DYES AND PIGMENTS
·
2019
·
IF 4.018
Xiaojun He,Wei Xiong,LileiZhang,Chuchu Xu,Jinyi Fan,Yuna Qian,Jinsheng Wen,Feng Ding,Jianliang Shen
Gallium , aluminum , and indium belong to Group IIIA of the periodic table with similar chemical properties, which were a double-edged sword for living organisms. Therefore, it's particularly important to detect the content of Group IIIA in organisms. Obviously, the fluorescent probe method has become a mainstream method for detecting metal ions with advantages of convenience and high efficiency. Unfortunately, fluorescent probes that can simultaneously detect these three metal ions are rarely reported. 3-hydroxyflavone ( 3-HF ) is a highly focused molecule with chemical and photochemical properties and have great potential for bioimaging applications as sensors with excited-state intramolecular proton transfer (ESIPT). Here, 3-HF as ratiometric fluorescence probes have been developed for responding to Group IIIA ions including Ga(III), Al(III) and In(III) ions with ESIPT-based mechanism. 3-HF displayed highly specific sensing for Group IIIA ions over other cations with a green fluorescence transformation into blue fluorescence by the formation of 2:1 complexes. However, rapid response toward Group IIIA ions was developed using ratiometric fluorescence with wide pH range and good reversibility , and the response mechanism of 3-HF toward Group IIIA ions was annotated by density functional theory (DFT). Furthermore, the biological applicability of 3-HF has shown that 3-HF were able to detect and image Group IIIA ions in cells. Additionally, using a zebrafish model, we exhibited the capability of this 3-HF probe for detecting and imaging Group IIIA ions in zebrafish. This work achieves the detection and imaging of Group IIIA simultaneously by 3-HF probe in living cells and zebrafish and provides another example for “ESIPT OFF”.
研究领域:
分析化学
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生物医学
·
材料科学
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DOI
高影响因子
INORGANIC CHEMISTRY COMMUNICATIONS
·
2021
·
IF 2.495
Qian-Qian Huang
A novel tetranuclear nickel(II)-flavonolate complex [Ni II 4 (fla) 4 (CH 3 O) 4 (H 2 O) 4 ] (flaH: 3-Hydroxyflavone, flavonol) was synthesized. Its crystal structure and spectroscopic features have been investigated in details by physicochemical methods and single crystal X-ray diffraction. Different from other mononuclear metal-flavonolate complexes, this complex demonstrates a cluster molecular structure which has four Ni II centers, and each Ni II centre is coordinated by a bidentate flavonolate, three methanol and a water molecule. The crystal of this complex is tetragonal crystal system: space group I 41/a, a = 24.4361(14), b = 24.4361(14), c = 12.7972 (14), α = β = γ = 90 ° , V = 7641.5 (12), Z = 4. The complex can react with O 2 , in other words, it has enzymatic reactivity just like enzyme-substrate model of quercetin 2,3-dioxygenase, and the reaction products are similar with the other reported enzyme-substrate models.
研究领域:
化学
·
材料科学
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生物化学
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产品关联
DOI
高影响因子
FOOD CHEMISTRY
·
2016
·
IF 4.052
Shuzhen Yang,Jie Zhou,Dongmei Li,Chunyu Shang,Litao Peng,Siyi Pan
To evaluate the structure-activity relationship of 5,7-dihydroxyflavonoids against P. italicum , we tested the antifungal activity of 23 selected 5,7-dihydroxyflavonoids against spore germination of P. italicum , and the effects of hydroxyl group, hydrogenation, methylation and glycosylation on the antifungal activity are explored. C-4′-OH and C-3-OH are active groups for the 5,7-dihydroxyflavonoids against P. italicum. We find that hydrogenation of the C2/C3 bond decreases the antifungal activity of 5,7-dihydroxyflavonoids. Antifungal activity of 5,7-dihydroxyflavonoids against P. italicum was affected by the conjugation site of glycosylation and the class of sugar moiety. The correlation between antifungal activity and the inhibition of respiration of 5,7-dihydroxyflavonoids was further evaluated. We find no significant relationship among the IC50 of 5,7-dihydroxyflavonoids on spore germination and on respiration. Some 5,7-dihydroxyflavonoids even enhance the respiration of P. italicum . This indicate respiration is not the only target for 5,7-dihydroxyflavonoids against P. italicum .
