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MOLECULES · 2021 ·Vol. 26 ·期 22 ·6998 · IF 4.412

Theoretical Exploring of a Molecular Mechanism for Melanin Inhibitory Activity of Calycosin in Zebrafish

Nilupaier Tayier,Ning-Yi Qin,Li-Nan Zhao,Yi Zeng,Yu Wang,Guang Hu,Yuan-Qiang Wang

Tyrosinase is an oxidase that is the rate-limiting enzyme for controlling the production of melanin in the human body. Overproduction of melanin can lead to a variety of skin disorders. Calycosin is an isoflavone from Astragali Radix, which is a traditional Chinese medicine that exhibits several pharmacological activities including skin whitening. In our study, the inhibitory effect of calycosin on melanin production is confirmed in a zebrafish in vivo model by comparing with hydroquinone, kojic acid, and arbutin, known as tyrosinase inhibitors. Moreover, the inhibitory kinetics of calycosin on tyrosinase and their binding mechanisms are determined using molecular docking techniques, molecular dynamic simulations, and free energy analysis. The results indicate that calycosin has an obvious inhibitory effect on zebrafish pigmentation at the concentration of 7.5 μM, 15 μM, and 30 μM. The IC50of calycosin is 30.35 μM, which is lower than hydroquinone (37.35 μM), kojic acid (6.51 × 103μM), and arbutin (3.67 × 104μM). Furthermore, all the results of molecular docking, molecular dynamics simulations, and free energy analysis suggest that calycosin can directly bind to the active site of tyrosinase with very good binding affinity. The study indicates that the combination of computer molecular modeling and zebrafish in vivo assay would be feasible in confirming the result of the in vitro test and illustrating the target-binding information.Keywords:calycosin;tyrosinase;melanin;zebrafish;molecular docking

CAS / MDL: 886-86-2
研究领域: 药理学 · 生物信息学
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NEW JOURNAL OF CHEMISTRY · 2022 ·Vol. 46 ·期 9 ·4156-4161 · IF 3.925

Chemiluminescence “turn-on” detection of tyrosinase activity via in situ generation of dopamine based on a lucigenin and riboflavin system

Yi Wang,Chengpei Du,Ze Liu,Kanglin Pei,Yan Zhang,Wenjing Qi

A lucigenin and riboflavin chemiluminescence system was utilized for the first time to achieve the “turn-on” detection of tyrosinase activity via an in situ reaction between tyrosinase and tyramine to generate dopamine. Tyramine is the model substrate of tyrosinase and dopamine is the product. Since dopamine can enhance the chemiluminescence of the lucigenin and riboflavin system, the chemiluminescence of lucigenin and riboflavin can be enhanced in the presence of both tyramine and tyrosinase. In the presence of 6.0 U mL−1 tyrosinase, the chemiluminescence intensity was nearly 10 times higher than that of lucigenin, riboflavin and tyramine mixtures. Therefore, this method has been applied in the chemiluminescence “turn-on” detection of tyrosinase activity in the range of 0.1–8.0 U mL−1 with the limit of detection (LOD) of 0.028 U mL−1. This overall process of sensing tyrosinase activity took nearly 30 min. Moreover, it had high selectivity in the chemiluminescence “turn-on” detection of tyrosinase activity towards other enzymes, such as glucose oxidase, lysozyme, trypsin or alkaline phosphatase. When 1.0, 2.0 and 5.0 U mL−1 tyrosinase were added to the diluted serum samples, recoveries were in the range of 100.2%–104.1%. This indicates that this method for the chemiluminescence “turn-on” detection of tyrosinase activity has high sensitivity, selectivity, accuracy and fast response time.

