PMID-sentid Pub_year Sent_text compound_name comp_offset prot_official_name organism prot_offset 28413956-4 2017 CONCLUSION: The chemical space of Haspin-targeting low-molecular-weight-compounds has not yet been widely explored, but several scaffolds (e.g., derivatives of acridine, beta-carboline or 5-iodotubercidin) have emerged as promising inhibitors. norharman 170-184 histone H3 associated protein kinase Homo sapiens 34-40 26192590-9 2015 In conclusion, we have characterized an optimized beta-carboline inhibitor as a highly selective chemical probe that complies with desirable properties of drug-like molecules and is suitable to interrogate the function of DYRK1A in biological studies. norharman 50-64 dual specificity tyrosine phosphorylation regulated kinase 1A Homo sapiens 222-228 26555243-0 2015 Novel beta-Carboline/Hydroxamic Acid Hybrids Targeting Both Histone Deacetylase and DNA Display High Anticancer Activity via Regulation of the p53 Signaling Pathway. norharman 6-20 tumor protein p53 Homo sapiens 143-146 27389312-0 2016 Nicotinamide N-methyltransferase catalyses the N-methylation of the endogenous beta-carboline norharman: evidence for a novel detoxification pathway. norharman 79-103 nicotinamide N-methyltransferase Homo sapiens 0-32 27389312-3 2016 It has been proposed that NNMT may possess beta-carboline (BC) N-methyltransferase activity, endogenously and exogenously produced pyridine-containing compounds which, when N-methylated, are potent inhibitors of Complex I and have been proposed to have a role in the pathogenesis of Parkinson"s disease. norharman 43-57 nicotinamide N-methyltransferase Homo sapiens 26-30 27280693-3 2016 Only a few potent and selective ABCG2 inhibitors have been discovered, i.e., fumitremorgin C (FTC), Ko143, and the alkaloid harmine, which contain a tetrahydro-beta-carboline or beta-carboline backbone, respectively. norharman 160-174 ATP binding cassette subfamily G member 2 (Junior blood group) Homo sapiens 32-37 27221219-2 2016 The authors in this highlighted issue describe the synthesis and the photobiological characterizations of two photosensitizer (PS) conjugates based on beta-carboline derivatives covalently conjugated to folic acid (FA) coupled to bovine serum albumin (BSA) as a carrier system specifically targeting cancer cells overexpressing FA receptor alpha (FRalpha). norharman 151-165 albumin Homo sapiens 237-250 26526348-1 2015 Harmine, a beta-carboline alkaloid present in Peganum harmala with a wide spectrum of pharmacological activities, has been shown to exert strong inhibition against acetylcholinesterase in vitro. norharman 11-25 acetylcholinesterase Mus musculus 164-184 22466726-0 2012 Synthesis and structure of the beta-carboline derivatives and their binding intensity with cyclin-dependent kinase 2. norharman 31-45 cyclin dependent kinase 2 Homo sapiens 91-116 25770611-7 2015 The presence of norharmane in mixtures of beta-carbolines can be identified based on the difference between the cumulative inhibition of MAO-A by all beta-carbolines and MAO-B inhibition. norharman 16-26 monoamine oxidase B Homo sapiens 170-175 23892198-6 2013 KEY FINDINGS: A beta-carboline compound, designated CW108F, increased the number of mouse ESCs expressing alpha-MHC promoter-driven EGFP and the proportion of beating EBs. norharman 16-30 myosin, heavy polypeptide 6, cardiac muscle, alpha Mus musculus 106-115 23117589-0 2012 Exploring the PDE5 H-pocket by ensemble docking and structure-based design and synthesis of novel beta-carboline derivatives. norharman 98-112 phosphodiesterase 5A Homo sapiens 14-18 22704238-0 2012 Design, synthesis and biological evaluation of beta-carboline derivatives as novel inhibitors targeting B-Raf kinase. norharman 47-61 B-Raf proto-oncogene, serine/threonine kinase Homo sapiens 104-109 22704238-2 2012 We designed and synthesized two series of novel 1-carboxamide- and 6-sulfonamide-substituted beta-carboline derivatives 7a-p and 12a-b, and their wild type B-Raf kinase inhibitory activities were described. norharman 93-107 B-Raf proto-oncogene, serine/threonine kinase Homo sapiens 156-161 22335895-0 2012 Structure-activity relationship study of beta-carboline derivatives as haspin kinase inhibitors. norharman 41-55 histone H3 associated protein kinase Mus musculus 71-77 22544982-1 2012 A novel MCAP-cycloaddition sequence has been applied to the facile synthesis of beta-carboline intermediates to gain rapid access to novel derivatives of yohimbine-like and corynanthe-like compounds that may be easily diversified by cross-coupling reactions and N-derivatizations to generate small compound libraries. norharman 80-94 bromodomain containing 4 Homo sapiens 8-12 25770611-6 2015 The MAO-A is inhibited by all three tested beta-carbolines (harmane, norharmane, and harmaline) while MAO-B is inhibited only by norharmane. norharman 69-79 monoamine oxidase A Homo sapiens 4-9 25770611-6 2015 The MAO-A is inhibited by all three tested beta-carbolines (harmane, norharmane, and harmaline) while MAO-B is inhibited only by norharmane. norharman 129-139 monoamine oxidase B Homo sapiens 102-107 25770611-7 2015 The presence of norharmane in mixtures of beta-carbolines can be identified based on the difference between the cumulative inhibition of MAO-A by all beta-carbolines and MAO-B inhibition. norharman 16-26 monoamine oxidase A Homo sapiens 137-142 25541203-0 2015 Selective binding to monoamine oxidase A: in vitro and in vivo evaluation of (18)F-labeled beta-carboline derivatives. norharman 91-105 monoamine oxidase A Homo sapiens 21-40 25502825-1 2015 The potent alpha-glucosidase inhibitor (compound I) was isolated from coffee brews by the activity-based fractionation and identified as a beta-carboline alkaloid norharman (9H-pyrido[ 3.4-b]indole) on the basis of mass spectroscopy and nuclear magnetic resonance spectra ((1)H NMR, (13)C NMR, and COSY). norharman 163-172 sucrase-isomaltase Homo sapiens 11-28 25502825-2 2015 The norharman showed a potent inhibition against alpha-glucosidase enzyme in a concentration dependent manner with an IC50 value of 0.27 mM for maltase and 0.41 mM for sucrase, respectively. norharman 4-13 sucrase-isomaltase Homo sapiens 49-66 25502825-3 2015 A Lineweaver-Burk plot revealed that norharman inhibited alpha-glucosidase enzyme uncompetitively, with a Ki value of 0.13 mM. norharman 37-46 sucrase-isomaltase Homo sapiens 57-74 23708826-8 2013 The observation of the (SCN)2( -) transient in microemulsions demonstrates that it is possible to have the protonated beta-carboline and at least two thiocyanate ions in the same water pool. norharman 118-132 growth factor independent 1 transcriptional repressor Homo sapiens 24-29 21992679-4 2012 R-Deprenyl, a known neuroprotectant, norharman (beta-carboline), 5-nitroindazole and menadione (vitamin K3) inhibited MAO-B and reduced the formation of toxic pyridinium cations. norharman 37-46 monoamine oxidase B Homo sapiens 118-123 21992679-4 2012 R-Deprenyl, a known neuroprotectant, norharman (beta-carboline), 5-nitroindazole and menadione (vitamin K3) inhibited MAO-B and reduced the formation of toxic pyridinium cations. norharman 48-62 monoamine oxidase B Homo sapiens 118-123 21992679-5 2012 Clorgyline and the beta-carbolines, harman and norharman, inhibited the oxidation of MPTP by MAO-A. norharman 47-56 monoamine oxidase A Homo sapiens 93-98 21992679-6 2012 Cigarette smoke, as well as the naturally occurring beta-carbolines (norharman and harman) isolated from smoke and coffee inhibited the oxidation of MPTP by MAO-B and/or MAO-A, suggesting protective effects against MPTP. norharman 69-78 monoamine oxidase B Homo sapiens 157-162 21992679-6 2012 Cigarette smoke, as well as the naturally occurring beta-carbolines (norharman and harman) isolated from smoke and coffee inhibited the oxidation of MPTP by MAO-B and/or MAO-A, suggesting protective effects against MPTP. norharman 69-78 monoamine oxidase A Homo sapiens 170-175 21818552-3 2012 NQO1 utilizes NAD(P)H, whereas NQO2 employs dihydronicotinamide riboside (NRH) as the electron donors. norharman 74-77 N-ribosyldihydronicotinamide:quinone reductase 2 Homo sapiens 31-35 22466726-2 2012 In addition, the binding mode of these beta-carboline derivatives with cyclin-dependent