研究领域:
植物化学
·
微生物学
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产品关联
DOI
PubMed
高影响因子
Frontiers in Nutrition
·
2022
·
IF 6.59
Chen Yufeng,Gao Xiaojing,Liu Shucheng,Cai Qiuxing,Wu Lijun,Sun Yi,Xia Guobin,Wang Yueqi
In this work, the lactoferrin (LF) was glycosylated by dextran (molecular weight 10, 40, and 70 kDa, LF 10K, LF 40K, and LF 70K) via Maillard reaction as a stabilizer to establish zein/glycosylated LF nanoparticles and encapsulate 7,8-dihydroxyflavone (7,8-DHF). Three zein/glycosylated LF nanoparticles (79.27–87.24 nm) with low turbidity (<0.220) and polydispersity index (PDI) (<0.230) were successfully established by hydrophobic interactions and hydrogen bonding. Compared with zein/LF nanoparticles, zein/glycosylated LF nanoparticles further increased stability to ionic strength (0–500 mM NaCl) at low pH conditions. Zein/glycosylated LF nanoparticles had nanoscale spherical shape and glycosylated LF changed surface morphology of zein nanoparticles. Besides, encapsulated 7,8-DHF exhibited an amorphous state inside zein/glycosylated LF nanoparticles. Most importantly, zein/glycosylated LF nanoparticles had good water redispersibility, high encapsulation efficiency (above 98.50%), favorable storage stability, and bioaccessibility for 7,8-DHF, particularly LF 40K. Collectively, the above research provides a theoretical reference for the application of zein-based delivery systems.
研究领域:
食品科学
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生物化学
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药物递送系统
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产品关联
DOI
PubMed
高影响因子
Chemistry of Heterocyclic Compounds
·
2018
·Vol. 54
·期 2
·125-129
·
IF 1.201
Gao Huiqin,Wu Xiangwen
A 3-hydroxyflavone derivative as fluorescence chemosensor for copper and zinc ions has been synthesized. Its recognition properties for copper and zinc ions in aqueous solution were investigated based on UV-vis absorption and fluorescence spectra change. The compound exhibits color change from colorless to yellow and quenching of green fluorescence in the presence of copper ions in aqueous solution due to coordination reaction. In turn, the addition of zinc ions induces the color change from colorless to green and fluorescence enhancement of the compound. The complex ratios between the sensor molecule and copper(zinc) ions are 1:1 and 1:2, respectively, based on the Job's plots and in situ mass spectra. Thus, this compound can selectively recognize copper and zinc ions, and the recognition also can be observed by naked eye.
研究领域:
分析化学
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材料科学
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无机化学
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产品关联
DOI
高影响因子
Soft Matter
·
2018
·Vol. 14
·期 21
·4231-4237
·
IF 3.709
Dahua Li,Yuzhi Xing,Lan Ding,Chengfeng Wu,Guangliang Hou,Bo Song
3-Hydroxyflavone derivatives have great potential as fluorescent probes for bio-labeling in aqueous medium. They were extensively studied in various organic solvents for the “excited state intramolecular proton transfer” process, but seldom addressed in aqueous solution due to the poor water solubility. Herein, an amphiphilic molecule bearing 3-hydroxyflavone and oligo(ethylene oxide) (denoted as 3HF-EO) was designed and synthesized. Different from the fluorescence in organic solvents, 3HF-EO in aqueous solution showed a remarkable single fluorescence emission, which is ascribed to the fluorescence of its anionic species. We found that the fluorescence intensity could be efficiently tuned via host–guest complexation. α-CD has little effect on the emission, while β-CD and γ-CD lead to enhanced and reduced emissions of 3HF-EO, respectively. The 1H NMR and 2D NOESY NMR spectra indicate that α-CD barely had any interaction with 3HF-EO, while β-CD and γ-CD formed complexes with one and two 3HF-EO molecules, respectively. These results provide a sound explanation for the modulated fluorescence intensity.
