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6873-09-2

Epiberberine

CAS: 6873-09-2

Molecular Formula: C20H18NO4+

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6873-09-2 - Names and Identifiers

Name Epiberberine
Synonyms Siberian
BerbiniuM
epiberberine
Epiberberine
Epiberberine Chloride
11,12-Dihydro-8,9-dimethoxybenzo[a]-1,3-benzodioxolo[4,5-g]quinolizinium
8,9-Dimethoxy-11,12-dihydro-[1,3]dioxolo[4,5-h]isoquinolino[2,1-b]isoquinolin-13-ium
CAS 6873-09-2

6873-09-2 - Physico-chemical Properties

Molecular FormulaC20H18NO4+
Molar Mass336.36122
Melting Point260℃
Solubility Dissolve in hot water, slightly soluble in water or ethanol, very slightly soluble in chloroform, insoluble in ether.
AppearanceSolid
ColorOrange to Dark Orange
Storage ConditionAmber Vial, -20°C Freezer, Under inert atmosphere
MDLMFCD01547982
Physical and Chemical PropertiesRed needle crystal, soluble in methanol, ethanol, DMSO and other organic solvents, derived from Coptis chinensis.
In vitro study Epiberberine (0, 12.5, 25, or 50 μM) dose-dependently inhibits cellular triglyceride accumulation in 3T3-L1 adipocytes, with an IC 50 of 52.8 μM. Epiberberine (12.5-50 μM) suppresses the Raf/MEK1/ERK1/2 and AMPKα/Akt pathways in the early stage of 3T3-L1 adipocyte differentiation. Epiberberine (0.2, 1, 5 μg/mL) inhibits glucose uptake in HepG2 cells in a concentration-dependent manner.
In vivo study Epiberberine (225 mg/kg, p.o. daily for 40 days) reduces body weight, food consumption, water intake, and urinary output of KK-Ay mice.

