LWT-FOOD SCIENCE AND TECHNOLOGY
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2021
·
IF 4.952
Haihua Jiang,Xing Hu,Junhui Pan,Deming Gong,Guowen Zhang
This research aimed to investigate the changes in the structure and functional properties of glutenin (Glu) induced by hesperetin (Ht) or hesperidin (Hd). Both Ht and Hd quenched the fluorescence of Glu through a static process and formed a Ht/Hd–Glu complex in one binding site. The binding constants between Glu and Ht and Hd were 4.20 × 10 4 L mol −1 and 3.59 × 10 4 L mol −1 at 25 °C, respectively. The computer simulations showed their bindings were dominated by hydrogen bonds and hydrophobic forces, and also provided the changes in particle motion and macroscopic properties of Glu induced by Ht/Hd. The presence of Ht/Hd promoted the exchange of sulfhydryl and disulfide bonds, resulting in the structural changes of Glu and the free sulfhydryl groups more exposed. Meanwhile, the increase in β-sheet content of Glu might cause the contraction of the carbon chain, thereby increasing the surface hydrophobicity. Due to the increase in rigid clusters and the decrease in flexibility, thermal stability of Glu was enhanced. Moreover, the emulsifying activity of Glu was significantly improved. This research lays the foundation for the application of Ht/Hd and Glu in healthy food or the optimization of Glu-based products.
研究领域:
食品科学
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生物化学
✓ 已验证
产品关联
DOI
高影响因子
Foods
·
2023
·Vol. 12
·期 4
·905
·
IF 5.2
Xinyue Hong,Xiaoqiao Luo,Langhong Wang,Deming Gong,Guowen Zhang
The inhibitory activity of hesperetin on polyphenol oxidase (PPO) and their interaction characteristics were investigated using multiple spectroscopic methods and computational simulation. Hesperetin, a mixed inhibitor, reversibly inhibited PPO activity, and its half-maximum inhibitory concentration (IC50) values on monophenolase and diphenolase were 80.8 ± 1.4 μM and 776.0 ± 15.5 μM, respectively. Multivariate curve resolution–alternate least squares (MCR–ALS) analysis suggested PPO interacted with hesperetin and formed PPO–hesperetin complex. Hesperetin statically quenched PPO’s endogenous fluorescence, and hydrophobic interactions mainly drove their binding. Hesperetin affected the polarity of the microenvironment around the Trp residues in PPO, but had no effect on that around Tyr residues. Circular dichroism (CD) results showed that hesperetin increased α-helix content and decreased β-fold and random coil contents, thus tightening PPO’s structure. Molecular docking showed that hesperetin entered the hydrophobic cavity of PPO, bound near the dinuclear copper active center, interacted with Val283, Phe264, His85, Asn260, Val248, and His263 via hydrophobic interactions, formed hydrogen bonds with Met280, His89, and His259 residues and also interacted with Phe292, His61, Phe90, Glu256, His244, Asn260, Phe264, and Gly281 via van der Waals forces. The molecular dynamics simulation results also demonstrated that the addition of hesperetin reduced the stability and hydrophobicity of PPO and increased PPO’s structural denseness. Thus, the inhibition of hesperetin on PPO may be because hesperetin bound near the active center of PPO, interacted with the surrounding residues, occupied the binding site for substrate, and induced the changes in PPO’s secondary structure, thus inhibiting the catalytic activity of PPO. This study may provide novel views for the inhibition of hesperetin on PPO and theoretical guidance for developing flavonoids as new and efficient PPO inhibitors.Keywords:hesperetin;polyphenol oxidase;inhibition mechanism;conformational change;computational simulation
研究领域:
生物化学
·
分子生物学
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食品科学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
Pharmaceutics
·
2022
·Vol. 14
·期 1
·94
·
IF 6.525
Yanjie Liu,Fan Yang,Xiuhua Zhao,Siying Wang,Qilei Yang,Xiaoxue Zhang
Hesperetin (HES) is a key biological active ingredient in citrus peels, and is one of the natural flavonoids that attract the attention of researchers due to its numerous therapeutic bioactivities that have been identified in vitro. As a bioenhancer, piperine (PIP) can effectively improve the absorption of insoluble drugs in vivo. In the present study, a cocrystal of HES and PIP was successfully obtained through solution crystallization. The single-crystal structure was illustrated and comprehensive characterization of the cocrystal was conducted. The cocrystal was formed by two drug molecules at a molar ratio of 1:1, which contained O–H–O hydrogen bonds between the carbonyl and ether oxygen of PIP and the phenolic hydroxyl group of HES. In addition, a solubility experiment was performed on powder cocrystal in simulated gastrointestinal fluid, and the result revealed that the cocrystal improves the dissolution behavior of HES compared with that of the pure substance. Furthermore, HES’s bioavailability in the cocrystal was six times higher than that of pristine drugs. These results may provide an efficient oral formulation for HES.Keywords:hesperetin;piperine;cocrystal;solubility;bioavailability
