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JOURNAL OF FOOD COMPOSITION AND ANALYSIS · 2025 · IF 4.6

Rapid and environmentally friendly quantification of myricetin and dihydromyricetin in vine tea using direct infusion–tandem mass spectrometry

Wenhao Wang,Guoying Tan,Qinggui Lei,Jing Chen,Zhengming Qian

A rapid and environmentally friendly quantification method for myricetin and dihydromyricetin in vine tea was developed using direct infusion–tandem mass spectrometry (DI–MS/MS). These compounds are vital functional components known for their anti-inflammatory and antioxidant properties, making them significant for health promotion. DI–MS/MS enhances analytical efficiency by eliminating the need for chromatographic separation, significantly reducing analysis time and solvent consumption compared to previous methods like liquid chromatography–tandem mass spectrometry. This method was validated for accuracy, precision, and stability, ensuring reliable results across various samples. By providing a more sustainable and rapid method for the quality control of vine tea products, this method contributes significantly to the industrial development of vine tea as a functional food product, thereby supporting consumer safety and health benefits in the growing market for herbal teas and natural health products.

CAS / MDL: 64-18-6
研究领域: 食品科学 · 分析化学
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Nutrients · 2016 ·Vol. 8 ·期 12 ·799 · IF 3.759

Regressive Effect of Myricetin on Hepatic Steatosis in Mice Fed a High-Fat Diet

Shu-Fang Xia,Guo-Wei Le,Peng Wang,Yu-Yu Qiu,Yu-Yu Jiang,Xue Tang

Myricetin is an effective antioxidant in the treatment of obesity and obesity-related metabolic disorders. The objective of this study was to explore the regressive effect of myricetin on pre-existing hepatic steatosis induced by high-fat diet (HFD). C57BL/6 mice were fed either a standard diet or a HFD for 12 weeks and then half of the mice were treated with myricetin (0.12% in the diet,w/w) while on their respective diets for further 12 weeks. Myricetin treatment significantly alleviated HFD-induced steatosis, decreased hepatic lipid accumulation and thiobarbituric acid reactive substance (TBARS) levels, and increased antioxidative enzyme activities, including catalase (CAT), superoxide dismutase (SOD), and glutathione peroxidase (GPx) activities. Microarray analysis of hepatic gene expression profiles showed that myricetin significantly altered the expression profiles of 177 genes which were involved in 12 biological pathways, including the peroxisome proliferator activated receptor (PPAR) signaling pathway and peroxisome. Further research indicated that myricetin elevated hepatic nuclear Nrf2 translocation, increased the protein expression of heme oxygenase-1 (HO-1) and NAD(P)H quinone dehydrogenase 1 (NQO1), reduced the protein expression of PPARγ, and normalized the expressions of genes that were involved in peroxisome and the PPAR signaling pathway. Our data indicated that myricetin might represent an effective therapeutic agent to treat HFD-induced hepatic steatosis via activating the Nrf2 pathway and the PPAR signaling pathway.Keywords:myricetin;hepatic steatosis;Nrf2;PPARγ;oxidative stress

CAS / MDL: 529-44-2
研究领域: 药理学 · 分子生物学 · 营养学
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JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES · 2013 · IF 2.487

Efficient conversion of myricetin from Ampelopsis grossedentata extracts and its purification by MIP-SPE

Shian Zhong,Yanyue Kong,Ling Zhou,Chengyun Zhou,Xiaona Zhang,Yan Wang

In this study, we developed an efficient conversion process of dihydromyricetin to myricetin from Ampelopsis grossedentata extracts. The content of myricetin increased from 2.38% to 85.57%, demonstrating the successful dehydrogenation of dihydromyricetin. Molecularly imprinted polymers (MIPs) were prepared by surface imprinting method using silica microspheres as the support matrices and myricetin as template. The MIPs were applied for the selective adsorption of myricetin. The chemical structure of the MIPs was characterized by Fourier transform infrared spectroscopy and scanning electron microscopy. Static, dynamic and selective adsorption experiments showed that the MIPs exhibited good adsorption ability, rather fast template rebinding kinetics, and appreciate selectivity over structurally related compounds. Accordingly, the MIPs were applied as the selective sorbent in SPE to purify myricetin obtained through dehydrogenation, followed by HPLC-UV analysis. The recoveries of myricetin and dihydromyricetin were 92.7% and 55.6%, respectively. This study demonstrates the feasibility of using the developed MIP-SPE method to purify and enrich myricetin in the natural products.