6873-09-2 - Reference

Reference
Show more
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2. Li shujiao, Wang Yuqing. On-line screening of antioxidant substances from Coptis chinensis by HPLC-ABTS-DAD-Q-TOF/MS [J]. Chinese Journal of Traditional Chinese Medicine 2018(12).
3. Piwenxia, Zhu Xinxian, Fangting et al. Simultaneous determination of alkaloid, epiberberine, coptisine, palmatine and Berberine in the purified parts of "three-heat theory" prescription by HPLC [J]. Chinese Journal of Experimental prescriptions, 2012, 18(14):110-113.
4. Li Feng Zhang Zhi, et al. Determination of six alkaloids in different decoction pieces by one-Test multi-evaluation method [J]. Journal of Pharmaceutical Analysis, 2018, 038(007):1132-1138.
5. Ma Bing Xin Liang Jia Wen Li Xing Hui He Jingsheng Tong Jing Wang Wei. Simultaneous determination of six alkaloids in Coptis chinensis flower Moss and Coptis chinensis flower tea by RP-HPLC [J]. Journal of Food Safety and quality testing, 2014 5(06):1602-1607.
6. Fan, master, Wang, Yun, Liang, Yang, Wang, et al. Study on ethanol extraction process and preliminary pharmacodynamic evaluation of Hejiang granules [J]. Central South pharmacy 2018 016(004):488-491.
7. Peng Ping, Jie Su Hua, Peng Ping, et al. Characterization of the overall quality of Coptis chinensis from different producing areas based on the contents and characteristic maps of UPLC-PDA alkaloid index components [J]. World Science and Technology-modernization of traditional Chinese medicine, 2019(10).
8. Zhang Xin, Ni Jian, Guo Lin, Du Zi-Xuan, Wang Meiling, Leng Xin, you Longtai, Wang Yunliang, Li Junxiang, Yin Xingbin. Multi-index optimization of alcohol extraction process of Rhizoma coptidis, radix notoginseng and indigo naturalis in Qingchang Wenzhong granules [J]. Chinese Journal of Information on traditional Chinese medicine, 2018,25(10):73-78.
9. Liu Xin, Yang Yanfang, Song Hongping, Zhang wavelet, Huang Luqi, Wu and Zhen. Study on growth suitability regionalization of Coptis chinensis based on MaxEnt and ArcGIS [J]. Chinese Journal of Traditional Chinese Medicine, 2016,41(17):3186-3193.
10. Peng Ping, Zhang Bei, Du Jing, et al. Quality Characterization of characteristic chromatograms of Angong Niuhuang pills based on natural musk-calculus Bovis and four plant herbs [J]. Chinese herbal medicine, 2019(14).
11. Liu Yang, Yin Xiuwen, Wang Ziyu, etc. Study on biopharmaceutics classification system of Coptis chinensis extracts [J]. Chinese Journal of Traditional Chinese Medicine, 2017, 21(v.42):87-94.
12. Li Yajie, long Lan, Yang Yongkang, etc. Study on quality standard of Rhizoma coptidis in Enshi [J]. Journal of Hubei University for Nationalities: Natural Science Edition, 2012, 000(004):443-445.
13. Zhang Chungang, Tang Jingya, Yu Changchen, etc. Extraction, purification and content determination of five main alkaloids from Coptis chinensis [J]. Modern Chinese medicine, 2018, 20(09):116-119 126.
14. Zhang Xiao, Zhang Yali, Miao Xiangzhen, etc. Correlation between anti-tumor activity of different processed products and components of Coptis chinensis and content of six alkaloids [J]. Chinese Journal of Traditional Chinese Medicine, 2019, v.34(06):350-353.
15. Zhang Jiuxu, Fan Jing, Li Xiaoyang, et al. Study on processing method of modern producing area of Coptis chinensis based on internal quality [J]. Journal of Liaoning University of Traditional Chinese Medicine, 2019, v.21;No.185(09):74-77.
16. Li hearing, Li Meng, Zhang Zhi, et al. Quality Evaluation of Coptis chinensis and its processed products based on high performance liquid chromatography fingerprint and infrared spectroscopy [J]. Central South pharmacy, 2019, 017(004):556-560.
17. Wu Yichen, Xie Hui, Mao Chunqin, et al. HPLC fingerprint of compound gancao Qingyang mixture [J]. Chinese traditional medicines, 2019, 041(009): 291-2256.
18. Peng Ping, Xiong shaoxhe, Zhang Bei, Yi Jianping, Du Jing, Yang Xuan, fan Guoqiang, Gu Gul, Wang Zhibin. Study on quality evaluation of Qinlian preparation based on quality characterization of the whole party characteristic spectrum [J]. Chinese herbal medicine, 2021,52(05):1312-1322.
19. Kang nianxin, Yuan Yanyan, Zhang Xiao, Lu Yinhui, Li Qingxia, Li Fei, Tan Peng. Establishment of HPLC characteristic chromatogram of alcoholic Coptis chinensis and its cluster analysis and principal component analysis [J]. World Science and Technology-modernization of traditional Chinese medicine, 2020,22(08):2790-2798.
20. Ma, Bing Xin, et al. "Coptis chinensis inforelates hyperglycaemia in 3T3-L1 preadipocyte and streptozotocin-induced diabetic mice." Journal of Functional Foods 21 (2016): 455-462.https:// doi.org/10.1016/j. Jff.12/021, 2015
21. Ma, et al. "Coptis chinensis inflorescence and its main alkaloids protect against ultraviolet-B-induced oxidative damage." Journal of Functional Foods 5.4 (2013): 1665-1672.https://doi.org/10.1016/j.jff.2013.07.010
22. Yang, Yanfang, et al. "Determination of alkaloid contents in various tissues of Coptis chinensis Franch. by reversed phase-high performance liquid chromatography and ultraviolet spectrophotometry." Journal of chromatographic science 55.5 (2017): 556-563. h
23. Xu, Jun. "Improved approaches and strategies for analyzing decoctions of medicinal herbs." (2016).
24. [IF=4.451] Bingxin Ma et al."Coptis chinensis inflorescence and its main alkaloids protect against ultraviolet-B-induced oxidative damage."J Funct Foods. 2013 Oct;5:1665
25. [IF=3.935] Ka-Yan Kwok et al."Quality evaluation of commercial Huang-Lian-Jie-Du-Tang based on simultaneous determination of fourteen major chemical constituents using high performance liquid chromatography."J Pharmaceut Biomed. 2013 Nov;85:239
26. [IF=3.197] Bingxin Ma et al."Coptis chinensis inflorescence ameliorates hyperglycaemia in 3T3-L1 preadipocyte and streptozotocin-induced diabetic mice."J Funct Foods. 2016 Mar;21:455
27. [IF=3] Zhang Pengyu et al."Discovery of novel antagonists on β2-adrenoceptor from natural products using a label-free cell phenotypic assay."N-S Arch Pharmacol. 2018 Dec;391(12):1411-1420
28. [IF=1.618] Li Jiang-Yan et al."Seasonal Variation of Alkaloid Contents and Anti-Inflammatory Activity of Rhizoma coptidis Based on Fingerprints Combined with Chemometrics Methods."J Chromatogr Sci. 2015 Aug;53(7):1131-1139
29. [IF=1.618] Yang Yanfang et al."Determination of Alkaloid Contents in Various Tissues of Coptis Chinensis Franch. by Reversed Phase-High Performance Liquid Chromatography and Ultraviolet Spectrophotometry."J Chromatogr Sci. 2017 May;55(5):556-563
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33. [IF=3.463] Xiao-Meng Liu et al."Comparative transcriptome analysis provides novel insights into the molecular mechanism of berberine biosynthesis in Coptis chinensis."Sci Hortic-Amsterdam. 2022 Jan;291:110585
34. [IF=3] Qu Lala et al."Phenotypic assessment and ligand screening of ETA/ETB receptors with label-free dynamic mass redistribution assay."N-S Arch Pharmacol. 2020 Jun;393(6):937-950

