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JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY · 2024 · IF 5.7

Profiling of Antidiabetic Bioactive Flavonoid Compounds from an Edible Plant Kudzu (Pueraria lobata)

Wanxian Wang,Yanfang Liu,Dian Liu,Han Zhou,Yan Li,Wenjie Yuan,Suowen Xu,Jixia Wang,Xinmiao Liang,Jianping Weng

Pueraria lobata (Willd.) Ohwi, known as kudzu and used as a “longevity powder” in China, is an edible plant which is rich in flavonoids and believed to be useful for regulating blood sugar and treating diabetes, although the modes of action are unknown. Here, a total of 53 flavonoids including 6 novel compounds were isolated from kudzu using multidimensional preparative liquid chromatography. The flavonoid components were found to lower blood sugar levels, promote urine sugar levels in mice, and reduce the urine volume. Molecular docking and in vitro assays suggested that the antidiabetic effect of kudzu was attributed to at least three targets: sodium-dependent glucose transporter 2 (SGLT2), protein tyrosine phosphatase-1B (PTP1B), and alpha-glucosidase (AG). This study suggests a possible mechanism for the antidiabetic effect that may involve the synergistic action of multiple active compounds from kudzu.

研究领域: 药理学 · 生物化学 · 植物科学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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LWT-FOOD SCIENCE AND TECHNOLOGY · 2026 · IF 7.1

Metagenomic analysis of flavonoid-metabolizing microorganisms in temperature-controlled fermentation of Liupao tea

Baogui Liu,Jingjing Yang,Yunxian Wang,Yunxiong Zhao,Siting Gao,Renyuan Qin,Zongyou Wei,Jing Huang,Guangzhi Liang,Lianfeng Luo,Qiongyan Feng,Ziping Li

Liupao tea is known for its lipid-lowering properties; the key to its quality lies in its microorganism-driven secondary fermentation. However, systematic research on the microbial regulation of flavonoid metabolism in Liupao tea remains scarce. We compared the effects of different fermentation temperatures on Liupao tea quality. The sensory quality and biochemical characteristics of the 45 °C constant-temperature fermentation group (HW) and variable-temperature fermentation group (BW) were significantly superior to those of other groups. Compared to the natural fermentation (CK) group, the temperature-controlled fermentation groups showed an average fourfold increase in flavonoid content, with 25/41 flavonoid compounds exhibiting significant changes. The phyla Ascomycota and Mucoromycota, and the genera Aspergillus, Lichtheimia, Fennellomyces, Syncephalastrum, Rhizopus, and Circinella showed high abundance; 12 functional microbial taxa were significantly correlated with flavonoid accumulation in Liupao tea. Overall, these findings provide a theoretical foundation for optimizing Liupao tea fermentation and enhancing flavonoid biosynthesis through microbial regulation.

✓ 已验证 DOI 高影响因子
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Integrative Biology · 2017 ·Vol. 9 ·期 10 ·820-829 · IF 3.252

Membrane and genomic DNA dual-targeting of citrus flavonoid naringenin against Staphylococcus aureus

Wang Lang-Hong,Wang Man-Sheng,Zeng Xin-An,Xu Xi-Ming,Brennan Charles S.

The antimicrobial mechanism of naringenin, one of the citrus antibacterial flavonoids against food-borne Staphylococcus aureus ATCC 6538, was investigated in this study. Analysis of gas chromatography-mass spectrometry (GC-MS) and fluorescence showed that relatively low concentrations of naringenin caused perturbations in the membrane fatty acid composition and the conformation of membrane proteins through changing the microenvironment of phenylalanine, tyrosine, and tryptophan residues. Exposure of naringenin at higher levels significantly increased membrane permeability and changed the morphology of S. aureus cells. The genomic DNA-binding of naringenin was also quantitatively monitored using UV-vis spectra in combination with multivariate curve resolution-alternating least squares (MCR-ALS) analysis, and the concentration and pure spectra profiles for the three reaction species (DNA, naringenin, and DNA–naringenin) were obtained. Moreover, the thermal behavior of DNA and docking studies revealed that naringenin preferentially bound to the A–T base pair regions of genomic DNA via groove binding, and atomic force microscopy and circular dichroism showed that naringenin induced mild secondary structure and obvious morphological variations of this biomacromolecule. These results suggested that naringenin exerting its antibacterial effects might be connected with disruption of the cytoplasmic membrane and DNA targeting effects in Staphylococcus aureus.