kinase 2 (CDK2) was studied by means of fluorescence measurements and molecular docking calculation. norharman 39-53 cyclin dependent kinase 2 Homo sapiens 71-96 22466726-2 2012 In addition, the binding mode of these beta-carboline derivatives with cyclin-dependent kinase 2 (CDK2) was studied by means of fluorescence measurements and molecular docking calculation. norharman 39-53 cyclin dependent kinase 2 Homo sapiens 98-102 23056340-3 2012 In this paper, a series of beta-carboline derivatives were synthesized and three compounds, DH281, DH285 and DH287, were identified as potent new PLK inhibitors. norharman 27-41 polo like kinase 1 Homo sapiens 146-149 23056340-10 2012 Together, these results demonstrate that DH281, DH285 and DH287 beta-carboline compounds are new PLK inhibitors with potential for cancer treatment. norharman 64-78 polo like kinase 1 Homo sapiens 97-100 21631432-4 2011 Uniquely, when overexpressed in bacteria, family members GSTF2 and GSTF3 bound a series of heterocyclic compounds, including lumichrome, harmane, norharmane and indole-3-aldehyde. norharman 146-156 glutathione S-transferase PHI 2 Arabidopsis thaliana 57-62 21631432-4 2011 Uniquely, when overexpressed in bacteria, family members GSTF2 and GSTF3 bound a series of heterocyclic compounds, including lumichrome, harmane, norharmane and indole-3-aldehyde. norharman 146-156 glutathione S-transferase F3 Arabidopsis thaliana 67-72 21573099-0 2011 beta-carboline compounds, including harmine, inhibit DYRK1A and tau phosphorylation at multiple Alzheimer"s disease-related sites. norharman 0-14 dual specificity tyrosine phosphorylation regulated kinase 1A Homo sapiens 53-59 21504804-3 2011 Orphan ligand library screening using this system identified the beta-carboline derivative harmine, which is a highly potent inhibitor of dual-specificity tyrosine-phosphorylation regulated kinase 1A (DYRK1A), to be an NFAT regulator in osteoclasts. norharman 65-79 dual-specificity tyrosine-(Y)-phosphorylation regulated kinase 1a Mus musculus 138-199 21504804-3 2011 Orphan ligand library screening using this system identified the beta-carboline derivative harmine, which is a highly potent inhibitor of dual-specificity tyrosine-phosphorylation regulated kinase 1A (DYRK1A), to be an NFAT regulator in osteoclasts. norharman 65-79 dual-specificity tyrosine-(Y)-phosphorylation regulated kinase 1a Mus musculus 201-207 21554916-4 2011 Methylene blue, 5-nitroindazole, norharman (beta-carboline), 9-methylnorharman (9-methyl-beta-carboline) and menadione (vitamin-K analogue) highly inhibited the oxidation of MPTP to the neurotoxic species, MPDP+/MPP+, in human mitochondria (IC50 of 0.18, 3.1, 9.9, 7.3, and 12.6 muM, respectively). norharman 33-42 latexin Homo sapiens 279-282 21554916-4 2011 Methylene blue, 5-nitroindazole, norharman (beta-carboline), 9-methylnorharman (9-methyl-beta-carboline) and menadione (vitamin-K analogue) highly inhibited the oxidation of MPTP to the neurotoxic species, MPDP+/MPP+, in human mitochondria (IC50 of 0.18, 3.1, 9.9, 7.3, and 12.6 muM, respectively). norharman 44-58 latexin Homo sapiens 279-282 21554916-8 2011 Norharman and 5-nitroindazole were competitive inhibitors of MAO-B whereas methylene blue inhibited MPTP oxidation (IC50 of 50 nM) under a mixed type and predominantly uncompetitive mechanism. norharman 0-9 monoamine oxidase B Homo sapiens 61-66 21554916-9 2011 Methylene blue, 5-nitroindazole, norharman, 9-methylnorharman and menadione inhibit MAO-B in mitochondria and afford protective effects, as suggested by a reduced conversion of MPTP to neurotoxic species. norharman 33-42 monoamine oxidase B Homo sapiens 84-89 21573099-0 2011 beta-carboline compounds, including harmine, inhibit DYRK1A and tau phosphorylation at multiple Alzheimer"s disease-related sites. norharman 0-14 microtubule associated protein tau Homo sapiens 64-67 21573099-1 2011 Harmine, a beta-carboline alkaloid, is a high affinity inhibitor of the dual specificity tyrosine phosphorylation regulated kinase 1A (DYRK1A) protein. norharman 11-25 dual specificity tyrosine phosphorylation regulated kinase 1A Homo sapiens 72-133 21573099-1 2011 Harmine, a beta-carboline alkaloid, is a high affinity inhibitor of the dual specificity tyrosine phosphorylation regulated kinase 1A (DYRK1A) protein. norharman 11-25 dual specificity tyrosine phosphorylation regulated kinase 1A Homo sapiens 135-141 21573099-5 2011 Here we test the ability of harmine, and numerous additional beta-carboline compounds, to inhibit the DYRK1A dependent phosphorylation of tau protein on serine 396, serine 262/serine 356 (12E8 epitope), and threonine 231 in cell culture assays and in vitro phosphorylation assays. norharman 61-75 dual specificity tyrosine phosphorylation regulated kinase 1A Homo sapiens 102-108 21573099-5 2011 Here we test the ability of harmine, and numerous additional beta-carboline compounds, to inhibit the DYRK1A dependent phosphorylation of tau protein on serine 396, serine 262/serine 356 (12E8 epitope), and threonine 231 in cell culture assays and in vitro phosphorylation assays. norharman 61-75 microtubule associated protein tau Homo sapiens 138-141 21573099-6 2011 Results demonstrate that the beta-carboline compounds (1) potently reduce the expression of all three phosphorylated forms of tau protein, and (2) inhibit the DYRK1A catalyzed direct phosphorylation of tau protein on serine 396. norharman 29-43 microtubule associated protein tau Homo sapiens 126-129 21573099-6 2011 Results demonstrate that the beta-carboline compounds (1) potently reduce the expression of all three phosphorylated forms of tau protein, and (2) inhibit the DYRK1A catalyzed direct phosphorylation of tau protein on serine 396. norharman 29-43 dual specificity tyrosine phosphorylation regulated kinase 1A Homo sapiens 159-165 21573099-6 2011 Results demonstrate that the beta-carboline compounds (1) potently reduce the expression of all three phosphorylated forms of tau protein, and (2) inhibit the DYRK1A catalyzed direct phosphorylation of tau protein on serine 396. norharman 29-43 microtubule associated protein tau Homo sapiens 202-205 21573099-7 2011 By assaying several beta-carboline compounds, we define certain chemical groups that modulate the affinity of this class of compounds for inhibition of tau phosphorylation. norharman 20-34 microtubule associated protein tau Homo sapiens 152-155 21316977-4 2011 Moreover, compounds 6 and 16 significantly reduced the expression of inducible nitric oxide synthase (iNOS) and cyclooxygenase 2 (COX2), suggesting that beta-carboline analogs can inhibit NO and PGE(2) production at the translational level. norharman 153-167 nitric oxide synthase 2 Homo sapiens 69-100 21485291-1 2011 The investigated beta-carboline derivatives were synthesized to elucidate their activity as 5-HT(1A) and 5-HT(2A) receptor ligands. norharman 17-31 5-hydroxytryptamine receptor 1A Homo sapiens 92-99 21332190-0 2011 beta-carboline derivatives and diphenols from soy sauce are in vitro quinone reductase (QR) inducers. norharman 0-14 crystallin, zeta Mus musculus 69-86 21332190-0 2011 beta-carboline derivatives and diphenols from soy sauce are in vitro quinone reductase (QR) inducers. norharman 0-14 crystallin, zeta Mus musculus 88-90 21316977-4 2011 Moreover, compounds 6 and 16 significantly reduced the expression of inducible nitric oxide synthase (iNOS) and cyclooxygenase 2 (COX2), suggesting that beta-carboline analogs can inhibit NO and PGE(2) production at the translational level. norharman 153-167 nitric oxide synthase 2 Homo sapiens 102-106 21316977-4 2011 Moreover, compounds 6 and 16 significantly reduced the expression of inducible nitric oxide synthase (iNOS) and cyclooxygenase 2 (COX2), suggesting that beta-carboline analogs can inhibit NO and PGE(2) production at the translational level. norharman 153-167 prostaglandin-endoperoxide synthase 2 Homo sapiens 112-128 21316977-4 2011 Moreover, compounds 6 and 16 significantly reduced the expression of inducible nitric oxide synthase (iNOS) and cyclooxygenase 2 (COX2), suggesting that beta-carboline analogs can inhibit NO and PGE(2) production at the translational level. norharman 153-167 prostaglandin-endoperoxide synthase 2 Homo sapiens 130-134 20449727-7 2010 