研究领域:
药学
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药理学
·
化学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
JOURNAL OF MATERIALS SCIENCE-MATERIALS IN ELECTRONICS
·
2022
·Vol. 33
·期 14
·11446-11454
·
IF 2.779
Lu Youluan,Mu Xinwei,Liu Yaopeng,Shi Zhen,Zheng Yin,Huang Wensheng,Lou Fangming
Through simple bioconcentration, salt molecules of NaCl and KCl were introduced into lotus root, then a class of porous carbon materials (CPLR) with 3D pore structure based on the as-prepared lotus root was prepared by direct pyrolysis under different temperature. The CPLR was characterised by scanning electron microscopy, transmission electron microscopy, X-ray diffraction, X-ray photoelectron spectroscopy, and Raman spectra (Raman). In addition, the electrochemical performance of the CPLR-based sensors was examined by electrochemical impedance spectroscopy and cyclic voltammetry. Under the first-rank experimental conditions, the response current increased linearly with the concentration of hesperetin in the range from 0.05 to 100.0 μmol/L, and the minimum detectability was calculated to be 0.011 μmol/L ( S / N = 3). The sensor in Chinese herbal medicine buddleja officinalis maxim and healthy human urine samples performed well.
研究领域:
材料科学
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分析化学
·
生物医学
✓ 已验证
产品关联
DOI
高影响因子
AAPS PHARMSCITECH
·
2016
·Vol. 18
·期 3
·586-594
·
IF 1.954
Wang Yuanwen,Wang Shicheng,Firempong Caleb Kesse,Zhang Huiyun,Wang Miaomiao,Zhang Ya,Zhu Yuan,Yu Jiangnan,Xu Ximing
This study was aimed at preparing orally administered naringenin-loaded liposome for pharmacokinetic and tissue distribution studies in animal models. The liposomal system, consisting of phospholipid, cholesterol, sodium cholate, and isopropyl myristate, was prepared using the thin-film hydration method. Physicochemical characterization of naringenin-loaded liposome such as particle size, zeta potential, and encapsulation efficiency produced 70.53 ± 1.71 nm, −37.4 ± 7.3 mV, and 72.2 ± 0.8%, respectively. The in vitro release profile of naringenin from the formulation in three different media (HCl solution, pH 1.2; acetate buffer solution, pH 4.5; phosphate buffer solution, pH 6.8) was significantly higher than the free drug. The in vivo studies also revealed an increase in AUC of the naringenin-loaded liposome from 16648.48 to 223754.0 ng·mL −1 h as compared with the free naringenin. Thus, approximately 13.44-fold increase in relative bioavailability was observed in mice after oral administration. The tissue distribution further showed that the formulation was very predominant in the liver. These findings therefore indicated that the liposomal formulation significantly improved the solubility and oral bioavailability of naringenin, thus leading to wider clinical applications.
研究领域:
药剂学
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药物代谢动力学
·
纳米医学
✓ 已验证
DOI
高影响因子
CRYSTENGCOMM
·
2018
·Vol. 20
·期 22
·3025-3033
·
IF 3.304
Chun Luo,Wendong Liang,Xin Chen,Jianming Wang,Zongwu Deng,Hailu Zhang
Naringenin (NAR), a natural flavanone compound, has received increasing attention in recent years due to its diverse pharmacological activities. However, this bioflavonoid shows poor solubility and therefore is difficult to absorb on oral ingestion. To improve the solubility of NAR, co-crystallization trials were performed, and four NAR cocrystals were obtained for the first time. All products were comprehensively characterized by a range of analytical methods, including single crystal and powder X-ray diffraction (XRD), liquid and solid state nuclear magnetic resonance (NMR), Fourier transform infrared spectroscopy (FTIR), and differential scanning calorimetry (DSC). The dissolution studies revealed that all the four cocrystals, namely, NAR–isonicotinamide (NAR–INM), NAR–picolinic acid (NAR–PCA), and two modifications of NAR–betaine (NAR–BTN), exhibit improved apparent solubilities and intrinsic dissolution rates (IDRs) relative to the parent NAR. Two NAR–BTN forms are monotropically related. Additionally, BTN was used for the first time to form cocrystals with flavonoid compounds, which may provide crystallographic inspiration for the cocrystal design and screening of these kinds of bioactive molecules.