研究领域: 分析化学 · 生物化学
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Materials Today Sustainability · 2022 · IF 7.244

Highly sensitive and biocompatible Tyrosinase sensor based on one-step synthesis of carbon dots

T. Luo,Y. Chen,Y. Wang

Melanoma poses a great threat to human health. However, the typical methods of early diagnosis and real-time detection are still challenged due to low sensitivity and complicated operations. Tyrosinase (TYR) is a key biomarker in melanoma development. Currently, few methods based on rapid real-time detection of TYR are available. Rapid detection methods using carbon dots (CDs) as fluorescent probes are emerging. Here, we developed an optimal synthetic route for the preparation of DA-CDs that showed a good response to TYR in water, cell lysates, and mice serum samples. The generation of our DA-CDs did not require crosslinker and other adjuvants. It only required appropriate proportions of citric acid (CA) and dopamine (DA), and 330 s of microwave-assisted heating. Our design greatly shortened the synthetic time of DA-CDs and applies it to the rapid and sensitive detection of TYR for the first time. The linearity response for TYR was within the concentration range from 0.2 U/mL to 5 U/mL. In addition, the synthetic DA-CDs exhibited good biosafety in vitro and in vivo. Therefore, our DA-CDs have the potential to be mass-produced for TYR detection.

研究领域: 生物医学 · 材料科学
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Journal of Ginseng Research · 2024 · IF 6.8

Investigation of the whitening activity of ginsenosides from Panax notoginseng and optimization of the dosage form

Zeyu Wang,Daiyan Zhang,Mingju Shui,Ian Wa Ho,Weng Si Kou,Jianwen Wei,Jian-Bo Wan,Ruibing Wang,Qing-Wen Zhang

Background Ginsenoside, as an active ingredient in traditional Chinese medicine, has been widely used for skin whitening for several years. Recent research has found that Panax notoginseng has a higher content of ginsenosides compared with the Panax ginseng. Those ginsenosides have promising potential to be developed as skin whitening agents. Methods We selected five dammarane ginsenosides isolated from P. notoginseng and their mixtures to investigate the skin lightning activity. Zebrafish embryo model was used for initial screening of the whitening activity. Subsequently, the whitening effect of components was examined and compared via testing the inhibition of melanin and activity of tyrosinase in B16 cells treated with these components. Molecular docking was also applied to investigate the interactions between ginsenosides and tyrosinase. Finally, the most effective saponins were selected for dosage form optimization and the whitening effect of saponin-loaded ethosomes was further demonstrated on the C57BL/6 mouse model. Results Experimental results showed that the protopanaxtriol saponins (PTS) were the most potent saponins with a decent safety profile, and the molecule docking results demonstrated that PTS had strong inhibitory ability to tyrosinase. PTS was successfully encapsulated into ethosomes with an encapsulation efficiency of 93%. The PTS ethosome gel could effectively inhibit the melanin production caused by UVB tanning on the back skin of mice. Conclusion The PTS ethosome gel provides an effective and safe formulation of PTS to whiten the UVB-tanned skin in vivo and could be used as a potential skin whitening agent in the future.

研究领域: 药理学 · 皮肤科学 · 中药学
✓ 已验证 DOI PubMed 高影响因子
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ANALYTICA CHIMICA ACTA · 2024 · IF 5.7

Fluorometric “AND” logic gate for detection of tyramine and tyrosinase based on in-situ formation of silicon-containing nanoparticles

