200,000+ products from a single source!
sales@angenechem.com
95226-65-6 | Isoquinoline, 1,3-bis(phenylmethyl)-
CAS No: 95226-65-6 Catalog No: AG005SO2 MDL No:
Product Description
Catalog Number:
AG005SO2
Chemical Name:
Isoquinoline, 1,3-bis(phenylmethyl)-
CAS Number:
95226-65-6
Molecular Formula:
C23H19N
Molecular Weight:
309.4037
IUPAC Name:
1,3-dibenzylisoquinoline
InChI:
InChI=1S/C23H19N/c1-3-9-18(10-4-1)15-21-17-20-13-7-8-14-22(20)23(24-21)16-19-11-5-2-6-12-19/h1-14,17H,15-16H2
InChI Key:
BJWWOUUGCAPHOV-UHFFFAOYSA-N
SMILES:
c1ccc(cc1)Cc1nc(Cc2ccccc2)c2c(c1)cccc2
Properties
Complexity:
366
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
309.152g/mol
Formal Charge:
0
Heavy Atom Count:
24
Hydrogen Bond Acceptor Count:
1
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
309.412g/mol
Monoisotopic Mass:
309.152g/mol
Rotatable Bond Count:
4
Topological Polar Surface Area:
12.9A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
6
Literature
| Title | Journal |
|---|---|
| Autophagy-related gene 7 (ATG7) and reactive oxygen species/extracellular signal-regulated kinase regulate tetrandrine-induced autophagy in human hepatocellular carcinoma. | The Journal of biological chemistry 20121012 |
| Novel synthetic derivatives of the natural product berbamine inhibit Jak2/Stat3 signaling and induce apoptosis of human melanoma cells. | Molecular oncology 20121001 |
| Identification of three new N-demethylated and O-demethylated bisbenzylisoquinoline alkaloid metabolites of isoliensinine from dog hepatic microsomes. | Molecules (Basel, Switzerland) 20121001 |
| Effect of daurisoline on HERG channel electrophysiological function and protein expression. | Journal of natural products 20120928 |
| Discovery and preliminary SAR of bisbenzylisoquinoline alkaloids as inducers of C/EBPα. | Bioorganic & medicinal chemistry 20120801 |
| The mechanism of antibacterial activity of tetrandrine against Staphylococcus aureus. | Foodborne pathogens and disease 20120801 |
| Vasorelaxant effect of isoquinoline derivatives from two species of Popowia perakensis and Phaeanthus crassipetalus on rat aortic artery. | Journal of natural medicines 20120701 |
| Antimycobacterial activity of bisbenzylisoquinoline alkaloids from Tiliacora triandra against multidrug-resistant isolates of Mycobacterium tuberculosis. | Bioorganic & medicinal chemistry letters 20120415 |
| New cholinesterase inhibiting bisbenzylisoquinoline alkaloids from Abuta grandifolia. | Fitoterapia 20120401 |
| A pharmacodynamic study of the P-glycoprotein antagonist CBT-1® in combination with paclitaxel in solid tumors. | The oncologist 20120401 |
| Anti-acetylcholinesterase, anti-α-glucosidase, anti-leishmanial and anti-fungal activities of chemical constituents of Beilschmiedia species. | Fitoterapia 20120301 |
| Host-guest chemistry of alkaloids. | Natural product communications 20120301 |
| Biological activities of nitidine, a potential anti-malarial lead compound. | Malaria journal 20120101 |
| Antibacterial Activities of Selected Cameroonian Plants and Their Synergistic Effects with Antibiotics against Bacteria Expressing MDR Phenotypes. | Evidence-based complementary and alternative medicine : eCAM 20120101 |
| Secondary Metabolites from Plants Inhibiting ABC Transporters and Reversing Resistance of Cancer Cells and Microbes to Cytotoxic and Antimicrobial Agents. | Frontiers in microbiology 20120101 |
| Partial synthesis and biological evaluation of bisbenzylisoquinoline alkaloids derivatives: potential modulators of multidrug resistance in cancer. | Journal of Asian natural products research 20120101 |
| Multifunctional magnetic Fe3O4 nanoparticles combined with chemotherapy and hyperthermia to overcome multidrug resistance. | International journal of nanomedicine 20120101 |
| Antileishmanial activity of warifteine: a bisbenzylisoquinoline alkaloid isolated from Cissampelos sympodialis Eichl. (Menispermaceae). | TheScientificWorldJournal 20120101 |
