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FOOD CHEMISTRY · 2014 · IF 3.259

Inhibitory effect of morin on tyrosinase: Insights from spectroscopic and molecular docking studies

Yajie Wang,Guowen Zhang,Jiakai Yan,Deming Gong

Tyrosinase is a key enzyme in the production of melanin in the human body, excessive accumulation of melanin can lead to skin disorders. Morin is an important bioactive flavonoid compound widely distributed in plants and foods of plant origin. In this study, the inhibitory kinetics of morin on tyrosinase and their binding mechanism were determined using spectroscopic and molecular docking techniques. The results indicate that morin reversibly inhibited tyrosinase in a competitive manner through a multi-phase kinetic process. Morin was found to bind to tyrosinase at a single binding site mainly by hydrogen bonds and van der Waals forces. Analysis of circular dichroism spectra revealed that the binding of morin to tyrosinase induced rearrangement and conformational changes of the enzyme. Moreover, molecular docking results suggested that morin competitively bound to the active site of tyrosinase with the substrate levodopa.

研究领域: 生物化学 · 药理学
✓ 已验证 DOI 高影响因子
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SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY · 2021 · IF 4.098

Carbon dots for ratiometric fluorescence detection of morin

Yanan Yan,Lin Li,Huilin Zhang,Fangfang Du,Yating Meng,Shaomin Shuang,Ruibing Wang,Shengmei Song,Chuan Dong

The B,N dual-doped carbon dots (B,N-CDs) for ratiometric fluorescence detection the morin were prepared from sodium tetraborate and polyethyleneimine through the single-step hydrothermal method . The B,N-CDs exhibited the optimum excitation and emission wavelength at 340 nm and 467 nm, respectively. Interestingly, the intensities of emission peak at 467 nm of B,N-CDs reduced meanwhile a new peak emerged at 560 nm with the continuous addition of morin, which revealed the ratio fluorescence characteristic between F 560nm /F 467nm and morin concentration with the linearity range and detection limit of 14.5–32.5 μmol/L and 0.3 μmol/L (S/N = 3), respectively. The interference of common antibiotics and remedies could be ignored when the concentration of morin was detected by the B,N-CDs, which demonstrating the outstanding selectivity. Furthermore, the proposed fluorescence method is used to detect morin in urine with recoveries are 99.8–104.5%. The results of this research indicate the feasibility and practicality of B,N-CDs as an effective fluorescent probe for the determination of morin.

研究领域: 分析化学 · 材料科学 · 药物分析
✓ 已验证 产品关联 DOI PubMed 高影响因子
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MACROMOLECULAR RAPID COMMUNICATIONS · 2020 ·Vol. 41 ·期 14 ·2000198 · IF 4.886

Fluorescent Properties of Morin in Aqueous Solution: A Conversion from Aggregation Causing Quenching (ACQ) to Aggregation Induced Emission Enhancement (AIEE) by Polyethyleneimine Assembly

Xu Yu,Yan-Cai Gao,Hong-Wei Li,Yuqing Wu

Unlike normal conversion from aggregation caused quenching (ACQ) to aggregation induced emission enhancement (AIEE) by introducing aromatic rotors tuning aggregation modes, in this study, it is achieved through a supramolecular assembly with polymer. Thus, it provides an easy approach for the inhibition of unwanted H-aggregation between luminogens. As a kind of flavonoid, morin has shown great potential in therapeutics. However, its poor solubility and weak emission in aqueous solution greatly limit its bioapplications. When morin is dissolved in aqueous solution, the presence of 30 × 10 −6 m polyethyleneimine (PEI) induces significant emission enhancement and bathochromic shift. Consequently, the quantum yield (QY) of 24.5% is either achieved by assembling with PEI, versus 0.76% of its ACQ state composed of H-aggregation in aqueous solution. Particularly, the in-depth mechanism studies reveal that it is the assembly with PEI that disassociates the H-aggregation in aqueous solution and further restricts the stretching and/or rotation of morin, which eventually reduce the nonradiative decays and enhance the emission. Therefore, the present study reports a unique phenomenon of AIEE effects on morin. Particularly the in-depth investigation on intrinsic mechanisms will highlight and greatly expand the development of more luminogens from traditional Chinese herbals.

