IUBMB LIFE
·
2019
·Vol. 71
·期 7
·1014-1020
·
IF 3.051
Yanbin Su,Chengyu Sun,Yan Chen,Shichang Liu,Ning Jing,Shuxin Li
The aim of this study was to explore how the toxic trans -crotonaldehyde (TCA) in mitochondria or aldehyde dehydrogenase (ALDH) at different pHs was intercepted by oxyresveratrol (Oxy-Res) contributing to anticancer. Ultraviolet–visible (UV–vis) spectroscopy and Raman spectroscopy were employed. UV–vis spectra showed that the Oxy-Res red shifted the peak of the toxic TCA from 316 nm to 325 nm, while the peaks of the Oxy-Res shifted from 329 nm with 290 nm and 300 nm to 325 nm with 303 nm. In the mitochondria, the Oxy-Res blue shifted the peaks of the toxic TCA from 325 nm with 303 nm to 321 nm with 301 nm. Raman spectra revealed that the Oxy-Res caused shifting of the CHO of the toxic TCA from 1,689 cm −1 to 1,671 cm −1 with band decline. The CC of the toxic TCA at 1641 cm −1 was split into 1,639 cm −1 and 1,642 cm −1 with band decline. The bands of the Oxy-Res at 1634 cm −1 , 1,617 cm −1 , and 1,595 cm −1 disappeared. In the mitochondria, the CC of the toxic TCA at 1641 cm −1 splitting disappeared. In ALDH, with the decrease of pH from 7.8 to 6.5, the CHO of the toxic TCA did not red shift from 1,689 cm −1 to 1,674 cm −1 up to pH 6.5. There was no change in the CC of the toxic TCA at 1640 cm −1 in ALDH at different pHs. The conclusion of the study was that the CHO of the toxic TCA was intercepted by the Oxy-Res under the action of ALDH in the mitochondria, particularly at pH 7.8. © 2019 IUBMB Life, 2019
研究领域:
生物化学
·
医学
·
药理学
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产品关联
DOI
PubMed
高影响因子
LWT-FOOD SCIENCE AND TECHNOLOGY
·
2018
·
IF 3.129
Jianfei He,Fengxian Guo,Luan Lin,Hongbin Chen,Jie Chen,Yongqiang Cheng,Zong-Ping Zheng
The inclusion complexes of oxyresveratrol (Oxy) with β-cyclodextrin (β-CD) and hydroxypropyl-β-cyclodextrin (HP-β-CD) were prepared and characterized by UV–vis spectroscopy, FT-IR spectroscopy, XRD , TG-DTG and SEM . Based on the optimal formulation, 222.23 ± 1.52 μg and 232.65 ± 2.64 μg of Oxy was included in 1.00 mg of the Oxy-β-CD and Oxy-HP-β-CD dried powder with the water solubility up to 14.44 ± 0.83 mg/mL and 47.33 ± 0.78 mg/mL, yielding about 30 and 100-fold increase in Oxy solubility (about 0.47 mg/mL), respectively. The physical stability and dissolution rate study showed that the formation of inclusion complexes significant enhanced the storage stability of Oxy and its dissolution rate. These results indicated that β-CD and HP-β-CD may be suitable delivery systems of Oxy. Furthermore, as illustrated in this study, inclusion complexes exhibited strong antibrowning effects on fresh grape juice in 24 h, showing its great potential application in the food industry.
