Naringin Dihydrochalcone
(Synonyms: 柚皮苷二氢查尔酮; Naringin DC) 目录号 : GC36696
A flavonoid with antioxidant activity
Cas No.:18916-17-1
Sample solution is provided at 25 µL, 10mM.
;)
,-1-7$$$37316672.jpg');)
;)
;)
$$$36806353.jpg');)
;33(7)%EF%BC%9A546-561$$$37156877.jpg');)
;)
;)
;)
%201124-1138.$$$35908550.jpg');)
%20766-780.$$$37100057.jpg');)
%20418-432.$$$36893736.jpg');)
%EF%BC%9A-240-255.$$$35108512.jpg');)
533-545$$$36543525.jpg');)
%201-13.$$$36600053.jpg');)
;)
Quality Control & SDS
- View current batch:
- Purity: >99.50%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Cell experiment: | HBZY-1 cells are plated into 96-well plates and pretreated with various concentrations(1, 5, 10, 25, 50, 100 μM) of naringin for 2 h. Then cells are treated with 30 mM glucose for 24 h. The control group is added sterile normal saline in the same volume. After treatment, all the wells are incubated with 20 μl of 5 mg/ml MTT for 4 h at 37°C. Subsequently, 100 μl of DMSO are used to dissolve the formed formazan crystals after removal of the supernatant. The result is recorded at 490 nm on a microplate reader[1]. |
Animal experiment: | Rats: The rats are randomly divided into six groups: control, naringin (80 mg/kg), STZ, STZ+naringin (20 mg/kg), STZ+naringin (40 mg/kg), STZ+naringin(80 mg/kg). The rats in the STZ and STZ+naringin groups are intraperitoneally injected with STZ (65 mg/kg). The control and naringin groups are intraperitoneally injected with 0.1 M citrate buffer of same volume. After injection of STZ for 3 and 5 days, blood glucose levels are measured by tail vein puncture blood sampling[1]. Mice: Sixty 4-week-old male mice are randomized into four groups and fed for 20 weeks with either control diet or high-fat diet chow. Mice are dosed with 100 mg/kg of naringin daily. Mice body weight and food intake are weekly measured. Following behavioral assessment, animals are deeply anesthetized with isoflurane and sacrificed by decapitation after fasting for at least 5 h. Their plasma is collected for further analysis[4]. |
References: [1]. Chen F, et al. Naringin Alleviates Diabetic Kidney Disease through Inhibiting Oxidative Stress and Inflammatory Reaction. PLoS One. 2015 Nov 30;10(11):e0143868. | |
Naringin dihydrochalcone is an artificial sweetener and flavonoid that has been isolated from various plants and has antioxidant activity.1,2 It scavenges ABTS , oxygen, and 2,2-diphenyl-1-picrylhydrazyl radicals in cell free assays (IC50s = 24, 322.8, and 318.9 μM, respectively).2
1.Gentili, B., and Horowtiz, R.M.Chromatography of dihydrochalcone sweeteners and related compounds: A reagent for detecting dihydrochalconesJ. Chromatogr.63(5730)467-469(1971) 2.Li, X., Chen, B., Xie, H., et al.Antioxidant structure-activity relationship analysis of five dihydrochalconesMolecules23(5)E1162(2018)
| Cas No. | 18916-17-1 | SDF | |
| 别名 | 柚皮苷二氢查尔酮; Naringin DC | ||
| Canonical SMILES | O=C(C1=C(O)C=C(O[C@H]2[C@@H]([C@H]([C@@H]([C@@H](CO)O2)O)O)O[C@@]3([H])[C@@H]([C@@H]([C@H]([C@H](C)O3)O)O)O)C=C1O)CCC4=CC=C(O)C=C4 | ||
| 分子式 | C27H34O14 | 分子量 | 582.55 |
| 溶解度 | DMSO: ≥ 100 mg/mL (171.66 mM) | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
||
| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
 |
1 mg | 5 mg | 10 mg |
| 1 mM | 1.7166 mL | 8.583 mL | 17.1659 mL |
| 5 mM | 0.3433 mL | 1.7166 mL | 3.4332 mL |
| 10 mM | 0.1717 mL | 0.8583 mL | 1.7166 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Naringin Dihydrochalcone potentially binds to catalytic domain of matrix metalloproteinase-2: molecular docking, MM-GBSA, and molecular dynamics simulation approach
Nat Prod Res 2022 Sep 1;1-5.PMID:36047975DOI:10.1080/14786419.2022.2118746.
Matrix metalloproteinase-2 (MMP2), an extracellular matrix remodulating protein's increased activity causes cancer-metastasis. Potential MMP2 inhibitors showed sever side-effects in clinical trials. Present study is focused on identification natural MMP2 inhibitor by applying molecular docking, MM-GBSA binding energy estimation and molecular dynamics (MD) simulations. Commercially available flavonoid compound library was used to screen the molecules potentially binding with catalytic domain of MMP2 protein compared to standard MMP2 inhibitor ARP100. Naringin Dihydrochalcone (NDC) showed interaction with the important residues (His120, Leu82 and Val117) present at the MMP2 catalytic domain in comparison to known inhibitor ARP100 (dock score ≈ -13 and -8 kcal/mole respectively). Lower ligand-protein binding energy (-67.31 kcal/mole) obtained in MM-GBSA and the MD simulation trajectory analysis showed significant stable and energetically favourable binding of NDC at the catalytic site of MMP2. In conclusion, anti-metastatic potential of NDC should be validated in in vitro and in vivo experiments.
Naringin Dihydrochalcone Ameliorates Cognitive Deficits and Neuropathology in APP/PS1 Transgenic Mice
Front Aging Neurosci 2018 Jun 5;10:169.PMID:29922152DOI:10.3389/fnagi.2018.00169.