CAS / MDL: 9002-98-6 7365-45-9
研究领域: 化学 · 生物医学 · 材料科学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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Food & Function · 2016 ·Vol. 7 ·期 9 ·3953-3963 · IF 2.686

Inhibitory mechanism of morin on α-glucosidase and its anti-glycation properties

Li Zeng,Guowen Zhang,Yijing Liao,Deming Gong

It is important to investigate the inhibition of α-glucosidase due to its correlation with type 2 diabetes. Morin was found to exert significant inhibition activity on α-glucosidase in a reversible mixed-type manner with an IC50 value of (4.48 ± 0.04) μM. Analyses of fluorescence and circular dichroism spectra indicated that the formation of the morin-α-glucosidase complex was driven mainly by hydrophobic forces and hydrogen bonding, and caused the conformational changes of α-glucosidase. The phase diagrams of fluorescence showed that the conformational change process was monophasic without intermediates. Molecular docking indicated that morin mainly interacted with amino acid residues located close to the active site of α-glucosidase, which may move to cover the active pocket to reduce the binding of the substrate and then inhibit the catalytic activity. Morin was also found to exhibit inhibition in the generation of advanced glycation end products which was related to the long term complications of diabetes.

CAS / MDL: 480-16-0
研究领域: 药理学 · 生物化学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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MICROCHEMICAL JOURNAL · 2024 · IF 4.9

Synthesis of nitrogen-doped fluorescent carbon dots for determination of nickel ions and morin from aqueous solution simultaneously

Changxin Gu,Yuan Jiao,Yifang Gao,Xiaona Liu,Tianwei Qian

Considering the significant impact of heavy metals on environment and food safety inspection in trace determination, the orange photoluminescent carbon dots (O-CDs) was innovative designed by promoting the co-hydrothermal reaction of polyethyleneimine and resazurin. The produced O-CDs exhibit exceptional optical performance, advantageous water solubility and outstanding photostability. It is worth emphasizing that the proposed O-CDs has significant advantages in constructing sequential sensing platform for sensitive determination of Ni 2+ and morin. Simultaneous taking Ni 2+ for analytes and fluorescence quenching agents on the O-CDs sensing platforms, a good linear relationship can be received in the range of 5–50 μM with satisfactory sensitivity. Subsequently, morin can effectively promote the fluorescence recovery of O-CDs@Ni 2+ on account of stronger binding force between morin and Ni 2+ . Based on the above results, effective recovery of 97.26 %-100.90 % and 98.24 %-101.99 % is observed towards nickel ion and morin in real food samples. These findings provide an original strategy for the construction of long-wavelength emission carbon dots, which provides a pathway for the determination of typical pollutants based on efficient and robust nanosensors in the field of food safety.

CAS / MDL: 81-88-9 62758-13-8
研究领域: 分析化学 · 环境科学 · 食品科学
✓ 已验证 产品关联 DOI 高影响因子
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JOURNAL OF LUMINESCENCE · 2021 · IF 3.599

A highly sensitive and selective “turn off” fluorescent sensor based on water soluble copper nanoclusters for morin and temperature sensing

Zhifeng Cai,Ruitao Zhu,Shen Zhang,Liangliang Wu,Junhong Li,Suiyuan Huang,Xinru Ma

A novel fluorescence detection method was developed for the determination of morin and temperature based on water soluble copper nanoclusters (Cu NCs) for the first time, which was fabricated by using tannic acid (TA) as the protecting agent and ascorbic acid as the reducing agent. The TA protected Cu NCs (TA-Cu NCs) were characterized through a series of methods. The characterization results showed that the as-prepared TA-Cu NCs possessed good water solubility and high photostability. Interestingly, the fluorescence intensity of TA-Cu NCs was obviously quenched in the presence of morin. Then, a rapid and facile morin probe was established based on TA-Cu NCs, and the fluorescence quenching mechanism was ascribed to the inner filter effect . The as-prepared probe showed excellent sensitivity and selectivity towards morin with a wider linear range from 0.5 to 110 μM (R 2  = 0.9949), and a lower detection limit could reach 0.062 μM. In addition, the TA-Cu NCs were employed for temperature sensing. The practicability of the TA-Cu NCs for morin detection in bovine serum samples was also verified with the recoveries range from 92.5% to 107.7%, illustrating this detection method with great potential application in the field of analysis.

