An alternative strategy for enhancing stability and antimicrobial activity of catechins by natural deep eutectic solvents

Zhou, Pengfei; Tang, Daobang; Zou, Jinhao; Wang, Xuping

doi:10.1016/j.lwt.2021.112558

Cited by 20 publications

(3 citation statements)

References 35 publications

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“…The stretching vibration absorption band of EA’s C-OH moved from 1193.09 to 1188.77 cm –1 and the deformation vibrational absorption band of EA’s C-OH moved from 1331.55 to 1313.36 cm –1 , which was coherent with the red-shift in C-OH absorption observed between phenolic compounds and NADES. These results proved the formation of a new hydrogen bond between EA and ChCl:Oa, and also indicated that the conformation of EA in ChCl:Oa was different from that in the solid state ( 41 ). Furthermore, the absorption band of C=O in EA decreased from 1619.38 to 1616.65 cm –1 , indicated that a hydrogen bond exists between the carbonyl group of EA and ChCl:Oa ( 42 ).…”

Section: Resultsmentioning

confidence: 69%

Natural deep eutectic solvent-ultrasound assisted extraction: A green approach for ellagic acid extraction from Geum japonicum

et al. 2023

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IntroductionIn China and other Asian nations, Geum japonicum (GJ) is used as functional vegetables or as a type of folk medicine. Ellagic acid (EA) is one of the main active ingredients in GJ and has been utilized in food, cosmetics, and medicinal goods worldwide. Natural deep eutectic solvents (NADESs) have gradually replaced organic solvents for efficient extraction of plant-derived active compounds due to its environmental protection, low toxicity, low solubility, reusability, etc.MethodsNADES with the highest EA yield was selected and the extraction conditions were optimized by response surface methodology (RSM), the antioxidant activity of NADES extract was determined, and finally Fourier transform infrared (FT-IR) and scanning electron microscopy (SEM) were used to explain the mechanism for the increase of EA yield in GJ.ResultsIn this work, several NADESs were tailored for the ultrasound assisted extraction (UAE) of EA from GJ, among which choline chloride-oxalic acid (ChCl:Oa) was the most effective. In optimal conditions, ChCl:Oa extract produced higher EA yields than common organic solvents including methanol, ethanol, and acetone. In vitro antioxidant experiments showed that ChCl:Oa extract had stronger DPPH radical scavenging ability than other solvent extracts. Mechanically, FT-IR results indicated that ChCl:Oa could form a hydrogen bonding with EA, which enhanced the stability of EA. Meanwhile, ChCl:Oa-UAE treatment could destroy the tissue structure of GJ, thereby improving EA yield.DiscussionIn conclusion, these results imply that the ChCl:Oa-UAE method might be an environmentally friendly approach for extracting EA from GJ.

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Section: Resultsmentioning

confidence: 69%

Natural deep eutectic solvent-ultrasound assisted extraction: A green approach for ellagic acid extraction from Geum japonicum

et al. 2023

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“…This suggests that the thermal effect during the extraction of lucuma seeds with NADES-4 favored the hydrolysis of EGCG to the corresponding gallocatechin isomers, such as increasing the TPC. The presence and identification of GC or EGC could be to the galloylation of catechins, which confers stability (Xiao and Högger, 2015), and to the strong interactions between the protons of hydroxyl groups of catechins and the hydroxyl group of lactic acid or the two hydroxyl groups of ammonium acetate, as the compounds GC, EGC, and NADES-4 could form a complex supramolecular matrix, resulting in higher stability (Zhou et al, 2022). These compounds are essential in the nutritional field since EGC has been shown to suppress the oxidation of low-density lipoproteins (LDL) in blood circulation systems (Nakagawa et al, 1997).…”

Section: Uhplc-esims/ms Analyses Of Nades-4mentioning

confidence: 99%

Extraction of phenolic compounds from lucuma (Pouteria lucuma) seeds with natural deep eutectic solvents: modelling using response surface methodology and artificial neural networks

Puma-Isuiza,

García-Chacón,

Osorio

et al. 2024

Front. Sustain. Food Syst.