研究领域: 微生物学 · 分子生物学 · 食品科学
✓ 已验证 DOI PubMed 高影响因子
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Horticulture Research · 2025 · IF 8.5

CsUGT89A2 enhances tea plant resistance to Toxoptera aurantia by mediating flavonoid glycosides biosynthesis

Zhou Xingrong,Chen Dingli,Tian Fengyun,Ma Jie,Chen Mei,Xie Youshudi,Yang Changli,Liang Yanglin,Xiao Houhong,Dong Xue,Yang Di,He Yingqin,Dai Xinlong,Li Yan

Tea plant [Camellia sinensis (L.) O. Kuntze] is a globally important crop but is severely threatened by Toxoptera aurantia infestations, which impact yield and safety. However, the response of tea plants to aphid feeding remains largely unexplored. This study investigates the feeding behavior of T. aurantia on different cultivars and identifies ‘Huangjinya’ and ‘Qiancha 1’ as susceptible and resistant cultivars, respectively. Transcriptome analysis revealed that CsUGT89A2 was significantly upregulated in response to T. aurantia infestation. In vitro biochemical assays demonstrated that CsUGT89A2 encodes a flavonoid 7-glycosyltransferase that catalyzes the conversion of flavonoids and UDP-glucose into flavonoid 7-O-glucosides. In vivo, silencing CsUGT89A2 significantly reduced flavonoid glycoside accumulation. To further clarify the role of CsUGT89A2 in tea plant resistance to T. aurantia, we used tobacco and tea flowers to evaluate aphid feeding and reproduction under chemical treatment, gene silencing, and gene overexpression conditions. Statistical analysis showed that, compared with flavonoids, the application of flavonoid 7-O-glycosides significantly reduced T. aurantia reproductive capacity. Furthermore, compared with the control, overexpression of CsUGT89A2 significantly reduced the reproductive ability of aphids, while its silencing increased reproductive rates. Overall, our findings demonstrate that CsUGT89A2 mediates flavonoid glycosylation and enhances insect resistance in tea plants by increasing flavonoid glycoside levels, offering new insights into the role of flavonoid glycosides in the insect resistance of C. sinensis.

CAS / MDL: 64-19-7 67-56-1 75-05-8
研究领域: 植物学 · 植物科学 · 昆虫学 · 生物化学 · 分子生物学
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TETRAHEDRON · 2017 ·Vol. 73 ·期 14 ·1895-1903 · IF 2.651

An efficient, scalable approach to hydrolyze flavonoid glucuronides via activation of glycoside bond

Xue-Yang Jiang,Xin-Chen Li,Wen-Yuan Liu,Yun-Hui Xu,Feng Feng,Wei Qu

Hydrolyzing flavonoid glucuronides into corresponding aglycones posed some significant challenges. To improve acid-catalyzed hydrolysis process of flavonoid glucuronide, structures of glucuronide, hydrolysis parameters and post-processing were optimized. The optimized condition was performed by hydrolysis flavonoid glycoside methyl ester in a mixed solvent consisting of 2 mol/L H 2 SO 4 /EtOH/H 2 O (1/8/1, v/v/v) at 95 °C for 7 h and resulted in up to 90% aglycone yields, minimal byproduct formations and milder hydrolysis conditions. Furthermore, the optimized method avoids tedious purification steps and is easily conducted on a relatively large-scale using economical and commercially available reagents.

