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harman
pyridobindole, L-methyl-

Supplier Sponsors

Name:1-methyl-9H-pyrido[3,4-b]indole
CAS Number: 486-84-0Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:207-642-2
FDA UNII: 82D6J0535P
Nikkaji Web:J1.550D
Beilstein Number:0143898
MDL:MFCD00004957
XlogP3:3.60 (est)
Molecular Weight:182.22570000
Formula:C12 H10 N2
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:pharmaceuticals / chemical synthisis
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 236.50 °C. @ 760.00 mm Hg
Boiling Point: 386.90 °C. @ 760.00 mm Hg (est)
Flash Point: 349.00 °F. TCC ( 176.20 °C. ) (est)
logP (o/w): 3.100
Soluble in:
 water, 9.389 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Harmane 98%
BOC Sciences
For experimental / research use only.
HARMANE >99 %
Odor: characteristic
Use: Harman alkaloid like harmane, harmine, harmalol, harmaline obtained from Banisteriopsis caapi L. showed cytotoxicity
ExtraSynthese
For experimental / research use only.
Harman (HPLC) ≥95%
Santa Cruz Biotechnology
For experimental / research use only.
Harman ≥99%
Sigma-Aldrich: Aldrich
For experimental / research use only.
Harman 98%
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intraperitoneal-mouse LD50 50 mg/kg
BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 149, Pg. 164, 1964.

Dermal Toxicity:
subcutaneous-rabbit LD50 200 mg/kg
Psychopharmacology Service Center, Bulletin. Vol. 2, Pg. 17, 1963.

Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
pharmaceuticals / chemical synthisis
Recommendation for harman usage levels up to:
 not for fragrance use.
 
Recommendation for harman flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA GENetic TOXicology:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :5281404
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
1-methyl-9H-pyrido[3,4-b]indole
Chemidplus:0000486840
RTECS:UV0280000 for cas# 486-84-0
 
References:
 1-methyl-9H-pyrido[3,4-b]indole
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):5281404
Pubchem (sid):134975686
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C09209
HMDB (The Human Metabolome Database):HMDB35196
FooDB:FDB013842
Export Tariff Code:2939.90.5000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 apricot wild apricot
Search Trop Picture
 chicory root
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 passiflora edulis fruit 0.10 ppm
Search Trop Picture
 passion fruit fruit
Search Trop Picture
 passion fruit leaf
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 saffron
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Synonyms:
 aribin
 aribine
 harmane
 locuturin
 locuturine
 loturine
3-methyl-4-carboline
1-methyl-9H-pyrido(3,4-b)indole
2-methyl-beta-carboline
1-methylnorharman
 passiflorin
9H-pyrido(3,4-b)indole, 1-methyl-
 pyridobindole, L-methyl-
 

Articles:

PubMed:Discriminative stimulus effects of the novel imidazoline I2 receptor ligand CR4056 in rats.
PubMed:Alkaloids from the bulbs of Lycoris longituba and their neuroprotective and acetylcholinesterase inhibitory activities.
PubMed:In situ label-free visualization of orally dosed strictinin within mouse kidney by MALDI-MS imaging.
PubMed:Blood harmane (1-methyl-9H-pyrido[3,4-b]indole) concentration in dystonia cases vs. controls.
PubMed:Efficient synthesis of an indoloquinolizinium alkaloid selective DNA-binder by ring-closing metathesis.
PubMed:Nonaqueous capillary electrophoresis as separation technique to support metabolism studies by means of electrochemistry and mass spectrometry.
PubMed:Inhibition of myeloperoxidase activity by the alkaloids of Peganum harmala L. (Zygophyllaceae).
PubMed:Significance of the imidazoline receptors in toxicology.
PubMed:Differential effects of non-nicotine tobacco constituent compounds on nicotine self-administration in rats.
