244-63-3 | 9H-Pyrido[3,4-b]indole

Packsize	Purity	Availability	Price	Discounted Price
250mg	98%	in stock	$10.00	$7.00
1g	98%	in stock	$21.00	$15.00
5g	98%	in stock	$95.00	$67.00
25g	98%	in stock	$401.00	$281.00

Description

• Catalog Number: AB45500
• Chemical Name: 9H-Pyrido[3,4-b]indole
• CAS Number: 244-63-3
• Molecular Formula: C11H8N2
• Molecular Weight: 168.1946
• MDL Number: MFCD00004956
• SMILES: c1ccc2c(c1)[nH]c1c2ccnc1
• NSC Number: 84417

Computed Properties

• Complexity: 193
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 13
• Hydrogen Bond Acceptor Count: 1
• Hydrogen Bond Donor Count: 1
• XLogP3: 3.2

Literature

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• Synthesis of hybrid molecules of caffeine and eudistomin D and its effects on adenosine receptors.

  Bioorganic & medicinal chemistry 20070501

• N-methyltetrahydro-beta-carboline analogs of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) neurotoxin are oxidized to neurotoxic beta-carbolinium cations by heme peroxidases.

  Biochemical and biophysical research communications 20070427

• Surfactant chain-length-dependent modulation of the prototropic transformation of a biological photosensitizer: norharmane in anionic micelles.

  Langmuir : the ACS journal of surfaces and colloids 20070424

• Flazinamide, a novel beta-carboline compound with anti-HIV actions.

  Biochemical and biophysical research communications 20070420

• From pyrroles to 1-oxo-2,3,4,9-tetrahydro-1H-beta-carbolines: a new class of orally bioavailable mGluR1 antagonists.

  Bioorganic & medicinal chemistry letters 20070415

• Heterocyclic amines in griddled beef steak analysed using a single extract clean-up procedure.

  Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20070401

• Solid-phase fluorescence and ionization efficiency in negative-ion matrix-assisted laser desorption/ionization of neutral oligosaccharides: interaction between beta-carboline matrix and ammonium salt.

  Journal of the American Society for Mass Spectrometry 20070401

• Factors influencing the norharman and harman contents in espresso coffee.

  Journal of agricultural and food chemistry 20070307

• Determination of beta-carboline alkaloids in foods and beverages by high-performance liquid chromatography with electrochemical detection at a glassy carbon electrode modified with carbon nanotubes.

  Analytica chimica acta 20070307

• Anticonvulsants in sports: ethical considerations.

  Epilepsy & behavior : E&B 20070301

• Binding interaction of a biological photosensitizer with serum albumins: a biophysical study.

  Biomacromolecules 20070301

• Methylglyoxal-derived beta-carbolines formed from tryptophan and its derivates in the Maillard reaction.

  Amino acids 20070201

• Validation of a new planar chromatographic method for quantification of the heterocyclic aromatic amines most frequently found in meat.

  Analytical and bioanalytical chemistry 20070201

• Synthesis and evaluation of antitumor activity of novel N-acyllavendamycin analogues and quinoline-5,8-diones.

  Bioorganic & medicinal chemistry 20070101

• Risk assessment of ritual use of oral dimethyltryptamine (DMT) and harmala alkaloids.

  Addiction (Abingdon, England) 20070101

• Detection of aminophenylnorharman, a possible endogenous mutagenic and carcinogenic compound, in human urine samples.

  Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology 20070101

• beta-Carboline alkaloids: biochemical and pharmacological functions.

  Current medicinal chemistry 20070101

• From the behavioral pharmacology of beta-carbolines to seizures, anxiety, and memory.

  TheScientificWorldJournal 20070101

• Identification of the endogenous key substrates of the human organic cation transporter OCT2 and their implication in function of dopaminergic neurons.

  PloS one 20070101

• Plants used traditionally to treat malaria in Brazil: the archives of Flora Medicinal.

  Journal of ethnobiology and ethnomedicine 20070101

• Mapping of oxidative stress responses of human tumor cells following photodynamic therapy using hexaminolevulinate.

  BMC genomics 20070101

• Pharmacology of the beta-carboline FG-7,142, a partial inverse agonist at the benzodiazepine allosteric site of the GABA A receptor: neurochemical, neurophysiological, and behavioral effects.

  CNS drug reviews 20070101

• Synthesis, crystal structure and biological activity of beta-carboline based selective CDK4-cyclin D1 inhibitors.

