200,000+ products from a single source!
sales@angenechem.com
10605-02-4 | Dibenzo[a,g]quinolizinium, 5,6-dihydro-2,3,9,10-tetramethoxy-, chloride
CAS No: 10605-02-4 Catalog No: AG00HAQQ MDL No:MFCD00016656
Product Description
Catalog Number:
AG00HAQQ
Chemical Name:
Dibenzo[a,g]quinolizinium, 5,6-dihydro-2,3,9,10-tetramethoxy-, chloride
CAS Number:
10605-02-4
Molecular Formula:
C21H22ClNO4
Molecular Weight:
387.8567
MDL Number:
MFCD00016656
IUPAC Name:
2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium;chloride
InChI:
InChI=1S/C21H22NO4.ClH/c1-23-18-6-5-13-9-17-15-11-20(25-3)19(24-2)10-14(15)7-8-22(17)12-16(13)21(18)26-4;/h5-6,9-12H,7-8H2,1-4H3;1H/q+1;/p-1
InChI Key:
RLQYRXCUPVKSAW-UHFFFAOYSA-M
SMILES:
COc1cc2CC[n+]3c(c2cc1OC)cc1c(c3)c(OC)c(cc1)OC.[Cl-]
UNII:
ZJ6W8881Z8
NSC Number:
209407
Properties
Complexity:
475
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
2
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
387.124g/mol
Formal Charge:
0
Heavy Atom Count:
27
Hydrogen Bond Acceptor Count:
5
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
387.86g/mol
Monoisotopic Mass:
387.124g/mol
Rotatable Bond Count:
4
Topological Polar Surface Area:
40.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
Literature
| Title | Journal |
|---|---|
| Palmatine activates AhR and upregulates CYP1A activity in HepG2 cells but not in human hepatocytes. | Toxicology in vitro : an international journal published in association with BIBRA 20140601 |
| Mechanism study of goldenseal-associated DNA damage. | Toxicology letters 20130731 |
| Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine. | Bioorganic & medicinal chemistry 20121115 |
| Quality evaluation and species differentiation of Rhizoma coptidis by using proton nuclear magnetic resonance spectroscopy. | Analytica chimica acta 20121017 |
| Synthesis and cytotoxicity evaluation of 13-n-alkyl berberine and palmatine analogues as anticancer agents. | Molecules (Basel, Switzerland) 20120925 |
| Isoquinoline alkaloids from Tinospora cordifolia inhibit rat lens aldose reductase. | Phytotherapy research : PTR 20120901 |
| Analysis of four alkaloids of Coptis chinensis in rat plasma by high performance liquid chromatography with electrochemical detection. | Analytica chimica acta 20120806 |
| Discrimination of Phellodendron amurense and P. chinense based on DNA analysis and the simultaneous analysis of alkaloids. | Archives of pharmacal research 20120601 |
| Determination of the specific interaction between palmatine and bovine serum albumin. | Molecular biology reports 20120501 |
| [Impact on absorption of berberine and palmatine in different compatibilities of Wuji pill]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20120401 |
| High-performance liquid chromatography-electrospray ionization-mass spectrometry ligand fishing assay: a method for screening triplex DNA binders from natural plant extracts. | Analytical chemistry 20120306 |
| Determination of protoberberine alkaloids in Rhizoma Coptidis by ERETIC ¹H NMR method. | Journal of pharmaceutical and biomedical analysis 20120223 |
| Rapid discrimination and quantification of alkaloids in Corydalis Tuber by near-infrared spectroscopy. | Journal of pharmaceutical and biomedical analysis 20120205 |
| Determination of berberine, palmatine and jatrorrhizine in rabbit plasma by liquid chromatography-electrospray ionization-mass spectrometry. | Journal of pharmaceutical and biomedical analysis 20111215 |
| [Studies on intestinal absorption of alkaloids in Coptis chinensis by in situ single-pass perfused rat intestinal model]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20111201 |
| [Effect of different compatibility of Wuji Wan on bile excretion of representative ingredient]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20111201 |
| Therapeutic potential of nucleic acid-binding isoquinoline alkaloids: binding aspects and implications for drug design. | Medicinal research reviews 20111101 |
| Novel mitochondria-targeted antioxidants: plastoquinone conjugated with cationic plant alkaloids berberine and palmatine. | Pharmaceutical research 20111101 |
| Ionic liquid sensitized fluorescence determination of four isoquinoline alkaloids. | Talanta 20110715 |
| [Influence of penetration enhancers on in vitro transdermal permeation of L-tethrahydropalmatine]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20110701 |
| [Quantitative analysis of four alkaloids in Xianglian preparations by QAMS method]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20110601 |