研究领域:
有机化学
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生物化学
·
荧光探针设计
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产品关联
DOI
PubMed
高影响因子
EUROPEAN POLYMER JOURNAL
·
2016
·
IF 3.485
Tao Chen,Xiaohua Han,Zhi Peng,Aihua Li,Jingquan Liu
7, 8-Dihydroxyflavone (7, 8-DHF) is an effective drug for the treatment of Parkinson’s disease. However, its application is heavily limited by its poor water solubility. To improve its hydrophilicity, biocompatible poly (ethylene glycol)acrylate (PEG-A) was grafted onto 7, 8-DHF via in situ reversible addition-fragmentation chain transfer (RAFT) polymerization, forming a kind of a drug/polymer composite, DHF/PPEG-A. It was found that the solubility of DHF/PPEG-A was significantly improved by 78 times compared to the unmodified precursor. Impressively, both the cytotoxicity and the drug efficacy of the synthesized DHF/PPEG-A just slightly decreased compared with the unmodified 7, 8-DHF. Moreover, the drug efficacy of DHF/PPEG-A can be regained by the hydrolysis in the presence of the esterase D due to the decomposition to 7, 8-DHF in body. This dramatical improvement of the water solubility of DHF/PPEG-A and the insignificant compromise of its drug cytotoxicity could envision extensive practical clinical administration of 7, 8-DHF for enhanced drug efficacy.
研究领域:
药学
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材料科学
·
生物医学工程
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DOI
高影响因子
CHEMISTRY OF NATURAL COMPOUNDS
·
2017
·Vol. 53
·期 2
·248-253
·
IF 0.46
Jing Linlin,Ma Huiping,Fan Pengcheng,Jia Zhengping
Flavones are a group of plant secondary metabolites with multiple biological properties. In the present study, 5,6,7,8-tetrahydroxyflavone (5,6,7,8-THF) was synthesized and characterized. In vitro antioxidant study, the effect of 5,6,7,8-THF on total antioxidant activity, reducing power, DPPH radical scavenging, ABTS radical scavenging, superoxide radical scavenging, hydroxyl radical scavenging, nitric oxide radical scavenging, and ferrous chelating activities was examined. According to the results, 5,6,7,8-THF showed excellent free radical scavenging effect and reducing power but weak the ferrous chelating activity. In conclusion, 5,6,7,8-THF can be regarded as an excellent source of antioxidants.
研究领域:
植物化学
·
药理学
·
生物化学
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DOI
高影响因子
ACTA BIOCHIMICA ET BIOPHYSICA SINICA
·
2021
·Vol. 53
·期 7
·903-911
·
IF 3.848
Zhao Jing,Li Peifeng,Zhu Hua,Ge Fengqin,Liu Jie,Xia Jingjun,Hang Pengzhou
Recent studies suggest that 7,8-dihydroxyflavone (7,8-DHF) inhibits the development of several tumors. However, its role in osteosarcoma (OS) remains unknown. This study was designed to investigate the effects and underlying mechanisms of 7,8-DHF that may influence OS development. Human OS cell lines (U2OS and 143B) were treated with 7,8-DHF; cell viability and cell migration were assessed by methylthiazolyldiphenyl-tetrazolium bromide (MTT) assay and wound-healing assay, respectively; and cell death and apoptosis were evaluated by LIVE/DEAD staining and terminal deoxynucleotidyl transferase (TdT) dUTP nick-end labeling (TUNEL) assay, respectively. Reactive oxygen species production was measured using 2,7-dichlorodihydrofluorescein diacetate probe. Akt, Bcl-xL/Bcl-2 asociated death promoter (Bad), p38 mitogen-activated protein kinase (MAPK), extracellular regulated protein kinase (ERK), and c-Jun N-terminal kinase (JNK) expression and their respective phosphorylation levels were detected by western blot analysis. We found that 7,8-DHF reduced cell viability in a dose-dependent manner and also promoted apoptosis, inhibited migration, and induced oxidative stress in OS cells. Moreover, 7,8-DHF inhibited Akt, Bad, and p38MAPK, but activated ERK and JNK signals. In summary, our results suggest that 7,8-DHF inhibits OS progression, possibly by regulating Akt/Bad and MAPK signaling. These findings provide new evidence for the pharmacological effects of 7,8-DHF that may improve drug therapy for OS patients.
