BergeninCAS# 477-90-7 |
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| Cas No. | 477-90-7 | SDF | Download SDF |
| PubChem ID | 66065 | Appearance | Powder |
| Formula | C14H16O9 | M.Wt | 328.3 |
| Type of Compound | Phenols | Storage | Desiccate at -20°C |
| Synonyms | Cuscutin | ||
| Solubility | DMSO : 103.3 mg/mL (314.68 mM; Need ultrasonic and warming) | ||
| Chemical Name | (2R,3S,4S,4aR,10bS)-3,4,8,10-tetrahydroxy-2-(hydroxymethyl)-9-methoxy-3,4,4a,10b-tetrahydro-2H-pyrano[3,2-c]isochromen-6-one | ||
| SMILES | COC1=C(C=C2C(=C1O)C3C(C(C(C(O3)CO)O)O)OC2=O)O | ||
| Standard InChIKey | YWJXCIXBAKGUKZ-HJJNZUOJSA-N | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | Bergenin is a potent antinarcotic agent, has antiviral ,antifungal, antiarrhythmic, antitumor, antiinflammatory, potent immunomodulatory, antitussive, antiulcerogenic,anti-plasmodial, anti-hepatotoxic and wound healing activities. Bergenin has antidiabetic activity, could be classified as a new group of α-glucosidase inhibitors. Bergenin reduces the expression of NO, TNF-α, IL-1β, and IL-6 proinflammatory cytokines by inhibiting the activation of the NF-κB and MAPKs signaling pathways, and it may represent a novel treatment strategy for mastitis. |
| Targets | Nrf2 | HO-1 | NO | TNF-α | NF-kB | IL Receptor | MAPK |
| In vivo | Bergenin decreases the morphine-induced physical dependence via antioxidative activity in mice.[Pubmed: 25542428]Arch Pharm Res. 2015 Jun;38(6):1248-54.Oxidative stress plays a role in the development of physical dependence induced by morphine. Bergenin, a polyphenol found in many Asian, African, and South American medicinal plants, is a potent antinarcotic agent with wide spectrum of pharmacological activities including antioxidant action.
Diversity, pharmacology and synthesis of bergenin and its derivatives: potential materials for therapeutic usages.[Pubmed: 25596093]Fitoterapia. 2015 Mar;101:133-52.Bergenin, a natural secondary metabolite, has been isolated from different parts of a number of plants. It is one of active ingredients in herbal and Ayurvedic formulations. It exhibits antiviral, antifungal, antitussive, antiplasmodial, antiinflammatory, antihepatotoxic, antiarrhythmic, antitumor, antiulcerogenic, antidiabetic and wound healing properties.
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| Kinase Assay | Structure-activity relationships of bergenin derivatives effect on α-glucosidase inhibition.[Pubmed: 23009660 ]J Enzyme Inhib Med Chem. 2013 Dec;28(6):1162-70.The α-glucosidase inhibitory activities of Bergenin derivatives were evaluated. Bergenin derivatives were synthesized from Bergenin which is a characteristic compound of B. ligulata.
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| Animal Research | Bergenin Plays an Anti-Inflammatory Role via the Modulation of MAPK and NF-κB Signaling Pathways in a Mouse Model of LPS-Induced Mastitis.[Pubmed: 25487780]Inflammation. 2015 Jun;38(3):1142-50.Mastitis is a major disease in humans and other animals and is characterized by mammary gland inflammation. It is a major disease of the dairy industry.
Bergenin is an active constituent of the plants of genus Bergenia. Research indicates that Bergenin has multiple biological activities, including anti-inflammatory and immunomodulatory properties.
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Bergenin Dilution Calculator
Bergenin Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 3.046 mL | 15.23 mL | 30.4599 mL | 60.9199 mL | 76.1499 mL |
| 5 mM | 0.6092 mL | 3.046 mL | 6.092 mL | 12.184 mL | 15.23 mL |
| 10 mM | 0.3046 mL | 1.523 mL | 3.046 mL | 6.092 mL | 7.615 mL |
| 50 mM | 0.0609 mL | 0.3046 mL | 0.6092 mL | 1.2184 mL | 1.523 mL |
| 100 mM | 0.0305 mL | 0.1523 mL | 0.3046 mL | 0.6092 mL | 0.7615 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Bergenin, a polyphenol, is a potent antinarcotic agent with antioxidant action. IC50 value: < 2.5 μM (antiplasmodial) [3] Target: In vitro: The naloxone-precipitated withdrawal symptom (jumping frequency) was significantly ameliorated (50% of control group) by administration of bergenin (20 mg/kg) in morphine-treated mice. Furthermore, morphine-induced down-regulation of glutathione (GSH) contents was reversed by bergenin administration in the frontal cortex and liver [2]. In vivo: Bergenin attenuated inflammatory cell infiltration and decreased the concentration of NO, TNF-α, IL-1β, and IL-6, which were increased in LPS-induced mouse mastitis [1].
References:
[1]. Gao XJ, et al. Bergenin Plays an Anti-Inflammatory Role via the Modulation of MAPK and NF-κB Signaling Pathways in a Mouse Model of LPS-Induced Mastitis. Inflammation. 2015 Jun;38(3):1142-50.