| Differential gene expression in rat vascular smooth muscle cells following treatment with coptisine exerts a selective antiproliferative effect. | Journal of natural products 20110425 |
| Application of 1H-NMR spectroscopy to validation of berberine alkaloid reagents and to chemical evaluation of Coptidis Rhizoma. | Journal of natural medicines 20110401 |
| Interaction of berberine, palmatine, coralyne, and sanguinarine to quadruplex DNA: a comparative spectroscopic and calorimetric study. | Biochimica et biophysica acta 20110401 |
| Intestinal absorption mechanisms of berberine, palmatine, jateorhizine, and coptisine: involvement of P-glycoprotein. | Xenobiotica; the fate of foreign compounds in biological systems 20110401 |
| Electrochemiluminescence of palmatine being oxidized by electrogenerated hydroxyl radical and its analytical application. | Luminescence : the journal of biological and chemical luminescence 20110101 |
| High-performance purification of quaternary alkaloids from Corydalis yanhusuo W. T. Wang using a new polar-copolymerized stationary phase. | Journal of separation science 20110101 |
| Simultaneous determination of baicalin, baicalein, wogonin, berberine, palmatine and jatrorrhizine in rat plasma by liquid chromatography-tandem mass spectrometry and application in pharmacokinetic studies after oral administration of traditional Chinese medicinal preparations containing scutellaria-coptis herb couple. | Journal of pharmaceutical and biomedical analysis 20101102 |
| Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis. | Bioorganic & medicinal chemistry letters 20101101 |
| Chemical and biological differentiation of Cortex Phellodendri Chinensis and Cortex Phellodendri Amurensis. | Planta medica 20101001 |
| [Simultaneous determination of six alkaloids in Coptis chinensis of different regions by RP-HPLC]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20101001 |
| Determination of mitoxantrone in rat plasma by liquid chromatography-tandem mass spectrometry method: Application to a pharmacokinetic study. | Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20100815 |
| Identification of palmatine as an inhibitor of West Nile virus. | Archives of virology 20100801 |
| [Simultaneous determination of jatrorrhizine, palmatine, berberine, and obacunone in Phellodendri Amurensis Cortex by RP-HPLC]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20100801 |
| [Simultaneous determination of berberine, palmatine, matrine, catechin and baicalin in Funing Shuan by micellar electrokinetic capillary chromatography-electrospray ionization mass spectrometry]. | Se pu = Chinese journal of chromatography 20100701 |
| Rhizoma coptidis and berberine-induced activation of murine microglia N9 cells. | Journal of ethnopharmacology 20100504 |
| [Simultaneous determination of the five alkaloids in Rhizoma Coptidis by nonaqueous capillary electrophoresis]. | Se pu = Chinese journal of chromatography 20100401 |
| Anti-hyperglycemic effect of 11-hydroxypalmatine, a palmatine derivative from Stephania glabra tubers. | Journal of Asian natural products research 20100201 |
| Site-selective binding of human serum albumin by palmatine: spectroscopic approach. | Biomacromolecules 20100111 |
| The application of digital image recognition to the analysis of two-dimensional fingerprints. | Analytica chimica acta 20100111 |
| Palmatine attenuates D-galactosamine/lipopolysaccharide-induced fulminant hepatic failure in mice. | Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20100101 |
| [Preliminary study to investigate dynamic extract process of Huanglian Jiedu Tang and the mechanism of subsidence produce]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20100101 |
| [Effects of four components of Rhizoma Corydalis on anoxia and peroxidation injuries in neonatal cardiomyocytes]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20100101 |
| Selective regulation of multidrug resistance protein in vascular smooth muscle cells by the isoquinoline alkaloid coptisine. | Biological & pharmaceutical bulletin 20100101 |
| Palmatine attenuates osteoclast differentiation and function through inhibition of receptor activator of nuclear factor-κb ligand expression in osteoblast cells. | Biological & pharmaceutical bulletin 20100101 |
| RNA-binding potential of protoberberine alkaloids: spectroscopic and calorimetric studies on the binding of berberine, palmatine, and coralyne to protonated RNA structures. | DNA and cell biology 20091201 |
| Matrix-free thin-layer chromatography/laser desorption ionization mass spectrometry for facile separation and identification of medicinal alkaloids. | Rapid communications in mass spectrometry : RCM 20091201 |