研究领域: 药学 · 分析化学 · 天然产物化学
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JOURNAL OF BIOTECHNOLOGY · 2015 · IF 2.871

Highly efficient and regioselective synthesis of dihydromyricetin esters by immobilized lipase

Wei Li,Huan Wu,Benguo Liu,Xuedan Hou,Duanji Wan,Wenyong Lou,Jian Zhao

Dihydromyricetin is the principle component of the Chinese herbal tea Teng-cha and a promising ingredient for functional food and nutraceuticals, but its low solubility limits its application potentials. This study explored enzymatic acylation of dihydromyricetin to improve its solubility in lipid systems. Acylation was achieved with several lipases with the synthesis of a major (>86%) product and a minor product. Isolation and purification of the products by preparative HPLC followed by LC–MS, 13 C NMR, 1 H NMR and 2 D-HSQC NMR analyses showed that the major product was a dihydromyricetin monoester with the acylation site at the 3-OH group of C ring. Quantum chemical calculations revealed that the 3-OH had the lowest antioxidant activity , and therefore acylation at this site was expected to have minimum impact on the antioxidant activity. Several factors, including solvent, acyl donor, enzyme origin, molar ratio of substrates and reaction temperature and time, exhibited significant effects on the initial rate, conversion yield and regioselectivity of the reaction. Acylation occurred only with vinyl acetate as the acyl donor, and highest conversion yields were achieved with immobilized Penicillium expansum lipase and Novozyme 435 with DMSO and acetonitrile being the best solvents. In general, the acylation results were found to be superior to previous reports on acylation of aglycone flavonoids with respects to conversion yield and regioselectivity.

研究领域: 生物化学 · 食品科学 · 药理学
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INTERNATIONAL JOURNAL OF PHARMACEUTICS · 2016 · IF 3.994

Solid-state characterization of optically pure (+)Dihydromyricetin extracted from Ampelopsis grossedentata leaves

Chenguang Wang,Wei Xiong,Sathyanarayana Reddy Perumalla,Jianguo Fang,Changquan Calvin Sun

Dihydromyricetin (DMY) is a natural flavanol compound isolated from a traditional Chinese medicine , Ampelopsis grossedentata . Despite that optically pure (+)DMY is desired for treating chronic pharyngitis and alcohol use disorders, only DMY racemate is commercially available due to prolonged exposure time to high temperature and the presence of metal ions during industrial extraction, which cause racemization of the homochiral (+)DMY. We have developed an extraction method for successfully obtain optically pure (+)DMY. We have further assessed the physicochemical properties of the two phases using PXRD, DSC , TGA, FTIR, and moisture sorption. Among them, PXRD and FT-IR are suitable for quickly distinguishing homochiral (+)DMY from racemic (±)DMY. Lastly, with the aid of cocrystallization with theophylline , the absolute configuration of homochiral (+)DMY was identified to be (2R, 3R).

研究领域: 药学 · 化学
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MOLECULES · 2017 ·Vol. 22 ·期 12 ·2250 · IF 2.861

Optimizing the Maximum Recovery of Dihydromyricetin from Chinese Vine Tea, Ampelopsis grossedentata, Using Response Surface Methodology

Umair Muhammad,Hedong Lu,Juan Wang,Jinzhi Han,Xiaoyu Zhu,Zhaoxin Lu,Sultana Tayyaba,Yousef I. Hassan

This work provides an optimized extraction approach intended to maximize the recovery of dihydromyricetin (DHM) from Chinese vine tea (Ampelopsis grossedentata) leaves. The presented work adopts a Box-Behnken design as a response surface methodology to understand the role and influence of specific extraction parameters including: time, temperature, and solvent composition/ethanol (%) on DHM final yields. Initially, single factor experiments were used to delineate the role of above factors (temperature, time, and solvent composition) before proceeding with three factors-three levels Box-Behnken design with 17 separate runs to assess the effect of multifactorial treatments on DHM recovery rates. The collected data shows that independent variables (solvent composition, time, and temperature) can significantly affect DHM recovery rates with maximum yields resulting from a combined 60 °C, 60% aqueous ethanol, and 180 min treatment. From the empirical point of view, the above optimized extraction protocol can substantially enhance processing and profitability margins with a minimum need of interventions or associated costs.Keywords:dihydromyricetin;extraction;factors;temperature;solvent;time

CAS / MDL: 27200-12-0
研究领域: 药学 · 化学工程 · 植物化学
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eFood · 2022 ·Vol. 3 ·期 5 ·e34 · IF 0

Discovery of nitrogenous derivatives of dihydromyricetin in cell culture medium

Haolin Zhang,Minglong Wang,Yuanwei Liang,Xiaomei Lv,Ruiwei Xie,Xiaojia Chen,Jianbo Xiao

