scholarly journals A Green Extraction Process for Polyphenols from Elderberry (Sambucus nigra) Flowers Using Deep Eutectic Solvent and Ultrasound-Assisted Pretreatment

Molecules ◽  
2020 ◽  
Vol 25 (4) ◽  
pp. 921 ◽  
Author(s):  
Olga Kaltsa ◽  
Achillia Lakka ◽  
Spyros Grigorakis ◽  
Ioanna Karageorgou ◽  
Georgia Batra ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Gallic Acid ◽  
Dry Matter ◽  
Deep Eutectic Solvent ◽  
Mass Spectrometry Analysis ◽  
Hydrogen Bond Donor ◽  
Sambucus Nigra ◽  
Hydrogen Bond Acceptor ◽  
Green Extraction ◽  
Spectrometry Analysis

Sambucus nigra flowers, known as elderberry flowers (EBF), are a plant tissue rich in polyphenolic phytochemicals with important bioactivities. However, there are few studies dealing with the production of polyphenol-containing EBF extracts. The objective of the investigation presented herein was the development of a high-performance green extraction methodology, to generate EBF extracts enriched in polyphenolic substances, using an efficient deep eutectic solvent, combined with ultrasonication pretreatment. The DES was composed of L-lactic acid (hydrogen bond donor—HBD) and glycine (hydrogen bond acceptor—HBA) and, after an initial screening to properly regulate HBD/HBA ratio, the extraction was optimized by deploying response surface methodology. Under the optimized conditions, which were DES/water (85% w/v), liquid-to-solid ratio 60 mL g−1, and stirring speed 200 rounds per minute, the extraction yield in total polyphenols amounted to 121.24 ± 8.77 mg gallic acid equivalents per g dry matter. The integration of ultrasonication prior to the batch stirred-tank extraction boosted polyphenol recovery of up to 174.73 ± 2.62 mg gallic acid equivalents per g dry matter. Liquid chromatography–mass spectrometry analysis showed that the richest EBF extract obtained was dominated by rutin, a di-p-coumaroylquic acid and chlorogenic acid.

scholarly journals Saffron Processing Wastes as a Bioresource of High-Value Added Compounds: Development of a Green Extraction Process for Polyphenol Recovery Using a Natural Deep Eutectic Solvent

Antioxidants ◽  
2019 ◽  
Vol 8 (12) ◽  
pp. 586 ◽  
Author(s):  
Achillia Lakka ◽  
Spyros Grigorakis ◽  
Ioanna Karageorgou ◽  
Georgia Batra ◽  
Olga Kaltsa ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Maximum Yield ◽  
Deep Eutectic Solvent ◽  
Value Added ◽  
Extraction Process ◽  
Mass Spectrometry Analysis ◽  
Molar Ratio ◽  
Optimal Conditions ◽  
Hydrogen Bond Acceptor ◽  
Natural Deep Eutectic Solvent

The current investigation was undertaken to examine saffron processing waste (SPW) as a bioresource, which could be valorized to produce extracts rich in antioxidant polyphenols, using a green, natural deep eutectic solvent (DES). Initially, there was an appraisal of the molar ratio of hydrogen bond donor/hydrogen bond acceptor in order to come up with the most efficient DES composed of L-lactic acid/glycine (5:1). The following step was the optimization of the extraction process using response surface methodology. The optimal conditions thus determined were a DES concentration of 55% (w/v), a liquid-to-solid ratio of 60 mL g−1, and a stirring speed of 800 rounds per minute. Under these conditions, the extraction yield in total polyphenols achieved was 132.43 ± 10.63 mg gallic acid equivalents per g of dry mass. The temperature assay performed within a range of 23 to 80 °C, suggested that extracts displayed maximum yield and antioxidant activity at 50–60 °C. Liquid chromatography-mass spectrometry analysis of the SPW extract obtained under optimal conditions showed that the predominant flavonol was kaempferol 3-O-sophoroside and the major anthocyanin delphinidin 3,5-di-O-glucoside. The results indicated that SPW extraction with the DES used is a green and efficient methodology and may afford extracts rich flavonols and anthocyanins, which are considered to be powerful antioxidants.

scholarly journals A brief review on eutectic mixture and its role in pharmaceutical field