| Tetrandrine prevents bone loss in sciatic-neurectomized mice and inhibits receptor activator of nuclear factor κB ligand-induced osteoclast differentiation. | Biological & pharmaceutical bulletin 20120101 |
| Pulmonary toxicity and metabolic activation of tetrandrine in CD-1 mice. | Chemical research in toxicology 20111219 |
| Enantioselective synthesis of tetrahydroprotoberberines and bisbenzylisoquinoline alkaloids from a deprotonated α-aminonitrile. | The Journal of organic chemistry 20111202 |
| Tetrandrine down-regulates ERK/NF-κB signaling and inhibits activation of mesangial cells. | Toxicology in vitro : an international journal published in association with BIBRA 20111201 |
| Effects of reactive oxygen species and neutrophils on endothelium-dependent relaxation of rat thoracic aorta. | Interdisciplinary toxicology 20111201 |
| Synergistic antibacterial and antibiotic effects of bisbenzylisoquinoline alkaloids on clinical isolates of methicillin-resistant Staphylococcus aureus (MRSA). | Molecules (Basel, Switzerland) 20111125 |
| Curine, a bisbenzylisoquinoline alkaloid, blocks L-type Ca²⁺ channels and decreases intracellular Ca²⁺ transients in A7r5 cells. | European journal of pharmacology 20111101 |
| The potential of tetrandrine as a protective agent for ischemic stroke. | Molecules (Basel, Switzerland) 20110916 |
| Tetrandrine induces apoptosis by activating reactive oxygen species and repressing Akt activity in human hepatocellular carcinoma. | International journal of cancer 20110915 |
| Tetrandrine suppresses amyloid-β-induced inflammatory cytokines by inhibiting NF-κB pathway in murine BV2 microglial cells. | International immunopharmacology 20110901 |
| A rare head-head binding pattern in bisbenzylisoquinoline alkaloids. | Natural product research 20110501 |
| Lancifoliaine, a new bisbenzylisoquinoline from the bark of Litsea lancifolia. | Molecules (Basel, Switzerland) 20110413 |
| Tetrandrine attenuates spatial memory impairment and hippocampal neuroinflammation via inhibiting NF-κB activation in a rat model of Alzheimer's disease induced by amyloid-β(1-42). | Brain research 20110412 |
| Tetrandrine inhibits Wnt/β-catenin signaling and suppresses tumor growth of human colorectal cancer. | Molecular pharmacology 20110201 |
| Prescriptions of Chinese Herbal Medicines for Insomnia in Taiwan during 2002. | Evidence-based complementary and alternative medicine : eCAM 20110101 |
| A call for using natural compounds in the development of new antimalarial treatments - an introduction. | Malaria journal 20110101 |
| Whole plant extracts versus single compounds for the treatment of malaria: synergy and positive interactions. | Malaria journal 20110101 |
| Bisbenzylisoquinoline Alkaloids from Nelumbo nucifera. | Chemical & pharmaceutical bulletin 20110101 |
| Simultaneous determination of liensinine, isoliensinine and neferine from seed embryo of Nelumbo nucifera Gaertn. in rat plasma by a rapid HPLC method and its application to a pharmacokinetic study. | Arzneimittel-Forschung 20110101 |
| Reversion of pH-induced physiological drug resistance: a novel function of copolymeric nanoparticles. | PloS one 20110101 |
| A promising strategy for overcoming MDR in tumor by magnetic iron oxide nanoparticles co-loaded with daunorubicin and 5-bromotetrandrin. | International journal of nanomedicine 20110101 |
| Phytochemical investigation and diuretic activity of Cyclea peltata leaf extracts. | Journal of advanced pharmaceutical technology & research 20110101 |
| Systematic review of herbals as potential anti-inflammatory agents: Recent advances, current clinical status and future perspectives. | Pharmacognosy reviews 20110101 |
| In Vitro Anti-plasmodial activity of Trigonella foenum-graecum L. | Evidence-based complementary and alternative medicine : eCAM 20101201 |