The toxicological relevance of beta-carboline-mediated AhR activation is discussed. norharman 31-45 aryl hydrocarbon receptor Homo sapiens 55-58 20361801-6 2010 The most promising compound was a N(9)-homobivalent beta-carboline with a nonylene spacer, which displayed IC(50) values of 0.5 nM for AChE, 5.7 nM for BChE, and 1.4 microM for NR, respectively. norharman 52-66 acetylcholinesterase (Cartwright blood group) Homo sapiens 135-139 20361801-6 2010 The most promising compound was a N(9)-homobivalent beta-carboline with a nonylene spacer, which displayed IC(50) values of 0.5 nM for AChE, 5.7 nM for BChE, and 1.4 microM for NR, respectively. norharman 52-66 butyrylcholinesterase Homo sapiens 152-156 19855194-0 2009 DH166, a beta-carboline derivative, inhibits the kinase activity of PLK1. norharman 9-23 polo like kinase 1 Homo sapiens 68-72 21117497-0 2010 Arylalkylamine-, beta-carboline-, quinolizine- and azecine-derived compounds and their in vitro interaction with the ionotropic 5-HT3 receptor: search for new lead structures. norharman 17-31 5-hydroxytryptamine receptor 3A Rattus norvegicus 128-142 19855194-5 2009 We found that DH166, a beta-carboline derivative, inhibits the growth of cdc5-2 temperature-sensitive mutant more profoundly than wild-type yeast cells. norharman 23-37 cell division cycle 5 like Homo sapiens 73-77 19855194-9 2009 Although beta-carboline derivatives have been demonstrated to show antitumor activities through multiple mechanisms, our data indicate for the first time that their cytotoxicity to tumor cells might be attributable to the inhibition of PLK1 as well. norharman 9-23 polo like kinase 1 Homo sapiens 236-240 17256107-4 2007 Dopamine melanin protected against norharman-induced upregulation of grp78, activation of caspase 3 and necrosis at low concentrations (5 and 50 microM). norharman 35-44 heat shock protein family A (Hsp70) member 5 Rattus norvegicus 69-74 18663430-2 2008 Mana-Hox is a synthetic derivative of beta-carboline, a structure relevant to marine sponge component, manzamine. norharman 38-52 mannosidase alpha class 2C member 1 Homo sapiens 0-4 18457825-8 2008 These results suggest that harman and norharman inhibit dopamine biosynthesis by reducing TH activity and enhance L-DOPA-induced cytotoxicity in PC12 cells. norharman 38-47 tyrosine hydroxylase Rattus norvegicus 90-92 17256107-4 2007 Dopamine melanin protected against norharman-induced upregulation of grp78, activation of caspase 3 and necrosis at low concentrations (5 and 50 microM). norharman 35-44 caspase 3 Rattus norvegicus 90-99 17229101-6 2006 Taken together, these results indicate that MAO-A inhibition interacts with nicotine to enhance its rewarding effects in rats and suggest that other compounds present in tobacco, such as beta-carboline, may also play an important role in sustaining smoking behavior in humans. norharman 187-201 monoamine oxidase A Rattus norvegicus 44-49 17276684-1 2007 Exploiting the SAR of the known pyrrole derivatives, a new class of mGluR1 antagonists was designed by replacement of the pyrrole core with an indole scaffold and consequent cyclization of the C-2 position into a tricyclic beta-carboline template. norharman 223-237 glutamate metabotropic receptor 1 Homo sapiens 68-74 17276684-1 2007 Exploiting the SAR of the known pyrrole derivatives, a new class of mGluR1 antagonists was designed by replacement of the pyrrole core with an indole scaffold and consequent cyclization of the C-2 position into a tricyclic beta-carboline template. norharman 223-237 complement C2 Homo sapiens 193-196 17315924-1 2007 A photophysical study on the binding interaction of an efficient cancer cell photosensitizer, norharmane (NHM), with model transport proteins, bovine serum albumin (BSA) and human serum albumin (HSA), has been performed using a combination of steady-state and time-resolved fluorescence techniques. norharman 94-104 albumin Homo sapiens 150-169 17315924-1 2007 A photophysical study on the binding interaction of an efficient cancer cell photosensitizer, norharmane (NHM), with model transport proteins, bovine serum albumin (BSA) and human serum albumin (HSA), has been performed using a combination of steady-state and time-resolved fluorescence techniques. norharman 94-104 albumin Homo sapiens 150-163 17268643-0 2006 Synthesis, crystal structure and biological activity of beta-carboline based selective CDK4-cyclin D1 inhibitors. norharman 56-70 cyclin dependent kinase 4 Homo sapiens 87-91 17268643-0 2006 Synthesis, crystal structure and biological activity of beta-carboline based selective CDK4-cyclin D1 inhibitors. norharman 56-70 cyclin D1 Homo sapiens 92-101 16945113-6 2006 The inhibition of nNOS elicited by melatonin, but not by AMK, was blocked with 0.05 mm norharmane, an indoleamine-2,3-dioxygenase inhibitor. norharman 87-97 nitric oxide synthase 1 Rattus norvegicus 18-22 16945529-2 2006 6-Oxygenated beta-carboline and beta-carbolinium derivatives based on the serotonin template were synthesized and tested in vitro for their ability to inhibit AChE and BChE, respectively. norharman 13-27 acetylcholinesterase (Cartwright blood group) Homo sapiens 159-163 16945529-2 2006 6-Oxygenated beta-carboline and beta-carbolinium derivatives based on the serotonin template were synthesized and tested in vitro for their ability to inhibit AChE and BChE, respectively. norharman 13-27 butyrylcholinesterase Homo sapiens 168-172 16870220-0 2006 Comparative aromatic hydroxylation and N-demethylation of MPTP neurotoxin and its analogs, N-methylated beta-carboline and isoquinoline alkaloids, by human cytochrome P450 2D6. norharman 104-118 cytochrome P450 family 2 subfamily D member 6 Homo sapiens 156-175 16945113-8 2006 Also, in vivo, the administration of norharmane blocked the inhibition of nNOS produced by melatonin administration, but not the inhibition produced by AMK. norharman 37-47 nitric oxide synthase 1 Rattus norvegicus 74-78 16242163-1 2006 The endogenous beta-carboline, harmane, has been shown to bind to monoamine oxidase A (MAO-A) and a separate, high affinity, non-MAO site. norharman 15-29 monoamine oxidase A Rattus norvegicus 66-85 16765324-1 2006 NRH:quinone oxidoreductase 2 (NQO2) is a cytosolic flavoprotein that utilizes NRH as electron donor. norharman 0-3 N-ribosyldihydronicotinamide:quinone reductase 2 Homo sapiens 30-34 16525037-3 2006 Here, we report the mechanism and the effect of the IKKbeta inhibitor N-(6-chloro-7-methoxy-9H-beta-carbolin-8-yl)-2-methylnicotinamide (ML120B), a beta-carboline derivative, on NF-kappaB signaling and gene activation in RA-relevant cell systems. norharman 148-162 inhibitor of nuclear factor kappa B kinase subunit beta Homo sapiens 52-59 16075188-5 2006 In cultured PC12 cells norharman treatment induced mitochondrial dysfunction and increased the number of caspase-3 and TUNEL-positive cells. norharman 23-32 caspase 3 Rattus norvegicus 105-114 16242163-1 2006 The endogenous beta-carboline, harmane, has been shown to bind to monoamine oxidase A (MAO-A) and a separate, high affinity, non-MAO site. norharman 15-29 monoamine oxidase A Rattus norvegicus 87-92 16242163-1 2006 The endogenous beta-carboline, harmane, has been shown to bind to monoamine oxidase A (MAO-A) and a separate, high affinity, non-MAO site. norharman 15-29 monoamine oxidase A Rattus norvegicus 87-90 16139309-5 2006 Subsequently, the pyrido-indole (beta-carboline) alkaloids, norharman and harman, were identified and isolated from MAO-inhibiting coffee, and were good inhibitors on MAO A (harman and norharman) and MAO B (norharman) isozymes. norharman 60-69 monoamine oxidase A Homo sapiens 167-172 16139309-5 2006 Subsequently, the pyrido-indole (beta-carboline) alkaloids, norharman and harman, were identified and isolated from MAO-inhibiting coffee, and were good inhibitors on MAO A (harman and norharman) and MAO B (norharman) isozymes. norharman 60-69 monoamine oxidase B Homo sapiens 200-205 16139309-5 2006 Subsequently, the pyrido-indole (beta-carboline) alkaloids, norharman and harman, were identified and isolated from MAO-inhibiting coffee, and were good inhibitors on MAO A (harman and norharman) and MAO B (norharman) isozymes. norharman 185-194 monoamine oxidase A Homo sapiens 167-172 16139309-5 2006 