| Interaction of isoquinoline alkaloids with an RNA triplex: structural and thermodynamic studies of berberine, palmatine, and coralyne binding to poly(U).poly(A)(*)poly(U). | The journal of physical chemistry. B 20091008 |
| Structure-activity relationship of isoform selective inhibitors of Rac1/1b GTPase nucleotide binding. | Bioorganic & medicinal chemistry letters 20091001 |
| Action of palmatine on Tetrahymena thermophila BF5 growth investigated by microcalorimetry. | Journal of hazardous materials 20090915 |
| [Effects of extracts and active components of Rhizoma Coptidis on contraction of circular smooth muscle isolated from guinea pig gastric antrum]. | Zhong xi yi jie he xue bao = Journal of Chinese integrative medicine 20090901 |
| Interaction of isoquinoline alkaloids with polymorphic DNA structures. | Chemistry & biodiversity 20090901 |
| Palmatine from Coptidis rhizoma reduces ischemia-reperfusion-mediated acute myocardial injury in the rat. | Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20090801 |
| Selective binding and highly sensitive fluorescent sensor of palmatine and dehydrocorydaline alkaloids by cucurbit[7]uril. | Organic & biomolecular chemistry 20090707 |
| Purification of alkaloids from Corydalis yanhusuo W. T. Wang using preparative 2-D HPLC. | Journal of separation science 20090501 |
| Identification of in-vivo and in-vitro metabolites of palmatine by liquid chromatography-tandem mass spectrometry. | The Journal of pharmacy and pharmacology 20090501 |
| [Study on vitro release and transdermal behaviors of Yulian cataplasm]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20090401 |
| Simultaneous determination of tetrahydropalmatine, protopine, and palmatine in rat plasma by LC-ESI-MS and its application to a pharmacokinetic study. | Journal of pharmaceutical and biomedical analysis 20090220 |
| Synthesis and structure-activity relationships of novel, substituted 5,6-dihydrodibenzo[a,g]quinolizinium P2X7 antagonists. | Bioorganic & medicinal chemistry letters 20090201 |
| Spectroscopic and calorimetric studies on the binding of alkaloids berberine, palmatine and coralyne to double stranded RNA polynucleotides. | The journal of physical chemistry. B 20090129 |
| Study on the phosphorescence characterizations of palmatine chloride on the solid substrate and its interaction with ctDNA. | Talanta 20090115 |
| Development of a rapid resolution liquid chromatographic method for simultaneous analysis of four alkaloids in Rhizoma coptidis under different cultivation conditions. | Journal of AOAC International 20090101 |
| Simple and reliable methods for the determination of sixteen marker components for quality control of Daochi pill by HPLC coupled with diode array detection. | Phytochemical analysis : PCA 20090101 |
| In vitro inhibitory effects of palmatine from Enantia chlorantha on Trypanosoma cruzi and Leishmania infantum. | Natural product research 20090101 |
| Chinese herbal medicinal ingredients inhibit secretion of IL-6, IL-8, E-selectin and TXB2 in LPS-induced rat intestinal microvascular endothelial cells. | Immunopharmacology and immunotoxicology 20090101 |
| Covalent bonding of azoles to quaternary protoberberine alkaloids. | Magnetic resonance in chemistry : MRC 20081201 |
| DNA-binding cytotoxic alkaloids: comparative study of the energetics of binding of berberine, palmatine, and coralyne. | DNA and cell biology 20081201 |
| Sensitive fluorescent staining for proteomic analysis of proteins in 1-D and 2-D SDS-PAGE and its comparison with SYPRO Ruby by PMF. | Electrophoresis 20081101 |
| One-step purification of palmatine and its derivative dl-tetrahydropalmatine from Enantia chlorantha using high-performance displacement chromatography. | Journal of chromatography. A 20081024 |
| [Absorption of extractive Rhizoma Coptidis in rat everted gut scas]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20080501 |
| Interaction of isoquinoline alkaloid palmatine with deoxyribonucleic acids: binding heterogeneity, and conformational and thermodynamic aspects. | Chemistry & biodiversity 20080401 |
| Studies on alkaloids binding to GC-rich human survivin promoter DNA using positive and negative ion electrospray ionization mass spectrometry. | Journal of mass spectrometry : JMS 20080301 |
| Palmatine, a protoberberine alkaloid, inhibits both Ca(2+)- and cAMP-activated Cl(-) secretion in isolated rat distal colon. | British journal of pharmacology 20080301 |
| Simultaneous determination of berberine, palmatine and jatrorrhizine by liquid chromatography-tandem mass spectrometry in rat plasma and its application in a pharmacokinetic study after oral administration of coptis-evodia herb couple. | Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20080301 |
