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New Class of Tunable Choline Bromide-Based Hydrophobic Deep Eutectic Solvents for the Extraction of Bioactive Compounds of Varying Polarity from a Plant Matrix

[Image: see text] Deep eutectic solvents (DESs) are a class of sustainable solvents that have found numerous applications in different fields. One of their main attributes is the possibility of easily modifying their physicochemical properties by varying the type of hydrogen bond donor (HBD) and hyd...

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Autores principales: Mastellone, Giulia, Abbasi, Nabeel Mujtaba, Cagliero, Cecilia, Anderson, Jared L.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10155672/
https://www.ncbi.nlm.nih.gov/pubmed/37152071
http://dx.doi.org/10.1021/acssuschemeng.3c00185
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author Mastellone, Giulia
Abbasi, Nabeel Mujtaba
Cagliero, Cecilia
Anderson, Jared L.
author_facet Mastellone, Giulia
Abbasi, Nabeel Mujtaba
Cagliero, Cecilia
Anderson, Jared L.
author_sort Mastellone, Giulia
collection PubMed
description [Image: see text] Deep eutectic solvents (DESs) are a class of sustainable solvents that have found numerous applications in different fields. One of their main attributes is the possibility of easily modifying their physicochemical properties by varying the type of hydrogen bond donor (HBD) and hydrogen bond acceptor (HBA) that comprise them. Choline chloride ([Ch(+)][Cl(–)])-based hydrophilic DESs were among the first studied and the most used because of their capacity to easily create a hydrogen bonding network that lies in its unique chemical structure, characterized by a hydroxyl substituent within the ammonium headgroup. In this study, a new class of hydrophobic [Ch(+)][Br(–)]-modified salts were synthesized to produce HBAs with similar properties to choline for the preparation of hydrophobic DESs. Six different [Ch(+)][Br(–)]-based HDESs were prepared and characterized in terms of hydrophobicity, viscosity, and solvation properties (hydrogen bonding, dispersion, dipolarity/polarizability, n−π, and π–π interactions). They were employed as solvents in a microextraction method for the determination of phytochemicals in Cannabis sativa L. plant. The extraction performance of the [Ch(+)][Br(–)]-based HDESs was compared to eutectic mixtures based on conventional hydrophobic HBAs, and the results revealed that the unique properties of [Ch(+)][Br(–)]-modified salts allowed for the extraction of both hydrophilic (i.e., flavonoids) and hydrophobic compounds (i.e., cannabinoids).
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spelling pubmed-101556722023-05-04 New Class of Tunable Choline Bromide-Based Hydrophobic Deep Eutectic Solvents for the Extraction of Bioactive Compounds of Varying Polarity from a Plant Matrix Mastellone, Giulia Abbasi, Nabeel Mujtaba Cagliero, Cecilia Anderson, Jared L. ACS Sustain Chem Eng [Image: see text] Deep eutectic solvents (DESs) are a class of sustainable solvents that have found numerous applications in different fields. One of their main attributes is the possibility of easily modifying their physicochemical properties by varying the type of hydrogen bond donor (HBD) and hydrogen bond acceptor (HBA) that comprise them. Choline chloride ([Ch(+)][Cl(–)])-based hydrophilic DESs were among the first studied and the most used because of their capacity to easily create a hydrogen bonding network that lies in its unique chemical structure, characterized by a hydroxyl substituent within the ammonium headgroup. In this study, a new class of hydrophobic [Ch(+)][Br(–)]-modified salts were synthesized to produce HBAs with similar properties to choline for the preparation of hydrophobic DESs. Six different [Ch(+)][Br(–)]-based HDESs were prepared and characterized in terms of hydrophobicity, viscosity, and solvation properties (hydrogen bonding, dispersion, dipolarity/polarizability, n−π, and π–π interactions). They were employed as solvents in a microextraction method for the determination of phytochemicals in Cannabis sativa L. plant. The extraction performance of the [Ch(+)][Br(–)]-based HDESs was compared to eutectic mixtures based on conventional hydrophobic HBAs, and the results revealed that the unique properties of [Ch(+)][Br(–)]-modified salts allowed for the extraction of both hydrophilic (i.e., flavonoids) and hydrophobic compounds (i.e., cannabinoids). American Chemical Society 2023-04-20 /pmc/articles/PMC10155672/ /pubmed/37152071 http://dx.doi.org/10.1021/acssuschemeng.3c00185 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Mastellone, Giulia
Abbasi, Nabeel Mujtaba
Cagliero, Cecilia
Anderson, Jared L.
New Class of Tunable Choline Bromide-Based Hydrophobic Deep Eutectic Solvents for the Extraction of Bioactive Compounds of Varying Polarity from a Plant Matrix
title New Class of Tunable Choline Bromide-Based Hydrophobic Deep Eutectic Solvents for the Extraction of Bioactive Compounds of Varying Polarity from a Plant Matrix
title_full New Class of Tunable Choline Bromide-Based Hydrophobic Deep Eutectic Solvents for the Extraction of Bioactive Compounds of Varying Polarity from a Plant Matrix
title_fullStr New Class of Tunable Choline Bromide-Based Hydrophobic Deep Eutectic Solvents for the Extraction of Bioactive Compounds of Varying Polarity from a Plant Matrix
title_full_unstemmed New Class of Tunable Choline Bromide-Based Hydrophobic Deep Eutectic Solvents for the Extraction of Bioactive Compounds of Varying Polarity from a Plant Matrix
title_short New Class of Tunable Choline Bromide-Based Hydrophobic Deep Eutectic Solvents for the Extraction of Bioactive Compounds of Varying Polarity from a Plant Matrix
title_sort new class of tunable choline bromide-based hydrophobic deep eutectic solvents for the extraction of bioactive compounds of varying polarity from a plant matrix
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10155672/
https://www.ncbi.nlm.nih.gov/pubmed/37152071
http://dx.doi.org/10.1021/acssuschemeng.3c00185
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