Extraction of artemisinin using natural deep eutectic solvent selected by COSMO-RS

Fan, Chun‐Lin; Shan, Yuhang; Wen, Lijiao; Cao, Xueli

doi:10.1016/j.scp.2023.101096

Cited by 8 publications

(9 citation statements)

References 34 publications

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“…Thymol is a weaker hydrogen acceptor than menthols, carvacrol, fenchyl, and terpineol [59]. In addition, other studies have been reporting behavior similar to that found in this work [24,43,47,60].…”

Section: Hdes Characterizationsupporting

confidence: 85%

Hydrophobic Deep Eutectic Solvents for Ethanol, Propan-1-ol, and Propan-2-ol Recovery from Aqueous Solutions

Audeh,

Carniel,

Borges

et al. 2024

Processes

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Separating hydroalcoholic mixtures remains a significant challenge in engineering. Liquid–liquid extraction has emerged as an appealing alternative method, because it avoids the need for the large energy inputs, volatile organic compounds, and high pressures that are typically required by other separation processes. This study explores the use of hydrophobic deep eutectic solvents (HDESs) composed of terpenes and 10-undecenoic acid as extraction agents for the liquid–liquid separation of hydroalcoholic mixtures composed of alcohols (ethanol, propan-1-ol, and propan-2-ol) and water. The water content in the solvents studied was notably low, reflecting their hydrophobic nature. For the dried HDES samples, the water content ranged from 553 to 4901 ppm. In contrast, the water-saturated samples exhibited higher water contents, ranging from 7250 to 20,864 ppm. The HDES based on thymol, DL-menthol, and L-menthol displayed a eutectic point at an xterpenes of approximately 0.67. These mixtures maintained a liquid state up to a mole fraction of terpenes around 0.75. In contrast, the HDES composed of carvacrol, fenchyl alcohol, and α-terpineol exhibited their eutectic point at an xterpenes near 0.5. Notably, these mixtures remained in a liquid state across the entire composition range studied. The 2:1 molar ratio (HBA:HBD) presented the best values for extracting alcohols, reaching 34.04%, 36.59%, and 39.78% for ethanol, propan-2-ol, and propan-1-ol, respectively. These results show that HDES can be applied to overcome issues with existing extraction solvents, increasing the separation efficiency and making the process eco-friendly.

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Section: Hdes Characterizationsupporting

confidence: 85%

Hydrophobic Deep Eutectic Solvents for Ethanol, Propan-1-ol, and Propan-2-ol Recovery from Aqueous Solutions

Audeh,

Carniel,

Borges

et al. 2024

Processes

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“…This trend also reveals that a strong hydrogen bond acceptor as chloride is not imperative to improve the extraction efficiency; on the other hand, IL ions with high ability to donate protons are the most prominent to extract artemisinin from biomass. This trend is in agreement with previous studies showing that deep eutectic solvents (DES) composed of benzoic acid and fenchyl alcohol perform better in artemisinin extraction …”

Section: Resultsmentioning

confidence: 99%

“…This trend is in agreement with previous studies showing that deep eutectic solvents (DES) composed of benzoic acid and fenchyl alcohol perform better in artemisinin extraction. 26 When a hydrotrope is selected, its potential toxicological effects and environmental impact must be considered. Studies with marine bacteria have shown that imidazolium-and phosphonium-based ILs are "moderately" or "slightly toxic".…”

Section: Optimization Of the Artemisinin Extraction Using Rsmmentioning

confidence: 99%

Enhanced Antimalarial Activity of Extracts of Artemisia annua L. Achieved with Aqueous Solutions of Salicylate Salts and Ionic Liquids

Ferreira,

Sales,

Santos

et al. 2024

Chem Bio Eng.

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Artemisinin, a drug used to treat malaria, can be chemically synthesized or extracted from Artemisia annua L. However, the extraction method for artemisinin from biomass needs to be more sustainable while maintaining or enhancing its bioactivity. This work investigates the use of aqueous solutions of salts and ionic liquids with hydrotropic properties as alternative solvents for artemisinin extraction from Artemisia annua L. Among the investigated solvents, aqueous solutions of cholinium salicylate and sodium salicylate were found to be the most promising. To optimize the extraction process, a response surface method was further applied, in which the extraction time, hydrotrope concentration, and temperature were optimized. The optimized conditions resulted in extraction yields of up to 6.50 and 6.44 mg•g −1 , obtained with aqueous solutions of sodium salicylate and cholinium salicylate, respectively. The extracts obtained were tested for their antimalarial activity, showing a higher efficacy against the Plasmodium falciparum strain compared with pure (synthetic) artemisinin or extracts obtained with conventional organic solvents. Characterization of the extracts revealed the presence of artemisinin together with other compounds, such as artemitin, chrysosplenol D, arteannuin B, and arteannuin J. These compounds act synergistically with artemisinin and enhance the antimalarial activity of the obtained extracts. Given the growing concern about artemisinin resistance, the results here obtained pave the way for the development of sustainable and biobased antimalarial drugs.