| [Analysis of the main components of coptis-evodia herb couple by HPLC-DAD-MS]. | Yao xue xue bao = Acta pharmaceutica Sinica 20080301 |
| Fast fluorescent staining of protein in sodium dodecyl sulfate polyacrylamide gels by palmatine. | Electrophoresis 20080101 |
| The microenvironment of DNA switches the activity of singlet oxygen generation photosensitized by berberine and palmatine. | Photochemistry and photobiology 20080101 |
| Simultaneous quantification of three alkaloids of Coptidis Rhizoma in rat urine by high-performance liquid chromatography: application to pharmacokinetic study. | Biopharmaceutics & drug disposition 20071201 |
| Cytochrome P3A4 inhibitors and other constituents of Fibraurea tinctoria. | Journal of natural products 20071201 |
| Molecular recognition of DNA by small molecules: AT base pair specific intercalative binding of cytotoxic plant alkaloid palmatine. | Biochimica et biophysica acta 20070701 |
| Determination of palmatine in canine plasma by liquid chromatography-tandem mass spectrometry with solid-phase extraction. | Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20070701 |
| High performance liquid chromatography-mass spectrometry analysis of protoberberine alkaloids in medicine herbs. | Journal of separation science 20070401 |
| Amplification of DNA-binding affinities of protoberberine alkaloids by appended polyamines. | Bioorganic & medicinal chemistry letters 20070215 |
| RNA binding small molecules: studies on t-RNA binding by cytotoxic plant alkaloids berberine, palmatine and the comparison to ethidium. | Biophysical chemistry 20070201 |
| Identification of palmatine and its metabolites in rat urine by liquid chromatography/tandem mass spectrometry. | Rapid communications in mass spectrometry : RCM 20070101 |
| Molecular aspects on the specific interaction of cytotoxic plant alkaloid palmatine to poly(A). | International journal of biological macromolecules 20061115 |
| [Quality analysis and evaluation of Rhizoma Coptidis under different cultivation conditions]. | Yao xue xue bao = Acta pharmaceutica Sinica 20061001 |
| [Determination of 3 kinds of components in huanglian jiedu decoction by HPLC under different UV wavelengths]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20061001 |
| Studies of the interaction between palmatine hydrochloride and human serum albumin by fluorescence quenching method. | Journal of pharmaceutical and biomedical analysis 20060607 |
| Photochemistry and photocytotoxicity of alkaloids from Goldenseal (Hydrastis canadensis L.). 2. Palmatine, hydrastine, canadine, and hydrastinine. | Chemical research in toxicology 20060601 |
| Nonaqueous capillary electrophoresis coupled with laser-induced native fluorescence detection for the analysis of berberine, palmatine, and jatrorrhizine in Chinese herbal medicines. | Journal of separation science 20060601 |
| RNA specific molecules: cytotoxic plant alkaloid palmatine binds strongly to poly(A). | Bioorganic & medicinal chemistry letters 20060501 |
| Microsphere-based protease assays and screening application for lethal factor and factor Xa. | Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501 |
| [Qualitative and quantitative determination of the main components of huanglianjiedu decoction by HPLC-UV/MS]. | Yao xue xue bao = Acta pharmaceutica Sinica 20060401 |
| Simultaneous determination of berberine and palmatine in rat plasma by HPLC-ESI-MS after oral administration of traditional Chinese medicinal preparation Huang-Lian-Jie-Du decoction and the pharmacokinetic application of the method. | Journal of pharmaceutical and biomedical analysis 20060318 |
| Synthesis and antihyperglycemic evaluation of various protoberberine derivatives. | Bioorganic & medicinal chemistry letters 20060301 |
| A rapid and simple determination of protoberberine alkaloids in cortex phellodendri by 1H NMR and its application for quality control of commercial traditional Chinese medicine prescriptions. | Journal of pharmaceutical and biomedical analysis 20060123 |
| [Studies on the alkaloids from herb of Corydalis adunca]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20051101 |
| The mechanism of guanine specific photooxidation in the presence of berberine and palmatine: activation of photosensitized singlet oxygen generation through DNA-binding interaction. | Chemical research in toxicology 20051001 |
| Capillary electrochromatography with a neutral monolithic column for classification of analytes and determination of basic drugs in human serum. | Electrophoresis 20050901 |