Alzheimer's disease (AD) is a multi-factorial neurodegenerative disorder with abnormal accumulation of amyloid-β (Aβ) plaques, neuroinflammation and impaired neurogenesis. Mounting evidences suggest that single-target drugs have limited effects on clinical treatment and alternative or multiple targets are required. In recent decades, natural compounds and their derivatives have gained increasing attention in AD drug discovery due to their inherently enormous chemical and structural diversity. In this study, we demonstrated that Naringin Dihydrochalcone (NDC), a widely used dietary sweetener with strong antioxidant activity, improved the cognitive function of transgenic AD mice. Pathologically, NDC attenuated Aβ deposition in AD mouse brain. Furthermore, NDC reduced periplaque activated microglia and astrocytes, indicating the inhibition of neuroinflammation. It also enhanced neurogenesis as investigated by BrdU/NeuN double labeling. Additionally, the inhibition of Aβ level and neuroinflammation by NDC treatment was also observed in an AD cell model or a microglia cell line. Taken together, our study indicated that NDC might be a potential therapeutic agent for the treatment of AD against multiple targets that include Aβ pathology, neuroinflammation and neurogenesis.
[Determination of neohesperidin dihydrochalcone and Naringin Dihydrochalcone in feeds by solid phase extraction-high performance liquid chromatography]
Se Pu 2019 Jun 8;37(6):649-654.PMID:31152516DOI:10.3724/SP.J.1123.2019.01006.
A new method was established for the determination of neohesperidin dihydrochalcone (NHDC) and Naringin Dihydrochalcone (Naringin DC) in feeds by solid phase extraction-high performance liquid chromatography (SPE-HPLC). The samples were extracted by methanol and were purified on an HLB solid-phase extraction column. Chromatographic separation was achieved on an XB-C18 column (150 mm×4.6 mm, 5 μm) by linear gradient elution using methanol/water as the mobile phase. The analytes were detected by the diode array detector (DAD). The results revealed a good linear correlation (r>0.999) between the peak areas and mass concentrations of dihydrochalcone sweeteners in the range of 0.2-49.0 mg/L. The limits of quantification (LOQs) of NHDC and Naringin DC were 0.02 and 0.01 mg/kg, respectively. Intra- and inter-day reproducibilities were 0.7%-4.1% and 0.9%-6.0%, respectively. The spiked recoveries for the samples and relative standard deviations (RSDs) were 86.2%-105.0% and 1.0%-6.3% (n=3), respectively. It is both sensitive and repeatable for the quantitative determination of neohesperidin dihydrochalcone and Naringin Dihydrochalcone in feeds, and thus, can be used to effectively reduce interference in feeds.
Extraction of naringin from pomelo peels as dihydrochalcone's precursor
J Sep Sci 2011 Jan;34(1):113-7.PMID:21171184DOI:10.1002/jssc.201000475.
A new method for the separation of naringin from pomelo peels was investigated by using ultrasonic-assisted extraction and macroporous resin purification technology. The ultrasonic extraction efficiency was dependent on agent's concentration, ratio of sample and solvent and ultrasonic time. Several parameters of macroporous resin-purified process, including resin selection, initial concentration, concentration of eluted agent and pH, were optimized. The experimental results showed that the naringin content in the mature pomelo peels was 2.20% and purification rate of naringin was 77.26% under optimum conditions of purification. The structure of synthetic Naringin Dihydrochalcone was determined by a series of spectroscopic methods, such as UV, NMR and MS.
Potentiate the activity of current antibiotics by Naringin Dihydrochalcone targeting the AdeABC efflux pump of multidrug-resistant Acinetobacter baumannii
Int J Biol Macromol 2022 Sep 30;217:592-605.PMID:35841965DOI:10.1016/j.ijbiomac.2022.07.065.
Acinetobacter baumannii is an ESKAPE pathogen responsible for severe nosocomial infections. Among all the mechanisms contributing to multidrug resistance, efflux pumps have gained significant attention due to their widespread distribution among bacterial species and broad substrate specificity. This study has investigated the diverse roles of efflux pumps present in carbapenem-resistant A. baumannii (CRAB) and screen an efflux pump inhibitor. The result showed the presence of AdeABC, AdeFGH, AdeIJK, and AbeM efflux pumps in CRAB, and experimental studies using gene mutants demonstrated the significant role of AdeABC in carbapenem resistance, biofilm formation, surface motility, pathogenesis, bacterial adherence, and invasion to the host cells. The structure-based ligand screening, molecular mechanics, molecular dynamics simulation, and experimental validation using efflux pump mutants and antibiotic accumulation assay identified Naringin Dihydrochalcone (NDC) as the lead against AdeB. This lead was selected as a capping agent for silver nanoparticles. The NDC-capped silver nanoparticles (NDC-AgNPs) were characterized by UV-spectroscopy, Fourier-transform infrared spectroscopy (FTIR), dynamic light scattering (DLS), and scanning electron microscopy (SEM). The investigated molecular mechanism showed that the NDC-AgNPs possessed multiple mechanisms of action. In addition to efflux inhibitory activity, it also generates reactive oxygen and nitrogen species as well as causes change in the electrochemical gradient in CRAB. The proton gradient is important for the function of AdeABC; hence altering the electrochemical gradient also disrupts its efflux activity. Moreover, A. baumannii did not develop any resistance against NDC-AgNPs till several generations which were investigated. The NDC-AgNPs were also found to be effective against carbapenem-resistant clinical isolates of A. baumannii. Therefore, the present study provided an insight into the efflux pump mediated carbapenem resistance and possible inhibitor NDC-AgNPs to combat AdeABC efflux pump mediated resistance.