研究领域: 天然产物化学 · 药物化学 · 分析化学
✓ 已验证 DOI 高影响因子
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Results in Chemistry · 2026 · IF 4.2

Excited state proton transfer dynamics of potential natural flavonoid sunscreens: Quercitrin and Hyperoside

Mengqi Wang,Zibo Wu

In this work, we found the flavonoid molecules: quercitrin and hyperoside have potentiality as ultraviolet (UV) filters for the first time. The steady state spectra and time-dependent density functional theory (TDDFT) were used to prove the excited state intramolecular proton transfer (ESIPT) of the non-radiative relaxation. They are excellent potential UVA sunscreens, and they can also provide some UVB protection. We demonstrated the deactivation via ESIPT can be facilitated by the hydrogen bond strengthening in S 1 . In particular, when UV excited, the enol conformation can cross a small barrier to the keto conformation, then the proton transfer process can consumes energy through non-radiative path, and the other small part dissipates through the fluorescence path. Quercetin and hyperoside with a substituent caused 10 nm wavelength change, which opens up a way for the design of new broad-spectrum sunscreens: the adjustable absorption wavelength of sunscreen molecules can be achieved by adjusting the position and number of substituents.

CAS / MDL: 67-56-1
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JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC · 2013 · IF 2.823

Ultrasound irradiation promoted lipase-catalyzed synthesis of flavonoid esters with unsaturated fatty acids

Ming-Ming Zheng,Lian Wang,Feng-Hong Huang,Ping-Mei Guo,Fang Wei,Qian-Chun Deng,Chang Zheng,Chu-Yun Wan

This study was focused on the enzymatic esterification of rutin and naringin with different free unsaturated fatty acids to produce the corresponding flavonoid esters catalyzed by Novozym 435 under ultrasound pretreatment. An ultrasonic frequency of 25   kHz, power of 200   W for rutin and 150   W for naringin and time of 1   h was determined to guarantee satisfactory degree of esterification and lipase activity. The influence of substrates concentration and molar ratio was investigated subsequently. The optimum production was achieved in component solvent of acetone and 2-methyl-2-butanol for rutin and pure 2-methyl-2-butanol for naringin at 50   °C with flavonoid concentration of 40   mM and flavonoid to fatty acid molar ratio of 1:4, resulting in a flavonoid esters conversion of above 83.2% in relative short reaction time (48–72   h). In optimum conditions, the overall esterification reaction time using the ultrasonic pretreatment process was 24   h shorter than that of mechanical stirring process without damaging the lipase activity.

CAS / MDL: 10236-47-2 153-18-4
研究领域: 生物化学 · 食品科学 · 酶工程
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Journal of Inorganic and Organometallic Polymers and Materials · 2023 ·Vol. 33 ·期 7 ·1817-1829 · IF 4

Preparation and Performance of Novel Flavonoid Phenols-Based Biomass-Modified Phenol Formaldehyde Resins

Qin Yuan,Meng Fuliang,Xu Chunyu,Hu Zhenguo,Zhang Yimiao,Jia Yufei,Li Songjun,Yuan Xinhua

Low toxicity, environmentally friendly and sustainable bio-based phenol–formaldehyde (PF) resins are the primary factors and health goals that researchers need to consider when modifying PF resins. Two novel biomass-modified PF resins were synthesized using two flavonoid phenols of daidzein and naringenin with rigid backbone structures. The results show that compared with ordinary PF, the introduction of daidzein and naringenin during the synthesis of N-PF and D-PF can delay the curing reaction and results in higher curing peak temperatures. The appropriate substitution rate of daidzein and naringenin can improve the crosslinking degree, resulting in N-PF and D-PF with higher thermal stability, ablation resistance and mechanical properties. The highest carbon yield YC800 for N-PF is 59.81% (56.85%for PF-1), and the highest YC800 for D-PF is 64.39% (PF-2 with 58.15%). The maximum tensile strength and flexural strengths of N-PF are respective 33.86 MPa and 110.42 MPa (28.77 and 79.89 MPa for PF-1), and the maximum tensile strength and flexural strengths of D-PF are respective 35.61 MPa and 103.17 MPa (24.48 and 55.79 MPa for PF-2). The D-PF and N-PF resins modified and enhanced by daidzein and naringenin have lower friction coefficient and more excellent wear resistance than pure PF.