PubMed:Metabolites identification of harmane in vitro/in vivo in rats by ultra-performance liquid chromatography combined with electrospray ionization quadrupole time-of-flight tandem mass spectrometry.
PubMed:Aspidosperma (Apocynaceae) plant cytotoxicity and activity towards malaria parasites. Part I: Aspidosperma nitidum (Benth) used as a remedy to treat fever and malaria in the Amazon.
PubMed:B-9-3, a novel β-carboline derivative exhibits anti-cancer activity via induction of apoptosis and inhibition of cell migration in vitro.
PubMed:Inhibition of monoamine oxidase (MAO) by β-carbolines and their interactions in live neuronal (PC12) and liver (HuH-7 and MH1C1) cells.
PubMed:["Legal highs" from the German internet--"bath salt drugs" on the rise].
PubMed:Elevated blood harmane (1-methyl-9H-pyrido[3,4-b]indole) concentrations in Parkinson's disease.
PubMed:Dietary vitamin E effects on the formation of heterocyclic amines in grilled lean beef.
PubMed:Fatty acid modulated human serum albumin binding of the β-carboline alkaloids norharmane and harmane.
PubMed:Chemical state of heterocyclic aromatic amines in grilled beef: evaluation by in vitro digestion model and comparison of alkaline hydrolysis and organic solvent for extraction.
PubMed:Suggesting a possible role of CA1 histaminergic system in harmane-induced amnesia.
PubMed:Modulation in prototropism of the photosensitizer Harmane by host:guest interactions between β-cyclodextrin and surfactants.
PubMed:Elevated brain harmane (1-methyl-9H-pyrido[3,4-b]indole) in essential tremor cases vs. controls.
PubMed:Mechanisms of DNA damage by photoexcited 9-methyl-β-carbolines.
PubMed:In vitro evaluation of β-carboline alkaloids as potential anti-Toxoplasma agents.
PubMed:Participation of central imidazoline binding sites in antinociceptive effect of ethanol and nicotine in rats.
PubMed:The alkaloid compound harmane increases the lifespan of Caenorhabditis elegans during bacterial infection, by modulating the nematode's innate immune response.
PubMed:A QM/MM study of the absorption spectrum of harmane in water solution and interacting with DNA: the crucial role of dynamic effects.
PubMed:Imidazoline versus alpha₂-adrenoceptors in the control of gastric motility in mice.
PubMed:Antidepressant Potential of 5-HT3 Receptor Antagonist, N-n- propyl-3-ethoxyquinoxaline-2-carboxamide (6n).
PubMed:Effect of harmane, an endogenous β-carboline, on learning and memory in rats.
PubMed:Involvement of nitrergic system of CA1in harmane induced learning and memory deficits.
PubMed:Simultaneous determination of alkaloids and flavonoids from aerial parts of Passiflora species and dietary supplements using UPLC-UV-MS and HPTLC.
PubMed:Behavioural, neurochemical and neuroendocrine effects of the endogenous β-carboline harmane in fear-conditioned rats.
PubMed:Blood harmane (1-methyl-9H-pyrido[3,4-b]indole) concentration in essential tremor cases in Spain.
PubMed:Binding interaction and rotational-relaxation dynamics of a cancer cell photosensitizer with various micellar assemblies.
PubMed:Profiles and concentrations of heterocyclic aromatic amines formed in beef during various heat treatments depend on the time of ripening and muscle type.
PubMed:Blood harmane (1-methyl-9H-pyrido[3,4-b]indole) concentrations in essential tremor: repeat observation in cases and controls in New York.
PubMed:Structural insights into cholinesterases inhibition by harmane β-carbolinium derivatives: a kinetics-molecular modeling approach.
PubMed:Mass spectrometry of rhenium complexes: a comparative study by using LDI-MS, MALDI-MS, PESI-MS and ESI-MS.
PubMed:Production and fragmentation of negative ions from neutral N-linked carbohydrates ionized by matrix-assisted laser desorption/ionization.