  Organic & biomolecular chemistry 20061221

• Efficient and sensitive method for quantitative analysis of alkaloids in hardinggrass (Phalaris aquatica L.).

  Journal of agricultural and food chemistry 20061213

• Monoamine oxidase A rather than monoamine oxidase B inhibition increases nicotine reinforcement in rats.

  The European journal of neuroscience 20061201

• Receptor-based pharmacophores for serotonin 5-HT7R antagonists-implications to selectivity.

  Journal of medicinal chemistry 20061116

• 6-Hydroxy- and 6-methoxy-beta-carbolines as acetyl- and butyrylcholinesterase inhibitors.

  Bioorganic & medicinal chemistry letters 20061115

• Anti-prostate cancer activity of a beta-carboline alkaloid enriched extract from Rauwolfia vomitoria.

  International journal of oncology 20061101

• Activation of aminophenylnorharman, aminomethylphenylnorharman and aminophenylharman to genotoxic metabolites by human N-acetyltransferases and cytochrome P450 enzymes expressed in Salmonella typhimurium umu tester strains.

  Mutagenesis 20061101

• Effects of beta-carboline alkaloids on the object recognition task in mice.

  Life sciences 20061026

• Effect of red wine marinades on the formation of heterocyclic amines in fried chicken breast.

  Journal of agricultural and food chemistry 20061018

• Synthesis and cytotoxic activities of beta-carboline amino acid ester conjugates.

  Bioorganic & medicinal chemistry 20061015

• Design of beta-carboline derivatives as DNA-targeting antitumor agents.

  European journal of medicinal chemistry 20061001

• Parkinson's disease-like syndrome in rats induced by 2,9-dimethyl-beta-carbolinium ion, a beta-carboline occurring in the human brain.

  Behavioural pharmacology 20060901

• Inhibition of neuronal nitric oxide synthase activity by N1-acetyl-5-methoxykynuramine, a brain metabolite of melatonin.

  Journal of neurochemistry 20060901

• Partial least squares-based multivariate spectral calibration method for simultaneous determination of beta-carboline derivatives in Peganum harmala seed extracts.

  Analytica chimica acta 20060811

• Monoamine oxidase inhibitors allow locomotor and rewarding responses to nicotine.

  Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20060801

• Neurotoxic mechanisms of 2,9-dimethyl-beta-carbolinium ion in primary dopaminergic culture.

  Journal of neurochemistry 20060801

• Effect of nanocavity confinement on the rotational relaxation dynamics: 3-acetyl-4-oxo-6,7-dihydro-12H indolo-[2,3-a] quinolizine in micelles.

  The Journal of chemical physics 20060728

• Analysis of monoamine oxidase enzymatic activity by reversed-phase high performance liquid chromatography and inhibition by beta-carboline alkaloids occurring in foods and plants.

  Journal of chromatography. A 20060707

• Antidepressant-like effect of harmane and other beta-carbolines in the mouse forced swim test.

  European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology 20060701

• Phytochemical and pharmacological study of roots and leaves of Guiera senegalensis J.F. Gmel (Combretaceae).

  Journal of ethnopharmacology 20060630

• Antimalarial activity of a new family of analogues of manzamine A.

  Organic letters 20060608

• A selective small molecule IkappaB Kinase beta inhibitor blocks nuclear factor kappaB-mediated inflammatory responses in human fibroblast-like synoviocytes, chondrocytes, and mast cells.

  The Journal of pharmacology and experimental therapeutics 20060601

• Identification of norharman as the cytotoxic compound produced by the sponge (Hymeniacidon perleve)-associated marine bacterium Pseudoalteromonas piscicida and its apoptotic effect on cancer cells.

  Biotechnology and applied biochemistry 20060601

• 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

• Beta-carboline derivatives: novel photosensitizers that intercalate into DNA to cause direct DNA damage in photodynamic therapy.

  Biochemical and biophysical research communications 20060414

• Norharman-induced motoric impairment in mice: neurodegeneration and glial activation in substantia nigra.

  Journal of neural transmission (Vienna, Austria : 1996) 20060301

• In vitro and ex vivo distribution of [3H]harmane, an endogenous beta-carboline, in rat brain.

  Neuropharmacology 20060301

• Preparation, structure and spasmolytic activities of some derivatives of harmine series of alkaloids.

  Natural product research 20060301

• The alkaloid alstonine: a review of its pharmacological properties.