[2]. Yun J, et al. Bergenin decreases the morphine-induced physical dependence via antioxidative activity in mice. Arch Pharm Res. 2015 Jun;38(6):1248-54.
[3]. Uddin G, et al. Comparative antioxidant and antiplasmodial activities of 11-O-galloylbergenin and bergenin isolated from Bergenia ligulata. Trop Biomed. 2014 Mar;31(1):143-8.
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Diversity, pharmacology and synthesis of bergenin and its derivatives: potential materials for therapeutic usages.[Pubmed:25596093]
Fitoterapia. 2015 Mar;101:133-52.
Bergenin, a natural secondary metabolite, has been isolated from different parts of a number of plants. It is one of active ingredients in herbal and Ayurvedic formulations. It exhibits antiviral, antifungal, antitussive, antiplasmodial, antiinflammatory, antihepatotoxic, antiarrhythmic, antitumor, antiulcerogenic, antidiabetic and wound healing properties. It has been analyzed and estimated in different plant extracts, blood and drug samples using chromatographic techniques, and pharmacokinetic studies have been made. Several Bergenin derivatives were isolated and/or synthesized and were found to possess pharmacological activities. Total synthesis of Bergenin and its derivatives were reported. This review article covers literature on Bergenin and its derivatives until 2013. Ethnomedicinal value of Bergenin containing plant materials is also highlighted. This comprehensive review provides information on the potentiality of Bergenin and its derivatives for therapeutic usages.
Bergenin Plays an Anti-Inflammatory Role via the Modulation of MAPK and NF-kappaB Signaling Pathways in a Mouse Model of LPS-Induced Mastitis.[Pubmed:25487780]
Inflammation. 2015;38(3):1142-50.
Mastitis is a major disease in humans and other animals and is characterized by mammary gland inflammation. It is a major disease of the dairy industry. Bergenin is an active constituent of the plants of genus Bergenia. Research indicates that Bergenin has multiple biological activities, including anti-inflammatory and immunomodulatory properties. The objective of this study was to evaluate the protective effects and mechanism of Bergenin on the mammary glands during lipopolysaccharide (LPS)-induced mastitis. In this study, mice were treated with LPS to induce mammary gland mastitis as a model for the disease. Bergenin treatment was initiated after LPS stimulation for 24 h. The results indicated that Bergenin attenuated inflammatory cell infiltration and decreased the concentration of NO, TNF-alpha, IL-1beta, and IL-6, which were increased in LPS-induced mouse mastitis. Furthermore, Bergenin downregulated the phosphorylation of nuclear factor-kappaB (NF-kappaB) and mitogen-activated protein kinases (MAPK) signaling pathway proteins in mammary glands with mastitis. In conclusion, Bergenin reduced the expression of NO, TNF-alpha, IL-1beta, and IL-6 proinflammatory cytokines by inhibiting the activation of the NF-kappaB and MAPKs signaling pathways, and it may represent a novel treatment strategy for mastitis.
Structure-activity relationships of bergenin derivatives effect on alpha-glucosidase inhibition.[Pubmed:23009660]
J Enzyme Inhib Med Chem. 2013 Dec;28(6):1162-70.
The alpha-glucosidase inhibitory activities of Bergenin derivatives were evaluated. Bergenin derivatives were synthesized from Bergenin which is a characteristic compound of B. ligulata. A new Bergenin derivative, 11-O-(3',4'-dimethoxybenzoyl)-Bergenin showed the highest potent inhibitory activity among those of Bergenin derivatives. The presence of substituents at 3',4'-position in Bergenin derivatives altered the alpha-glucosidase inhibitory activity. 11-O-(3',4'-dimethoxybenzoyl)-Bergenin was noncompetitive inhibitor for alpha-glucosidase. The present study reveals that Bergenin derivatives could be classified as a new group of alpha-glucosidase inhibitors.
Bergenin decreases the morphine-induced physical dependence via antioxidative activity in mice.[Pubmed:25542428]
Arch Pharm Res. 2015 Jun;38(6):1248-54.
Oxidative stress plays a role in the development of physical dependence induced by morphine. Bergenin, a polyphenol found in many Asian, African, and South American medicinal plants, is a potent antinarcotic agent with wide spectrum of pharmacological activities including antioxidant action. In the present study, we observed that Bergenin decreased the development of physical dependence induced by morphine in mice and the antioxidant activity of Bergenin plays a role in the antinarcotic effects through adapting to morphine-induced oxidative stress in the brain. The naloxone-precipitated withdrawal symptom (jumping frequency) was significantly ameliorated (50% of control group) by administration of Bergenin (20 mg/kg) in morphine-treated mice. Furthermore, morphine-induced down-regulation of glutathione (GSH) contents was reversed by Bergenin administration in the frontal cortex and liver. Bergenin had no effects on the increased levels of nfr2-dependent antioxidant enzyme HO1 and NQO1 in the frontal cortex, striatum, and liver of morphine-treated mice. However, the morphine-induced increase in nrf2 nuclear translocation in the frontal cortex and striatum was inhibited by Bergenin treatment. These results suggest that Bergenin has a potential antinarcotic effect via regulation of GSH contents and oxidative stress.