Subsequently, the pyrido-indole (beta-carboline) alkaloids, norharman and harman, were identified and isolated from MAO-inhibiting coffee, and were good inhibitors on MAO A (harman and norharman) and MAO B (norharman) isozymes. norharman 185-194 monoamine oxidase A Homo sapiens 167-172 16356849-0 2005 The beta-carboline analog Mana-Hox causes mitotic aberration by interacting with DNA. norharman 4-18 mannosidase alpha class 2C member 1 Homo sapiens 26-30 16133137-3 2005 Harmane and norharmane are inhibitors of the monoamine oxidases A (MAO-A) and B (MAO-B), respectively. norharman 12-22 monoamine oxidase A Rattus norvegicus 45-65 16133137-3 2005 Harmane and norharmane are inhibitors of the monoamine oxidases A (MAO-A) and B (MAO-B), respectively. norharman 12-22 monoamine oxidase A Rattus norvegicus 67-79 16133137-3 2005 Harmane and norharmane are inhibitors of the monoamine oxidases A (MAO-A) and B (MAO-B), respectively. norharman 12-22 monoamine oxidase B Rattus norvegicus 81-86 15582589-8 2005 Norharman was an inhibitor of MAO-A (K(i)=1.2+/-0.18 microM) and MAO-B (K(i)=1.12+/-0.19 microM), and harman of MAO-A (K(i)=55.54+/-5.3nM). norharman 0-9 monoamine oxidase A Homo sapiens 30-35 16061219-0 2005 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. norharman 96-105 monoamine oxidase A Rattus norvegicus 74-79 15588121-0 2005 Photophysics in motionally constrained bioenvironment: interaction of norharmane with bovine serum albumin. norharman 70-80 albumin Homo sapiens 93-106 15582589-8 2005 Norharman was an inhibitor of MAO-A (K(i)=1.2+/-0.18 microM) and MAO-B (K(i)=1.12+/-0.19 microM), and harman of MAO-A (K(i)=55.54+/-5.3nM). norharman 0-9 monoamine oxidase B Homo sapiens 65-70 15582589-8 2005 Norharman was an inhibitor of MAO-A (K(i)=1.2+/-0.18 microM) and MAO-B (K(i)=1.12+/-0.19 microM), and harman of MAO-A (K(i)=55.54+/-5.3nM). norharman 0-9 monoamine oxidase A Homo sapiens 112-117 15279827-11 2004 Based on these observations, it is suggested that the practical major contributors to the formation of APNH from norharman and aniline are CYP3A4 and CYP1A2, the responsible reactions mainly occurring in the liver. norharman 113-122 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 139-145 15279827-5 2004 The amounts of APNH from norharman and aniline were 33 ng for CYP1A1, 15 ng for CYP3A4, 7 ng for CYP2D6, 6 ng for CYP1A2 and 5 ng for CYP2B6. norharman 25-34 cytochrome P450 family 3 subfamily A member 4 Homo sapiens 80-86 15279827-11 2004 Based on these observations, it is suggested that the practical major contributors to the formation of APNH from norharman and aniline are CYP3A4 and CYP1A2, the responsible reactions mainly occurring in the liver. norharman 113-122 cytochrome P450 family 1 subfamily A member 2 Homo sapiens 150-156 15279827-5 2004 The amounts of APNH from norharman and aniline were 33 ng for CYP1A1, 15 ng for CYP3A4, 7 ng for CYP2D6, 6 ng for CYP1A2 and 5 ng for CYP2B6. norharman 25-34 cytochrome P450 family 2 subfamily D member 6 Homo sapiens 97-103 14665639-8 2004 The spectroscopy and biochemistry of AOX1 are very similar to those of AOH1 except for a differential sensitivity to the non-competitive inhibitory effect of norharmane. norharman 158-168 aldehyde oxidase 1 Mus musculus 37-41 15149658-0 2004 Synthesis and biological evaluation of novel beta-carboline derivatives as Tat-TAR interaction inhibitors. norharman 45-59 RNA binding motif protein 8A Homo sapiens 79-82 15149658-1 2004 Four new beta-carboline derivatives were synthesized bearing guanidinium group or amino group-terminated side chain targeting the TAR element. norharman 9-23 RNA binding motif protein 8A Homo sapiens 130-133 14529407-14 2003 This is NQO2--an enzyme that requires for activity, the non-biogenic compound dihydronicotinamide riboside (NRH) as a cosubstrate. norharman 108-111 N-ribosyldihydronicotinamide:quinone reductase 2 Homo sapiens 8-12 14660022-3 2003 The beta-carbolines harmane, norharmane and pinoline increased insulin secretion two- to threefold from isolated human islets of Langerhans. norharman 29-39 insulin Homo sapiens 63-70 14568301-0 2003 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. norharman 58-67 cytochrome P450, family 2, subfamily g, polypeptide 1 Rattus norvegicus 105-120 14568301-1 2003 This study investigated the inhibitory effect of 9H-pyrido[3,4-b]indole (norharman), one of the naturally occurring beta-carbolines, on cytochrome P450 (CYP)-related activities and the relationship between its inhibitory effect, its intercalation to DNA, and its comutagenic effect. norharman 73-82 cytochrome P450, family 2, subfamily g, polypeptide 1 Rattus norvegicus 136-151 14568301-1 2003 This study investigated the inhibitory effect of 9H-pyrido[3,4-b]indole (norharman), one of the naturally occurring beta-carbolines, on cytochrome P450 (CYP)-related activities and the relationship between its inhibitory effect, its intercalation to DNA, and its comutagenic effect. norharman 73-82 cytochrome P450, family 2, subfamily g, polypeptide 1 Rattus norvegicus 153-156 14568301-3 2003 Norharman inhibited microsomal CYP-related enzyme activities and CO-binding to the CYP heme (50% inhibitory concentration (IC50), 0.07-6.4 microg/ml). norharman 0-9 cytochrome P450, family 2, subfamily g, polypeptide 1 Rattus norvegicus 31-34 14568301-3 2003 Norharman inhibited microsomal CYP-related enzyme activities and CO-binding to the CYP heme (50% inhibitory concentration (IC50), 0.07-6.4 microg/ml). norharman 0-9 cytochrome P450, family 2, subfamily g, polypeptide 1 Rattus norvegicus 83-86 14568301-6 2003 These data clarified that norharman acts as an inhibitor of the CYP-mediated biotransformation of Glu-P-1 via inhibition of O2-binding to CYP heme, and its inhibition of CYP enzymes occurs at much lower concentration than that for its intercalation to DNA. norharman 26-35 cytochrome P450, family 2, subfamily g, polypeptide 1 Rattus norvegicus 64-67 14568301-6 2003 These data clarified that norharman acts as an inhibitor of the CYP-mediated biotransformation of Glu-P-1 via inhibition of O2-binding to CYP heme, and its inhibition of CYP enzymes occurs at much lower concentration than that for its intercalation to DNA. norharman 26-35 cytochrome P450, family 2, subfamily g, polypeptide 1 Rattus norvegicus 138-141 14568301-6 2003 These data clarified that norharman acts as an inhibitor of the CYP-mediated biotransformation of Glu-P-1 via inhibition of O2-binding to CYP heme, and its inhibition of CYP enzymes occurs at much lower concentration than that for its intercalation to DNA. norharman 26-35 cytochrome P450, family 2, subfamily g, polypeptide 1 Rattus norvegicus 138-141 12824047-4 2003 In addition, we show that one of these beta-carboline analogues inhibits the phosphorylation of IkappaBalpha and subsequent activation of NF-kappaB in whole cells, as well as blocking TNF-alpha release in LPS-challenged mice. norharman 39-53 nuclear factor of kappa light polypeptide gene enhancer in B cells inhibitor, alpha Mus musculus 96-108 12824047-4 2003 In addition, we show that one of these beta-carboline analogues inhibits the phosphorylation of IkappaBalpha and subsequent activation of NF-kappaB in whole cells, as well as blocking TNF-alpha release in LPS-challenged mice. norharman 39-53 tumor necrosis factor Mus musculus 184-193 12668004-1 2003 The SAR of a series of beta-carboline derived type 5 phosphodiesterase inhibitors has been explored and we have discovered compounds with excellent levels of PDE5 potency and selectivity over PDE6. norharman 23-37 sarcosine dehydrogenase Homo sapiens 4-7 12668004-1 2003 The SAR of a series of beta-carboline derived type 5 phosphodiesterase inhibitors has been explored and we have discovered compounds with excellent levels of PDE5 potency and selectivity over PDE6. norharman 23-37 phosphodiesterase 5A Homo sapiens 158-162 12970073-0 2003 Potent genotoxicity of aminophenylnorharman, formed from non-mutagenic norharman and aniline, in the liver of gpt delta transgenic mouse. norharman 34-43 glutamic pyruvic transaminase, soluble Mus musculus 110-113 11900856-5 2002 LY134046, a selective inhibitor of phenylethanolamine N-methyltransferase, inhibits (IC50 1.9 microM) the 2N-methylation of 9-methylnorharman, a