  Evidence-based complementary and alternative medicine : eCAM 20060301

• Effect of chlorine as substituent on the photochemistry and acid-base properties of beta-carboline alkaloids.

  Journal of photochemistry and photobiology. B, Biology 20060201

• Human monoamine oxidase enzyme inhibition by coffee and beta-carbolines norharman and harman isolated from coffee.

  Life sciences 20060118

• Syntheses of new substituted triazino tetrahydroisoquinolines and beta-carbolines as novel antileishmanial agents.

  European journal of medicinal chemistry 20060101

• Antialgal, antibacterial and antifungal activity of two metabolites produced and excreted by cyanobacteria during growth.

  Microbiological research 20060101

• 2,9-Dimethyl-beta-carbolinium, a neurotoxin occurring in human brain, is a potent inducer of apoptosis as 1-methyl-4-phenylpyridinium.

  Neuroscience 20060101

• Impaired germ cell development due to compromised cell cycle progression in Skp2-deficient mice.

  Cell division 20060101

• Toxicity and metabolism of the chloral-derived mammalian alkaloid 1-trichloromethyl-1,2,3,4-tetrahydro-beta-carboline (TaClo) in PC12 cells.

  Zeitschrift fur Naturforschung. C, Journal of biosciences 20060101

• DNA binding properties of 9-substituted harmine derivatives.

  Biochemical and biophysical research communications 20051223

• beta-Carboline alkaloid suppresses NF-kappaB transcriptional activity through inhibition of IKK signaling pathway.

  Journal of toxicology and environmental health. Part A 20051210

• Isolation and chemical characterization of PwTx-II: a novel alkaloid toxin from the venom of the spider Parawixia bistriata (Araneidae, Araneae).

  Toxicon : official journal of the International Society on Toxinology 20051201

• The beta-carboline analog Mana-Hox causes mitotic aberration by interacting with DNA.

  Chemistry & biology 20051201

• Nostocarboline: isolation and synthesis of a new cholinesterase inhibitor from Nostoc 78-12A.

  Journal of natural products 20051201

• Conformationally constrained N1-arylsulfonyltryptamine derivatives as 5-HT6 receptor antagonists.

  Bioorganic & medicinal chemistry letters 20051101

• Harmane inhibits serotonergic dorsal raphe neurons in the rat.

  Psychopharmacology 20051101

• Isolation of mutagenic beta-carboline derivatives after nitrite treatment of maillard reaction mixtures and analysis of these compounds from foodstuffs and human urine.

  Bioscience, biotechnology, and biochemistry 20051101

• Investigation of the separation of heterocyclic aromatic amines by reversed phase ion-pair liquid chromatography coupled with tandem mass spectrometry: the role of ion pair reagents on LC-MS/MS sensitivity.

  Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20051025

• Design, synthesis and in vitro and in vivo antitumor activities of novel beta-carboline derivatives.

  European journal of medicinal chemistry 20051001

• Isolation and characterization of norharmane from Reticulitermes termites (Isoptera: Rhinotermitidae).

  Journal of economic entomology 20051001

• Effects of harmaline on anxiety-related behavior in mice.

  Physiology & behavior 20050915

• Design, synthesis and bioactivities of TAR RNA targeting beta-carboline derivatives based on Tat-TAR interaction.

  European journal of medicinal chemistry 20050901

• High-affinity binding of beta-carbolines to imidazoline I2B receptors and MAO-A in rat tissues: norharman blocks the effect of morphine withdrawal on DOPA/noradrenaline synthesis in the brain.

  European journal of pharmacology 20050822

• Tangutorine induces p21 expression and abnormal mitosis in human colon cancer HT-29 cells.

  Biochemical pharmacology 20050715

• Photochemistry of the alkaloids eudistomin N (6-bromo-nor-harmane) and eudistomin O (8-bromo-nor-harmane) and other bromo-beta-carbolines.

  Journal of photochemistry and photobiology. B, Biology 20050701

• Gesashidine A, a beta-carboline alkaloid with an imidazole ring from a Thorectidae sponge.

  Journal of natural products 20050701

• Toxocara canis: search for a potential drug amongst beta-carboline alkaloids--in vitro and mouse studies.

  Experimental parasitology 20050601

• Synthesis and evaluation of beta-carbolinium cations as new antimalarial agents based on pi-delocalized lipophilic cation (DLC) hypothesis.