Dihydromyricetin (DMY) is a health-beneficial flavanonol in the family of flavonoids, extracted from Ampelopsis grossedentata (Hand.-Mazz.) W. Wang. When investigating the stability of DMY in Dulbecco's modified Eagle's medium (DMEM) solution at 37°C by LC-MS/MS, four nitrogenous derivatives of DMY were found except for the previously known dimers, oxidized products, and ring-cleavage products of DMY. Compound 1 (N-DMY) was identified to be 4′-amino (NH 2 )-DMY based on MS and NMR data. The formation mechanism of N-DMY was thought to include two steps. First, the pyrogallol moiety on the ring B of DMY was prone to be oxidized to quinone. Second, quinone might further participate in the Strecker degradation of amino acids in DMEM to form N-DMY and corresponding aldehydes. Correspondingly, compounds 2–4 might be formed by the Strecker degradation reaction of amino acids in DMEM with quinones from the oxidation of DMY dimers and DMY ring-cleavage products. Consistent with the formation mechanism, it was observed that flavonoids with a catechol or pyrogallol moiety readily form their nitrogenous derivatives during the incubation in DMEM at 37°C, which might be because catechol or pyrogallol are easily oxidized to quinones. In addition, the nitrogenous derivatives of flavonoids may have a potential to participate in the metabolism of flavonoids during in vitro and in vivo experiments. Therefore, flavonoid nitrogenous derivatives may play a significant role in the actual effects of flavonoids, which need to be further investigated in the future.

研究领域: 药理学 · 生物化学
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COMPOSITES COMMUNICATIONS · 2020 · IF 4.915

Highly thermally conductive, superior flexible and surface metallisable boron nitride paper fabricated by a facile and scalable approach

Hua Xiao,Ze Ping Zhang,Zi Xin Huang,Min Zhi Rong,Ming Qiu Zhang

High thermal conductivity and high flexibility, required by advanced microelectronic devices, are hard to be combined in composites, because their dependences on components concentration often contradict each other. Here, the conflicting goals are achieved by preparing meter-level BN paper containing 82.6 wt% commercial micron BN sheets with dihydromyricetin (DMY) from herbal medicine as a novel surface modifier and high molecular weight acrylate copolymer as adhesive. Thanks to the polycyclic aromatic hydrocarbons of DMY coupled with abundant functional groups, which form conjugation with the inert BN and increase its hydrophilicity, tough interphases are established in the oriented nacre-like BN composite architecture when Mayer rod method is used. The resultant BN paper can be folded into complicated shapes, possessing decent tensile properties (strength = 8.49 MPa; failure strain = 3.8%), as well as excellent in-plane and through-plane thermal conductivities (8.97 and 2.14 W m −1  K −1 ). Besides, the DMY attached to BN sheets can further coordinate with Pd 2+ , catalyzing copper deposition and producing flexible copper-clad BN paper. Considering the cost-effective and easy-accessible raw materials and the simple assembly technique, which avoid the limitation of lab-scale BN nano-sheets, the present approach may be feasible for producing flexible electronic components with highly efficient thermal dissipation ability.

研究领域: 材料科学 · 电子工程 · 化学工程
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MOLECULES · 2019 ·Vol. 24 ·期 20 ·3747 · IF 3.06

Hydrophobically Modified Glucan as an Amphiphilic Carbohydrate Polymer for Micellar Delivery of Myricetin

Weiyu Yang,Ling Guo,Fenfen Li,Xin Liu,Shaoping Nie,Mingyong Xie,Danfei Huang

Myricetin (Myr) is a phytochemical with many functional properties. However, its hydrophobicity, low bioavailability, and stability limit its application. In this study, octadecanoate oat β-glucan (OGE) was synthesized and gained recognition as a self-assembled micelle forming a polymer with a critical micelle concentration (CMC) of 59.4 μg/mL. The Myr-loaded OGE micelle was then prepared and characterized by dynamic light scattering (DLS), transmission electron microscope (TEM), X-ray diffractometer (XRD), and Fourier-transform infrared spectroscopy (FT-IR) spectra. The water solubility of Myr was greatly enhanced by forming the Myr/OGE inclusion complex. Consequently, compared to free Myr, the retention of Myr in Myr-loaded OGE micelle was effectively increased during the intestinal digestion phase, and its antioxidant activity was also improved. Overall, our findings demonstrated the potential applications of OGE polymer for the development of prospective micelle in health food, cosmetics, and pharmaceutical fields because they can aid in the delivery of hydrophobic functional compounds like Myr.Keywords:phytochemicals;myricetin;amphiphilicity;micelle;self-assembly

CAS / MDL: 530-62-1 7758-02-3
研究领域: 食品科学 · 药学 · 材料科学
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PHARMACOLOGICAL RESEARCH · 2017 · IF 4.48

Role of p-MKK7 in myricetin-induced protection against intestinal ischemia/reperfusion injury

Yuchao Sun,Mengqiao Lian,Yuan Lin,Bin Xu,Yanli Li,Jin Wen,Dapeng Chen,Ming Xu,Marwan Almoiliqy,Li Wang