| [HPLC fingerprint for the Corydalis saxicola Bunting injection]. | Yao xue xue bao = Acta pharmaceutica Sinica 20050901 |
| Simultaneous determinations of paeonol and palmatine hydrochloride in Shangshi Aerosols by HPLC method. | Journal of pharmaceutical and biomedical analysis 20050701 |
| [Quality assessment of Coptis chinensis in China]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20050401 |
| Electrophoretic ion migration directly to probe can concentrate charged analyte species for matrix-assisted laser desorption/ionization mass spectrometry. | Rapid communications in mass spectrometry : RCM 20050101 |
| Analysis of protoberberine alkaloids in several herbal drugs and related medicinal preparations by non-aqueous capillary electrophoresis. | Journal of separation science 20050101 |
| [Establishment of the control substance of plant drug and fingerprints of Coptis chinensis]. | Zhongguo yi xue ke xue yuan xue bao. Acta Academiae Medicinae Sinicae 20041201 |
| Structural elucidation and identification of alkaloids in Rhizoma Coptidis by electrospray ionization tandem mass spectrometry. | Journal of mass spectrometry : JMS 20041101 |
| Acetylcholinesterase inhibitors from the aerial parts of Corydalis speciosa. | Archives of pharmacal research 20041101 |
| Improved detection of Coptidis alkaloids by field-amplified sample stacking in capillary electrophoresis. | Journal of pharmaceutical and biomedical analysis 20040921 |
| Oxygen activation by photoexcited protoberberinium alkaloids from Mahonia aquifolium. | Phytotherapy research : PTR 20040801 |
| Determination of mangiferin, jateorrhizine, palmatine, berberine, cinnamic acid, and cinnamaldehyde in the traditional Chinese medicinal preparation Zi-Shen pill by high-performance liquid chromatography. | Journal of chromatographic science 20040401 |
| [Distribution of four alkaloids in plants of Berberis]. | Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20040201 |
| [Determination of four alkaloids in Berberis plants by HPLC]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20031201 |
| High-performance capillary electrophoresis for determining the contents of berberine, jatrorrhizine and palmatine in Gegenqinlian decoction. | Di 1 jun yi da xue xue bao = Academic journal of the first medical college of PLA 20030701 |
| [Study on the solubility changes of Rhizoma Coptidis' main chemical constituents influenced by the proportion of Rhizoma Coptidis and Fructus Evodiae]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20030701 |
| Palmatine and berberine isolation artifacts. | Journal of natural products 20030401 |
| Effects of palmatine on potassium and calcium currents in isolated rat hepatocytes. | World journal of gastroenterology 20030215 |
| A simple method for fabrication of silver-coated sheathless electrospray emitters. | Rapid communications in mass spectrometry : RCM 20030101 |
| Rat lens aldose reductase inhibitory activities of Coptis japonica root-derived isoquinoline alkaloids. | Journal of agricultural and food chemistry 20021120 |
| Potentiation of nerve growth factor-induced neurite outgrowth in PC12 cells by a Coptidis Rhizoma extract and protoberberine alkaloids. | Bioscience, biotechnology, and biochemistry 20021101 |
| [Determination of alkaloids from Coptis chinensis Franch. and Phellodendron amurense Rupr. Decocted together in baitouweng decocta by high performance capillary electrophoresis]. | Se pu = Chinese journal of chromatography 20021101 |
| [The changes of some chemical components in banxiaxiexintang decoction of different combinations]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20020501 |
| Inhibition of type A monoamine oxidase by coptisine in mouse brain. | Life sciences 20011228 |
| Transfer of cationic antibacterial agents berberine, palmatine, and benzalkonium through bimolecular planar phospholipid film and Staphylococcus aureus membrane. | IUBMB life 20011201 |
| [Study on the quality standards for xianghe suppository]. | Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20010901 |
| In vitro cytotoxicity of the protoberberine-type alkaloids. | Journal of natural products 20010701 |
| Analysis of coptisine, berberine and palmatine in adulterated Chinese medicine by capillary electrophoresis-electrospray ion trap mass spectrometry. | Journal of chromatography. A 20000114 |
| Differential inhibitory effects of protoberberines on sterol and chitin biosyntheses in Candida albicans. | The Journal of antimicrobial chemotherapy 19990501 |
Related Products
Featured Products
© 2019 Angene International Limited. All rights Reserved.