This webpage contains legacy information. The product is either no longer available from the supplier or has been delisted at Labome.
product summary
company name :
MilliporeSigma
other brands :
FLUKA, Sigma-Aldrich, Roche Applied Science
product type :
chemical
product name :
Norharmane
catalog :
N6252
citations: 38
Reference
Shankaraiah N, Siraj K, Nekkanti S, Srinivasulu V, Sharma P, Senwar K, et al. DNA-binding affinity and anticancer activity of β-carboline-chalcone conjugates as potential DNA intercalators: Molecular modelling and synthesis. Bioorg Chem. 2015;59:130-9 pubmed publisher
Goodwin A, Lantz McPeak S, Robinson B, Law C, Ali S, Ferguson S. Effects of adolescent treatment with nicotine, harmane, or norharmane in male Sprague-Dawley rats. Neurotoxicol Teratol. 2015;47:25-35 pubmed publisher
Gonzalez M, Rasse Suriani F, Franca C, Diez R, Gholipour Y, Nonami H, et al. Photosensitized electron transfer within a self-assembled norharmane-2'-deoxyadenosine 5'-monophosphate (dAMP) complex. Org Biomol Chem. 2012;10:9359-72 pubmed publisher
Liao G, Wang G, Zhang Y, Xu X, Zhou G. Formation of heterocyclic amines during cooking of duck meat. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2012;29:1668-78 pubmed publisher
Esmaeili M, Movahedi M, Faraji A, Haghdoost Yazdi H. Intracerebral injection of low amounts of norharman induces moderate Parkinsonism-like behavioral symptoms in rat. Neurotoxicol Teratol. 2012;34:489-94 pubmed publisher
Smith J, Evans K, Wright A, Willows R, Jamie J, Griffith R. Novel indoleamine 2,3-dioxygenase-1 inhibitors from a multistep in silico screen. Bioorg Med Chem. 2012;20:1354-63 pubmed publisher
Coelho Cerqueira E, Netz P, Diniz C, Petry do Canto V, Follmer C. Molecular insights into human monoamine oxidase (MAO) inhibition by 1,4-naphthoquinone: evidences for menadione (vitamin K3) acting as a competitive and reversible inhibitor of MAO. Bioorg Med Chem. 2011;19:7416-24 pubmed publisher
Herraiz T. Evaluation of the oxidation of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) to toxic pyridinium cations by monoamine oxidase (MAO) enzymes and its use to search for new MAO inhibitors and protective agents. J Enzyme Inhib Med Chem. 2012;27:810-7 pubmed publisher
Li C, Zhang X, Zhao M, Wang Y, Wu J, Liu J, et al. A class of novel N-(1-methyl-?-carboline-3-carbonyl)-N'-(aminoacid-acyl)-hydrazines: aromatization leaded design, synthesis, in vitro anti-platelet aggregation/in vivo anti-thrombotic evaluation and 3D QSAR analysis. Eur J Med Chem. 2011;46:5598-608 pubmed publisher
Tan C, Wu S, Lai S, Wang M, Chen Y, Zhou L, et al. Synthesis, structures, cellular uptake and apoptosis-inducing properties of highly cytotoxic ruthenium-Norharman complexes. Dalton Trans. 2011;40:8611-21 pubmed publisher
Thatcher R, Douthwaite R. β-Carboline (norharman). Acta Crystallogr C. 2011;67:o241-3 pubmed publisher
Herraiz T, Guillén H. Inhibition of the bioactivation of the neurotoxin MPTP by antioxidants, redox agents and monoamine oxidase inhibitors. Food Chem Toxicol. 2011;49:1773-81 pubmed publisher
Dolusic E, Larrieu P, Blanc S, Sapunaric F, Norberg B, Moineaux L, et al. Indol-2-yl ethanones as novel indoleamine 2,3-dioxygenase (IDO) inhibitors. Bioorg Med Chem. 2011;19:1550-61 pubmed publisher
de Andres F, Zougagh M, Castañeda G, Sánchez Rojas J, Rios A. Screening of non-polar heterocyclic amines in urine by microextraction in packed sorbent-fluorimetric detection and confirmation by capillary liquid chromatography. Talanta. 2011;83:1562-7 pubmed publisher
Farzin D, Haghparast A, Motaman S, Baryar F, Mansouri N. Effects of harmane and other β-carbolines on apomorphine-induced licking behavior in rat. Pharmacol Biochem Behav. 2011;98:215-9 pubmed publisher
Ikeda R, Iwaki T, Iida T, Okabayashi T, Nishi E, Kurosawa M, et al. 3-benzylamino-β-carboline derivatives induce apoptosis through G2/M arrest in human carcinoma cells HeLa S-3. Eur J Med Chem. 2011;46:636-46 pubmed publisher
Dixon Clarke S, Ramsay R. Dietary inhibitors of monoamine oxidase A. J Neural Transm (Vienna). 2011;118:1031-41 pubmed publisher
Haghdoost Yazdi H, Hosseini S, Faraji A, Nahid D, Jahanihashemi H. Long term exposure to norharman exacerbates 6-hydroxydopamine-induced parkinsonism: possible involvement of L-type Ca2+ channels. Behav Brain Res. 2010;215:136-40 pubmed publisher