2020 ◽  
Vol 11 (3) ◽  
pp. 3017-3023
Author(s):  
Balakrishnan I ◽  
Jawahar N ◽  
Senthil Venkatachalam ◽  
Debosmita Datta
Keyword(s):  
Drug Delivery ◽  
Hydrogen Bond ◽  
Deep Eutectic Solvent ◽  
Eutectic Mixture ◽  
Deep Eutectic Solvents ◽  
Hydrogen Bond Donor ◽  
Liquid Form ◽  
Hydrogen Bond Acceptor ◽  
Pharmaceutical Industries ◽  
Natural Deep Eutectic Solvent

Eutectic mixture (EM) is as a mixture of more than one substance that does not interact individually to create a new entity but in a particular ratio that exhibits a lower range of melting point than it had in individual. EM should be formulated in such a way that it should have major advantages in pharmaceutical industries. EM can be a mixture of Active Pharmaceutical Ingredients (APIs), or different ratios of APIs and excipients, or various excipients. Deep eutectic solvents containing APIs (API-DES) considered as an innovative approach to form different APIs in the liquid state. This new approach of liquid form is versatile and plays an important role in drug delivery. The selection of ideal hydrogen bond-donor (HBD) and hydrogen bond-acceptor (HBA) is an essential parameter. Ionic liquids (IL), derivatives of deep eutectic solvents (DES) have got much attention since it can replace harmful organic solvent by their extraordinary properties. Therapeutic deep eutectic solvents (THEDESs) are considered to be an exceptional option in the advancement of biomedicine. This can be utilized for improvising drug solubility, bioavailability as well as drug permeation through the skin. Natural deep eutectic solvent (NADES) can be considered as an alternate option, replacing harsh solvents. It has special characteristics of better biodegradability and biocompatibility. These NADES mainly used to separate and purification of natural compounds. This review focuses on the eutectic mixture and its application in the area of drug delivery systems, and pharmaceutical and pharmacological fields.

An Effective Acid–Base-Induced Liquid–Liquid Microextraction Based on Deep Eutectic Solvents for Determination of Testosterone and Methyltestosterone in Milk

2020 ◽  
Vol 58 (9) ◽  
pp. 880-886
Author(s):  
Xiao Li ◽  
Tao Yuan ◽  
Ting Zhao ◽  
Xiaomei Wu ◽  
Yaling Yang
Keyword(s):  
Hydrogen Bond ◽  
Hydrochloric Acid ◽  
High Performance ◽  
Deep Eutectic Solvent ◽  
Deep Eutectic Solvents ◽  
Hydrogen Bond Donor ◽  
Acid Base ◽  
Hydrogen Bond Acceptor ◽  
Liquid Microextraction

Abstract An environmentally friendly method for the determination of testosterone and methyltestosterone by acid–base-induced deep eutectic solvents liquid–liquid microextraction (DES-ABLLME) combining with high-performance liquid chromatography was established. The deep eutectic solvent (DES) consisting of menthol:lauric acid:decanoic acid (3:1:1) can act as both hydrogen bond donor and hydrogen bond acceptor. In this approach, ammonia solution (NH3•H2O) is used as an emulsifier to react with DESs in the extraction process to generate salt and form milky white solution, achieving high extraction efficiency. Hydrochloric acid was used as a phase separator to change the emulsification state and promote the separation of extraction agent from water phase. A series of parameters were optimized including the volume of DES and the emulsifying agent, glucose concentration as well as hydrochloric acid volume. The method was linear in the range 0.5–100 μg mL−1 with a correlation coefficient (R) of 0.9999, and the limits of detection were 0.067 and 0.2 μg mL−1 for testosterone and methyltestosterone, respectively. This method was applied to analyze testosterone and methyltestosterone in milk samples, and the recoveries were between 89.2 and 108.2%.

A study of bacterial cellulose confined ionic liquid and deep eutectic solvent gel materials

2020 ◽  
Author(s):  
◽  
Chip Joseph II Smith
Keyword(s):  
Hydrogen Bond ◽  
Bacterial Cellulose ◽  
Carbon Capture ◽  
Deep Eutectic Solvent ◽  
Deep Eutectic Solvents ◽  
Strong Hydrogen Bond ◽  
Hydrogen Bond Donor ◽  
Hydrogen Bond Acceptor ◽  
University Of Missouri ◽  
Analyte Detection

