berberine (Q176525)

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quaternary ammonium cation
  • umbellatine
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Language Label Description Also known as
English
berberine
quaternary ammonium cation
  • umbellatine

Statements

chemical structure
Berberin.svg
321 × 259; 19 KB
0 references
mass
336.1230344760899 dalton
1 reference
based on heuristic
inferred from InChI
chemical formula
C₂₀H₁₈NO₄⁺
1 reference
PubChem CID
2353
canonical SMILES
O1c2c(OC1)cc5c(c2)c4cc3ccc(OC)c(OC)c3c[n+]4CC5
1 reference
imported from Wikimedia project
English Wikipedia
found in taxon
Hydrastis canadensis
22 references
stated in
Alkaloid-Bearing Plants and Their Contained Alkaloids. 1957-1968
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Effects of the major alkaloid ofHydrastis canadensis L., berberine, on rabbit prostate strips
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Antitubercular natural products: berberine from the roots of commercial Hydrastis canadensis powder. Isolation of inactive 8-oxotetrahydrothalifendine, canadine, beta-hydrastine, and two new quinic acid esters, hycandinic acid esters-1 and -2.
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A new glucosyl feruloyl quinic acid as a potential marker for roots and rhizomes of goldenseal, Hydrastis canadensis.
stated in
High-performance liquid chromatography determination of hydrastine and berberine in dietary supplements containing goldenseal
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In vitro susceptibility of Helicobacter pylori to isoquinoline alkaloids from Sanguinaria canadensis and Hydrastis canadensis.
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Response of rabbit detrusor muscle to total extract and major alkaloids of Hydrastis canadensis
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In vivo effects of goldenseal, kava kava, black cohosh, and valerian on human cytochrome P450 1A2, 2D6, 2E1, and 3A4/5 phenotypes
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Improved detection of alkaloids in crude extracts applying capillary electrophoresis with field amplified sample injection
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A convenient method for the determination of the quality of goldenseal
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Antibacterial activity of Hydrastis canadensis extract and its major isolated alkaloids
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Antimicrobial constituents from goldenseal (the Rhizomes of Hydrastis canadensis) against selected oral pathogens.
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Antibacterial Activity and Alkaloid Content ofBerberis thunbergii,Berberis vulgarisandHydrastis canadensis
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SEPARATION AND QUANTITATION OF ISOQUINOLINE ALKALOIDS OCCURRING IN GOLDENSEAL
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PRESSURIZED LIQUID EXTRACTION AND MULTIPLE, ULTRASONICALLY-ASSISTED EXTRACTIONS OF HYDRASTINE AND BERBERINE FROM GOLDENSEAL (HYDRASTIS CANADENSIS) WITH SUBSEQUENT HPLC ASSAY
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ISOLATION OF ALKALOIDS FROM GOLDENSEAL (HYDRASTIS CANADENSIS RHIZOMES) USING pH-ZONE REFINING COUNTERCURRENT CHROMATOGRAPHY
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HPLC ASSAY OF ECHINACEA PURPUREA/GOLDENSEAL (HYDRASTIS CANADENSIS) COMBINATION FORMULATIONS FOR PHENOLIC ACIDS, ALKYLAMIDES, AND ALKALOIDS
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Method Validation for Determination of Alkaloid Content in Goldenseal Root Powder
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A validated high performance liquid chromatographic method for the analysis of Goldenseal
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A New Glucosyl Feruloyl Quinic Acid as a Potential Marker for Roots and Rhizomes of Goldenseal, Hydrastis canadensis
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Synergy-directed fractionation of botanical medicines: a case study with goldenseal (Hydrastis canadensis)
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Different concentrations of berberine result in distinct cellular localization patterns and cell cycle effects in a melanoma cell line
Coptis chinensis
13 references
stated in
Pharmacokinetics of berberine in rat thalamus after intravenous administration of Coptidis rhizoma extract
stated in
Alkaloid-Bearing Plants and Their Contained Alkaloids. 1957-1968
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Capillary electrophoretic analyses of alkaloids in commercial samples of Coptidis Rhizoma
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Determination of quaternary alkaloids from Coptidis Rhizoma by capillary electrophoresis
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Liquid chromatographic-electrospray mass spectrometric analysis of Coptidis Rhizoma
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Analysis of traditional Chinese anticancer drugs by capillary electrophoresis
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Application of analytical and preparative high-speed counter-current chromatography for separation of alkaloids from Coptis chinensis Franch
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Monoamine oxidase inhibitors from rhizoma of Coptis chinensis
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Determination of Coptis Chinensis Franch and Phellodendron Amurense Rupr in Qingwei-Huanglian Wan by Pls-HPLC Method
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Coptis chinensis inhibits hepatocellular carcinoma cell growth through nonsteroidal anti-inflammatory drug-activated gene activation.
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Cytotoxic effects of Coptis chinensis and Epimedium sagittatum extracts and their major constituents (berberine, coptisine and icariin) on hepatoma and leukaemia cell growth
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Differential gene expression in rat vascular smooth muscle cells following treatment with coptisine exerts a selective antiproliferative effect.
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HERG channel inhibitors in extracts of Coptidis rhizoma.
Coptis japonica
25 references
stated in
Berberine and other protoberberine alkaloids in callus tissue of Thalictrum minus
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Production of berberine in cultured cells of Coptis japonica