Gonzalez M, Pellon Maison M, Ales Gandolfo M, GONZALEZ BARO M, Erra Balsells R, Cabrerizo F. Photosensitized cleavage of plasmidic DNA by norharmane, a naturally occurring beta-carboline. Org Biomol Chem. 2010;8:2543-52 pubmed
Itakura S, Kawabata S, Tanaka H, Enoki A. Effect of norharmane in vitro on juvenile hormone epoxide hydrolase activity in the lower termite, Reticulitermes speratus. J Insect Sci. 2008;8:13 pubmed publisher
Liu J, Jiang X, Zhao M, Zhang X, Zheng M, Peng L, et al. A class of 3S-2-aminoacyltetrahydro-beta-carboline-3-carboxylic acids: their facile synthesis, inhibition for platelet activation, and high in vivo anti-thrombotic potency. J Med Chem. 2010;53:3106-16 pubmed publisher
Arib O, Rat P, Molimard R, Chait A, Faure P, de Beaurepaire R. Electrophysiological characterization of harmane-induced activation of mesolimbic dopamine neurons. Eur J Pharmacol. 2010;629:47-52 pubmed publisher
Crotti A, Gates P, Lopes J, Lopes N. Electrospray MS-based characterization of beta-carbolines--mutagenic constituents of thermally processed meat. Mol Nutr Food Res. 2010;54:433-9 pubmed publisher
Busquets R, Jönsson J, Frandsen H, Puignou L, Galceran M, Skog K. Hollow fibre-supported liquid membrane extraction and LC-MS/MS detection for the analysis of heterocyclic amines in urine samples. Mol Nutr Food Res. 2009;53:1496-504 pubmed publisher
Gonzalez M, Salum M, Gholipour Y, Cabrerizo F, Erra Balsells R. Photochemistry of norharmane in aqueous solution. Photochem Photobiol Sci. 2009;8:1139-49 pubmed publisher
Chen X, Cromer B, Lynch J. Molecular determinants of beta-carboline inhibition of the glycine receptor. J Neurochem. 2009;110:1685-94 pubmed publisher
Herraiz T, Guillén H, Aran V. Oxidative metabolism of the bioactive and naturally occurring beta-carboline alkaloids, norharman and harman, by human cytochrome P450 enzymes. Chem Res Toxicol. 2008;21:2172-80 pubmed publisher
Tarzi O, Nonami H, Erra Balsells R. 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. J Mass Spectrom. 2009;44:260-77 pubmed publisher
Chouvenc T, Su N, Elliott M. Antifungal activity of the termite alkaloid norharmane against the mycelial growth of Metarhizium anisopliae and Aspergillus nomius. J Invertebr Pathol. 2008;99:345-7 pubmed publisher
Galarreta B, Sifuentes R, Carrillo A, Sanchez L, Amado M, Maruenda H. The use of natural product scaffolds as leads in the search for trypanothione reductase inhibitors. Bioorg Med Chem. 2008;16:6689-95 pubmed publisher
Jautz U, Gibis M, Morlock G. Quantification of heterocyclic aromatic amines in fried meat by HPTLC/UV-FLD and HPLC/UV-FLD: a comparison of two methods. J Agric Food Chem. 2008;56:4311-9 pubmed publisher
Yang Y, Lee J, Jin C, Lim S, Lee M. Effects of harman and norharman on dopamine biosynthesis and L-DOPA-induced cytotoxicity in PC12 cells. Eur J Pharmacol. 2008;587:57-64 pubmed publisher
León A, Olives A, del Castillo B, Martín M. Influence of the presence of methyl cyclodextrins in high-performance liquid chromatography mobile phases on the separation of beta-carboline alkaloids. J Chromatogr A. 2008;1192:254-8 pubmed publisher
Pasha F, Muddassar M, Cho S, Ahmad K, Beg Y. 3D and quantum QSAR of non-benzodiazepine compounds. Eur J Med Chem. 2008;43:2361-72 pubmed publisher
Sako K, Aoyama H, Sato S, Hashimoto Y, Baba M. Gamma-carboline derivatives with anti-bovine viral diarrhea virus (BVDV) activity. Bioorg Med Chem. 2008;16:3780-90 pubmed publisher
Xia B, Ma W, Zheng B, Zhang X, Fan B. Quantitative structure-activity relationship studies of a series of non-benzodiazepine structural ligands binding to benzodiazepine receptor. Eur J Med Chem. 2008;43:1489-98 pubmed
Reyman D, Hallwass F, Gonçalves S, Camacho J. Coupled hydrogen-bonding interactions between beta-carboline derivatives and acetic acid. Magn Reson Chem. 2007;45:830-4 pubmed
Connop B, Kalisch B, Boegman R, Jhamandas K, Beninger R. Enhancement of 7-nitro indazole-induced inhibition of brain nitric oxide synthase by norharmane. Neurosci Lett. 1995;190:69-72 pubmed
product information
Catalog Number :
N6252
Product Name :
Norharmane
Product Type :
SMALL MOLECULES
Product Group :
Protein & Pathway Technologies
Product Description :
crystalline
company information
MilliporeSigma
PO Box 14508
St. Louis, MO 63178
https://www.sigmaaldrich.com
1-800-325-3010
headquarters: USA