研究领域: 分析化学 · 纳米生物学
✓ 已验证 DOI 高影响因子
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LANGMUIR · 2017 · IF 3.833

One-Pot Hydrothermal Synthesis of Carbon Dots with Efficient Up- and Down-Converted Photoluminescence for the Sensitive Detection of Morin in a Dual-Readout Assay

Jia-Yu Li,Yang Liu,Qun-Wei Shu,Jia-Man Liang,Fang Zhang,Xian-Ping Chen,Xiao-Yan Deng,Mark T. Swihart,Ke-Jun Tan

Blue luminescent carbon dots (CDs) with a high photoluminescence (PL) quantum yield (48.3 ± 5.3%) were prepared by the one-pot hydrothermal reaction of citric acid with poly(ethylenimine) (PEI). The CDs display bright PL, narrow emission spectra, pH-dependent PL intensity, high photostability, and up-converted luminescence. The CDs exhibit a quenching of both down- and up-conversion PL in the presence of morin and thus serve as useful probes for morin detection. Both down- and up-conversion measurements allow the quantification of concentrations from 0 to 300 μmol/L with a detection limit of 0.6 μmol/L, and this dual-mode detection increases the reliability of the measurement. The proposed method of determination is simple, sensitive, and cost-effective, with potential applications in clinical and biochemical assays.

CAS / MDL: 9002-98-6
研究领域: 材料科学 · 分析化学 · 生物医学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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Current Analytical Chemistry · 2019 ·Vol. 15 ·期 1 ·47-55 · IF 1.242

Nitrogen and Sulfur Co-doped Fluorescent Carbon Dots for the Detection of Morin and Cell Imaging

Li Xuebing,Yang Haifen,Wang Ning,Sun Tijian,Bian Wei,Choi Martin M.F.

Background: Morin has many pharmacological functions including antioxidant, anticancer, anti-inflammatory, and antibacterial effects. It is commonly used in the treatment of antiviral infection, gastropathy, coronary heart disease and hepatitis B in clinic. However, researches have shown that morin is likely to show prooxidative effects on the cells when the amount of treatment is at high dose, leading to the decrease of intracellular ATP levels and the increase of necrosis process. Therefore, it is necessary to determine the concentration of morin in biologic samples. Method: Novel water-soluble and green nitrogen and sulfur co-doped carbon dots (NSCDs) were prepared by a microwave heating process with citric acid and L-cysteine. The fluorescence spectra were collected at an excitation wavelength of 350 nm when solutions of NSCDs were mixed with various concentrations of morin. Results: The as-prepared NSCDs were characterized by transmission electron microscopy, X-ray diffraction and X-ray photoelectron spectroscopy. The fluorescence intensity of NSCDs decreased significantly with the increase of morin concentration. The fluorescence intensity of NSCDs displayed a linear response to morin in the concentration 0.10-30 μM with a low detection limit of 56 nM. The proposed fluorescent probe was applied to analysis of morin in human body fluids with recoveries of 98.0-102%. Conclusion: NSCDs were prepared by a microwave heating process. The present analytical method is sensitive to morin. The quenching process between NSCDs and morin is attributed to the static quenching. In addition, the cellular toxicity on HeLa cells indicated that the as-prepared NSCDs fluorescent probe does not show obvious cytotoxicity in cell imaging. Our proposed method possibly opens up a rapid and nontoxic way for preparing heteroatom doped carbon dots with a broad application prospect.