| Proteomic analysis of anti-tumor effects by tetrandrine treatment in HepG2 cells. | Phytomedicine : international journal of phytotherapy and phytopharmacology 20101101 |
| Antiplasmodial activity of three bisbenzylisoquinoline alkaloids from the tuber of Stephania rotunda. | Natural product research 20101101 |
| Structure elucidation of two new bisbenzylisoquinoline alkaloids and NMR assignments of the alkaloids from the fruits of Tiliacora racemosa. | Magnetic resonance in chemistry : MRC 20101001 |
| Tetrandrine attenuates dendritic cell-mediated alloimmune responses and prolongs graft survival in mice. | Planta medica 20100901 |
| The Potential of Tetrandrine against Gliomas. | Anti-cancer agents in medicinal chemistry 20100901 |
| Enhanced cytotoxicity and activation of ROS-dependent c-Jun NH2-terminal kinase and caspase-3 by low doses of tetrandrine-loaded nanoparticles in Lovo cells--a possible Trojan strategy against cancer. | European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V 20100801 |
| Cytotoxic bisbenzylisoquinoline alkaloids from the roots of Cyclea racemosa. | Journal of natural products 20100723 |
| A novel calmodulin antagonist O-(4-ethoxyl-butyl)-berbamine overcomes multidrug resistance in drug-resistant MCF-7/ADR breast carcinoma cells. | Journal of pharmaceutical sciences 20100701 |
| Effects of tetrandrine on cAMP and cGMP levels in rabbit corpus cavernosum in vitro. | Natural product research 20100701 |
| Two new curine-type bisbenzylisoquinoline alkaloids from the roots of Cyclea wattii with cytotoxic activities. | Chemical & pharmaceutical bulletin 20100701 |
| Antioxidant activity of bisbenzylisoquinoline alkaloids from Stephania rotunda: cepharanthine and fangchinoline. | Journal of enzyme inhibition and medicinal chemistry 20100201 |
| Tetrandrine induces apoptosis and growth suppression of colon cancer cells in mice. | Cancer letters 20100128 |
| BIAdb: a curated database of benzylisoquinoline alkaloids. | BMC pharmacology 20100101 |
| Neuroprotective effect of dauricine after transient middle cerebral artery occlusion in rats: involvement of Bcl-2 family proteins. | The American journal of Chinese medicine 20100101 |
| Comparative phytochemical investigation of the sources of ayurvedic drug patha: a chromatographic fingerprinting analysis. | Indian journal of pharmaceutical sciences 20100101 |
| Circumvention of multi-drug resistance of cancer cells by Chinese herbal medicines. | Chinese medicine 20100101 |
| Antioxidant and immunomodulatory activity of the alkaloidal fraction of Cissampelos pareira linn. | Scientia pharmaceutica 20100101 |
| Tetrandrine ameliorated reperfusion injury of small bowel transplantation. | Journal of pediatric surgery 20091101 |
| Effect of prenatal tetrandrine administration on transforming growth factor-beta1 level in the lung of nitrofen-induced congenital diaphragmatic hernia rat model. | Journal of pediatric surgery 20090801 |
| Effects of tetrandrine plus radiation on neuroblastoma cells. | Anticancer research 20090801 |
| [Exclusive control substance of radix Stephaniae tetrandrae]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20090801 |
| Tetrandrine suppresses tumor growth and angiogenesis of gliomas in rats. | International journal of cancer 20090515 |
| Prenatal tetrandrine treatment can reverse the abnormal conditions in the lung of newborn with congenital diaphragmatic hernia. | Medical hypotheses 20090501 |
| Radical scavenging activity of bisbenzylisoquinoline alkaloids and traditional prophylactics against chemotherapy-induced oral mucositis. | Journal of clinical pharmacy and therapeutics 20090401 |
| New bisbenzylisoquinoline alkaloid from Laureliopsis philippiana. | Fitoterapia 20090301 |
| Synergistic effect of ERK inhibition on tetrandrine-induced apoptosis in A549 human lung carcinoma cells. | Journal of veterinary science 20090301 |