研究领域:
药学
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化学
✓ 已验证
产品关联
DOI
高影响因子
PHARMACEUTICAL CHEMISTRY JOURNAL
·
2024
·Vol. 58
·期 5
·765-774
·
IF 0.8
Qiu Shouliang,Deng Xuezhen,Qian Kun,Yang Jie,Ma Yuexing
Drug-drug cocrystals can improve the physical and pharmaceutical properties of drugs and have been widely studied by many researchers. A new pharmaceutical cocrystal [C 16 H 18 FN 3 O 3 ][C 16 H 14 O 6 ] · 2(C 2 H 5 OH) (HSP-NOR) was synthesized by hesperetin (HSP) and norfloxacin (NOR) with the aim of improving the antibacterial activity and physicochemical properties. The single crystal structure shows that the asymmetric unit comprises both hesperetin and norfloxacin, as well as two ethanol molecules, in which norfloxacin exists as a zwitterion. The cocrystal formation improves the solubilities of hesperetin and norfloxacin in pure water. Preliminary antibacterial experiments showed that the antibacterial activities of the cocrystal on Streptococcus pneumoniae , Escherichia coli , Shigella dysenteriae , and Pseudomonas aeruginosa were stronger than those of norfloxacin. The in vivo study of acute toxicity showed that the minimum lethal dose of the cocrystal to mice was >3000 mg kg -1 BW, and there were no signs of toxicity after oral administration at this dosage.
研究领域:
药学
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生物化学
✓ 已验证
产品关联
DOI
高影响因子
JOURNAL OF MICROBIOLOGY AND BIOTECHNOLOGY
·
2025
·
IF 3.1
Jiahui Sun,Luyao Shi,Fan Xu,Hanyan Sun,Yitong Liu,Jiangyun Sun,Qingxin Zhou
Colorectal cancer (CRC) is a worldwide health issue. It causes illness and death in millions of people each year. A positive correlation has been observed between the intake of dietary fat and the development of CRC. The composition of gut microbiota exhibits a significant correlation with pathophysiologic processes in intestine. Clinical treatment remains inadequate due to the complex pathogenic mechanisms of CRC triggered by a high-fat diet (HFD). Naringenin, a flavonoid from grapefruit, has anti-cancer activity. Our findings suggest that naringenin enhances gut microbiota diversity by increasing the abundance of beneficial bacterial species while reducing opportunistic pathogenic bacteria. The fecal microbiota transplantation assay (FMT) demonstrated that the anti-HFD-CRC activity of naringenin depended on the gut microbiota. Furthermore, naringenin antagonized the IL-6/STAT3 pathway. These results suggest that naringenin may be a potential treatment for HFD-CRC.
研究领域:
肿瘤学
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营养学
·
微生物学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
LWT-FOOD SCIENCE AND TECHNOLOGY
·
2024
·
IF 6
Qingyun Lyu,Jiahui Wang,Ting Li,Lijie Zhu,Lei Chen,Xi Chen,Wenping Ding
Polyphenols have various functions to improve the nutritional value, stability and organoleptic properties of foods. The purpose of this study is to explore the effects of adding naringenin on physicochemical properties of potato starch. Nuclear magnetic resonance spectroscopy and X-ray photoelectron spectroscopy showed successful combination of naringenin and potato starch. Through thermogravimetric and DSC analysis, it was found that the thermal stability of potato starch was enhanced due to the reordering of molecules after gelatinization in the temperature range of 25–160 °C, while the thermal stability of the gelatinized potato starch decreased at around 300 °C. The experimental results showed that the pasteurisation process and the amount of naringenin added led to different changes in the swelling power and solubility of the samples. The elasticity, reversibility, hardness, chewability and gelling properties of the gel samples were lower than those of potato starch. The potato starch-naringenin composite granules were found to have a higher content of resistant starch (c = 8%–20%) by digestive characterisation. There was a significant impact of naringenin on the properties of potato starch, showing potential application prospects in food industry. This study provides a basis for the application of naringenin in potato starch-based food formula.