Intestinal ischemia reperfusion (I/R) may cause inflammation-, oxidative stress-, and apoptosis-related tissue injuries and facilitate bacterial infection, leading to multiple organ failure. Myricetin , a flavonoid , is found to have diverse biological effects including anti-inflammatory, anti-oxidative, and anti-bacterial effects. Based on our pre-experiment, we proposed that myricetin pretreatment (25, 50   mg/kg) could ameliorate intestinal I/R injury and myricetin-induced modulation on MKK7/JNK signal pathway might play a key role in the amelioration. The present study was designed to verify the proposal by using both rat intestinal I/R model in vivo and hypoxia/reoxygenation (H/R)-injured intestinal epithelial cell line (IEC-6 cells) model in vitro. The results confirmed our proposal. Myricetin selectively ameliorated I/R- and H/R-induced injuries in vivo and in vitro respectively without significantly affecting the corresponding normal controls. Myricetin significantly alleviated I/R-induced rat intestinal injury by reducing the generation of pro-inflammatory cytokines including TNF-α, IL-1β, and IL-6 and by reducing MPO activity. Myricetin significantly reduced oxidative stress through decreasing MDA level and increasing the levels of SOD and GSH in the intestinal tissues compared with I/R control rats. Myricetin significantly decreased apoptosis by selectively down-regulating the expression of p-MKK7 and p-JNK without affecting MKK7 and JNK, inhibiting Bax, caspase-3 protein expression, and up-regulating Bcl-2 protein expression in I/R-injured jejunum of rats. In vitro study indicated that MKK7 siRNA transfection significantly decreased both MKK7 and p-MKK7 and other apoptosis-related proteins, partially simulating myricetin-induced anti-apoptotic effects. MKK7 siRNA transfection   +   myricetin could not further decrease MKK7, p-MKK7, and other apoptosis-related proteins, suggesting that inhibition of MKK7/JNK pathway plays a key role in myricetin-induced protection against intestinal I/R. MKK7 overexpression by cDNA transfection abrogated myricetin-reduced apoptosis-related protein expression, confirming that the MKK7/JNK signal pathway is the key target for myricetin-induced amelioration. The present study indicated that pretreatment of myricetin induced selective protection against intestinal I/R injury without significantly affecting corresponding normal controls and p-MKK7 was the key target, suggesting that myricetin is worth further translational studies.

CAS / MDL: 529-44-2
研究领域: 药理学 · 分子生物学 · 病理生理学
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JOURNAL OF MICROENCAPSULATION · 2019 · IF 2.04

The characterisation, pharmacokinetic and tissue distribution studies of TPGS modified myricetrin mixed micelles in rats

Chunmei Wei,Qilong Wang,Wen Weng,Qiuyu Wei,Yujiao Xie,Michael Adu-Frimpong,Elmurat Toreniyazov,Hao Ji,Ximing Xu,Jiangnan Yu

This study was designed to investigate the bioavailability and targeting of myricetrin-loaded ternary micelles modified with and without TPGS. The particle diameters of myricetrin-loaded micelles and myricetrin-loaded-TPGS micelle were 30.93 ± 1.34 nm and 26.42 ± 0.89 nm, respectively, while their respective encapsulation efficiencies (m/m, %) were 83.3 ± 1.08 and 93.8 ± 1.18. The release rate of myricetrin in the micellar system clearly exceeded the free myricetrin in the three media (pH 6.8 phosphate buffer, pH 1.2 HCl solution and double distilled water). In vivo studies displayed that the bioavailability of myricetrin mixed micelles was remarkably improved than the free drug after oral administration. Moreover, the results of tissue distribution showed that myricetrin-loaded-TPGS micelles accumulated well in the liver tissue. Based on these results, it was speculated that myricetrin-loaded-TPGS micelles might act as a promising carrier for liver targeting with improved hepatic concentration of myricetrin compared with the myricetrin-loaded micelles.

研究领域: 药学 · 药物动力学 · 药物递送系统
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Food Science & Nutrition · 2020 ·Vol. 8 ·期 11 ·5926-5933 · IF 1.797

Interaction between iron and dihydromyricetin extracted from vine tea

Liling Wang,Yuchuan Qin,Yanbin Wang,Yifeng Zhou,Bentong Liu

In this research, the interaction between dihydromyricetin (DMY) obtained from vine tea and iron ions (Fe (II) and Fe (III)) was investigated at pH 3.0, 5.0, and 7.0 with UV absorption and fluorescence quenching spectroscopy. The effects of DMY on the stability and solubility of iron ion were also studied. The results showed the presence of iron ions changed the UV absorption spectra of DMY at the experimental pH values. And the fluorescence spectra showed that iron ion had enhanced fluorescence effect on DMY. In addition, DMY was capable of protecting Fe (II) from being oxidized and improving the solubility of Fe (III).

研究领域: 植物化学 · 营养学
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