研究领域:
食品科学
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药物化学
·
分析化学
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DOI
高影响因子
Cosmetics
·
2024
·Vol. 11
·期 2
·58
·
IF 3.4
Krittanon Saesue,Pornnapa Thanomrak,Wipawan Prompan,Warakhim Punan,Nantaka Khorana,Wasinee Juprasert,Tammanoon Rungsang,Pattravee Thong-on,Jukkarin Srivilai
Oxyresveratrol (ORV) is naturally found inArtocapus lakoochaRoxb. (AL), similar to resveratrol. This AL extract has demonstrated considerable importance in dietary supplements and cosmetics for its anti-tyrosinase and antioxidant properties. There is a great demand for ORV in the cosmetic and pharmaceutical industries. Traditionally, harsh solvents have been used to extract ORV from AL. This study aims to address this issue by introducing green technology with a ready-to-use extract for the enrichment of ORV extraction from AL using deep eutectic solvents (DESs). Thirty-three DESs were synthesized and characterized. The extraction efficiency of these DESs was evaluated by ORV content (g ORV/kg dried plant) and compared with the conventional solvents, analyzed by validated HPLC. Notably, two synthesized DESs, namely choline chloride/citric acid/water (2:1:3) (DES10) and choline chloride/xylose (1:1) (DES17), showed higher ORV content than the conventional solvents and were therefore selected for optimization of extraction conditions using Box–Behnken designs, considering three variable levels: time, temperature, and water as co-solvents. Interestingly, the biological activities of ORV-enriched extracts from DES10 and DES17 were evaluated, and the results showed that they were 74-fold and 252-fold more potent than kojic acid in terms of tyrosinase inhibitory activity. DES17 was 17-fold more potent antioxidants than ascorbic acid. The morphology of AL powder before and after extraction with DESs under SEM suggested that DESs have the same mechanism as classical organic solvents. These ORV-enriched extracts can be directly incorporated into cosmetic formulations and production scales without the need to prepare a stock solution and are therefore referred to as ready-to-use extracts. This study successfully pioneered the use of DESs for environmentally friendly and highly efficient ORV extraction from AL to produce ready-to-use extracts and applications for the pharmaceutical and cosmetic industries.
研究领域:
植物化学
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化妆品科学
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绿色化学
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DOI
高影响因子
INTERNATIONAL IMMUNOPHARMACOLOGY
·
2018
·
IF 3.118
Ya-Nan Jia,Hai-Peng Lu,Ya-Lin Peng,Bao-Shun Zhang,Xiao-Bao Gong,Jun Su,You Zhou,Min-Hui Pan,Li Xu
Oxyresveratrol (Oxy) is a natural polyhydroxystilbene abundant in mulberry that has anti-inflammation and anti-oxidant activities. We evaluated the protective effect of Oxy in the context of the lipopolysaccharide and d -galactosamine (LPS/ d -GalN) induced acute liver injury. Oxy restricted the development of histopathological changes, markedly reduced the activity of alanine transaminase (ALT) and aspartate transaminase (AST), which are indicators of impaired liver function. Oxy significantly regulated the contents of oxidative stress related enzymes and products, and inhibited expressions of inflammatory mediators and cytokines. Oxy treatment diminished the Toll-like receptor 4/nuclear factor-kappa B (TLR4/NF-κB) signaling pathway in liver, activated the Kelch-like ECH-associated protein 1(Keap1)-nuclear factor erythroid 2-related factor 2 (Nrf2) pathway, and increased expressions of heme oxygenase 1 (HO-1) and quinine oxidoreductase 1(NQO1). Pretreatment with Oxy decreased LPS/ d -GalN stimulated hepatocyte apoptosis by efficaciously raising the B-cell lymphoma 2 (Bcl-2)/Bcl-2 associated X (Bax) ratio, inhibiting the expression and activation of caspases , and activating the phosphoinoside-3-kinase (PI3K)-Akt pathway. Our results demonstrate the hepatoprotective efficacy of Oxy. The protection is mainly due to the prevention of TLR4/NF-κB pathway activation, induced activation of Keap1-Nrf2 signaling pathway, and decreased hepatocyte apoptosis. Oxy warrants further study as a potential therapeutic agent candidate for the management of acute liver injury.