研究领域:
肿瘤学
·
细胞生物学
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药理学
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产品关联
DOI
PubMed
高影响因子
WATER RESEARCH
·
2016
·
IF 5.991
Haomin Huang,Xi Xiao,Fang Lin,Hans-Peter Grossart,Zeyu Nie,Lijuan Sun,Chen Xu,Jiyan Shi
The effects of allelochemicals on cyanobacterial blooms have been observed for more than 20 years; however, the use of these compounds, usually involving a “direct-added” mode, has clear disadvantages, such as a short activity period or temporarily excessive localized concentration. Here, a simulated-allelopathy mode to facilitate the application of allelochemicals was proposed and tested on Microcystis aeruginosa . The continuous-release beads of 5,4′-dihydroxyflavone (DHF) were constitutive of a polymer matrix and showed a high drug-loading rate (47.18%) and encapsulation efficiency (67.65%) with a theoretical release time of approximately 120 d. Cyanobacterial growth tests showed that the DHF beads had long-term inhibition effects (>30 d), whereas those of “direct-added” DHF to cells lasted a maximum of 10 d. The beads also continuously affected the superoxide dismutase, catalase , and lipid peroxidation of M. aeruginosa . The inhibitory effects of DHF beads on cyanobacterial growth increased as initial cell densities of M. aeruginosa decreased, suggesting that the beads inhibit cyanobacterial activity more effectively in the early bloom phase. Consequently, the anti-cyanobacterial beads represent a novel application mode of allelochemicals with long-term inhibitory effects on cyanobacterial growth. Our study demonstrates that the successful application of allelochemicals offers great potential to control harmful cyanobacterial blooms, especially at the initial stage of development.
研究领域:
环境科学
·
水生生态学
·
植物学
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产品关联
DOI
PubMed
高影响因子
Catalysts
·
2025
·Vol. 15
·期 2
·120
·
IF 4
Jin Wang,Binhao Wang,Jieyu Zhou,Jinjun Dong,Ye Ni,Ruizhi Han
The regioselective glycosylation and product specificity of hydroxyflavonoid compounds profoundly influences their biological activity and stability, offering significant therapeutic potential. However, most cyclodextrin glucosyltransferases (CGTases) inherently lack regioselectivity and product specificity for flavone glycosylation. Herein, a CGTase fromPaenibacillus maceranswas engineered for enhanced glycosylation regioselectivity and product specificity by combining molecular docking analysis and saturation mutagenesis strategies. K232L (favoring 4′-and 6-hydroxyflavones) and K232V (favoring 7-hydroxyflavone) were identified with distinct preferences. In addition, H233Y (preferring for 4′-hydroxyflavones), H233T (preferring for 6′-hydroxyflavones), and H233K (preferring for 7′-hydroxyflavones) also demonstrated distinct regioselectivity. These variants further exhibited enhanced hydrolytic activity, enabling the efficient production of short sugar-chain glycosides. Molecular dynamics (MDs) simulations revealed that the variants adopted optimized catalytic conformations with increased loop region flexibility near the binding pocket, enhancing substrate accessibility. These findings underscore the pivotal roles of K232 and H233 in broadening the substrate scope of CGTase and offer valuable guidance for enzyme engineering targeting regioselective glycosylation.
研究领域:
生物化学
·
分子生物学
·
药物化学
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DOI
高影响因子
RSC Advances
·
2016
·Vol. 6
·期 76
·72698-72702
·
IF 3.289
Qianqian Wu,Zian Wang,Jiale Li,Shuang Qiu,Duxia Cao,Zhiqiang Liu,Ruifang Guan
Two novel 3-hydroxyflavone derivatives were synthesized by a one-step simple condensation, cyclization and subsequent oxidation reaction catalyzed by pyrrolidine, which shows great convenience compared with the traditional method. The compounds can recognize cyanide anions at very low concentration with remarkable spectral shift and an obvious color change from yellow to colorless. The bonding mechanism analysis via NMR experiments and mass spectra indicates that cyanide anions induce the deprotonation of the compounds.
研究领域:
化学
·
分析化学
·
有机合成
✓ 已验证
产品关联
DOI
高影响因子
危险品化学品经营许可证（带存储）