  Chemical & pharmaceutical bulletin 20050601

• Alkaloids and aromatics of Cyathobasis fruticulosa (Bunge) Aellen.

  Journal of natural products 20050601

• Developmental regulation of beta-carboline-induced inhibition of glycine-evoked responses depends on glycine receptor beta subunit expression.

  Molecular pharmacology 20050501

• Characterization of some synthetic Ru and Ir complexes by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry.

  Journal of mass spectrometry : JMS 20050501

• Comparison of the Protective Effect of Indole beta-carbolines and R-(-)-deprenyl Against Nitrogen Species-Induced Cell Death in Experimental Culture Model of Parkinson's Disease.

  Journal of clinical neurology (Seoul, Korea) 20050401

• In-source and postsource decay in negative-ion matrix-assisted laser desorption/ionization time-of-flight mass spectrometry of neutral oligosaccharides.

  Analytical chemistry 20050315

• Encapsulation of norharmane in cyclodextrin: formation of 1:1 and 1:2 inclusion complexes.

  Journal of photochemistry and photobiology. B, Biology 20050301

• Synthesis and in vitro cytotoxic evaluation of 1,3-bisubstituted and 1,3,9-trisubstituted beta-carboline derivatives.

  European journal of medicinal chemistry 20050301

• Agonistic effects of the beta-carboline DMCM revealed in GABA(A) receptor gamma 2 subunit F77I point-mutated mice.

  Neuropharmacology 20050301

• Lack of combination hepatocarcinogenicity of harman, norharman and amitrole when given with NaNO2 in the rat.

  The Journal of toxicological sciences 20050201

• Human monoamine oxidase is inhibited by tobacco smoke: beta-carboline alkaloids act as potent and reversible inhibitors.

  Biochemical and biophysical research communications 20050114

• Photophysics in motionally constrained bioenvironment: interaction of norharmane with bovine serum albumin.

  Photochemistry and photobiology 20050101

• Beta-carbolines induce apoptosis in cultured cerebellar granule neurons via the mitochondrial pathway.

  Neuropharmacology 20050101

• Red maca (Lepidium meyenii) reduced prostate size in rats.

  Reproductive biology and endocrinology : RB&E 20050101

• Permissive nicotine regulation as a complement to traditional tobacco control.

  BMC public health 20050101

• Differential modulation of microglia superoxide anion and thromboxane B2 generation by the marine manzamines.

  BMC pharmacology 20050101

• Fluorescence quenching of beta-carboline alkaloids in micellar media. A study to select the adequate surfactant to use in analytical techniques.

  Luminescence : the journal of biological and chemical luminescence 20050101

• Beta-carboline and quinoline alkaloids in root cultures and intact plants of Peganum harmala.

  Zeitschrift fur Naturforschung. C, Journal of biosciences 20050101

• Comprehensive photochemistry and photophysics of land- and marine-based beta-carbolines employing time-resolved emission and flash transient spectroscopy.

  Photochemistry and photobiology 20050101

• Addition of various carbohydrates to beef burgers affects the formation of heterocyclic amines during frying.

  Journal of agricultural and food chemistry 20041215

• New beta-carboline alkaloids from the Andaman Sea sponge Dragmacidon sp.

  Journal of natural products 20041201

• Relative exposure to beta-carbolines norharman and harman from foods and tobacco smoke.

  Food additives and contaminants 20041101

• The putative imidazoline receptor agonist, harmane, promotes intracellular calcium mobilisation in pancreatic beta-cells.

  European journal of pharmacology 20041006

• Carcinogenicity of aminophenylnorharman, a possible novel endogenous mutagen, formed from norharman and aniline, in F344 rats.

  Carcinogenesis 20041001

• Norharman and alcohol-dependency in male Wistar rats.

  European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology 20041001

• Synthesis, acute toxicities, and antitumor effects of novel 9-substituted beta-carboline derivatives.

  Bioorganic & medicinal chemistry 20040901

• Analysis of alpha- and beta-carbolines in mainstream smoke of reference cigarettes by gas chromatography-mass spectrometry.

  Journal of chromatography. A 20040813

• Identification of cytochrome P-450s involved in the formation of APNH from norharman with aniline.

  Mutation research 20040808

• Antibiotic-mediated release of tumour necrosis factor alpha and norharman in patients with hospital-acquired pneumonia and septic encephalopathy.