研究领域: 分析化学 · 生物医学工程 · 药物分析
✓ 已验证 DOI 高影响因子
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SENSORS AND ACTUATORS B-CHEMICAL · 2021 · IF 7.46

Gadolinium-doped carbon dots as a ratiometric fluorometry and colorimetry dual-mode nano-sensor based on specific chelation for morin detection

Huiping Wang,Huaizhong Xing,Wei Liu,Yumin Hao,Li Zhang,Zhenhua Yang,Qin Hu,Shaomin Shuang,Chuan Dong,Xiaojuan Gong

Ratiometric fluorometry is an effective method for the quick and sensitive detection of the target objects by reducing the background interference. Carbon dots (Cdots), especially metal-doped carbon dots (M-Cdots), have been extensively developed as ratiometric fluorescence sensors and widely used in materials, chemistry , biomedicine, etc. Herein, we reported a simple and economical one-step hydrothermal method for the synthesis of gadolinium-doped carbon dots (Gd-Cdots) by treating Gd(NO 3 ) 3 .6H 2 O and 3-aminothiophenol. The Gd-Cdots afford good fluorescence properties, high T 1 relaxivity, and excellent biocompatibility, making them an intrinsical nano-sensor and dual-mode imaging reagent. Based on the unique chelation between Gd and morin, a ratiometric fluorescence nano-sensor for the detection of morin was constructed with the linear range of 0.04–80.0 µM and the detection limit of 25.0 nM. Meanwhile, the color of the Gd-Cdots varied from colorless to deep-yellow, so a colorimetric nano-sensor was developed for morin detection with the linear ranges and the detection limits of 0.04–15.0 µM and 10.5 nM and 15.0–93.0 µM and 21.2 nM, respectively. Compared with the reported fluorescent or colorimetric sensors for the detection of morin, the constructed ratiometric fluorometry and colorimetry nano-sensor based on the Gd-Cdots owns higher sensitivity, lower detection limit, wider linear range, and less background interference. More importantly, the nano-sensor based on the Gd-Cdots was successfully applied to detect morin in human urine and living cells. Overall, the present study shows that the Gd-Cdots possess distinct optical and toxicological properties and are outstanding nanomaterials for the construction of nano-sensors and cellular imaging.

CAS / MDL: 1404-90-6 19598-90-4
研究领域: 材料科学 · 分析化学 · 生物医学工程
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International Journal of Nanomedicine · 2023 · IF 8

Preparation, characterization and systemic application of self-assembled hydroxyethyl starch nanoparticles-loaded flavonoid Morin for hyperuricemia therapy

Jianbo Li,Yang Yang,Likang Lu,Qiujin Ma,Jinjie Zhang

Background Morin, one of the most widely distributed flavonoids in plants, has been identified as a potent antihyperuricemic agent. Its poor water solubility and fast in vivo clearance, however, have limited its application in the treatment of hyperuricemia. In this study, a novel amphiphilic polymer (hydroxyethyl starch-deoxycholic acid [HES-DOCA]) was synthesized to overcome these limitations.Methods HES-DOCA conjugates with various substitution degrees were prepared by chemical grafting DOCA to HES through ester formation. The structures of the conjugates were confirmed by infrared spectroscopy and 1H-NMR. Physicochemical characterizations of HES-DOCA nanoparticles-loaded Morin (Morin/HES-DOCA-NPs) were studied using dynamic light scattering and transmission electron microscopy (TEM). In vitro release studies were performed to evaluate the release properties of Morin from the NPs. Subsequently, in vivo pharmacokinetic parameters of Morin/HES-DOCA-NPs were investigated in Wistar rats through intravenous administration (2 mg/kg, equivalent to Morin). Antihyperuricemic efficacy of the NPs was evaluated in a rat hyperuricemic model.Results The optimized HES-based amphiphilic polymer contained approximately 10 DOCA groups per 100 anhydroglucose units of HES, which can spontaneously self-assemble to form spherical NPs as demonstrated by TEM images. Morin/HES-DOCA-NPs were monodispersed (polydispersity index = 0.05) with a mean diameter of 197 nm and exhibited a zeta potential of −14 mV. The use of DOCA as the polymer’s hydrophobic segment enabled high drug loading efficiency (15.6%). After systemic administration, Morin/HES-DOCA-NPs exhibited significantly longer half-life and higher systemic exposure (elimination half-life and area under the plasma concentration–time curve) compared with free drug Morin. In a rat hyperuricemic model, treatment with Morin/HES-DOCA-NPs demonstrated superior therapeutic efficacy over Morin in decreasing serum uric acid level, increasing the uricosuric action, as well as attenuating hyperuricemia-associated inflammation in kidney of rats.Conclusion Collectively, these findings suggest that the novel HES-based NP formulation of Morin may have great potential for clinical treatment of hyperuricemia.