PubMed:Differential interactions of a biological photosensitizer with liposome membranes having varying surface charges.
PubMed:Photosensitization of DNA by β-carbolines: kinetic analysis and photoproduct characterization.
PubMed:Neonaucline, a new indole alkaloid from the leaves of Ochreinauclea maingayii (Hook. f.) Ridsd. (Rubiaceae).
PubMed:Detection of bioactive exometabolites produced by the filamentous marine cyanobacterium Geitlerinema sp.
PubMed:The impact of dihydrogen phosphate anions on the excited-state proton transfer of harmane. Effect of β-cyclodextrin on these photoreactions.
PubMed:Effects of apomorphine and β-carbolines on firing rate of neurons in the ventral pallidum in the rats.
PubMed:Involvement of the cholinergic system of CA1 on harmane-induced amnesia in the step-down passive avoidance test.
PubMed:Exploring the strength, mode, dynamics, and kinetics of binding interaction of a cationic biological photosensitizer with DNA: implication on dissociation of the drug-DNA complex via detergent sequestration.
PubMed:Modulation of prototropic activity and rotational relaxation dynamics of a cationic biological photosensitizer within the motionally constrained bio-environment of a protein.
PubMed:Blood harmane concentrations in 497 individuals relative to coffee, cigarettes, and food consumption on the morning of testing.
PubMed:The Arabidopsis phi class glutathione transferase AtGSTF2: binding and regulation by biologically active heterocyclic ligands.
PubMed:Inhibition of human cytochrome P450 enzymes 3A4 and 2D6 by β-carboline alkaloids, harmine derivatives.
PubMed:Screening of non-polar heterocyclic amines in urine by microextraction in packed sorbent-fluorimetric detection and confirmation by capillary liquid chromatography.
PubMed:Effects of harmane and other β-carbolines on apomorphine-induced licking behavior in rat.
PubMed:Blood harmane, blood lead, and severity of hand tremor: evidence of additive effects.
PubMed:Beta-carboline alkaloids and essential tremor: exploring the environmental determinants of one of the most prevalent neurological diseases.
PubMed:Interaction of β-carboline alkaloids with RNA.
PubMed:Relationship between blood harmane and harmine concentrations in familial essential tremor, sporadic essential tremor and controls.
PubMed:Simultaneous determination of six non-polar heterocyclic amines in meat samples by supercritical fluid extraction-capillary electrophoresis under fluorimetric detection.
PubMed:Beta-carboline alkaloids bind DNA.
PubMed:Diamond, titanium dioxide, titanium silicon oxide, and barium strontium titanium oxide nanoparticles as matrixes for direct matrix-assisted laser desorption/ionization mass spectrometry analysis of carbohydrates in plant tissues.
PubMed:Inhibitory effect of marinades with hibiscus extract on formation of heterocyclic aromatic amines and sensory quality of fried beef patties.
PubMed:Involvement of dopamine D1/D2 receptors on harmane-induced amnesia in the step-down passive avoidance test.
PubMed:Electrophysiological characterization of harmane-induced activation of mesolimbic dopamine neurons.
PubMed:Matrix-assisted laser desorption/ionization time-of-flight (MALDI-TOF) mass spectrometry analysis of oligosaccharides and oligosaccharide alditols obtained by hydrolysis of agaroses and carrageenans, two important types of red seaweed polysaccharides.
PubMed:UV-MALDI-TOF mass spectrometry analysis of heparin oligosaccharides obtained by nitrous acid controlled degradation and high performance anion exchange chromatography.
PubMed:A novel 5-HT(2A) receptor antagonist exhibits antidepressant-like effects in a battery of rodent behavioural assays: approaching early-onset antidepressants.
PubMed:Molecular determinants of beta-carboline inhibition of the glycine receptor.
PubMed:Optimized HPLC method for analysis of polar and nonpolar heterocyclic amines in cooked meat products.