Tingting Wang,Fangning Liu,Chuanxia Chen,Yizhong Lu

Background Tyramine is an important index of food freshness degree, and tyrosinase that can specifically oxidized monophenolamine to catecholamine plays a crucial part in the occurrence and development of melanin-related skin diseases. Therefore, it is crucial to develop sensitive and efficient methods for the detection of tyramine and tyrosinase. Results In this work, encouraged by tyrosinase-triggered specific oxidation of tyramine to dopamine and the unique fluorescent reaction between dopamine and amino silane, we have developed a one-step synthetic strategy of silicon containing nanoparticles (Si CNPs) for “turn-on” detection of tyramine and tyrosinase. The Si CNPs formed with thoroughly studied mechanism exhibit uniform structure and robust yellow-green fluorescence. The low detection limits for tyramine (1.87 μM) and tyrosinase (0.0029 U/mL) demonstrate admirable sensitivity outstripping most methods. The proposed assay achieves satisfactory results in the determination of tyramine and tyrosinase activity in real samples. Furthermore, we leverage this new fluorescent assay to enable the fabrication of an “AND” Boolean logic gate. Significance The entire process can be completed at easily available temperature and pressure with rapid response, convenient operation and visual observation. This fluorescent assay featured with excellent sensitivity, selectivity and stability has considerable prospects in the application of biosensors and disease diagnosis.

研究领域: 生物传感 · 疾病诊断 · 分析化学 · 生物医学工程
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MICROCHIMICA ACTA · 2019 ·Vol. 186 ·期 5 ·1-7 · IF 5.479

Colorimetric tyrosinase assay based on catechol inhibition of the oxidase-mimicking activity of chitosan-stabilized platinum nanoparticles

Deng Hao-Hua,Lin Xiu-Ling,He Shao-Bin,Wu Gang-Wei,Wu Wei-Hua,Yang Yu,Lin Zhen,Peng Hua-Ping,Xia Xing-Hua,Chen Wei

It is found that catechol inhibits the oxidase-mimicking activity of chitosan-protected platinum nanoparticles (Chit-PtNPs) by competing with the substrate for the active site of the Ch-PtNPs. The inhibition mechanism of catechol is different from that of ascorbic acid in that it neither reacts with O 2 •- nor reduces the oxidized 3,3′,5,5′-tetramethylbenzidine (TMB). Tyrosinase (TYRase) catalyzes the oxidation of catechol, thus restoring the activity of oxidase-mimicking Chit-PtNPs. By combining the Chit-PtNP, catechol, and TYRase interactions with the oxidation of TMB to form a yellow diamine (maximal absorbance at 450 nm), a colorimetric analytical method was developed for TYRase determination and inhibitor screening. The assay works in the 0.5 to 2.5 U·mL −1 TYRase activity range, and the limit of detection is 0.5 U·mL −1 . In our perception, this new assay represents a powerful approach for determination of TYRase activity in biological samples. Schematic representation of a colorimetric method for tyrosinase (TYRase) detection and inhibitor screening. It is based on the fact that catechol can inhibit the oxidase-like activity of chitosan-stabilized platinum nanoparticles (Ch-PtNPs) by competing with the substrate for the active sites and TYRase can catalyze the oxidation of catechol.

研究领域: 生物化学 · 纳米生物学 · 医学检测
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JOURNAL OF ESSENTIAL OIL RESEARCH · 2013 · IF 0.553

Potential cosmetic application of essential oil extracted from Litsea cubeba fruits from China

Xiao-Wei Huang,Yun-Chao Feng,Yi Huang,Hai-Ling Li

Litsea cubeba essential oil (LCEO) is widely used as a flavor enhancer in cosmetics and as a folk skin-care agent in southern China. The objective of this paper is to investigate whether LCEO has biological activities that might be useful in modern skin-protection formulations. The present study results revealed that citral (57.4%) was a major component, while LCEO exhibited a potent inhibitory effect on tyrosinase (IC50 values 100 μg/mL), good antioxidative activities (IC50: 17.75 mg/mL for ABTS+., 10.2 mg/mL for O2 −), and apparent protective effect against UV–TiO2–NO2 −-induced protein oxidation at 0.01 mg/mL and tyrosine nitration at 0.1 mg/mL. Additionally, the biological activities of LCEO were compared with that of its main constituents. The results demonstrated that any individual major component was not the unique contributor to the high activity of LCEO. Based on these results, we suggested that LCEO could serve as a new natural skin-whitening agent.