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FOOD RESEARCH INTERNATIONAL · 2022 · IF 7.425

Protective effect of ovalbumin-flavonoid hydrogel on thrombolytic activity and stability of nattokinase

Yejun Zhong,Lei Yang,Ziyi Zhu,Hongyu Chen,Chengmei Liu,Taotao Dai,Er Sheng Gong

The protective effect of ovalbumin-flavonoids (naringenin, genistein, naringin, puerarin, and daidzein) hydrogels on the thrombolytic activity and stability of nattokinase were investigated. The results suggested that flavonoids promoted the gelation of ovalbumin solution, which was not able to form hydrogel at the same concentration upon heating. The nattokinase/ovalbumin-naringenin hydrogel had the strongest hardness and springiness. All nattokinase/ovalbumin-flavonoids hydrogels were more elastic than viscous. After in vitro digestion, the thrombolytic capacities of all nattokinase/ovalbumin-flavonoids hydrogels were significantly higher than that of free nattokinase. Moreover, nattokinase/ovalbumin-flavonoids hydrogels showed higher thermal and pH stability than free nattokinase. Fluorescence spectroscopy and molecular docking analysis revealed that the main interactions between nattokinase and daidzein, nattokinase and genistein were mainly hydrogen bond, while the main interactions between nattokinase and naringin, nattokinase and puerarin, nattokinase and naringenin were hydrophobic interaction. This research suggested that nattokinase/ovalbumin-flavonoids had great potential for applications in the treatment of thrombus.

✓ 已验证 产品关联 DOI PubMed 高影响因子
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INDUSTRIAL CROPS AND PRODUCTS · 2023 · IF 5.9

Flavonoid components and anti-photoaging activity of flower extracts from six Paeonia cultivars

Mengwen Lv,Yong Yang,Patrick Choisy,Tao Xu,Karl Pays,Ling Zhang,Jin Zhu,Qianyu Wang,Shanshan Li,Liangsheng Wang

Genus Paeonia is an important ornamental and medicinal crop . The flowers of Paeonia are rich in flavonoids , and flavonoids have excellent antioxidant and anti-inflammatory activities, which have the potential to slow down skin aging. In this study, flavonoids from whole flowers of six popular Paeonia cultivars were extracted using three different solvents. The composition and content of peony flowers flavonoids extracted with three solvents were determined by high performance liquid chromatography quadrupole time-of-flight mass spectrometry / mass spectrometry (HPLC-Q-TOF-MS/MS) and HPLC-diode array detection (DAD). A total of 26 flavonoids were isolated and identified, and 60 % ethanol showed the highest extraction efficiency. Not only flavonoids composition but also the content was significantly different in different peony flowers, among which ‘Hei Tian E’ had the most abundant composition (17 flavonoids) and the highest total content of flavonoids (57.75 mg/g DW by using 60 % ethanol). After that, the anti-skin photoaging effects of the 60 % ethanol extracts of the six Paeonia cultivars flowers were evaluated by UVR-Fulkutis and UVA-Fibroblasts photoaging models. Under exposure to UV radiation, some Paeonia flowers’ extracts can prevent the decrease of skin surface thickness and reduce the loss of Collagen IV and VII. In addition, the production and accumulation of ROS, MMP-1 and MMP-3 in fibroblasts were inhibited, indicating the attenuation of skin photoaging by the extracts. Among the six samples tested, ‘Hei Tian E’ whole flower extract (BH-HT) had the best comprehensive effect. Finally, the correlations between components and anti-photoaging efficacy were analyzed. We speculate that the anti-photoaging effect was significantly related to its richness in quercetin 3- O -di-glucoside, quercetin 3- O -glucoside, isorhamnetin 3- O -galloyl arabinoside, cyanidin 3,5-di- O -glucoside, cyanidin 3- O -glucoside, and peonidin 3- O -glucoside. In general, the results show that Paeonia flowers have potential for development of anti-photoaging herbal essence products.