| Tetrandrine ameliorates dextran-sulfate-sodium-induced colitis in mice through inhibition of nuclear factor -kappaB activation. | International journal of colorectal disease 20090101 |
| Triclisia sacleuxii (Pierre) Diels (Menispermaceae), a potential source of acetylcholinesterase inhibitors. | The Journal of pharmacy and pharmacology 20090101 |
| Reversal of multidrug resistance by magnetic Fe3O4 nanoparticle copolymerizating daunorubicin and 5-bromotetrandrine in xenograft nude-mice. | International journal of nanomedicine 20090101 |
| Bisbenzylisoquinoline alkaloids from Cocculus pendulus. | Natural product research 20090101 |
| Suppression of growth, migration and invasion of highly-metastatic human breast cancer cells by berbamine and its molecular mechanisms of action. | Molecular cancer 20090101 |
| NSC23925, identified in a high-throughput cell-based screen, reverses multidrug resistance. | PloS one 20090101 |
| The expression and significance of P-glycoprotein, lung resistance protein and multidrug resistance-associated protein in gastric cancer. | Journal of experimental & clinical cancer research : CR 20090101 |
| Reversal in multidrug resistance by magnetic nanoparticle of Fe3O4 loaded with adriamycin and tetrandrine in K562/A02 leukemic cells. | International journal of nanomedicine 20080601 |
| Warifteine, a bisbenzylisoquinoline alkaloid, decreases immediate allergic and thermal hyperalgesic reactions in sensitized animals. | International immunopharmacology 20080401 |
| Inhibition of P-glycoprotein (ABCB1)- and multidrug resistance-associated protein 1 (ABCC1)-mediated transport by the orally administered inhibitor, CBT-1((R)). | Biochemical pharmacology 20080315 |
| Effects of plant extract neferine on cyclic adenosine monophosphate and cyclic guanosine monophosphate levels in rabbit corpus cavernosum in vitro. | Asian journal of andrology 20080301 |
| Preparation of chitosan-gelatin scaffold containing tetrandrine-loaded nano-aggregates and its controlled release behavior. | International journal of pharmaceutics 20080227 |
| Fexofenadine hydrochloride in the treatment of allergic disease: a review. | Journal of asthma and allergy 20080101 |
| Synergistic interaction between tetrandrine and chemotherapeutic agents and influence of tetrandrine on chemotherapeutic agent-associated genes in human gastric cancer cell lines. | Cancer chemotherapy and pharmacology 20071001 |
| The effects of biscoclaurine alkaloid cepharanthine on mammalian cells: implications for cancer, shock, and inflammatory diseases. | Life sciences 20070227 |
| Separation, identification and rapid determination of liensine, isoliensinine and neferine from embryo of the seed of Nelumbo nucifera Gaertn. by liquid chromatography coupled to diode array detector and tandem mass spectrometry. | Journal of pharmaceutical and biomedical analysis 20070104 |
| Tetrandrine inhibits proinflammatory cytokines, iNOS and COX-2 expression in human monocytic cells. | Biological & pharmaceutical bulletin 20070101 |
| Free radical scavenging activity and lipoxygenase inhibition of Mahonia aquifolium extract and isoquinoline alkaloids. | Journal of inflammation (London, England) 20070101 |
| Trypanothione reductase: a viable chemotherapeutic target for antitrypanosomal and antileishmanial drug design. | Drug target insights 20070101 |
| Isolation and structure determination of anti-influenza component from Mahonia bealei. | Journal of ethnopharmacology 20061206 |
| Isolation and antimalarial activity of alkaloids from Pseudoxandra cuspidata. | Planta medica 20060801 |
| [Pharmaphylogenetic study on isopyroideae (Ranunculaceae)]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20060701 |
| New bisbenzylisoquinoline alkaloids from Cocculus laurifolius. | Natural product research 20060520 |