研究领域: 药剂学 · 生物医学工程 · 代谢病研究
✓ 已验证 DOI PubMed 高影响因子
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INTERNATIONAL JOURNAL OF PHARMACEUTICS · 2017 · IF 3.649

Improved transdermal delivery of morin efficiently inhibits allergic contact dermatitis

Jiao Yu,Kawai Wan,Xun Sun

The skin is an important site for local or systemic application of drugs. However, most of the drugs have poor permeability through the skin’s outermost layer, stratum corneum. The aim of this study was to develop a method to enable transdermal delivery of morin (3, 5, 7, 2, 4-pentahydroxyflavone), which is a poorly water-soluble drug with anti-inflammatory properties obtained from natural products. Morin phospholipid complex (MPC) was prepared and then loaded in Carbopol 940 hydrogel (MPC-gel), which can significantly increase the transdermal flux of morin based on the in vitro skin penetration data presented in this paper. To further enhance permeation, different compositions of penetration enhancers were dispersed in the gel and screened. After applied onto the mouse skin, MPC-gel showed apparent reduction of ear swelling in 2, 4-dinitrofluorobenzene (DNFB)-induced allergic contact dermatitis (ACD). Further determination of cytokines levels, histopathological analysis and T lymphocytes proliferation indicates that the MPC-gel is potent enough to reduce the inflammatory response mediated by the DNFB in ACD mice model. Collectively, we anticipate that such an approach may provide a new treatment for topical ACD.

研究领域: 药剂学 · 免疫学 · 皮肤病学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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NEW JOURNAL OF CHEMISTRY · 2019 ·Vol. 43 ·期 22 ·8774-8780 · IF 3.069

Biocompatible bovine serum albumin stabilized platinum nanoparticles for the oxidation of morin

Shuqian Yu,Yanshuai Cui,Xiaolei Guo,Shengfu Chen,Haotian Sun,Longgang Wang,Jing Wang,Yu Zhao,Zhiwei Liu

The development of monodisperse platinum nanoparticles with high biocompatibility for organic dye treatment has been drawing great interest. Herein, bovine serum albumin (BSA) was used to stabilize different platinum nanoparticles (Ptn@BSA NPs, n = 10, 15, and 20), where the Pt metal precursor (K2PtCl4) was incubated with BSA solution, followed by the addition of excess NaBH4 as a reducing agent. The prepared Ptn@BSA NPs had small size with a narrow distribution. They also showed good catalytic activity towards morin. Transmission electron microscopy (TEM) images demonstrated that the average sizes of Pt10@BSA, Pt15@BSA and Pt20@BSA were 1.70 ± 0.39, 2.15 ± 0.42 and 3.11 ± 0.72 nm, respectively. Dynamic light scattering (DLS) results showed that the hydrodynamic sizes of Pt10@BSA, Pt15@BSA and Pt20@BSA were 4.25, 6.57 and 8.84 nm, and the corresponding zeta potentials were −31.23, −30.20 and −29.77 mV, respectively. In addition, the oxidation of morin using Ptn@BSA NPs followed a pseudo-first-order reaction in the presence of H2O2. The apparent rate constant Kapp was dependent on the concentration of Ptn@BSA NPs, morin and H2O2. Ptn@BSA NPs expedited the formation of hydroxyl radicals (˙OH) from H2O2. More importantly, Ptn@BSA NPs were highly biocompatible towards HeLa cells. Taken together, Ptn@BSA could be employed as an eco-friendly catalyst to treat organic dyes in the future.

研究领域: 材料科学 · 生物医学工程 · 环境科学
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