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Capillary electrophoretic analyses of alkaloids in commercial samples of Coptidis Rhizoma
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Cytological changes associated with alkaloid production in cultured cells of Coptis japonica and Thalictrum minus.
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Alternative final steps in berberine biosynthesis in Coptis japonica cell cultures
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Protoberberine alkaloids and their reversal activity of P-gp expressed multidrug resistance (MDR) from the rhizome of Coptis japonica Makino
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The role of Coptidis Rhizoma extract in a renal ischemia-reperfusion model
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High berberine-producing cultures of coptis japonica cells
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Biotransformation of tetrahydroberberine to berberine by enzymes prepared from cultured coptis japonica cells
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Effect of gibberellic acid on berberine and tyrosine accumulation in Coptis japonica
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S-adenosyl-l-methionine: Scoulerine-9-O-methyltransferase from cultured Coptis japonica cells
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Enhancement of Berberine Production in Suspension Cultures of Coptis japonica by Gibberellic Acid Treatment
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Rat lens aldose reductase inhibitory activities of Coptis japonica root-derived isoquinoline alkaloids
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Growth-inhibiting effects of Coptis japonica root-derived isoquinoline alkaloids on human intestinal bacteria
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Antiphotooxidative activity of protoberberines derived from Coptis japonica makino in the chlorophyll-sensitized photooxidation of oil
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Inhibitory effects of protoberberine alkaloids from the roots of Coptis japonica on catecholamine biosynthesis in PC12 cells
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The Norcoclaurine Pathway is Operative in Berberine Biosynthesis in Coptis japonica
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Flow Cytometric Analysis of Cellular Berberine Contents in High- and Low-Producing Cell Lines of Coptis japonica Obtained by Repeated Selection
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Molecular characterization of the S-adenosyl-L-methionine:3'-hydroxy-N-methylcoclaurine 4'-O-methyltransferase involved in isoquinoline alkaloid biosynthesis in Coptis japonica.
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[Fundamental studies on the evaluation of crude drugs. VI. Electron microscopic analysis of crude drugs. (1). Determination of berberine in Coptidis rhizoma (author's transl)]
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[Evaluation on equivalence of pharmacological properties between natural crude drugs and their cultured cells based on their components. Accelerative effect of lithospermi radix and inhibitory effect of coptidis rhizoma on proliferation of granulati
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Study on adsorptive separation of berberine alkaloids in Coptis japonica Makino by molecular dynamics simulation.
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Berberine production by cultured Coptis japonica cells in a one-stage culture using medium with a high copper concentration.
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Alkaloids from the Stem Bark of Phellodendron amurense Rupr
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Differential gene expression in rat vascular smooth muscle cells following treatment with coptisine exerts a selective antiproliferative effect.
Thalictrum minus
17 references
stated in
Alkaloids of Thalictrum minus
stated in
Chemical and cytological investigation of Thalictrum minus from Vojvodina Region
stated in
Northalibroline: a new bisbenzylisoquinoline alkaloid from Thalictrum minus var. minus
stated in
Berberine and other protoberberine alkaloids in callus tissue of Thalictrum minus
stated in
Quaternary Alkaloids from Thalictrum minus subsp. elatum (JACQ.) STOY. et STEFANOV
stated in
Alkaloids of Thalictrum XXXIV. Three New Alkaloids, Thalmirabine, Thalistine, and O-Methylthalibrine, and Others From Roots of Thalictrum minus Race B
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Cytological changes associated with alkaloid production in cultured cells of Coptis japonica and Thalictrum minus.
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Stimulation of berberine secretion and growth in cell cultures of Thalictrum minus
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Alkaloids ofThalictrum longipedunculatum
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Berberine production by batch and semi-continuous cultures of immobilized Thalictrum cells in an improved bioreactor
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Release and crystallization of berberine in the liquid medium of Thalictrum minus cell suspension cultures
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Alkaloids of Anatolian Thalictrum sultanabadense
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Induction of a specific methyltransferase activity regulating berberine biosynthesis by cytokinin in Thalictrum minus cell cultures
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Induction of berberine biosynthesis by cytokinins in Thalictrum minus cell suspension cultures
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Separation and characterization of cytokinin-inducible (S)-tetrahydroberberine oxidases controlling berberine biosynthesis in Thalictrum minus cell cultures
stated in
The role of ethylene in berberine production byThalictrum minus cell suspension cultures
stated in
An investigation of the alkaloids of Thalictrum longipedunculatum the structure of thalixine
has part(s)
nitrogen
0 references
carbon
0 references
Commons category
Berberine
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Identifiers

NL CR AUT ID
ph291710
subject named as
berberin
0 references
Reaxys registry number
3570374
0 references
PDB ligand ID
BER
0 references
KBpedia ID
Berberine
1 reference
stated in
KBpedia
retrieved
9 July 2020
 
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