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The present study aimed to extract polyphenolic compounds from lucuma (Pouteria lucuma) seeds using natural deep eutectic solvents (NADES) as a green, efficient, and environmentally friendly extraction. This was optimized by using the Response Surface Method (RSM) and comparing its predictive capacity with Artificial Neural Networks (ANN) and Convolutional Neural Networks (CNN). Four NADES were prepared by mixing lactic acid (LA) with each of the following reagents: sodium acetate (SA), urea (U), glucose (G), and ammonium acetate (AA), separately. The yield of total phenolic compounds (TPC) obtained from lucuma seeds with each NADES was measured as an optimization criterion with the Box-Benhken design. The following factors were evaluated: time, temperature, and the lucuma seed flour (LSF): NADES ratio. The response variables were TPC and antioxidant activity. The LA-AA extract was selected because it exhibited the highest TPC value and was analyzed by UHPLC–MS (Ultra-performance Liquid Chromatography-Mass Spectrometry). From the RSM, the optimal extraction parameters were 80 min, 52°C, and LSF: NADES ratio of 8:100 (w/v), obtaining a TPC value of 3601.51 ± 0.51 mg GAE/100 g LFS. UHPLC–MS analysis evidenced the formation of epigallocatechin isomers from epigallocatechin gallate. The predictive ability of ANNs compared to RSM was demonstrated.

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“…Another study also highlighted the use of NADESs to improve thermal and storage stability in addition to the antimicrobial activity of catechins. The interaction between NADESs and catechins forms hydrogen bonds, explaining the high stability of catechins in these solvents [22].…”

Section: Introductionmentioning

confidence: 99%

Sustainable and Biomimetic Methodology for Extraction of High-Value-Added Compounds in Almond Hulls

Cremasco,

Sutton,

Funari

et al. 2024

Molecules

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Almond trees are the most cultivated nut tree in the world. The production of almonds generates large amounts of by-products, much of which goes unused. Herein, this study aimed to develop a green chemistry approach to identify and extract potentially valuable compounds from almond by-products. Initially, a screening was performed with 10 different Natural Deep Eutectic Solvents (NADESs). The mixture lactic acid/glycerol, with a molar ratio 1:1 (1:50 plant material to NADES (w/v) with 20% v/v of water) was identified as the best extraction solvent for catechin, caffeoylquinic acid, and condensed tannins in almond hulls. Subsequently, a method was optimized by a Design of Experiment (DoE) protocol using a miniaturized extraction technique, Microwave-Assisted Extraction (MAE), in conjunction with the chosen NADESs. The optimal conditions were found to be 70 °C with 15 min irradiation time. The optimal extraction conditions determined by the DoE were confirmed experimentally and compared to methods already established in the literature. With these conditions, the extraction of metabolites was 2.4 times higher, according to the increase in total peak area, than the established literature methods used. Additionally, by applying the multiparameter Analytical Greenness Metric (AGREE) and Green Analytical Process Index (GAPI) metrics, it was possible to conclude that the developed method was greener than the established literature methods as it includes various principles of green analytical chemistry.

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An alternative strategy for enhancing stability and antimicrobial activity of catechins by natural deep eutectic solvents

Cited by 20 publications

References 35 publications

Natural deep eutectic solvent-ultrasound assisted extraction: A green approach for ellagic acid extraction from Geum japonicum

Natural deep eutectic solvent-ultrasound assisted extraction: A green approach for ellagic acid extraction from Geum japonicum

Extraction of phenolic compounds from lucuma (Pouteria lucuma) seeds with natural deep eutectic solvents: modelling using response surface methodology and artificial neural networks

Sustainable and Biomimetic Methodology for Extraction of High-Value-Added Compounds in Almond Hulls

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