CAS / MDL: 30525-89-4
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Foods · 2021 ·Vol. 10 ·期 11 ·2614 · IF 4.35

Inhibition of Biofilm Formation of Foodborne Staphylococcus aureus by the Citrus Flavonoid Naringenin

Qing-Hui Wen,Rui Wang,Si-Qi Zhao,Bo-Ru Chen,Xin-An Zeng

Taking into consideration the importance of biofilms in food deterioration and the potential risks of antiseptic compounds, antimicrobial agents that naturally occurring are a more acceptable choice for preventing biofilm formation and in attempts to improve antibacterial effects and efficacy. Citrus flavonoids possess a variety of biological activities, including antimicrobial properties. Therefore, the anti-biofilm formation properties of the citrus flavonoid naringenin on theStaphylococcus aureusATCC 6538 (S. aureus) were investigated using subminimum inhibitory concentrations (sub-MICs) of 5~60 mg/L. The results were confirmed using laser and scanning electron microscopy techniques, which revealed that the thick coating ofS. aureusbiofilms became thinner and finally separated into individual colonies when exposed to naringenin. The decreased biofilm formation ofS. aureuscells may be due to a decrease in cell surface hydrophobicity and exopolysaccharide production, which is involved in the adherence or maturation of biofilms. Moreover, transcriptional results show that there was a downregulation in the expression of biofilm-related genes and alternative sigma factorsigBinduced by naringenin. This work provides insight into the anti-biofilm mechanism of naringenin inS. aureusand suggests the possibility of naringenin being used in the industrial food industry for the prevention of biofilm formation.Keywords:naringenin;biofilm formation;cell surface hydrophobicity;confocal laser scanning microscopy;biofilm-related genes

CAS / MDL: 480-41-1 67604-48-2
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SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY · 2024 · IF 4.3

Relationship between antioxidant activity and ESIPT process based on flavonoid derivatives: A comprehensive analysis

Xingzhu Tang,Lingling Wang,Yajie Zhang,Chaofan Sun

Antioxidant activity, as a topic of current interest, is discussed together with the excited state intramolecular proton transfer (ESIPT) process for three flavonoid derivatives, based on density functional theory (DFT)and time-dependent DFT (TD-DFT) methods, as well as DPPH free radical scavenging assay. The potential energy curves and transition states demonstrate that the three molecules can undergo only single proton transfer in the excited state, and all of them are ultrafast ESIPT processes. The absorption spectra of all the molecules show effective protection against UV radiation with low fluorescence intensity, especially Baicalein (Bai), which demonstrates their great potential for sunscreen applications. The density of states, HOMO energy values, global and local indices reveal that the antioxidant activity of the molecules after ESIPT process is enhanced, with Bai having the highest antioxidant activity, which is significantly attributed to the number and position of phenolic hydroxyl groups. Moreover, by comparing the DPPH free radical scavenging activity under the dark and UV radiation conditions, the radical scavenging activity (RSA) value in the UV radiation is remarkably higher than that in the dark condition, in which Bai achieves RSA value of 93.4%. Overall, the antioxidant activity of all three ESIPT-based flavonoid derivatives, especially Bai, is significantly elevated in the keto* form, which reinforces the significant relationship between antioxidant activity and ESIPT process, and provides new application prospects for molecules with ESIPT properties.

CAS / MDL: 520-36-5 480-40-0
研究领域: 化学 · 生物学
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