研究领域: 化妆品科学 · 植物化学 · 皮肤生物学
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RSC Advances · 2017 ·Vol. 7 ·期 21 ·12977-12983 · IF 3.108

Laccase-mediated in situ oxidation of dopa for bio-inspired coloration of silk fabric

Weini Jia,Qiang Wang,Xuerong Fan,Aixue Dong,Yuanyuan Yu,Ping Wang

Bio-inspired or bionic coloration of fiber assemblies based on chemical oxidation of phenolics has gained more and more attention in recent years. To overcome the challenges of protecting the ecology and environment in textile processes, a novel approach for the coloration of silk fabrics via laccase-mediated in situ oxidation of dopa (dihydroxy phenylalanine) has been investigated in this work. In view of the fact that laccase is able to catalyze the oxidation of benzenediol followed by polymerization to produce strongly colored phenolic polymers, two biological coloration processes of silk fabrics based on in situ oxidation of dopa using laccase were investigated: (i) the adsorption of silk fabrics with dopa, followed by further catalysis of laccase and (ii) the simultaneous laccase-mediated polymerization and coloration of silk fabrics. Dosages of laccase and incubation time were evaluated in order to increase the color depth and fastness of the silk fabrics. The increase in laccase dosage and reaction time allowed improvement in the depth of the final color. The properties of colored silk fabrics were evaluated in terms of UV-protection and color fastness. Finally, the binding of the polymers of dopa with silk fibers was verified by Fourier transform infrared spectroscopy (FT-IR). The silk fabrics treated with laccase/dopa by a one-step process obtained K/S values of 16.935, light fastness of 4–5 level, and UPF of 100+. SEM and AFM observations showed that the surface of silk samples treated with laccase/dopa had numerous small flakes, which can be regarded as the melanin particles of dopa molecules, attached by the grafting reaction. The FT-IR analysis showed that the functional groups on the surfaces of laccase/dopa-treated silk fabrics were changed with the introduction of carbonyl groups. The results of XPS showed that the elemental composition of the surface of laccase/dopa-treated silk fabrics was similar to oral melanin. This dyeing technique could also be extended to the treatments of other types of fibers in textile dyeing and finishing processes.

CAS / MDL: 63-84-3
研究领域: 纺织科学 · 生物化学
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CHEMISTRY & BIODIVERSITY · 2023 ·Vol. 20 ·期 3 ·e202201171 · IF 2.9

Chemical Constituents of the Branches and Leaves of Picrasma chinensis P.Y. Chen and Tyrosinase Inhibiting Activity

Qin-Tao Zhou,Peng-Yun Yang,Quan-Yu Yang,Wen-Hui Pang,Xiao-Li Li,Xing-Jie Zhang,Rui-Han Zhang,Wei-Lie Xiao

One new alkaloid, picrasine A, two new quassinoids, picralactones A−B, together with eleven known compounds were isolated from Picrasma chinensis P.Y. Chen. The structures of these compounds were determined using 1D and 2D NMR, HR-ESI-MS, and IR spectroscopic data, and by comparison with published data. Some compounds were tested for tyrosinase inhibiting activity, however, none of them exhibited strong inhibitory effects. Graphical

CAS / MDL: 501-30-4 9002-10-2
研究领域: 植物化学 · 药理学
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JOURNAL OF FLUORESCENCE · 2023 · IF 2.7

Fluorometric Assay of Tyrosinase and Atrazine Based on the Use of Carbon Dots and the Inhibition of Tyrosinase Activity