PubMed:One- and two-photon excitation of beta-carbolines in aqueous solution: pH-dependent spectroscopy, photochemistry, and photophysics.
PubMed:1-(m-Chlorophenyl)piperazine induces depressogenic-like behaviour in rodents by stimulating the neuronal 5-HT(2A) receptors: proposal of a modified rodent antidepressant assay.
PubMed:The effects of synthetic and endogenous imidazoline binding site ligands on neuronal activity in discrete brain regions of naive and restraint-stressed rats.
PubMed:Antiplatelet activity of beta-carboline alkaloids from Perganum harmala: a possible mechanism through inhibiting PLCgamma2 phosphorylation.
PubMed:The effect of temperature on the stability of compounds used as UV-MALDI-MS matrix: 2,5-dihydroxybenzoic acid, 2,4,6-trihydroxyacetophenone, alpha-cyano-4-hydroxycinnamic acid, 3,5-dimethoxy-4-hydroxycinnamic acid, nor-harmane and harmane.
PubMed:Spectrofluorimetric determination of stoichiometry and association constants of the complexes of harmane and harmine with beta-cyclodextrin and chemically modified beta-cyclodextrins.
PubMed:Effect of Peganum harmala or its beta-carboline alkaloids on certain antibiotic resistant strains of bacteria and protozoa from poultry.
PubMed:In situ analysis of plant tissue underivatized carbohydrates and on-probe enzymatic degraded starch by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry by using carbon nanotubes as matrix.
PubMed:Environmental epidemiology of essential tremor.
PubMed:Cancer and blood concentrations of the comutagen harmane in essential tremor.
PubMed:Influence of the presence of methyl cyclodextrins in high-performance liquid chromatography mobile phases on the separation of beta-carboline alkaloids.
PubMed:Higher blood harmane (1-methyl-9H-pyrido[3,4-b]indole) concentrations correlate with lower olfactory scores in essential tremor.
PubMed:Determination of beta-carboline alkaloids in fruiting bodies of Hygrophorus spp. by liquid chromatography/electrospray ionisation tandem mass spectrometry.
PubMed:Dietary epidemiology of essential tremor: meat consumption and meat cooking practices.
PubMed:Elevated blood harmane (1-methyl-9H-pyrido[3,4-b]indole) concentrations in essential tremor.
PubMed:Mediterranean diet and essential tremor. A case-control study.
PubMed:The endogenous alkaloid harmane: acidifying and activity-reducing effects on hippocampal neurons in vitro.
PubMed:Coupled hydrogen-bonding interactions between beta-carboline derivatives and acetic acid.
PubMed:Partial least squares-based multivariate spectral calibration method for simultaneous determination of beta-carboline derivatives in Peganum harmala seed extracts.
PubMed:Blood harmane is correlated with cerebellar metabolism in essential tremor: a pilot study.
PubMed:Structural characterization of native high-methoxylated pectin using nuclear magnetic resonance spectroscopy and ultraviolet matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. Comparative use of 2,5-dihydroxybenzoic acid and nor-harmane as UV-MALDI matrices.
PubMed:Synthesis of 3,8,9-trisubstituted-1,7,9-triaza-fluorene-6-carboxylic acid derivatives as a new class of insulin secretagogues.
PubMed:Antioxidant properties of beta-carboline alkaloids are related to their antimutagenic and antigenotoxic activities.
PubMed:Plasmodium falciparum biosynthesizes sulfoglycosphingolipids.
PubMed:Quantification of the neurotoxic beta-carboline harmane in barbecued/grilled meat samples and correlation with level of doneness.
PubMed: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.
PubMed:Validation of a new planar chromatographic method for quantification of the heterocyclic aromatic amines most frequently found in meat.
PubMed:Electrodeposition of polythiophene assisted by sonochemistry and incorporation of fluorophores in the polymeric matrix.
PubMed:A fluorescence study of the molecular interactions of harmane with the nucleobases, their nucleosides and mononucleotides.