| Isoquinoline derivatives as potential acetylcholinesterase inhibitors. | Bioorganic & medicinal chemistry letters 20060415 |
| Antiproliferative and apoptotic effects of tetrandrine on different human hepatoma cell lines. | The American journal of Chinese medicine 20060101 |
| Effects of isoliensinine on angiotensin II-induced proliferation of porcine coronary arterial smooth muscle cells. | Journal of Asian natural products research 20060101 |
| Novel dimeric alkaloids from the roots of Thalictrum atriplex. | Journal of Asian natural products research 20051201 |
| Biologically active bisbenzylisoquinoline alkaloids from the root bark of Epinetrum villosum. | Journal of ethnopharmacology 20051031 |
| Reversal of P-glycoprotein-dependent resistance to vinblastine by newly synthesized bisbenzylisoquinoline alkaloids in mouse leukemia P388 cells. | Biological & pharmaceutical bulletin 20051001 |
| Tetrandrine inhibits activation of rat hepatic stellate cells stimulated by transforming growth factor-beta in vitro via up-regulation of Smad 7. | Journal of ethnopharmacology 20050914 |
| New bisbenzylisoquinolines, fatty acid amidic aporphines, and a protoberberine from Formosan Cocculus orbiculatus. | Journal of natural products 20050701 |
| Differential inhibition of rat alpha3* and alpha7 nicotinic acetylcholine receptors by tetrandrine and closely related bis-benzylisoquinoline derivatives. | Neuroscience letters 20050624 |
| Nonaqueous capillary electrophoresis for rapid and sensitive determination of fangchinoline and tetrandrine in radix Stephaniae tetrandrae and its medicinal preparations. | Journal of separation science 20050501 |
| Inhibitory effects of isoliensinine on bleomycin-induced pulmonary fibrosis in mice. | Planta medica 20050301 |
| Anti-HIV benzylisoquinoline alkaloids and flavonoids from the leaves of Nelumbo nucifera, and structure-activity correlations with related alkaloids. | Bioorganic & medicinal chemistry 20050117 |
| Tetrandrine and thapsigargin release arachidonic acid from cells in culture and stimulate prostacyclin production in rat liver cells, but may do so by different pathways. | BMC pharmacology 20050101 |
| In vitro and in vivo characterizations of tetrandrine on the reversal of P-glycoprotein-mediated drug resistance to paclitaxel. | Anticancer research 20050101 |
| ABC transporters as multidrug resistance mechanisms and the development of chemosensitizers for their reversal. | Cancer cell international 20050101 |
| Tetrandrine, a bisbenzylisoquinoline alkaloid from Chinese herb Radix, augmented the hypnotic effect of pentobarbital through serotonergic system. | European journal of pharmacology 20041215 |
| Antibacterial, antifungal, antiplasmodial, and cytotoxic activities of Albertisia villosa. | Journal of ethnopharmacology 20040801 |
| New cholinesterase inhibiting bisbenzylisoquinoline alkaloids from Cocculus pendulus. | Chemical & pharmaceutical bulletin 20040701 |
| In-vitro metabolism of isotetrandrine, a bisbenzylisoquinoline alkaloid, in rat hepatic S9 fraction by high-performance liquid chromatography-atmospheric pressure ionization mass spectrometry. | The Journal of pharmacy and pharmacology 20040601 |
| API-ionspray MS and MS/MS study on the structural characterization of bisbenzylisoquinoline alkaloids. | Journal of pharmaceutical and biomedical analysis 20040127 |
| [Theoretical bases of optimization of the modes of postharvest treatment of alkaloid-synthesizing medicinal plants]. | Prikladnaia biokhimiia i mikrobiologiia 20040101 |
| Persistent reversal of P-glycoprotein-mediated daunorubicin resistance by tetrandrine in multidrug-resistant human T lymphoblastoid leukemia MOLT-4 cells. | The Journal of pharmacy and pharmacology 20031101 |
| Induction of apoptosis in human hepatoblastoma cells by tetrandrine via caspase-dependent Bid cleavage and cytochrome c release. | Biochemical pharmacology 20030901 |