研究领域:
药理学
·
肝病学
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免疫学
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分子生物学
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产品关联
DOI
PubMed
高影响因子
Foods
·
2022
·Vol. 11
·期 16
·2471
·
IF 5.561
Jianfei He,Huai-Yu Chen,Hongbin Chen,Baobei Wang,Fengxian Guo,Zong-Ping Zheng
Oxyresveratrol (Oxy) has attracted much attention by employing it as an antibrowning agent in fruits and vegetables. In this study, the formation of cyclodextrin (CD) inclusion exhibited a certain protective effect on Oxy oxidative degradation, while hydroxypropyl-β-cyclodextrin (HP–β-CD) inclusion complex showed stronger stabilizing effects than those of β-cyclodextrin (β-CD). The combined use of CD and hydroxypropyl methylcellulose (HPMC) greatly improved the stability of Oxy–CD inclusion complexes, with approximately 70% of thetrans-Oxy retained after 30 days of storage under light conditions at 25 °C. The results of the interaction between CD and Oxy determined by phase solubility studies and fluorescence spectroscopic analysis showed that the binding strength of CD and Oxy increased in the presence of HPMC. Moreover, Oxy combined with ascorbic acid and HPMC showed an excellent antibrowning effect on fresh-cut apple slices during the 48 h test period, indicating that adding HPMC as the third component will not influence the antibrowning activity of Oxy.Keywords:oxyresveratrol (Oxy);cyclodextrin (CD) inclusion complex;hydroxypropyl methylcellulose (HPMC);storage stability;interaction;antibrowning activity
研究领域:
食品科学
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药学化学
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材料科学
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产品关联
DOI
PubMed
高影响因子
MOLECULES
·
2017
·Vol. 22
·期 11
·1801
·
IF 2.861
Jianfei He,Zong-Ping Zheng,Qin Zhu,Fengxian Guo,Jie Chen
In this study, the encapsulation mechanism of oxyresveratrol and β-cyclodextrin (β-CD) and hydroxypropyl-β-cyclodextrin (HP-β-CD) was studied. As this research shows, oxyresveratrol and two cyclodextrins (CDs) were able to form inclusion complexes in a 1:1 stoichiometry. However, the interaction with HP-β-CD was more efficient, showing up as higher encapsulation constant (KF) (35,864.72 ± 3415.89 M−1). TheKFvalues exhibited a strong dependence on temperature and pH, which decreased as they increased. From the thermodynamic parameters (ΔH0, ΔS0, and ΔG0) of the oxyresveratrol loaded β-CD (oxyresveratrol-β-CD) and HP-β-CD (oxyresveratrol-HP-β-CD), it could be seen that the complexation process was spontaneous and exothermic, and the main driving forces between oxyrsveratrol and CDs were hydrogen bonding and van der waals force. Besides, molecular docking combined with1H-NMR were used to explain the most possible mode of interactions between oxyresveratrol and CDs.Keywords:oxyresveratrol;encapsulation constant;pH;temperature;thermodynamic parameters;molecular docking
研究领域:
药剂学
·
生物化学
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产品关联
DOI
PubMed
高影响因子
JOURNAL OF MOLECULAR STRUCTURE
·
2023
·
IF 3.8
Lixia Yuan,Min Liu,Yongfang Ren,Yihao Zhu
Piceatannol (PIC), oxyresveratrol (OXY), and soy protein isolate (SPI) are essential dietary molecules. This study evaluated the interaction between PIC/OXY and SPI using multiple spectroscopic techniques and molecular docking simulations. The static quenching mechanism was confirmed by steady-state fluorescence, Förster resonance energy transfer (FRET), and time-resolved fluorescence (TRF) spectroscopy. The binding affinity of PIC to SPI was stronger than that of OXY, and the interactions were spontaneous and exothermic. The subtle change in the secondary structure of SPI after the addition of PIC or OXY can be ascertained by analyzing the surface hydrophobicity, sulfhydryl group content, particle size, zeta potential, and α-helical content. The emulsifying and foaming properties of SPI were enhanced after complexing with PIC/OXY. The thermodynamic parameters and molecular docking results demonstrated that PIC and OXY bound to SPI at the same sites, and that van der Waals forces (vdW forces) and hydrogen bonding (H-bonding) were the main interaction forces. In addition, the results also showed that the encapsulation of SPI can enhance the antioxidant activity of PIC and OXY. The in vitro gastrointestinal digestion of PIC and OXY in the absence or presence of SPI was evaluated. This study can be used as a reference for further research on the digestion and absorption of SPI−PIC/OXY complexes and as a guide for healthy diets.
研究领域:
食品科学
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营养学
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生物化学
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分子生物学
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DOI
高影响因子
FOOD CHEMISTRY
·
2023
·
IF 8.8
Ben Niu,Yingchang Fei,Ruiling Liu,Hangjun Chen,Xiangjun Fang,Weijie Wu,Honglei Mu,Haiyan Gao
The effect of oxyresveratrol on postharvest quality and membrane lipid metabolism of shiitake mushroom was investigated. The result exhibited that oxyresveratrol retarded browning, maintained firmness and alleviated occurrence of decay of shiitake mushroom. The oxidation and hydrolysis of membrane phospholipids were suppressed by oxyresveratrol treatment, which was associated with reduced LOX and PLD activities and increased SOD and CAT activities. The membrane lipidomics of shiitake mushroom was determined by LC-MS. 385 lipid species and 13 fatty acids in membrane lipids were identified by multiple reaction monitoring method. Compared with control group, the phospholipic acid and lysophospholipid reduced by 29.24% and 21.29% in oxyresveratrol-treated group, respectively, which alleviated hydrolysis of phospholipid. Meanwhile, oxyresveratrol maintained the unsaturation of fatty acids and alleviated oxidation of phospholipid. These results demonstrated that oxyresveratrol could play a dual role of inhibiting the oxidation and hydrolysis of phospholipids to mitigate cellular damage of shiitake mushroom.