PubMed:Centrally acting imidazolines stimulate vascular alpha 1A-adrenergic receptors in Rat-Tail Artery.
PubMed:A matrix-assisted laser desorption/ionization mass spectrometry approach to the lipid A from Mesorhizobium loti.
PubMed:Imidazoline receptors, novel agents and therapeutic potential.
PubMed:Autoradiographical distribution of imidazoline binding sites in monoamine oxidase A deficient mice.
PubMed:Monoamine oxidase inhibitors allow locomotor and rewarding responses to nicotine.
PubMed:Comprehensive photochemistry and photophysics of land- and marine-based beta-carbolines employing time-resolved emission and flash transient spectroscopy.
PubMed:Effect of chlorine as substituent on the photochemistry and acid-base properties of beta-carboline alkaloids.
PubMed:Theoretical study of structure, pKa, lipophilicity, solubility, absorption, and polar surface area of some centrally acting antihypertensives.
PubMed:In vitro and ex vivo distribution of [3H]harmane, an endogenous beta-carboline, in rat brain.
PubMed:Antidepressant-like effect of harmane and other beta-carbolines in the mouse forced swim test.
PubMed:Harmane inhibits serotonergic dorsal raphe neurons in the rat.
PubMed:Characterisation of imidazoline I2 binding sites in pig brain.
PubMed:Blood harmane concentrations and dietary protein consumption in essential tremor.
PubMed:Structural analysis of the N-glycans of the major cysteine proteinase of Trypanosoma cruzi. Identification of sulfated high-mannose type oligosaccharides.
PubMed:Matrix-assisted laser desorption/ionisation mass spectrometry for the direct analysis of enzymatically digested kappa- iota- and hybrid iota/nu-carrageenans.
PubMed:Photochemistry of the alkaloids eudistomin N (6-bromo-nor-harmane) and eudistomin O (8-bromo-nor-harmane) and other bromo-beta-carbolines.
PubMed:Fluorescence quenching of beta-carboline alkaloids in micellar media. A study to select the adequate surfactant to use in analytical techniques.
PubMed:Matrix-assisted ultraviolet laser desorption/ionization time-of-flight mass spectrometry of beta-(1 --> 3), beta-(1 --> 4)-xylans from Nothogenia fastigiata using nor-harmane as matrix.
PubMed:Modulation of voltage-gated channel currents by harmaline and harmane.
PubMed:Harmane and harmalan are bioactive components of classical clonidine-displacing substance.
PubMed:The putative imidazoline receptor agonist, harmane, promotes intracellular calcium mobilisation in pancreatic beta-cells.
PubMed:In vitro activity of the beta-carboline alkaloids harmane, harmine, and harmaline toward parasites of the species Leishmania infantum.
PubMed:Endogenous imidazoline receptor ligands relax rat aorta by an endothelium-dependent mechanism.
PubMed:Harmane induces anxiolysis and antidepressant-like effects in rats.
PubMed:Effect of harmane on the convulsive threshold in epilepsy models in mice.
PubMed:Inhibitory effect of harmane on morphine-dependent Guinea pig ileum.
PubMed:Effect of harmane on mononeuropathic pain in rats.
PubMed:Characterization of [(3)H]harmane binding to rat whole brain membranes.
PubMed:Comparative effects of efaroxan and beta-carbolines on the secretory activity of rodent and human beta cells.
PubMed:Endogenous beta-carbolines as clonidine-displacing substances.
PubMed:The effects of imidazoline agents on the aggregation of human platelets.
PubMed:Effects of the beta-carbolines, harmane and pinoline, on insulin secretion from isolated human islets of Langerhans.
PubMed:Detection and characterization of cyclodextrin complexes with beta-carboline derivatives by spectroscopic techniques.
PubMed:Elevation of blood beta-carboline alkaloids in essential tremor.
PubMed:Dynamic study of excited state hydrogen-bonded complexes of harmane in cyclohexane-toluene mixtures.