[ACCESS RESTRICTED TO THE UNIVERSITY OF MISSOURI--COLUMBIA AT REQUEST OF AUTHOR.] Pollutants have become more prevalent in the air, water, and ground, necessitating the development of technologies that would help, limit, reverse, monitor, measure, and recycle prevalent pollutants. Ionic liquids (ILs), or molten salts that are liquid at or below 100[degrees]C, as well as deep eutectic solvents (DESs), a mixture of a hydrogen bond donor with a strong hydrogen bond acceptor that remains liquid upon cooling, have been popularized as greener alternatives in industry. These liquids tend to have large electrochemical and thermal windows, a very small vapor pressure, and can be fine-tuned for many applications. The liquid state of ILs and DESs makes them quite useful in their application but complicates their handling. Ionogels and eutectogels enable the liquid-like dynamics of these solvents while adding a pseudo-solid like character that makes for ease of handling. Herein, a new group of confined ILs and DESs within a cellulosic matrix called bacterial cellulose iono/eutecto gels are produced that are shown to be applicable to analyte detection and are studied for a better understanding of the dynamics within the gel. These intriguing gels are flexible, transparent, size-tuneable, shape-tuneable, amenable to incorporation of dyes or other functional material, and capable of confining 99 wt.% of a solvent with little leakage from the gel. These materials affect the crystallinity of cellulose little, while the liquid presents a diffusional change that stems from restructuring of the fluid. These gels are capable of detection of ammonia, hydrogen sulfide, and temperature. Given their properties, iono/eutecto gels offer use in applications, such as electrochemical devices, wound healing, drug delivery, and carbon capture/separation membranes.

scholarly journals pH, Viscosity of Hydrophobic Based Natural Deep Eutectic Solvents and the Effect of Curcumin Solubility in it

2021 ◽  
Vol 11 (6) ◽  
pp. 14620-14633
Keyword(s):  
Hydrogen Bond ◽  
Room Temperature ◽  
Water Solubility ◽  
Deep Eutectic Solvent ◽  
Deep Eutectic Solvents ◽  
Molar Ratio ◽  
Hydrogen Bond Donor ◽  
Hydrogen Bond Acceptor ◽  
Natural Deep Eutectic Solvents ◽  
Self Association

Turmeric contains curcumin as one of the active constituents, which gives yellow color and possesses lots of pharmacological actions. Even though curcumin has lots of pharmacological actions till now, it has not been approved as a medicine due to its low water solubility, permeability, and poor bioavailability. Deep eutectic solvent (DES) can be prepared by simply mixing two or more solid components, [among the two one is hydrogen bond donor (HBD) and another is hydrogen bond acceptor (HBA)] at a definite molar ratio where the solid components by self-association converted into a liquid at room temperature (RT). Natural deep eutectic solvents (NADES) are a specific subgroup of DES containing primary plant-based metabolites such as organic acids, alcohols, amino acids, or sugars. In this work, natural hydrophobic DESs were prepared with Camphor, Menthol, and Thymol. This was prepared from different ratios of Menthol:Thymol 1:1 to 1:5 and 1:1 to 5:1 (MT-DES); Camphor:Thymol 1:1 to 1:5 and 1:1 to 5:1 (CT-NADES); Camphor:Menthol 1:1 to 1:5 and 1:1 to 2:1 (CM-NADES). The pH and viscosity of prepared DESs were determined with the help of a digital pH meter and Brookfield viscometer. The solubility of curcumin in different NADESs was determined at room temperature (RT) to higher temperatures. The formation of different clear DES was obtained with slight heat. There was no difference in pH for the NADESs prepared without and with heat. Regarding the viscosity CM-DES (1:1) showed less viscosity when compared to other NADESs. The solubility of curcumin was found to be nearly double when it was dissolved in NADES for 1 hr at 35-40°C compared to 48 h stirring at 500 rotations per minute (rpm) at RT. Among different NADESs, curcumin solubility was found to be more in CM (1:1) ratio when compared to other NADESs.

scholarly journals Deep eutectic solvent pretreatment for enhancing biochemical conversion of switchgrass

2017 ◽  
Author(s):  
◽  
Maryam Al Ameri
Keyword(s):  
Hydrogen Bond ◽  
Acetic Acid ◽  
Choline Chloride ◽  
Deep Eutectic Solvent ◽  
Deep Eutectic Solvents ◽  
Green Solvent ◽  
Biomass Recalcitrance ◽  
Hydrogen Bond Donor ◽  
Excellent Performance ◽  
Hydrogen Bond Acceptor

In this study, green solvent-based pretreatment was developed for improving the conversion of switchgrass to acetoin. Deep eutectic solvents (DESs), comprising choline chloride (ChCl) as a hydrogen-bond acceptor (HBA) and various chemical as a hydrogen-bond donor (HBD), were used to pretreat switchgrass. Different HBD groups, including polyalcohol, amid, diazole, and carboxylic acid, were used to synthesize DESs. The DESs using ChCl-formic acid and ChCl-lactic acid-acetic acid showed excellent performance in enhancing switchgrass digestibility. The obtained hydrolysate was successfully detoxified by using overliming detoxification, which was further used for acetoin fermentation by Bacillus licheniformis (NRRL B-642). The yield and titer of the produced acetoin were 0.377 g/g and 19.6 g/L, respectively. Our research demonstrates that DES pretreatment is an effective method for reducing biomass recalcitrance and improving the conversion of biomass into chemicals.