研究领域:
食品科学
·
采后生理学
·
脂质组学
·
植物生物化学
✓ 已验证
DOI
PubMed
高影响因子
Food Bioscience
·
2026
·
IF 6.2
Yuelin Li,Baoying Yang,Shanshan Zhang,Mindan Wu,Song Gao,Rui Wang,Mingfu Wang
Mulberry branches, agricultural by-products generated during annual pruning, are rich in stilbenoids, which possess various promising bioactivities. In this study, a green strategy integrating enzymatic hydrolysis and food-grade deep eutectic solvents (DES) extraction was developed for the efficient extraction of oxyresveratrol (ORV) from mulberry branches. A multi-enzyme system combining cellulase, pectinase, and β-glucosidase enhanced ORV recovery, increasing the ORV yield by 49% under ethanol extraction, while scanning electron microscopy (SEM) revealed substantial disruption of the mulberry branch microstructure after enzymatic treatment. A DES (DES-9) composed of L-proline and malic acid (1:2 mol/mol) was optimized as the final solvent. Using a Box-Behnken design, the optimized DES extraction conditions were an extraction time of 30 min, a solid/liquid ratio of 1:21 (g/mL) and a water content of 19%, resulting in an ORV yield of 0.88 mg/g dry weight (DW). FTIR analysis suggested hydrogen-bonding interactions between DES-9 and ORV. In addition to serving as a green extraction medium, the food-grade DES enabled the utilization of this extract in food systems without extensive solvent removal. DES-extracted ORV (DES-ORV) was found to delay color deterioration in both apple juice and fresh-cut apple slices, while its combination with ascorbic acid (VC) exhibited enhanced antibrowning effects. These findings establish an integrated route from enzymatic biotransformation and green extraction to potential food application, providing a promising strategy for the value-added utilization of mulberry branches.
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DOI
高影响因子
COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS
·
2026
·
IF 5.4
Xiaomin Luo,Weihua Shen,Yonghang Liang,Shanshan Wang,Zhiyun Du
Oxyresveratrol (OXY), a plant-derived polyphenol, exhibits promising bioactivities but encounters practical constraints owing to its poor water solubility and instability. To address these challenges, OXY-loaded nanocomplexes were fabricated via the antisolvent precipitation method using zein, sodium caseinate (SC), and sodium alginate (SA) as a delivery matrix. The optimized OXY-zein/SC/SA complexes possessed a median size centered at 220 nm, a surface potential of −32 mV, an encapsulation efficiency of 83.86 %, and a loading capacity of 9.45 %. Morphological observation (using Scanning Electron Microscopy and Transmission Electron Microscopy) confirmed the formation of a spherical core-shell structure. Evidence for the strategic construction of the complex framework was provided by a convergence of Fourier Transform-Infrared spectroscopy, X-ray Diffraction, and Nuclear Magnetic Resonance spectroscopy data. Thermogravimetric and Derivative Thermogravimetry profiles showed higher decomposition temperatures, confirming enhanced stability from the structural design. Molecular dynamics simulations revealed that stable binding between OXY-zein and SC was primarily driven by hydrogen bonding and surface complementarity, while SA modulated the microenvironment through structural rearrangement and steric shielding. Kinetic modeling indicated that the incorporation of SC and SA shifted the release behavior from Fickian diffusion to a complex mechanism governed by matrix erosion and structural relaxation. The stable nanocomplexes outperformed native OXY in radical scavenging capacity while also maintaining excellent biocompatibility with Caco-2 cells and high tolerance to fluctuations in salinity and pH. These findings elucidate the formation mechanisms of the OXY-zein/SC/SA system, establishing a theoretical framework for the delivery of hydrophobic polyphenols in functional foods and nutraceuticals.