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“…Scanning electron microscopy (SEM) was used to analyse the surface of the material before and after the extraction with DESs and compared with the extraction performed with conventional organic solvents, the materials extracted with DESs showed more pores and cracks due to the penetration of the DES into the cell structure due to the high hydrogen bonding, van der Waals forces, and ionic interactions [ 173 , 174 ]. Chen et al [ 175 ] studied the mechanism of extraction of artemisinin from the leaves of Artemisia annua L. by SEM and 1 H nuclear magnetic resonance and verified that the hydrogen reformation and the plant tissue destruction play vital roles during the extraction process. The penetration of the DESs in the cell wall due to strong interactions is also possible when hydrophobic DESs are used.…”

Section: Deep Eutectic Solvents For the Extraction Of Bioactive Compo...mentioning

confidence: 99%

“…with the target compound. Fan et al [ 175 ] used COSMO-RS (short for Conductor-like Screening MOdel for Real Solvents) to design DESs capable of extract artemisinin from the leaves of Artemisia annua L. The program was used to predict the thermophysical properties and extraction performance of the DESs by simulating the intermolecular forces of the target in the mixed system. COSMO-RS was also used to screen twenty-two hydrophobic DESs by predicting their interactions with the two omega-3 polyunsaturated fatty acids [ 129 ].…”

Section: Deep Eutectic Solvents For the Extraction Of Bioactive Compo...mentioning

confidence: 99%

A Comprehensive Review on Deep Eutectic Solvents and Its Use to Extract Bioactive Compounds of Pharmaceutical Interest

Ferreira,

Sarraguça

2024

Pharmaceuticals

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The extraction of bioactive compounds of pharmaceutical interest from natural sources has been significantly explored in recent decades. However, the extraction techniques used were not very efficient in terms of time and energy consumption; additionally, the solvents used for the extraction were harmful for the environment. To improve the environmental impact of the extractions and at the same time increase the extraction yields, several new extraction techniques were developed. Among the most used ones are ultrasound-assisted extraction and microwave-assisted extraction. These extraction techniques increased the yield and selectivity of the extraction in a smaller amount of time with a decrease in energy consumption. Nevertheless, a high volume of organic solvents was still used for the extraction, causing a subsequent environmental problem. Neoteric solvents appeared as green alternatives to organic solvents. Among the neoteric solvents, deep eutectic solvents were evidenced to be one of the best alternatives to organic solvents due to their intrinsic characteristics. These solvents are considered green solvents because they are made up of natural compounds such as sugars, amino acids, and carboxylic acids having low toxicity and high degradability. In addition, they are simple to prepare, with an atomic economy of 100%, with attractive physicochemical properties. Furthermore, the huge number of compounds that can be used to synthesize these solvents make them very useful in the extraction of bioactive compounds since they can be tailored to be selective towards a specific component or class of components. The main aim of this paper is to give a comprehensive review which describes the main properties, characteristics, and production methods of deep eutectic solvents as well as its application to extract from natural sources bioactive compounds with pharmaceutical interest. Additionally, an overview of the more recent and sustainable extraction techniques is also given.

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Extraction of artemisinin using natural deep eutectic solvent selected by COSMO-RS

Cited by 8 publications

References 34 publications

Hydrophobic Deep Eutectic Solvents for Ethanol, Propan-1-ol, and Propan-2-ol Recovery from Aqueous Solutions

Hydrophobic Deep Eutectic Solvents for Ethanol, Propan-1-ol, and Propan-2-ol Recovery from Aqueous Solutions

Enhanced Antimalarial Activity of Extracts of Artemisia annua L. Achieved with Aqueous Solutions of Salicylate Salts and Ionic Liquids

A Comprehensive Review on Deep Eutectic Solvents and Its Use to Extract Bioactive Compounds of Pharmaceutical Interest

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