  Intensive care medicine 20040801

• Synthesis and antimycobacterial activity of some beta-carboline alkaloids.

  Natural product research 20040801

• A comparative molecular field analysis of cytotoxic beta-carboline analogs.

  Acta pharmacologica Sinica 20040701

• A fast assembly of pentacyclic benz[f]indolo[2,3-a]quinolizidine core by tandem intermolecular formal aza-[3 + 3] cycloaddition/Pictet-Spengler cyclization: a formal synthesis of (+/-)-tangutorine.

  The Journal of organic chemistry 20040625

• Synthesis and biological evaluation of novel beta-carboline derivatives as Tat-TAR interaction inhibitors.

  Bioorganic & medicinal chemistry letters 20040621

• Characterization of the cytotoxic mechanism of Mana-Hox, an analog of manzamine alkaloids.

  Biochimica et biophysica acta 20040611

• Cytotoxic alkaloids from the marine sponge Thorectandra sp.

  Natural product research 20040601

• Dopamine transporter-mediated cytotoxicity of beta-carbolinium derivatives related to Parkinson's disease: relationship to transporter-dependent uptake.

  Journal of neurochemistry 20040501

• Photophysics of norharmane in micellar environments: a fluorometric study.

  Biophysical chemistry 20040501

• Clinical investigations of the therapeutic potential of ayahuasca: rationale and regulatory challenges.

  Pharmacology & therapeutics 20040501

• Pi-delocalized beta-carbolinium cations as potential antimalarials.

  Bioorganic & medicinal chemistry letters 20040405

• [Synthesis of 1-indole substituted beta-carboline alkaloid and its derivatives and evaluation of their preliminary antitumor activities].

  Yao xue xue bao = Acta pharmaceutica Sinica 20040401

• High-performance liquid chromatographic analysis of beta-carbolines in human scalp hair.

  Journal of chromatography. A 20040326

• Occurrence of heterocyclic amines in several home-cooked meat dishes of the Spanish diet.

  Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20040325

• Exposure to beta-carbolines norharman and harman.

  Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20040325

• Mutagens formed from beta-carbolines with aromatic amines.

  Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20040325

• Regulation and biochemistry of mouse molybdo-flavoenzymes. The DBA/2 mouse is selectively deficient in the expression of aldehyde oxidase homologues 1 and 2 and represents a unique source for the purification and characterization of aldehyde oxidase.

  The Journal of biological chemistry 20040305

• Long-term retention of neurotoxic beta-carbolines in brain neuromelanin.

  Journal of neural transmission (Vienna, Austria : 1996) 20040201

• The effects of imidazoline agents on the aggregation of human platelets.

  The Journal of pharmacy and pharmacology 20040201

• In vitro activity of the beta-carboline alkaloids harmane, harmine, and harmaline toward parasites of the species Leishmania infantum.

  Experimental parasitology 20040101

• Characterization of humic substances by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry.

  Rapid communications in mass spectrometry : RCM 20040101

• A new efficient synthetic methodology for tetrahydroisoquinoline and tetrahydro-beta-carboline derivatives using the Pictet-Spengler reaction.

  Molecular diversity 20040101

• Effect of diazepam on the CNS excitation and behavioural changes induced by harmaline and its newly synthesized analogues.

  Pakistan journal of pharmaceutical sciences 20040101

• Effects of the beta-carbolines, harmane and pinoline, on insulin secretion from isolated human islets of Langerhans.

  European journal of pharmacology 20031215

• Potent genotoxicity of aminophenylnorharman, formed from non-mutagenic norharman and aniline, in the liver of gpt delta transgenic mouse.

  Carcinogenesis 20031201

• Craving for cigarettes among low and high dependent smokers: impact of norharman.

  Addiction biology 20031201

• Comparative effects of efaroxan and beta-carbolines on the secretory activity of rodent and human beta cells.

  Annals of the New York Academy of Sciences 20031201

• Effect of harmane on mononeuropathic pain in rats.

  Annals of the New York Academy of Sciences 20031201

• Possibility of the involvement of 9H-pyrido[3,4-b]indole (norharman) in carcinogenesis via inhibition of cytochrome P450-related activities and intercalation to DNA.

  Mutation research 20031110

• Influence of antioxidants in virgin olive oil on the formation of heterocyclic amines in fried beefburgers.

  Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20031101

• Identification of tryptophan and beta-carboline as paralysins in larvae of the yellow mealworm, Tenebrio molitor.

