U 1:2), and choline chloride: oxalic acid in a 1:2 molar ratio (ChCl:OA 1:2) were selected as the most effective absorbents. The σ-profile and σ-potential were used in order to explain the mechanism of the absorptive removal of CO2, H2S, and siloxanes from a biogas stream. In addition, an economic analysis was prepared to demonstrate the competitiveness of new DESs in the sorbents market. The unit cost of 1 m3 of pure bio-methane was estimated to be in the range of 0.35–0.37 EUR, which is comparable to currently used technologies.


Materials ◽  
2020 ◽  
Vol 13 (8) ◽  
pp. 1894 ◽  
Author(s):  
Patrycja Makoś ◽  
Edyta Słupek ◽  
Aleksandra Małachowska

The paper presents the preparation of new adsorbents based on silica gel (SiO2) impregnated with deep eutectic solvents (DESs) to increase benzene, toluene, ethylbenzene, and p-xylene (BTEX) adsorption efficiency from gas streams. The DESs were synthesized by means of choline chloride, tetrapropylammonium bromide, levulinic acid, lactic acid, and phenol. The physico-chemical properties of new sorbent materials, including surface morphology and structures, as well as porosity, were studied by means of thermogravimetric analysis, Fourier transform infrared spectroscopy, scanning electron microscopy, X-ray diffraction, and Brunauer–Emmett–Teller analysis. The effect of DESs type, flow rate, and initial concentration of BTEX were also investigated followed by regeneration and reusability of adsorbents. The results indicate that SiO2 impregnated with tetrapropylammonium bromide and lactic acid in a 1:2 molar ratio have great potential for the removal of BTEX from gas streams. Its adsorption capacity was higher than the pure SiO2 and other developed SiO2-DES adsorbents. This result can be explained by the specific interaction between DESs and BTEX, i.e., hydrogen bonds interaction.


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