研究领域:
食品科学
·
营养学
✓ 已验证
产品关联
DOI
高影响因子
MOLECULES
·
2020
·Vol. 25
·期 19
·4557
·
IF 3.267
Qian Wang,Chunmeng Gu,Yafen Fu,Liangliang Liu,Yixi Xie
Luteolin is a kind of natural flavonoid with many bioactivities purified from a variety of natural herbs, fruits and vegetables. Electrochemical sensing has become an outstanding technology for the detection of luteolin in low concentration due to its fast response, easy operation and low cost. In this study, electroreduced graphene oxide (ErGO) and UiO-66 were successively modified onto a glassy carbon electrode (UiO-66/ErGO/GCE) and applied to the detection of luteolin. A combination of UiO-66 and ErGO showed the highest promotion in the oxidation peak current for luteolin compared with those of a single component. The factors affecting the electrochemical behavior of UiO-66/ErGO/GCE were evaluated and optimized including pH, accumulation potential, accumulation time and scan rate. Under optimum conditions, UiO-66/ErGO/GCE showed satisfactory linearity (from 0.001 μM to 20 μM), reproducibility and storage stability. The detection limit of UiO-66/ErGO/GCE reached 0.75 nM of luteolin and was suitable for testing real samples. Stable detection could be provided at least eight times by one modified electrode, which guaranteed the practicability of the proposed sensor. The fabricated UiO-66/ErGO/GCE showed a rapid electrochemical response and low consumption of materials in the detection of luteolin. It also showed satisfactory accuracy for real samples with good recovery. In conclusion, the modification using MOFs and graphene materials made the electrode advanced property in electrochemical sensing of natural active compounds.Keywords:electrochemical;glass carbon electrode;luteolin;reduced graphene oxide;UiO-66
研究领域:
分析化学
·
材料科学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
TALANTA
·
2015
·
IF 3.545
Junjun Wu,Lu Wang,Qinqin Wang,Lina Zou,Baoxian Ye
A highly sensitive voltammetric sensor, based on reduced graphene oxide on SWCNTs modified glassy carbon electrode (GCE), was constructed and used for sensitive detection of hesperetin . The electrochemical behavior of hesperetin at this sensor was investigated systematically and a novel voltammetric method for determination of hesperetin was proposed. The redox characters of hesperetin was discussed in detail and a reasonable reaction mechanism was proposed also. As the analytical method, the response currents were linear relationship with the hesperetin concentrations in the range of 5.0×10 −8 to 3.0×10 −6 mol L− 1 , with a detection limit of 2.0×10 −8 mol L −1 ( S / N =3). The method was also applied successfully to detect hesperetin in biological samples and Chinese herbal medicine Flos buddlejae with satisfactory results.
研究领域:
分析化学
·
药学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
Nutrients
·
2022
·Vol. 14
·期 11
·2332
·
IF 6.706
Meng-Ling Zhang,Qian Yang,Yan-Di Zhu,Ya-Di Zhang,Rui Zhang,Jian Liu,Xiao-Yan Zhao,Qin-Yu Dang,Dong-Xu Huang,Ming-Yuan Zhang,Yu-Chen Wei,Zhuo Hu,Xia-Xia Cai,Li-Fang Gao,Yang Shan,Huan-Ling Yu
In this study, we aimed to evaluate the effect of Nobiletin (NOB) on the placenta of Sprague–Dawley (SD) rats that had undergone reduced uterine perfusion pressure (RUPP) surgery and to evaluate the safety of NOB intervention during pregnancy. The results showed that NOB alleviated placental hypoxia, attenuated placental cell apoptosis, and inhibited placental damage in RUPP rats. No side effect of NOB intervention during pregnancy was observed. BeWo cell lines with P53 knockdown were then constructed using lentiviral transfection, and the P53 signaling pathway was found to be essential for NOB to reduce hypoxia-induced apoptosis of the BeWo cell lines. In summary, NOB attenuated hypoxia-induced placental damage by regulating the P53 signaling pathway, and those findings may contribute some insights into the role of NOB in placental development and the prevention of placental-related diseases.Keywords:Nobiletin;placenta;hypoxia;RUPP;P53 signaling pathway
研究领域:
药理学
·
妇产科学
·
分子生物学
✓ 已验证
DOI
PubMed
高影响因子
危险品化学品经营许可证（带存储）