  Biochemical and biophysical research communications 20031010

• Cytotoxic and antimalarial beta-carboline alkaloids from the roots of Eurycoma longifolia.

  Journal of natural products 20031001

• Detection and characterization of cyclodextrin complexes with beta-carboline derivatives by spectroscopic techniques.

  Journal of pharmaceutical and biomedical analysis 20030808

• Novel IKK inhibitors: beta-carbolines.

  Bioorganic & medicinal chemistry letters 20030721

• Photophysical properties of methyl beta-carboline-3-carboxylate mediated by hydrogen-bonded complexes--a comparative study in different solvents.

  Biophysical chemistry 20030701

• Screening for endogenous substrates reveals that CYP2D6 is a 5-methoxyindolethylamine O-demethylase.

  Pharmacogenetics 20030601

• New manzamine alkaloids with activity against infectious and tropical parasitic diseases from an Indonesian sponge.

  Journal of natural products 20030601

• Spectrofluorimetric determination of manzamine A in spiked human urine and plasma.

  Die Pharmazie 20030601

• Chemical constituents of Taraxacum formosanum.

  Chemical & pharmaceutical bulletin 20030501

• Design, synthesis, and biological evaluation of non-peptidic ligands at the Xenopus laevis skin-melanocortin receptor.

  European journal of medicinal chemistry 20030501

• Design, synthesis and biological activity of beta-carboline-based type-5 phosphodiesterase inhibitors.

  Bioorganic & medicinal chemistry letters 20030417

• Contribution of individual cytochrome P450 isozymes to the O-demethylation of the psychotropic beta-carboline alkaloids harmaline and harmine.

  The Journal of pharmacology and experimental therapeutics 20030401

• Shishijimicins A-C, novel enediyne antitumor antibiotics from the ascidian Didemnum proliferum(1).

  Journal of the American Chemical Society 20030226

• Isolation and identification of two [(3)H]norharman- ([(3)H]beta-carboline)-binding proteins from rat liver.

  Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20030125

• Mechanism-based pharmacokinetic/pharmacodynamic modeling of the electroencephalogram effects of GABAA receptor modulators: in vitro-in vivo correlations.

  The Journal of pharmacology and experimental therapeutics 20030101

• Beta-carboline alkaloids from a New Zealand marine bryozoan, Cribricellina cribraria.

  Natural product research 20030101

• Tetrahydroisoquinoline and beta-carboline alkaloids from Haloxylon articulatum (Cav.) Bunge (Chenopodiaceae).

  Zeitschrift fur Naturforschung. C, Journal of biosciences 20030101

• The role of GABA in the pathophysiology and treatment of anxiety disorders.

  Psychopharmacology bulletin 20030101

• Synthesis of beta- and gamma-carbolines by the palladium-catalyzed iminoannulation of alkynes.

  The Journal of organic chemistry 20021227

• Elevation of blood beta-carboline alkaloids in essential tremor.

  Neurology 20021224

• Rhythmicity without synchrony in the electrically uncoupled inferior olive.

  The Journal of neuroscience : the official journal of the Society for Neuroscience 20021215

• Effects of ayahuasca on sensory and sensorimotor gating in humans as measured by P50 suppression and prepulse inhibition of the startle reflex, respectively.

  Psychopharmacology 20021201

• Determination of N,N-dimethyltryptamine and beta-carboline alkaloids in human plasma following oral administration of Ayahuasca.

  Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20021105

• Structure of DNA adduct formed with aminophenylnorharman, being responsible for the comutagenic action of norharman with aniline.

  Chemical research in toxicology 20021001

• In vitro and in vivo formation of aminophenylnorharman from norharman and aniline.

  Mutation research 20020930

• Synthesis and cytotoxic activity of pyridazino[1',6':1,2]pyrido[3,4-b]indol-5-inium derivatives as anti-cancer agents.

  Bioorganic & medicinal chemistry letters 20020916

• Contribution of the alpha1-GABA(A) receptor subtype to the pharmacological actions of benzodiazepine site inverse agonists.

  Neuropharmacology 20020901

• High-performance liquid chromatographic, capillary electrophoretic and capillary electrophoretic-electrospray ionisation mass spectrometric analysis of selected alkaloid groups.

  Journal of chromatography. A 20020816

• Screening for heterocyclic amines in chicken cooked in various ways.

  Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20020801

• The biosynthesis of beta-carboline and quinolizidine alkaloids of Alangium lamarckii.

  Phytochemistry 20020801

• 5-hydroxytryptamine-derived alkaloids from two marine sponges of the genus Hyrtios.

  Journal of natural products 20020801

• Multistep mass spectrometry of heterocyclic amines in a quadrupole ion trap mass analyser.

  Journal of mass spectrometry : JMS 20020801

• Identification and occurrence of the bioactive beta-carbolines norharman and harman in coffee brews.

  Food additives and contaminants 20020801

• Tetrahydro-beta-carboline alkaloids that occur in foods and biological systems act as radical scavengers and antioxidants in the ABTS assay.

  Free radical research 20020801

• Identification and occurrence of the novel alkaloid pentahydroxypentyl-tetrahydro-beta-carboline-3-carboxylic acid as a tryptophan glycoconjugate in fruit juices and jams.

  Journal of agricultural and food chemistry 20020731

• 1-Trichloromethyl-1,2,3,4-tetrahydro-beta-carboline (TaClo) and related derivatives: chemistry and biochemical effects on catecholamine biosynthesis.

  Bioorganic & medicinal chemistry 20020701

• The anti-epileptic drug levetiracetam reverses the inhibition by negative allosteric modulators of neuronal GABA- and glycine-gated currents.

  British journal of pharmacology 20020701

• Thermodynamic study of small hydrophobic ions at the water-lipid interface.

  Journal of colloid and interface science 20020701

• Phenylethanolamine N-methyltransferase has beta-carboline 2N-methyltransferase activity: hypothetical relevance to Parkinson's disease.

  Neurochemistry international 20020601

• Topographic pharmaco-EEG mapping of the effects of the South American psychoactive beverage ayahuasca in healthy volunteers.

  British journal of clinical pharmacology 20020601

• Natural variations of precursors in pig meat affect the yield of heterocyclic amines--effects of RN genotype, feeding regime, and sex.

  Journal of agricultural and food chemistry 20020508

• The levels of norharman are high enough after smoking to affect monoamineoxidase B in platelets.

  European journal of pharmacology 20020419

• Beta-carbolines as specific inhibitors of cyclin-dependent kinases.

  Bioorganic & medicinal chemistry letters 20020408

• [The effect on other individual presentations of the goldfish by FG7142 injection].

  Nihon shinkei seishin yakurigaku zasshi = Japanese journal of psychopharmacology 20020401

• Induction of sister chromatid exchanges and chromosome aberrations in cultured mammalian cells treated with aminophenylnorharman formed by norharman with aniline.

  Mutation research 20020325

• Genotoxic and recombinogenic activities of the two beta-carboline alkaloids harman and harmine in Saccharomyces cerevisiae.

  Mutation research 20020320

• Characterization of the discriminable stimulus produced by 2-BFI: effects of imidazoline I(2)-site ligands, MAOIs, beta-carbolines, agmatine and ibogaine.

  British journal of pharmacology 20020301

• Maternal and developmental toxicity in mice by aminophenylnorharman, formed from norharman and aniline.

  Human & experimental toxicology 20020301

• Beta-carboline-carbohydrate hybrids: molecular design, chemical synthesis and evaluation of novel DNA photocleavers.

  Bioorganic & medicinal chemistry letters 20020225

• The impact of smoking and drinking on plasma levels of norharman.

  European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology 20020201

• Synergistic in vitro antimalarial activity of plant extracts used as traditional herbal remedies in Mali.

  Parasitology research 20020201

• Indole and beta-carboline alkaloids from Geissospermum sericeum.

  Journal of natural products 20020101

• An in vitro evaluation of human DNA topoisomerase I inhibition by Peganum harmala L. seeds extract and its beta-carboline alkaloids.

  Journal of pharmacy & pharmaceutical sciences : a publication of the Canadian Society for Pharmaceutical Sciences, Societe canadienne des sciences pharmaceutiques 20020101

• Interaction of folk medicinal plant extracts with human alpha2-adrenoceptor subtypes.

  Zeitschrift fur Naturforschung. C, Journal of biosciences 20020101

• An in vitro study on the kinetics, subcellular distribution and phototoxicity of harmine in human tumor cells.

  Bollettino chimico farmaceutico 20020101

• Potential neurotoxic 'agents provocateurs' in Parkinson's disease.