| Inhibition of Na(+),K(+)-ATPase by the extract of Stephania cephararantha HAYATA and bisbenzylisoquinoline alkaloid cycleanine, a major constituent. | Biochemical pharmacology 20030801 |
| Direct radical scavenging by the bisbenzylisoquinoline alkaloid cepharanthine. | Biochimica et biophysica acta 20030620 |
| Protective effects of fangchinoline and tetrandrine on hydrogen peroxide-induced oxidative neuronal cell damage in cultured rat cerebellar granule cells. | Planta medica 20030601 |
| Warifteine and milonine, alkaloids isolated from Cissampelos sympodialis Eichl: cytotoxicity on rat hepatocyte culture and in V79 cells. | Toxicology letters 20030430 |
| Anti-hyperglycemic effect of fangchinoline isolated from Stephania tetrandra Radix in streptozotocin-diabetic mice. | Biological & pharmaceutical bulletin 20030301 |
| HPLC isolation of the anti-plasmodially active bisbenzylisoquinone alkaloids present in roots of Cissampelos mucronata. | Phytochemical analysis : PCA 20030101 |
| Tetrandrine and related bis-benzylisoquinoline alkaloids from medicinal herbs: cardiovascular effects and mechanisms of action. | Acta pharmacologica Sinica 20021201 |
| Cardiovascular pharmacological effects of bisbenzylisoquinoline alkaloid derivatives. | Acta pharmacologica Sinica 20021201 |
| Immunomodulatory effects and mechanisms of plant alkaloid tetrandrine in autoimmune diseases. | Acta pharmacologica Sinica 20021201 |
| Traditional herbal medicine research with special reference to tetrandrine and related bis-benzylisoquinoline alkaloids: a preface to this special issue on herbal drugs. | Acta pharmacologica Sinica 20021201 |
| Constituents from the root and stem of Aristolochia elegans. | Journal of natural products 20021101 |
| In vitro activity of Triclisia patens and some bisbenzylisoquinoline alkaloids against Leishmania donovani and Trypanosoma brucei brucei. | Phytotherapy research : PTR 20020801 |
| Inhibition of proliferation and induction of apoptosis by tetrandrine in HepG2 cells. | Journal of ethnopharmacology 20020701 |
| Roraimine: a bisbenzylisoquinoline alkaloid from Cissampelos sympodialis roots. | Fitoterapia 20020701 |
| Mechanism of the vasodilator effect of 12-O-methylcurine in rat aortic rings. | The Journal of pharmacy and pharmacology 20020601 |
| Protective effect of fangchinoline on cyanide-induced neurotoxicity in cultured rat cerebellar granule cells. | Archives of pharmacal research 20020601 |
| Potential antimutagenic activity of berberine, a constituent of Mahonia aquifolium. | BMC complementary and alternative medicine 20020101 |
| Separation of bisbenzylisoquinoline alkaloids by micellar electrokinetic chromatography. | Phytochemical analysis : PCA 20020101 |
| [Anticomplement activity of Mahonia aquifolium bisbenzylisoquinoline alkaloids and berberine extract]. | Ceska a Slovenska farmacie : casopis Ceske farmaceuticke spolecnosti a Slovenske farmaceuticke spolecnosti 20011101 |
| Pharmacological characterization of cepharanthin in chronic idiopathic thrombocytopenic purpura. | Platelets 20010501 |
| Inhibitory effect of fangchinoline on excitatory amino acids-induced neurotoxicity in cultured rat cerebellar granule cells. | Archives of pharmacal research 20010401 |
| Inhibitory effect of tetrandrine on dopamine biosynthesis and tyrosine hydroxylase in PC12 cells. | Planta medica 20010201 |
| Tetrandrine inhibits Ca2+ release-activated Ca2+ channels in vascular endothelial cells. | Life sciences 20010105 |
| Isoquinoline alkaloids from Mahonia aquifolium stem bark are active against Malassezia spp. | Folia microbiologica 20010101 |
| Screening and discovery of novel MDR modifiers from naturally occurring bisbenzylisoquinoline alkaloids. | Anticancer research 20010101 |
Related Products
Featured Products
© 2019 Angene International Limited. All rights Reserved.