6,9-Dibromo-2a,10b-diphenyl-2a,5,10,10b-tetrahydro-2H,3H-2,3,4a,10a-tetraazabenzo[g]cyclopenta[cd]azulene-1,4-dione monohydrate

2006 ◽  
Vol 62 (5) ◽  
pp. o1754-o1755
Author(s):  
Neng-Fang She ◽  
Sheng-Li Hu ◽  
Hui-Zhen Guo ◽  
An-Xin Wu
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bond ◽  
Hydrogen Bonds ◽  
Water Molecule ◽  
Title Compound ◽  
Supramolecular Structure ◽  
Hydrogen Bond Donor ◽  
Hydrogen Bond Acceptor ◽  
Compound C ◽  
Bifurcated Hydrogen Bond

The title compound, C24H18Br2N4O2·H2O, forms a supramolecular structure via N—H...O, O—H...O and C—H...O hydrogen bonds. In the crystal structure, the water molecule serves as a bifurcated hydrogen-bond acceptor and as a hydrogen-bond donor.

scholarly journals Machine learning models for hydrogen bond donor and acceptor strengths using large and diverse training data generated by first-principles interaction free energies

2019 ◽  
Vol 11 (1) ◽  
Author(s):  
Christoph A. Bauer ◽  
Gisbert Schneider ◽  
Andreas H. Göller
Keyword(s):  
Machine Learning ◽  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Training Data ◽  
Free Energies ◽  
Hydrogen Bond Donor ◽  
Chemical Application ◽  
Hydrogen Bond Acceptor ◽  
Donor And Acceptor ◽  
Target Values

Abstract We present machine learning (ML) models for hydrogen bond acceptor (HBA) and hydrogen bond donor (HBD) strengths. Quantum chemical (QC) free energies in solution for 1:1 hydrogen-bonded complex formation to the reference molecules 4-fluorophenol and acetone serve as our target values. Our acceptor and donor databases are the largest on record with 4426 and 1036 data points, respectively. After scanning over radial atomic descriptors and ML methods, our final trained HBA and HBD ML models achieve RMSEs of 3.8 kJ mol−1 (acceptors), and 2.3 kJ mol−1 (donors) on experimental test sets, respectively. This performance is comparable with previous models that are trained on experimental hydrogen bonding free energies, indicating that molecular QC data can serve as substitute for experiment. The potential ramifications thereof could lead to a full replacement of wetlab chemistry for HBA/HBD strength determination by QC. As a possible chemical application of our ML models, we highlight our predicted HBA and HBD strengths as possible descriptors in two case studies on trends in intramolecular hydrogen bonding.

scholarly journals The Characteristics of PD-L1 Inhibitors, from Peptides to Small Molecules

Molecules ◽  
2019 ◽  
Vol 24 (10) ◽  
pp. 1940 ◽  
Author(s):  
Yanwen Zhong ◽  
Xuanyi Li ◽  
Hequan Yao ◽  
Kejiang Lin
Keyword(s):  
Hydrogen Bond ◽  
Small Molecules ◽  
Pharmacophore Model ◽  
Amino Acid Residues ◽  
Tumor Treatment ◽  
Hydrogen Bond Donor ◽  
Treatment Results ◽  
Hydrogen Bond Acceptor ◽  
Checkpoint Pathway ◽  
Pharmacophore Models

The programmed cell death ligand protein 1 (PD-L1) is a member of the B7 protein family and consists of 290 amino acid residues. The blockade of the PD-1/PD-L1 immune checkpoint pathway is effective in tumor treatment. Results: Two pharmacophore models were generated based on peptides and small molecules. Hypo 1A consists of one hydrogen bond donor, one hydrogen bond acceptor, two hydrophobic points and one aromatic ring point. Hypo 1B consists of one hydrogen bond donor, three hydrophobic points and one positive ionizable point. Conclusions: The pharmacophore model consisting of a hydrogen bond donor, hydrophobic points and a positive ionizable point may be helpful for designing small-molecule inhibitors targeting PD-L1.

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