Tetrabutylammonium bromide-based hydrophobic deep eutectic solvent for the extraction and separation of dihydromyricetin from vine tea and its inhibitory efficiency against xanthine oxidase

Wang, Liling; Wang, Yanbin; Chen, Meixu; Zhu, Yaoyao; Qin, Yuchuan; Zhou, Yunshan

doi:10.1039/d2ra04266e

Cited by 8 publications

(3 citation statements)

References 61 publications

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“…The benzene ring can generate an accumulated hydrophobic effect with the hydrophobic residues, and the hydroxyl oxygen can form a hydrogen bond with the side chains of numerous residues. As a result, hydrophobicity, hydrogen bonding, and electrostatic contact all work together to keep ligand molecules together (Wang et al., 2022).…”

Section: Resultsmentioning

confidence: 99%

Identification and molecular docking of xanthine oxidase and α‐glucosidase inhibitors in Opuntia ficus‐indica fruit

Wang,

Zhou,

Liu

et al. 2024

Journal of Food Science

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Opuntia ficus‐indica fruit (OFI) is rich in bioactive compounds, which can promote human health. In this work, the purified OFI extract was prepared from OFI and its bioactivities were investigated. Xanthine oxidase (XOD) and α‐glucosidase (α‐Glu) inhibitors of the purified OFI extract were screened and identified by bio‐affinity ultrafiltration combined with UPLC‐QTRAP‐MS/MS technology. The inhibitory effect of these inhibitors on enzymes were verified, and the potential mechanism of action and binding sites of inhibitors with enzymes were revealed based on molecular docking. The results showed that the total phenolic content of the purified OFI extract was 355.03 mg GAE/g DW, which had excellent antioxidant activity. Additionally, the extract had a certain inhibitory effect on XOD (IC50 = 199.00 ± 0.14 µg/mL) and α‐Glu (IC50 = 159.67 ± 0.01 µg/mL). Seven XOD inhibitors and eight α‐Glu inhibitors were identified. Furthermore, XOD and α‐Glu inhibition experiments in vitro confirmed that inhibitors such as chlorogenic acid, taxifolin, and naringenin had significant inhibitory effects on XOD and α‐Glu. The molecular docking results indicated that inhibitors could bind to the corresponding enzymes and had strong binding force. These findings demonstrate that OFI contains potential substances for the treatment of hyperuricemia and hyperglycemia.

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Section: Resultsmentioning

confidence: 99%

Identification and molecular docking of xanthine oxidase and α‐glucosidase inhibitors in Opuntia ficus‐indica fruit

Wang,

Zhou,

Liu

et al. 2024

Journal of Food Science

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“…The total yield of five components was 3.92 ± 0.03 mg g −1 , which was higher than traditional organic solvents. Wang et al 17 adopted a low eutectic solvent oscillation-assisted extraction (DES-OS) combined with a macroporous resin adsorption–desorption technique to achieve rapid green extraction and separation of dihydromyricetin (DMY), a characteristic component of vine tea. Multivariate data analysis demonstrated that the DES system composed of tetrabutylammonium bromide (N 444 Br) and pyruvate (molar ratio: 1 : 2) enhanced the destruction of the DMY cell wall structure, resulting in the release of more DMY and good extraction performance.…”

Section: Introductionmentioning

confidence: 99%

Deep eutectic solvent extraction of myricetin and antioxidant properties

Liu,

Guo,

Miao

et al. 2024

RSC Adv.

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“…It allows obtaining extracts with higher active substances content, 43 isolate them from industrial plant waste, 44 improve the quality of essential oils, 45 and enhance in vivo bioavailability. 46 Tetrabutylammonium salts are promising for the same purposes, [47][48][49][50] but they are still weakly presented in this field.…”

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confidence: 99%

Selective extraction of plant bioactive compounds with deep eutectic solvents: Iris sibirica L. as example

Karpitskiy,

Bessonova,

Shishov

et al. 2023

Phytochemical Analysis

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IntroductionDeep eutectic solvents (DESs) are promising extractants with tuneable properties. However, there is a lack of reports about the influence of the nature of the original DES on obtaining the metabolomic profile of a plant.ObjectiveThe aim of this study is to investigate the possibility of obtaining Iris sibirica L. chromatographical profiles with DESs based on various hydrogen bond donors and acceptors as extraction solvents.MethodologyDESs were prepared by mixing choline chloride or tetrabutylammonium bromide with various hydrogen bond donors and investigated for the extraction of bioactive substances from biotechnological raw materials of I. sibirica L. The obtained extracts were analysed by HPLC with diode array detector (DAD) and Q‐MS.ResultsChromatographic profiles for I. sibirica L. extracts by eight choline chloride DESs and six tetrabutylammonium DESs have been obtained. It has been found that selective recovery of bioactive substances can be achieved by varying the composition of DESs. Eleven phenolic compounds were identified in I. sibirica L. using HPLC‐MS. Phase separation was observed with acetonitrile for four DESs. New flavonoid derivatives have been found in DES extracts compared with methanol extracts.ConclusionThe results showed the possibility of DES usage for extraction without water addition. Selectivity of DESs varies depending on the chemical composition of hydrogen bond donors and acceptors. Choline chloride is a more suitable hydrogen bond acceptor for the flavonoid extraction. Choline chloride–lactic acid (1:1) DES has demonstrated a metabolic profile that was the closest to the methanol one and enhanced the extraction up to 2.6‐fold.

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Tetrabutylammonium bromide-based hydrophobic deep eutectic solvent for the extraction and separation of dihydromyricetin from vine tea and its inhibitory efficiency against xanthine oxidase

Abstract: In this study, deep eutectic solvent oscillation-assisted extraction (DES-OS) combined with macroporous resin adsorption and desorption technology was used to achieve the rapid green extraction and separation of dihydromyricetin (DMY) from vine tea.

Cited by 8 publications

References 61 publications

Identification and molecular docking of xanthine oxidase and α‐glucosidase inhibitors in Opuntia ficus‐indica fruit

Identification and molecular docking of xanthine oxidase and α‐glucosidase inhibitors in Opuntia ficus‐indica fruit

Deep eutectic solvent extraction of myricetin and antioxidant properties

Selective extraction of plant bioactive compounds with deep eutectic solvents: Iris sibirica L. as example

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