Qiu Lei,Gao Mingcong,Li Jiawei,Xu Guanhong,Wei Fangdi,Yang Jing,Hu Qin,Cen Yao

Sensitive and convenient strategy of tyrosinase (TYR) and its inhibitor atrazine is in pressing demand for essential research as well as pragmatic application. In this work, an exquisite label-free fluorometric assay with high sensitivity, convenience and efficiency was described for detecting TYR and the herbicide atrazine on the basis of fluorescent nitrogen-doped carbon dots (CDs). The CDs were prepared via one-pot hydrothermal reaction starting from citric acid and diethylenetriamine. TYR catalyzed the oxidation of dopamine to dopaquinone derivative which could quench the fluorescence of CDs through a fluorescence resonance energy transfer (FRET) process. Thus, a sensitive and selective quantitative evaluation of TYR can be constructed on the basis of the relationship between the fluorescence of CDs and TYR activity. Atrazine, a typical inhibitor of TYR, inhibited the catalytic activity of TYR, leading to the reduced dopaquinone and the fluorescence was retained. The strategy covered a broad linear range of 0.1–150 U/mL and 4.0–80.0 nM for TYR and atrazine respectively with a low detection limit of 0.02 U/mL and 2.4 nM/mL. It is also demonstrated that the assay can be applied to detect TYR and atrazine in spiked complex real samples, which provides infinite potential in application of disease monitoring along with environmental analysis.

研究领域: 生物化学 · 环境科学
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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2024 · IF 7.7

Ionic liquid combined with cationic liposome co-delivers microphthalmia-associated transcription factor small interfering RNA to regulate melanogenesis

De Bai,Haowei Chen,Nanxi Xiang,Chunqiao Zhang,Zhenyuan Wang,Jichuan Zhang,Chengyu Wu,Fang Wang,Jiaheng Zhang

Suppressing allele-specific genes using small interfering RNAs (siRNAs) can effectively whiten skin by influencing cellular gene and protein expression. Topical delivery of siRNA is a promising alternative to injections for RNA interference. However, the barrier function of the skin hinders the effective penetration of siRNA. Here, we report, a novel approach to achieve the transdermal delivery of effective siRNA doses using a complementary synergistic strategy of an ionic liquid (IL) and cationic liposome (CL). Microphthalmia-associated transcription factor (MITF) siRNA molecules were formed through electrostatic adsorption of the IL and CL to form positively charged nanocomposites, which were named IL-CL/p-siM. IL-CL/p-siM has a particle size of 171.47 nm, ζ-potential of 29.94 mV, high encapsulation rate of 92.11 %, and pH-sensitive release properties. In vitro studies on porcine skin confirmed the additive/synergistic effect of this strategy in enhancing epidermal and dermal penetration. This combination enabled superior transfection efficiency and cell viability while inhibiting melanin synthesis in skin melanocytes by downregulating the expression of genes downstream of MITF, namely tyrosinase-related protein-1, tyrosinase, and tyrosinase-related protein-2, which are associated with the melanocortin 1 receptor. We also conducted clinical studies that demonstrated its potential in treating melasma and its anti-melanotic efficacy. To summarize, IL-CL/p-siM represents a simple, personalized, and scalable platform for effective local delivery of siRNA to treat skin complications.

研究领域: 药学 · 纳米技术 · 皮肤病学 · 基因治疗
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CHEMISTRY OF NATURAL COMPOUNDS · 2023 ·Vol. 59 ·期 6 ·1067-1074 · IF 0.8

Flavonoid Diglycosides from Dendrobium officinale Leaves and Their Tyrosinase Inhibitory Activity

Chen Yi-Fang,Luo Ji-Feng,Zhang Yan-Ni,Wang Yue-Hu

Four flavonoid C -glycosides, including two new diglycosides, dendrodiglycosides A ( 1 ) and B ( 2 ), along with known isoviolanthin ( 3 ) and apigenin 6- C - β -D-glucopyranosyl-(1→2)-α-L-arabinopyranoside ( 4 ), were isolated from the leaves of Dendrobium officinale (Orchidaceae). Their structures were elucidated by NMR and MS. Apigenin 6- C - β -D-glucopyranosyl-(1→2)-α-L-arabinopyranoside exhibited an inhibitory effect against tyrosinase with an IC 50 value of 146.5 μg/mL.

研究领域: 植物化学 · 药理学
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