PubMed:Matrix-assisted ultraviolet laser-desorption ionization and electrospray-ionization time-of-flight mass spectrometry of sulfated neocarrabiose oligosaccharides.
PubMed:An in vitro evaluation of human DNA topoisomerase I inhibition by Peganum harmala L. seeds extract and its beta-carboline alkaloids.
PubMed:5-HT2A receptor-stimulated phosphoinositide hydrolysis in the stimulus effects of hallucinogens.
PubMed:Characterization of the discriminable stimulus produced by 2-BFI: effects of imidazoline I(2)-site ligands, MAOIs, beta-carbolines, agmatine and ibogaine.
PubMed:Toxicokinetics of tremorogenic natural products, harmane and harmine, in male Sprague-Dawley rats.
PubMed:Stimulatory effect of harmane and other beta-carbolines on locus coeruleus neurons in anaesthetized rats.
PubMed:Hydrogen bonding NH/pi interactions between betacarboline and methyl benzene derivatives.
PubMed:Matrix-assisted ultraviolet laser-desorption ionization time-of-flight mass spectrometry of sulfated mannans from the red seaweed Nothogenia fastigiata.
PubMed:Autoradiographic comparison of [3H]-clonidine binding to non-adrenergic sites and alpha(2)-adrenergic receptors in human brain.
PubMed:Harmane produces hypotension following microinjection into the RVLM: possible role of I(1)-imidazoline receptors.
PubMed:Determination of harmane and harmine in human blood using reversed-phased high-performance liquid chromatography and fluorescence detection.
PubMed:A spectroscopic study of the molecular interactions of harmane with pyrimidine and other diazines.
PubMed:Indole derivatives as neuroprotectants.
PubMed:A comparison of N,N-dimethyltryptamine, harmaline, and selected congeners in rats trained with LSD as a discriminative stimulus.
PubMed:A spectroscopic study of the hydrogen bonding and pi-pi stacking interactions of harmane with quinoline.
PubMed:The effects of beta-carbolines in rats trained with ibogaine as a discriminative stimulus.
PubMed:beta-Carboline alkaloids as matrices for UV-matrix-assisted laser desorption/ionization time-of-flight mass spectrometry in positive and negative ion modes. Analysis of proteins of high molecular mass, and of cyclic and acyclic oligosaccharides.
PubMed:Changes in acid-base equilibria of harmine and harmane inclusion complexes with cyclodextrins.
PubMed:Evaluation of African medicinal plants for their in vitro trypanocidal activity.
PubMed:Inhibition of monoamine oxidase from bovine retina by beta-carbolines.
PubMed:Effects of harmane (1-methyl-beta-carboline) on neurons in the nucleus accumbens of the rat.
PubMed:Locomotor effects in sheep of alkaloids identified in Australian Tribulus terrestris.
PubMed:Effects of harmane on growth and in vivo metabolism of aflatoxin B1 in male and female rats.
PubMed:Antioxidative properties of harmane and beta-carboline alkaloids.
PubMed:[Phenolic constituents of licorice. IV. Correlation of phenolic constituents and licorice specimens from various sources, and inhibitory effects of licorice extracts on xanthine oxidase and monoamine oxidase].
PubMed:Effect of beta-carboline derivatives on the binding of L-tryptophan and diazepam to bovine and human albumin.
PubMed:[The correlation of the serotonin-positive and anxiolytic activities of nonbenzodiazepine substances].
PubMed:Upper motor neurone effects in sheep of some beta-carboline alkaloids identified in zygophyllaceous plants.
PubMed:Bleomycin-treated DNA is specifically cleaved only by endonuclease IV in E. coli.
PubMed:Synthesis and characterization of novel biologically active platinum(II) and palladium(II) complexes of some beta-carboline alkaloids.
PubMed:Determination of pharmacological levels of harmane, harmine and harmaline in mammalian brain tissue, cerebrospinal fluid and plasma by high-performance liquid chromatography with fluorimetric detection.