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产品关联
DOI
高影响因子
Food & Function
·
2019
·Vol. 10
·期 12
·8182-8194
·
IF 3.241
Min Liu,Tingting Liu,Yabo Shi,Yanna Zhao,Hui Yan,Bin Sun,Qingpeng Wang,Zhengping Wang,Jun Han
Natural polyphenols showing a variety of beneficial effects will interact with multiple proteases after administration. The interactions of oxyresveratrol and piceatannol with trypsin and lysozyme were investigated using fluorescence spectroscopy, UV-vis absorption spectroscopy, circular dichroism spectroscopy, differential scanning calorimetry and molecular docking. Fluorescence quenching results and UV-vis absorption difference spectra revealed that the quenching process was a static mode initiated by ground-state complex formation. The different binding ability of oxyresveratrol and piceatannol with trypsin and lysozyme was discussed based on their different molecular structures. Moreover, the major driving force for the binding process was elucidated as hydrogen bonding and van der Waals forces by the negative enthalpy and entropy changes. Synchronous fluorescence, three-dimensional fluorescence and circular dichroism spectral analysis suggested that the binding of oxyresveratrol and piceatannol to trypsin and lysozyme induced some microenvironmental and conformational changes of the two enzymes. The thermal stability of the enzymes in the presence of polyphenols was studied based on the change in melting temperature by differential scanning calorimetry. The above experimental results were validated by the protein–ligand docking studies which showed the location of the two ligands in the enzymes and the surrounding amino acid residues. Furthermore, enzyme activity assays indicated that the enzymatic activity of trypsin and lysozyme was inhibited by oxyresveratrol and piceatannol. The effect of trypsin and lysozyme on the antioxidant activity and stability of oxyresveratrol and piceatannol was also investigated. In conclusion, the comparative study on the interaction of oxyresveratrol and piceatannol with trypsin and lysozyme showed that the positions of hydroxyl groups of the polyphenols had an important influence on their interaction with enzymes and their antioxidant activity and stability as well as the enzyme activities. The obtained results are expected to provide a theoretical basis for the application of polyphenols in functional foods and pharmaceuticals.
研究领域:
生物化学
·
药理学
·
食品科学
✓ 已验证
DOI
PubMed
高影响因子
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
·
2019
·
IF 3.571
Ya-Nan Jia,Ya-Lin Peng,Yi-Ping Zhao,Xi-Fei Cheng,You Zhou,Chun-Li Chai,Ling-Shu Zeng,Min-Hui Pan,Li Xu
The purpose of this study was to compare the hepatoprotective effects of Oxy (oxyresveratrol), Res (resveratrol), and MulA (mulberroside A) (80 mg/kg body weight/d, i.g.) on acute liver injury (ALI) induced by lipopolysaccharide (LPS)/d-galactosamine (d-GalN) in mice. After 7 h of LPS (50 μg/kg body weight, i.p.) and d-GalN (500 mg/kg body weight, i.p.) exposure, the activities of serum transaminases and antioxidant enzymes were determined. The expressions of the Kelch-like ECH-associated protein 1 (Keap1)-nuclear factor erythroid 2-related factor 2 (Nrf2) signal pathway, the nuclear factor-kappa B (NF-κB) signal pathway, and the mitogen-activated protein kinase (MAPK) signal pathway related proteins were evaluated by Western blot assays. Histopathological analysis was performed by hematoxylin-eosin (H&E) staining on the separated livers of mice. The results showed that treatment with Oxy, Res, and MulA could significantly decreases the levels of alanine transaminase (ALT) and aspartate transaminase (AST) (P < 0.01). MulA was the most effective ingredient among the three, and the ALT and AST levels were reduced at 90.3 ± 1.3% and 93.9 ± 1.1% compared with the LPS/D-GalN treated group (P < 0.01). Meanwhile, the stilbenes curbed the expression of inflammatory factors, NF-κB pathway activation, and MAPKs phosphorylation and upregulated antioxidant enzymes, Nrf2, NAD (P) H:quinone oxidoreductase (NQO1), and heme oxygenase-1 (HO-1) expression levels. Stilbenes might protect the ALI caused by LPS/d-GalN through inhibiting the negative effectiveness of oxidation stress and inflammation. The protective performance of MulA was better than those of Oxy and Res, and we hypothesize that it might be due to the mediation of the specific metabolic pathway of the MulA in vivo. All of these results implied that stilbenes in mulberry twigs might be promising as natural additives.
研究领域:
药理学
·
肝病学
·
分子生物学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
危险品化学品经营许可证（带存储）