substrate for beta-carboline 2N-methyltransferase. norharman 159-173 phenylethanolamine N-methyltransferase Homo sapiens 35-73 11900856-6 2002 Substrates of phenylethanolamine N-methyltransferase also inhibit beta-carboline 2N-methyltransferase activity in a concentration-dependent manner. norharman 66-80 phenylethanolamine N-methyltransferase Homo sapiens 14-52 11900856-7 2002 beta-Carboline 2N-methyltransferase activity (43.7pmol/h/mg protein) is present in human adrenal medulla, a tissue with high phenylethanolamine N-methyltransferase activity. norharman 0-14 phenylethanolamine N-methyltransferase Homo sapiens 125-163 11688992-2 2001 Phase II detoxification enzymes such as glutathione S-transferase M1 (GSTM1), NAD(P)H:quinone oxidoreductase 1 (NQO1) and dihydronicotinamide riboside (NRH):quinone oxidoreductase 2 (NQO2) are important as cellular defenses against catecholamine-derived quinones and the oxidative stress that arises as a consequence of their metabolism. norharman 152-155 glutathione S-transferase mu 1 Homo sapiens 70-75 11688992-2 2001 Phase II detoxification enzymes such as glutathione S-transferase M1 (GSTM1), NAD(P)H:quinone oxidoreductase 1 (NQO1) and dihydronicotinamide riboside (NRH):quinone oxidoreductase 2 (NQO2) are important as cellular defenses against catecholamine-derived quinones and the oxidative stress that arises as a consequence of their metabolism. norharman 152-155 NAD(P)H quinone dehydrogenase 1 Homo sapiens 112-116 11688992-2 2001 Phase II detoxification enzymes such as glutathione S-transferase M1 (GSTM1), NAD(P)H:quinone oxidoreductase 1 (NQO1) and dihydronicotinamide riboside (NRH):quinone oxidoreductase 2 (NQO2) are important as cellular defenses against catecholamine-derived quinones and the oxidative stress that arises as a consequence of their metabolism. norharman 152-155 N-ribosyldihydronicotinamide:quinone reductase 2 Homo sapiens 183-187 10063485-1 1999 The benzodiazepines flunitrazepam, diazepam, and Ro 15-1788 and the beta-carboline DMCM bind with equivalent affinity to the benzodiazepine binding site of GABAA receptors containing different alpha subunits (i.e., alpha 1, alpha 2, alpha 3, or alpha 5); whereas, the triazolopyridazine CL 218,872 and imidazopyridine zolpidem have higher affinity for alpha 1 subunit-containing GABAA receptors. norharman 68-82 cholinergic receptor, nicotinic, alpha polypeptide 3 Mus musculus 224-252 11154737-6 2000 NQO2 uses dihydronicotinamide riboside (NRH) rather than NAD(P)H as an electron donor. norharman 40-43 N-ribosyldihydronicotinamide:quinone reductase 2 Homo sapiens 0-4 10945627-7 2000 The enzyme is NQO2 [NAD(P)H quinone oxidoreductase 2], but its activity is normally latent, and a nonbiogenic co-substrate such as NRH [nicotinamide riboside (reduced)] is required for enzymatic activity. norharman 131-134 N-ribosyldihydronicotinamide:quinone reductase 2 Homo sapiens 14-18 10945627-7 2000 The enzyme is NQO2 [NAD(P)H quinone oxidoreductase 2], but its activity is normally latent, and a nonbiogenic co-substrate such as NRH [nicotinamide riboside (reduced)] is required for enzymatic activity. norharman 131-134 N-ribosyldihydronicotinamide:quinone reductase 2 Homo sapiens 20-52 10864139-5 2000 These results suggest that halogens at the C-5 and C-7 positions in the beta-carboline skeleton are essential for Ca2+-releasing activity and that an N-9 methyl group also affects the activity of these analogues. norharman 72-86 complement C5 Homo sapiens 43-46 10864139-5 2000 These results suggest that halogens at the C-5 and C-7 positions in the beta-carboline skeleton are essential for Ca2+-releasing activity and that an N-9 methyl group also affects the activity of these analogues. norharman 72-86 complement C7 Homo sapiens 51-54 10947071-3 2000 Macrophage exposure to norharmane, an IDO inhibitor, resulted in a decreased formation of not only the kynurenine metabolites but also NO. norharman 23-33 indoleamine 2,3-dioxygenase 1 Mus musculus 38-41 9952314-7 1999 It was displaceable by ethanol (Ki 14.25 microM), indicating that norharman and ethanol bind to the same binding site on CYP2E1. norharman 66-75 cytochrome P450, family 2, subfamily e, polypeptide 1 Rattus norvegicus 121-127 7617701-6 1995 Finally, administration of the anxiogenic beta-carboline, FG-7142, causes increases in both hippocampus and adrenal gland PBR binding reminiscent of acute noise stress exposure. norharman 42-56 translocator protein Homo sapiens 122-125 10721096-7 1999 In vivo inhibition of IDO by norharman provokes a dramatic increase in circulating parasite number. norharman 29-38 indoleamine 2,3-dioxygenase 1 Homo sapiens 22-25 9711973-5 1998 Based on converging evidence, the view is advanced that endogenous, genetically based (excessive) formation, or accumulation, of toxic DA transporter substrates, such as isoquinoline or beta-carboline derivatives, may in fact represent the primary cause of substantia nigra cell degeneration in patients with PD. norharman 186-200 solute carrier family 6 member 3 Homo sapiens 135-149 8990278-0 1997 Inhibition of monoamine oxidase A by beta-carboline derivatives. norharman 37-51 monoamine oxidase A Homo sapiens 14-33 8990278-2 1997 The interaction of nine beta-carboline derivatives and four 3,4-dihydro forms with purified MAO A was investigated. norharman 24-38 monoamine oxidase A Homo sapiens 92-97 26964656-3 1996 In higher doses norharman binds to benzodiazepine receptors and has MAO-B inhibitory activity. norharman 16-25 monoamine oxidase B Homo sapiens 68-73 7657995-5 1995 For two of these strains, we obtained significant results showing that genes located on chromosomes 4 and 13, provisionally termed respectively Bis1 and Bis2, were involved in the regulation of beta-carboline-induced seizures. norharman 194-208 beta-carboline-induced seizures 1 Mus musculus 144-148 7657995-5 1995 For two of these strains, we obtained significant results showing that genes located on chromosomes 4 and 13, provisionally termed respectively Bis1 and Bis2, were involved in the regulation of beta-carboline-induced seizures. norharman 194-208 beta-carboline-induced seizures 2 Mus musculus 153-157 9367528-4 1997 Interestingly, NQO2 uses dihydronicotinamide riboside (NRH) rather than NAD(P)H as an electron donor. norharman 55-58 N-ribosyldihydronicotinamide:quinone reductase 2 Homo sapiens 15-19 9367528-21 1997 hNQO2-hDT43 still uses NRH as an electron donor. norharman 23-26 N-ribosyldihydronicotinamide:quinone reductase 2 Homo sapiens 0-5 7787685-1 1995 The nootropic agents pyracetam, ethymisole, N-5-oxynicotinoyl glutamate and beta-carboline derivative--ambocarb--enhance short-term potentiation of populational EPSP"s amplitude of area CA1 pyramidal neurons in the slices of the rat hippocampus, which is evoked by NMDA. norharman 76-90 carbonic anhydrase 1 Rattus norvegicus 186-189 7780638-13 1995 Among beta-carboline analogues, methyl-beta-carboline-3-carboxylate and propyl-beta-carboline-3-carboxylate markedly enhanced GABA-induced Cl currents in the alpha 1 beta 2 gamma 2 subtype, while N-methyl-beta-carboline-3-carboxamide and 1-methyl-7-methoxy-3,4-dihydro-beta-carboline did not. norharman 6-20 adrenoceptor alpha 1D Homo sapiens 158-180 8119304-0 1993 Norharman (beta-carboline) as a potent inhibitory ligand for steroidogenic cytochromes P450 (CYP11 and CYP17). norharman 0-9 cytochrome P450, family 17, subfamily a, polypeptide 1 Rattus norvegicus 103-108 8119304-0 1993 Norharman (beta-carboline) as a potent inhibitory ligand for steroidogenic cytochromes P450 (CYP11 and CYP17). norharman 11-25 cytochrome P450, family 17, subfamily a, polypeptide 1 Rattus norvegicus 103-108 8119304-3 1993 Progesterone binding to CYP17 is competitively inhibited, with Ki = 2.6 microM norharman, whereas harman, tetrahydronorharman and tetrahydroharman are nearly ineffective. norharman 79-88 cytochrome P450, family 17, subfamily a, polypeptide 1 Rattus norvegicus 24-29 8121637-0 1993 1-Methyl-4-phenylpyridinium (MPP+) binds with high affinity to a beta-carboline binding site located on monoamine oxidase type A in rat brain. norharman 65-79 monoamine oxidase A Rattus norvegicus 104-128 8232719-1 1993 In addition to the known binding of norharman (NH) to monoamine oxidase (MAO) and