PubMed:[Tryptamine as an endogenous modulator of neuronal sensitivity to serotonin].
PubMed:Beta-carbolines as antagonists of the discriminative stimulus effects of diazepam in rats.
PubMed:Acetaldehyde and its condensation products as markers in alcoholism.
PubMed:Benzodiazepine receptors are involved in tabernanthine-induced tremor: in vitro and in vivo evidence.
PubMed:[Characteristics of the presynaptic action of harman and its derivatives compared to benzodiazepine tranquilizers].
PubMed:[Photosensitized generation of singlet molecular oxygen by endogenous substances of the eye lens].
PubMed:Inhibition of calcium channels by harmaline and other harmala alkaloids in vascular and intestinal smooth muscles.
PubMed:Interaction of carbolines and some GABA receptor ligands with the GABA and the benzodiazepine receptors.
PubMed:[Prolonged administration of antidepressants induces changes in the pulsed release but not in the reverse uptake of biogenic amines].
PubMed:[GABA-ergic effects of harman independent of its influence on benzodiazepine receptors].
PubMed:[Ion-dependency of the GABA-potentiating effects of benzodiazepine tranquilizers and harmane].
PubMed:Effects of betacarbolines on the automaticity of the guinea pig sinus node.
PubMed:Actions of 6-aminonicotinamide on benzodiazepine receptors in rat CNS.
PubMed:New endogenous benzodiazepine receptor ligand in human urine: identity with endogenous monoamine oxidase inhibitor?
PubMed:In vitro studies on the effect of beta-carbolines on the activities of acetylcholinesterase and choline acetyltransferase and on the muscarinic receptor binding of the rat brain.
PubMed:UV-mediated genotoxicity of furanoquinoline and of certain tryptophan-derived alkaloids.
PubMed:Tofizopam enhances the action of diazepam against tremor and convulsions.
PubMed:Stereoisomeric tetrahydro-beta-carbolines differ in their interaction with rat brain benzodiazepine receptors.
PubMed:[Harman and 3-methylharman--blockaders of presynaptic alpha 2-adrenoreceptors].
PubMed:Binding of beta-carbolines and caffeine on benzodiazepine receptors: correlations to convulsions and tremor.
PubMed:[Characteristics of GABA-potentiating effect of harman].
PubMed:beta-Carbolines as selective monoamine oxidase inhibitors: in vivo implications.
PubMed:Effects of harmala alkaloids on transmembrane potentials of guinea-pig papillary muscles.
PubMed:Is there a correlation between the concentration of beta-carbolines and their pharmacodynamic effects?
PubMed:Selective inhibition by harmane of the apurinic apyrimidinic endonuclease activity of phage T4-induced UV endonuclease.
PubMed:beta-Carboline binding to deoxycholate solubilized benzodiazepine receptors from calf cerebral cortex.
PubMed:Role of brain monoamine systems in the jumping behavior induced in rats by the combination of harmine and apomorphine.
PubMed:On the neuropharmacology of harmane and other beta-carbolines.
PubMed:Benzodiazepine antagonism by harmane and other beta-carbolines in vitro and in vivo.
PubMed:Affinity of beta-carbolines on rat brain benzodiazepine and opiate binding sites.
PubMed:1-Methyl-beta-carboline (harmane), a potent endogenous inhibitor of benzodiazepine receptor binding.
PubMed:Excretion of tetrahydroharmane and harmane into the urine of man and rat after a load with ethanol.
PubMed:[Quantitative determination of harmane and harmine in the extract of Passiflora incarnata].
PubMed:[Relations between the structure of synthetic harmane derivatives and their antiserotonin, MAO-paralyzing, and anti-coronary, blocking effects. I].
 
Notes:
a beta-carboline. Alkaloid from the may pop (Passiflora incarnata, Passifloraceae) and many other Passiflora spp
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