6873-09-2 - Reference Information

Product description Table, it is extracted and isolated from Coptis chinensis, and is also contained in plants such as Coptis groenlandica,Coptis Japan, Thalictrumminus, and nandintumestica. Epiberberine has a variety of pharmacological effects, such as strong inhibitory activity on cytochrome P450 subtype CYP2D6, non-competitive BACE1 inhibitory activity, inhibition of aldose reductase activity, alpha receptor blocking effect, hypoglycemic activity in vitro.
biological activity epiberberberine is an alkaloid derived from Coptis chinensis, which is a potent AChE and BChE inhibitor, for non-competitive BACE1 inhibitors, IC50 values were 1.07,6.03 and 8.55 μm, respectively. Epiberberine has antioxidant effects and can clear ONOO- (IC50,16.83 μm), which can be used in Alzheimer's disease and diabetes research. In the early stage of 3T3-L1 cell differentiation, epiberbermine can down-regulate Raf/MEK1/2/ERK1/2 and ampkα/Akt signaling pathway.
Target IC50: 1.07 μm (AChE), 6.03 μm (BChE), 8.55 μm (BACE1)
Use epiberberine has antiviral and anti-inflammatory effects.
for content determination/identification/pharmacological experiments. Pharmacological Efficacy: in vitro against a variety of gram-positive and negative bacteria have bacteriostatic effect, including hemolytic Streptococcus, Staphylococcus aureus, Vibrio cholerae. Meningococcus, Shigella dysenteriae, Salmonella Typhi, diphtheria bacillus and other strong inhibitory effect, low concentration of antibacterial, high concentration of sterilization. The influenza Virus, Amoeba, leptospira, certain skin fungi also have a certain inhibitory effect.
Last Update:2024-04-10 22:29:15
6873-09-2
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Tel: +86-18821248368
Email: Int06@meryer.com
Mobile: +86-18821248368
QQ: 495145328 Click to send a QQ message
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CAS: 6873-09-2
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
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     tech@medchemexpress.com
Mobile: 609-228-6898
SHANGHAI ACMEC BIOCHEMICAL TECHNOLOGY CO., LTD.
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Product Name: Epiberberine Visit Supplier Webpage Request for quotation
CAS: 6873-09-2
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View History
6873-09-2
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β-Naphthylamine hydrochloride
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