benzodiazepine (BZ) binding sites (at microM concentrations), a distinct class of high-affinity NH binding sites was discovered in rat brain. norharman 36-45 monoamine oxidase A Rattus norvegicus 54-71 8232719-1 1993 In addition to the known binding of norharman (NH) to monoamine oxidase (MAO) and benzodiazepine (BZ) binding sites (at microM concentrations), a distinct class of high-affinity NH binding sites was discovered in rat brain. norharman 36-45 monoamine oxidase A Rattus norvegicus 73-76 8471029-0 1993 4-Chloro-3-hydroxyanthranilate, 6-chlorotryptophan and norharmane attenuate quinolinic acid formation by interferon-gamma-stimulated monocytes (THP-1 cells). norharman 55-65 interferon gamma Homo sapiens 105-121 8471029-0 1993 4-Chloro-3-hydroxyanthranilate, 6-chlorotryptophan and norharmane attenuate quinolinic acid formation by interferon-gamma-stimulated monocytes (THP-1 cells). norharman 55-65 GLI family zinc finger 2 Homo sapiens 144-149 8471029-4 1993 Norharmane, 6-chloro-DL-tryptophan and 4-chloro-3-hydroxyanthranilate attenuated quinolinic acid formation by THP-1 cells with IC50 values of 51 microM, 58 microM and 0.11 microM respectively. norharman 0-10 GLI family zinc finger 2 Homo sapiens 110-115 8471029-6 1993 The reductions in L-kynurenine and quinolinic acid formation are consistent with the reports that norharmane is an inhibitor of indoleamine 2,3-dioxygenase, 6-chloro-DL-tryptophan is metabolized through the kynurenine pathway, and 4-chloro-3-hydroxyanthranilate is an inhibitor of 3-hydroxyanthranilate 3,4-dioxygenase. norharman 98-108 3-hydroxyanthranilate 3,4-dioxygenase Homo sapiens 281-318 1668366-4 1991 Administration of the anxiogenic beta-carboline FG 7142 also increased the total number of VTA DA neurons expressing Fos protein, whereas pretreatment with an anxiolytic benzodiazepine (diazepam) partially prevented the stress-induced increase in Fos expression. norharman 33-47 Fos proto-oncogene, AP-1 transcription factor subunit Rattus norvegicus 117-120 1668366-4 1991 Administration of the anxiogenic beta-carboline FG 7142 also increased the total number of VTA DA neurons expressing Fos protein, whereas pretreatment with an anxiolytic benzodiazepine (diazepam) partially prevented the stress-induced increase in Fos expression. norharman 33-47 Fos proto-oncogene, AP-1 transcription factor subunit Rattus norvegicus 247-250 34753060-0 2021 beta-Carboline tethered cinnamoyl 2-aminobenzamides as class I selective HDAC inhibitors: Design, synthesis, biological activities and modelling studies. norharman 0-14 histone deacetylase 9 Homo sapiens 73-77 32794745-3 2020 Herein, we report the preparation of ten copper complexes with 9-substituted beta-carboline ligands that act as metal-based Mcl-1 inhibitors. norharman 77-91 myeloid cell leukemia sequence 1 Mus musculus 124-129 34753060-1 2021 The effect of beta-carboline motif as cap for HDAC inhibitors containing cinnamic acid as linker and benzamides as zinc binding group was examined in this study. norharman 14-28 histone deacetylase 9 Homo sapiens 46-50 34753060-2 2021 A series of beta-carboline-cinnamide conjugates have been synthesized and evaluated for their HDAC inhibitory activity and in vitro cytotoxicity against different human cancer cell lines. norharman 12-26 histone deacetylase 9 Homo sapiens 94-98 34459988-0 2021 Cyclometalated Ru(II) beta-carboline complexes induce cell cycle arrest and apoptosis in human HeLa cervical cancer cells via suppressing ERK and Akt signaling. norharman 22-36 mitogen-activated protein kinase 1 Homo sapiens 138-141 34806016-3 2021 Supplementation with the NAD+ precursor dihydronicotinamide riboside (NRH) rapidly increased NAD+ levels in GSCs and glioma cells, inducing PARP1 activation and mild suppression of replication fork progression. norharman 70-73 poly(ADP-ribose) polymerase 1 Homo sapiens 140-145 34459988-0 2021 Cyclometalated Ru(II) beta-carboline complexes induce cell cycle arrest and apoptosis in human HeLa cervical cancer cells via suppressing ERK and Akt signaling. norharman 22-36 AKT serine/threonine kinase 1 Homo sapiens 146-149 35180487-1 2022 Cyclin-dependent kinase 4 (CDK4), which is involved in dynamic regulation of cell cycle, has gained particularly attention for its role in controlling tumor growth.Increasing evidence showed that beta-carboline derivatives have the potential to inhibit CDK4. norharman 196-210 cyclin dependent kinase 4 Homo sapiens 0-25 34602411-0 2021 Effects of beta-carboline alkaloids from Peganum harmala on the FAK/PI3K/AKT/Mtor pathway in human gastric cancer cell line SGC-7901 and tumor-bearing mice. norharman 11-25 protein tyrosine kinase 2 Homo sapiens 64-67 34602411-0 2021 Effects of beta-carboline alkaloids from Peganum harmala on the FAK/PI3K/AKT/Mtor pathway in human gastric cancer cell line SGC-7901 and tumor-bearing mice. norharman 11-25 AKT serine/threonine kinase 1 Homo sapiens 73-76 34602411-0 2021 Effects of beta-carboline alkaloids from Peganum harmala on the FAK/PI3K/AKT/Mtor pathway in human gastric cancer cell line SGC-7901 and tumor-bearing mice. norharman 11-25 mechanistic target of rapamycin kinase Homo sapiens 77-81 34602411-12 2021 They may be targets of beta-carboline in FAK/PI3K/AKT/mTOR pathway. norharman 23-37 protein tyrosine kinase 2 Homo sapiens 41-44 34602411-12 2021 They may be targets of beta-carboline in FAK/PI3K/AKT/mTOR pathway. norharman 23-37 AKT serine/threonine kinase 1 Homo sapiens 50-53 34602411-12 2021 They may be targets of beta-carboline in FAK/PI3K/AKT/mTOR pathway. norharman 23-37 mechanistic target of rapamycin kinase Homo sapiens 54-58 35517822-6 2022 These NQO2 knockouts along with the parental cells were used to demonstrate that cellular NQO2 is unable to catalyze the activation of the DNA cross-linking reagent, CB1954, without the addition of exogenous dihydronicotinamide riboside (NRH). norharman 238-241 N-ribosyldihydronicotinamide:quinone reductase 2 Homo sapiens 90-94 35180487-1 2022 Cyclin-dependent kinase 4 (CDK4), which is involved in dynamic regulation of cell cycle, has gained particularly attention for its role in controlling tumor growth.Increasing evidence showed that beta-carboline derivatives have the potential to inhibit CDK4. norharman 196-210 cyclin dependent kinase 4 Homo sapiens 27-31 35180487-1 2022 Cyclin-dependent kinase 4 (CDK4), which is involved in dynamic regulation of cell cycle, has gained particularly attention for its role in controlling tumor growth.Increasing evidence showed that beta-carboline derivatives have the potential to inhibit CDK4. norharman 196-210 cyclin dependent kinase 4 Homo sapiens 253-257 35281060-6 2022 Our results show that only NRH supplementation strongly increased NAD+ levels in both bone marrow-derived and THP-1 macrophages. norharman 27-30 GLI family zinc finger 2 Homo sapiens 110-115 35281060-9 2022 The effect of NRH in NAD+ boosting and gene expression was blocked by inhibitors of adenosine kinase, equilibrative nucleoside transporters (ENT), and IkappaB kinase (IKK). norharman 14-17 adenosine kinase Homo sapiens 84-100 3029781-1 1987 DBI (diazepam-binding inhibitor) is a putative neuromodulatory peptide isolated from rat brain that acts on gamma-aminobutyric acid-benzodiazepine-Cl- ionophore receptor complex inducing beta-carboline-like effects. norharman 187-201 diazepam binding inhibitor Rattus norvegicus 0-3 2821427-1 1987 Diazepam binding inhibitor (DBI) belongs to a family of newly discovered neuropeptides that, when acting on the benzodiazepine/beta-carboline recognition site, provide an allosteric modulation of the function of GABAA receptor. norharman 127-141 diazepam binding inhibitor Rattus norvegicus 0-32 34995924-0 2022 Discovery of novel beta-carboline derivatives as selective AChE inhibitors with GSK-3beta inhibitory property for the treatment of Alzheimer"s disease. norharman 19-33 acetylcholinesterase (Cartwright blood group) Homo sapiens 59-63 34995924-0 2022 Discovery of novel beta-carboline derivatives as selective AChE inhibitors with GSK-3beta inhibitory property for the treatment of Alzheimer"s disease. norharman 19-33 glycogen synthase kinase 3 alpha Homo sapiens 80-89 35056740-3 2022 Here, we designed and synthesized a novel theranostic agent H6M based on