  Neurotoxicology and teratology 20020101

• [Serum norharman and harman analysis using high pressure liquid chromatography/mass spectrometry and value of beta-carbolines as blood alcohol markers].

  Archiv fur Kriminologie 20020101

• Total syntheses of beta-carboline alkaloids, (R)-(-)-pyridindolol K1, (R)-(-)-pyridindolol K2, and (R)-(-)-pyridindolol.

  The Journal of organic chemistry 20011228

• Toxicokinetics of tremorogenic natural products, harmane and harmine, in male Sprague-Dawley rats.

  Journal of toxicology and environmental health. Part A 20011221

• Degradation of tetrahydro-beta-carbolines in the presence of nitrite: HPLC-MS analysis of the reaction products.

  Journal of agricultural and food chemistry 20011201

• Genotoxic effects of the alkaloids harman and harmine assessed by comet assay and chromosome aberration test in mammalian cells in vitro.

  Pharmacology & toxicology 20011201

• New cytotoxic N-methylated beta-carboline alkaloids from the marine ascidian Eudistoma gilboverde.

  Journal of natural products 20011101

• beta-carboline binding to imidazoline receptors.

  Drug and alcohol dependence 20011001

• Pharmacokinetics of the beta-carboline norharman in man.

  Life sciences 20010921

• Testicular toxicity in F344 rats by aminophenylnorharman, formed from norharman and aniline.

  Toxicology and applied pharmacology 20010901

• Stimulatory effect of harmane and other beta-carbolines on locus coeruleus neurons in anaesthetized rats.

  Neuroscience letters 20010810

• Why are the terpenoid indole alkaloids of type I homochiral?

  Chirality 20010801

• Oxidative DNA damage by an N-hydroxy metabolite of the mutagenic compound formed from norharman and aniline.

  Mutation research 20010725

• Anti-AIDS agents. 46. Anti-HIV activity of harman, an anti-HIV principle from Symplocos setchuensis, and its derivatives.

  Journal of natural products 20010701

• [Synthetic studies of the bioactive natural products by using the thermal electrocyclic reaction of 6 pi electron systems].

  Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20010701

• Structures of mutagens produced by the co-mutagen norharman with o- and m-toluidine isomers.

  Mutation research 20010627

• The acute effects of norharman on cocaine self-administration and sensorimotor function in male Wistar rats.

  European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology 20010601

• Psychotogenic properties of benzodiazepine receptor inverse agonists.

  Psychopharmacology 20010601

• Tryptophan: a precursor for the endogenous synthesis of norharman in man.

  Neuroscience letters 20010511

• Reaction of tryptophan with carbohydrates: identification and quantitative determination of novel beta-carboline alkaloids in food.

  Journal of agricultural and food chemistry 20010501

• L-Deprenyl prevents the cell hypoxia induced by dopaminergic neurotoxins, MPP(+) and beta-carbolinium: a microdialysis study in rats.

  Neuroscience letters 20010420

• Exposure of a 'witness rat' to one treated with beta-carboline FG 7142 does not increase dopamine turnover in the medial prefrontal cortex of the 'witness rat'.

  Neuroscience letters 20010420

• Hydrogen bonding NH/pi interactions between betacarboline and methyl benzene derivatives.

  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20010401

• Induction of liver preneoplastic lesions by aminophenylnorharman, formed from norharman and aniline, in male F344 rats.

  Cancer letters 20010226

• Synthesis and biological evaluation of DNA targeting flexible side-chain substituted beta-carboline derivatives.

  Bioorganic & medicinal chemistry letters 20010226

• Canthin-6-one and beta-carboline alkaloids from Eurycoma harmandiana.

  Phytochemistry 20010201

• Cis- and trans-platinum and palladium complexes: a comparative study review as antitumour agents.

  Bollettino chimico farmaceutico 20010101

• Norharman, an indoleamine-derived beta-carboline, but not Trp-P-2, a gamma-carboline, induces apoptotic cell death in human neuroblastoma SH-SY5Y cells.

  Journal of neural transmission (Vienna, Austria : 1996) 20010101

• Effects of beta- and gamma-carboline derivatives of DNA topoisomerase activities.

  Mutation research 19960201

• ELISA of pentosidine, an advanced glycation end product, in biological specimens.

  Clinical chemistry 19940901

• Inhibition of indoleamine 2,3-dioxygenase and tryptophan 2,3-dioxygenase by beta-carboline and indole derivatives.

  Archives of biochemistry and biophysics 19840801