the "double-locked" strategy by introducing an electron-withdrawing nitro group into 1-position of a pH-responsive 3-amino-beta-carboline and further covalently linking the hydroxamic acid group, a zinc-binding group (ZBG), to the 3-position of beta-carboline to obtain histone deacetylase (HDAC) inhibitory effect for combined HDAC-targeted therapy. norharman 318-332 phenylalanine hydroxylase Homo sapiens 174-176 3029781-1 1987 DBI (diazepam-binding inhibitor) is a putative neuromodulatory peptide isolated from rat brain that acts on gamma-aminobutyric acid-benzodiazepine-Cl- ionophore receptor complex inducing beta-carboline-like effects. norharman 187-201 diazepam binding inhibitor Rattus norvegicus 5-31 6732863-0 1984 Effects of metyrapone and norharmane on microsomal mono-oxygenase and epoxide hydrolase activities. norharman 26-36 cytochrome P450, family 1, subfamily a, polypeptide 1 Rattus norvegicus 40-65 3088605-6 1986 An increase in the concentration of norharman (NH) in PRP, ranging from 0.57 nmoles/l in control rats to 1.88 nmoles/l in serine treated porphyric rats was found. norharman 36-45 proline rich protein 2-like 1 Rattus norvegicus 54-57 3020548-1 1986 Diazepam binding inhibitor (DBI) is a protein that displaces ligands bound to the beta-carboline/benzodiazepine recognition site, an allosteric modulatory site of the type A gamma-aminobutyric acid receptor complex. norharman 82-96 diazepam binding inhibitor, acyl-CoA binding protein Homo sapiens 0-26 3020548-1 1986 Diazepam binding inhibitor (DBI) is a protein that displaces ligands bound to the beta-carboline/benzodiazepine recognition site, an allosteric modulatory site of the type A gamma-aminobutyric acid receptor complex. norharman 82-96 diazepam binding inhibitor, acyl-CoA binding protein Homo sapiens 28-31 6431906-0 1984 Inhibition of indoleamine 2,3-dioxygenase and tryptophan 2,3-dioxygenase by beta-carboline and indole derivatives. norharman 76-90 tryptophan 2,3-dioxygenase Homo sapiens 46-72 6431906-1 1984 beta-Carboline derivatives inhibited both indoleamine 2,3-dioxygenase and tryptophan 2,3-dioxygenase activities from various sources. norharman 0-14 tryptophan 2,3-dioxygenase Homo sapiens 74-100 6431906-3 1984 Kinetic studies revealed that norharman is uncompetitive (Ki = 0.12 mM) with L-tryptophan for rabbit intestinal indoleamine 2,3-dioxygenase, and linearly competitive (Ki = 0.29 mM) with L-tryptophan for mouse liver tryptophan 2,3-dioxygenase. norharman 30-39 tryptophan 2,3-dioxygenase Mus musculus 215-241 6732863-1 1984 This study was undertaken to examine the possibility that metyrapone and norharmane stimulate epoxide hydrolase and inhibit mono-oxygenase activities by binding to a cytochrome P-450 component of a stable complex containing the two enzymes. norharman 73-83 cytochrome P450, family 2, subfamily g, polypeptide 1 Rattus norvegicus 166-182 6732863-9 1984 These findings suggest that metyrapone and norharmane act at separate sites on both cytochrome P-450 and epoxide hydrolase. norharman 43-53 cytochrome P450, family 2, subfamily g, polypeptide 1 Rattus norvegicus 84-100 33626096-4 2021 Harmine is a beta-carboline alkaloid found in a variety of plants and was recently shown to be able to induce degradation of Twist Family BHLH Transcription Factor 1 (Twist1) in non-small cell lung cancer cells (NSCLC). norharman 13-27 twist family bHLH transcription factor 1 Homo sapiens 167-173 33784074-6 2021 NRH, like NADH and NADPH, is prone to degradation via oxidation, hydration, and isomerization and, as such, is an excellent model compound to rationalize the nonenzymatic metabolism of NAD(P)H in a biological context. norharman 0-3 2,4-dienoyl-CoA reductase 1 Homo sapiens 19-24 358980-0 1978 Differences in effects of norharman with various classes of chemical mutagens and amounts of S-9. norharman 26-35 ribosomal protein S9 Homo sapiens 93-96 32592323-0 2020 Novel beta-carboline-based indole-4,7-quinone derivatives as NQO1 inhibitor with potent antitumor activities by inducing ROS, apoptosis, and DNA damage. norharman 6-20 NAD(P)H quinone dehydrogenase 1 Homo sapiens 61-65 33536926-0 2020 Novel Hybrid CHC from beta-carboline and N-Hydroxyacrylamide Overcomes Drug-Resistant Hepatocellular Carcinoma by Promoting Apoptosis, DNA Damage, and Cell Cycle Arrest. norharman 22-36 clathrin heavy chain Homo sapiens 13-16 33536926-1 2020 A novel hybrid CHC was designed and synthesized by conjugating beta-carboline with an important active fragment N-hydroxyacrylamide of histone deacetylase (HDAC) inhibitor by an amide linkage to enhance antitumor efficacy/potency or even block drug resistance. norharman 63-77 clathrin heavy chain Homo sapiens 15-18 33599108-0 2021 Synthesis and Assessment of fused beta-carboline derivatives as Kappa Opioid Receptor agonist. norharman 34-48 opioid receptor kappa 1 Homo sapiens 64-85 33339338-1 2020 The beta-carboline alkaloid harmine is a potent DYRK1A inhibitor, but suffers from undesired potent inhibition of MAO-A, which strongly limits its application. norharman 4-18 dual specificity tyrosine phosphorylation regulated kinase 1A Homo sapiens 48-54 33339338-1 2020 The beta-carboline alkaloid harmine is a potent DYRK1A inhibitor, but suffers from undesired potent inhibition of MAO-A, which strongly limits its application. norharman 4-18 monoamine oxidase A Homo sapiens 114-119 33166357-8 2020 PUMA and BAX mediate the cell-specific cytotoxicity of NRH in HepG3. norharman 55-58 BCL2 binding component 3 Homo sapiens 0-4 33166357-8 2020 PUMA and BAX mediate the cell-specific cytotoxicity of NRH in HepG3. norharman 55-58 BCL2 associated X, apoptosis regulator Homo sapiens 9-12 32787089-1 2020 Two novel theranostic agents HJTA and HJTB have been designed and synthesized by covalently linking a beta-carboline derivative, with antitumor activities and pH-responsive fluorescence, with a 2-exomethylenecyclohexanone moiety, which can be activated by the tumor-targeting glutathione (GSH)/glutathione S-transferase pi (GSTpi). norharman 102-116 jumping translocation breakpoint Homo sapiens 38-42 32761352-3 2020 The beta-carboline harmine, which induces hypothermia and tremor, is metabolized by CYP2D6 to the non-hypothermic/non-tremorgenic harmol. norharman 4-18 cytochrome P450 family 2 subfamily D member 6 Homo sapiens 84-90 32761352-11 2020 These findings suggest that human CYP2D6 in the brain is protective against beta-carboline-induced neurotoxicity and that the extensive interindividual variability in CYP2D6 expression in human brain may contribute to variation in susceptibility to certain neurotoxin-associated neurodegenerative disorders. norharman 76-90 cytochrome P450 family 2 subfamily D member 6 Homo sapiens 34-40 32835667-6 2020 As a class of hopeful beta-carboline derivatives, growing evidence has indicated their auspicious roles in combating cancer by inhibiting topoisomerase (TOPO), kinesin Eg5, telomerase, cyclin-dependent kinase (CDK), IkappaB kinase (IKK), and polo-like kinase-1 (PLK1) in the transition phases of cell cycle. norharman 22-36 kinesin family member 11 Homo sapiens 168-171 32835667-6 2020 As a class of hopeful beta-carboline derivatives, growing evidence has indicated their auspicious roles in combating cancer by inhibiting topoisomerase (TOPO), kinesin Eg5, telomerase, cyclin-dependent kinase (CDK), IkappaB kinase (IKK), and polo-like kinase-1 (PLK1) in the transition phases of cell cycle. norharman 22-36 polo like kinase 1 Homo sapiens 242-260 32835667-6 2020 As a class of hopeful beta-carboline derivatives, growing evidence has indicated their auspicious roles in combating cancer by inhibiting topoisomerase (TOPO), kinesin Eg5, telomerase, cyclin-dependent kinase (CDK), IkappaB kinase (IKK), and polo-like kinase-1 (PLK1) in the transition phases of cell cycle. norharman 22-36 polo like kinase 1 Homo sapiens 262-266 32870229-1 2020 Employing TBN/TEMPO as the catalysts and oxygen as the oxidant, the biologically and pharmaceutically significant tetrahydro-beta-carboline and beta-carboline alkaloid scaffolds that used to be obtained by multi-step processes can now be selectively obtained in only one-step via direct aerobic oxidative Pictet-Spengler reactions of tryptamines with alcohols under mild conditions, with water generated as the byproduct. norharman 125-139 TATA-box binding protein associated factor 8 Homo sapiens 10-13 32787109-0 2020 Exploration of TRPM8 Binding Sites by beta-Carboline-based Antagonists and Their In Vitro Characterization and in Vivo Analgesic Activities. norharman 38-52 transient receptor potential cation channel, subfamily M, member 8 Mus musculus 15-20 32278957-5 2020 All the alterations suggest that norharmane alters polar auxin transport by inhibiting PIN2, PIN3 and PIN7 transport proteins, thus causing a significant inhibitory effect on the growth of A. thaliana seedlings. norharman 33-43 Auxin efflux carrier family protein Arabidopsis thaliana 87-91 32905276-3 2020 In this study, we have chosen harmaline, one of the beta-carboline alkaloids, and report its mechanism of binding to SphK1 and subsequent inhibition. norharman 52-66 sphingosine kinase 1 Homo sapiens 117-122 32278957-5 2020 All the alterations suggest that norharmane alters polar auxin transport by inhibiting PIN2, PIN3 and PIN7 transport proteins, thus causing a significant inhibitory effect on the growth of A. thaliana seedlings. norharman 33-43 Auxin efflux carrier family protein Arabidopsis thaliana 93-97 32278957-5 2020 All the alterations suggest that norharmane alters polar auxin transport by inhibiting PIN2, PIN3 and PIN7 transport proteins, thus causing a significant inhibitory effect on the growth of A. thaliana seedlings. norharman 33-43 Auxin efflux carrier family protein Arabidopsis thaliana 102-106 32694608-0 2020 NRH salvage and conversion to NAD+ requires NRH kinase activity by adenosine kinase. norharman 0-3 adenosine kinase Mus musculus 67-83 31154274-1 2019 BACKGROUND: beta-Carboline alkaloid harmine (HAR) and harmaline (HAL) are monoamine oxidase (MAO) and acetylcholinesterase (AChE) inhibitors. norharman 12-26 acetylcholinesterase Rattus norvegicus 102-122 31400494-9 2019 Pre-test administration of morphine (1 mug/mouse, intra-CA1) also inhibited amnesia induced by pre-training intra-CA1 microinjection of norharmane (10 mug/mouse) and vice versa, suggesting a cross SDM between the drugs. norharman 136-146 carbonic anhydrase 1 Mus musculus 56-59 31400494-9 2019 Pre-test administration of morphine (1 mug/mouse, intra-CA1) also inhibited amnesia induced by pre-training intra-CA1 microinjection of norharmane (10 mug/mouse) and vice versa, suggesting a cross SDM between the drugs. norharman 136-146 carbonic anhydrase 1 Mus musculus 114-117 31401535-3 2019 To develop metal-based Mcl-1inhibitors, twenty two copper(II) complexes 25-46 with 9-substituted beta-carboline derivatives were reported. norharman 97-111 myeloid cell leukemia sequence 1 Mus musculus 23-28 31141766-0 2019 beta-carboline-based turn-on fluorescence chemosensor for quantitative detection of fluoride at PPB level. norharman 0-14 histatin 1 Homo sapiens 96-99 31154274-1 2019 BACKGROUND: beta-Carboline alkaloid harmine (HAR) and harmaline (HAL) are monoamine oxidase (MAO) and acetylcholinesterase (AChE) inhibitors. norharman 12-26 acetylcholinesterase Rattus norvegicus 124-128 30712126-0 2019 Correction to: Identification of beta-carboline and canthinone alkaloids as anti-inflammatory agents but with different inhibitory profile on the expression of iNOS and COX-2 in lipopolysaccharide-activated RAW 264.7 macrophages. norharman 33-47 nitric oxide synthase 2 Homo sapiens 160-164 29451015-5 2019 Anti-inflammatory activity studies on 13 isolated compounds showed that beta-carboline constituents, especially compounds 1 and 2, significantly inhibited the expression of NO, TNF-alpha, IL-6 and IL-1beta in lipopolysaccharide (LPS)-treated RAW264.7 macrophage cells. norharman 72-86 tumor necrosis factor Mus musculus 177-186 29451015-5 2019 Anti-inflammatory activity studies on 13 isolated compounds showed that beta-carboline constituents, especially compounds 1 and 2, significantly inhibited the expression of NO, TNF-alpha, IL-6 and IL-1beta in lipopolysaccharide (LPS)-treated RAW264.7 macrophage cells. norharman 72-86 interleukin 6 Mus musculus 188-192 29451015-5 2019 Anti-inflammatory activity studies on 13 isolated compounds showed that beta-carboline constituents, especially compounds 1 and 2, significantly inhibited the expression of NO, TNF-alpha, IL-6 and IL-1beta in lipopolysaccharide (LPS)-treated RAW264.7 macrophage cells. norharman 72-86 interleukin 1 beta Mus musculus 197-205 31015177-1 2019 A new series of beta-Carboline/Schiff bases was designed, synthesized, characterised and biologically evaluated as inhibitors of PLK-1. norharman 16-30 polo like kinase 1 Mus musculus 129-134 31120744-0 2019 Hydroxamic Acid Derivatives of beta-Carboline/Hydroxycinnamic Acid Hybrids Inducing Apoptosis and Autophagy through the PI3K/Akt/mTOR Pathways. norharman 31-45 AKT serine/threonine kinase 1 Homo sapiens 125-128 31120744-0 2019 Hydroxamic Acid Derivatives of beta-Carboline/Hydroxycinnamic Acid Hybrids Inducing Apoptosis and Autophagy through the PI3K/Akt/mTOR Pathways. norharman 31-45 mechanistic target of rapamycin kinase Homo sapiens 129-133 30948509-8 2019 Studies to identify its biochemical mechanism of action showed that it does not inhibit NAD+ consumption, suggesting that it acts as a biochemical precursor to NAD+ Cell lysates possess an ATP-dependent kinase activity that efficiently converts NRH to the compound NMNH, but independent of Nrk1 or Nrk2. norharman 245-248 nicotinamide riboside kinase 1 Homo sapiens 290-294 30948509-8 2019 Studies to identify its biochemical mechanism of action showed that it does not inhibit NAD+ consumption, suggesting that it acts as a biochemical precursor to NAD+ Cell lysates possess an ATP-dependent kinase activity that efficiently converts NRH to the compound NMNH, but independent of Nrk1 or Nrk2. norharman 245-248 nicotinamide riboside kinase 2 Homo sapiens 298-302 30712126-0 2019 Correction to: Identification of beta-carboline and canthinone alkaloids as anti-inflammatory agents but with different inhibitory profile on the expression of iNOS and COX-2 in lipopolysaccharide-activated RAW 264.7 macrophages. norharman 33-47 mitochondrially encoded cytochrome c oxidase II Homo sapiens 169-174 29678521-4 2018 17beta-Estradiol, menadione, norharmane and raloxifene exhibited marked differences in inhibitory effects between the human and mouse AOX isoforms when the phthalazine substrate was used. norharman 29-39 acyl-Coenzyme A oxidase 1, palmitoyl Mus musculus 134-137 30826506-5 2019 The results demonstrated that some of these beta-carboline derivatives exhibited moderate to good cytotoxic activities, especially, compound 9o with a special sulfonyl group presented the highest inhibitory activities against all tested cell lines with the IC50 values of 6.82 +- 0.98, 8.43 +- 1.93, 7.69 +- 2.17, 7.19 +- 1.43 muM, respectively, which might be used as lead compound for discovery of novel cytotoxic agents. norharman 44-58 latexin Homo sapiens 327-330 30324332-0 2019 Identification of beta-carboline and canthinone alkaloids as anti-inflammatory agents but with different inhibitory profile on the expression of iNOS and COX-2 in lipopolysaccharide-activated RAW 264.7 macrophages. norharman 18-32 nitric oxide synthase 2, inducible Mus musculus 145-149 30324332-0 2019 Identification of beta-carboline and canthinone alkaloids as anti-inflammatory agents but with different inhibitory profile on the expression of iNOS and COX-2 in lipopolysaccharide-activated RAW 264.7 macrophages. norharman 18-32 prostaglandin-endoperoxide synthase 2 Mus musculus 154-159 30864598-3 2019 Herein, two phosphorescent Re(i) tricarbonyl complexes (Re1 and Re2) bearing beta-carboline derivatives have been synthesized and characterized. norharman 77-91 G protein-coupled receptor 161 Homo sapiens 64-67 30079021-0 2018 A Small beta-Carboline Derivative "B-9-3" Modulates TGF-beta Signaling Pathway Causing Tumor Regression in Vivo. norharman 8-22 transforming growth factor beta 1 Homo sapiens 52-60 28397836-7 2018 A reversal of the behavioural phenotype with beta-carboline, an anxiogenic inverse benzodiazepine receptor agonist, normalized alcohol preference in EFhd2 KO mice, demonstrating an EFhd2-driven relationship between personality traits and alcohol preference. norharman 45-59 EF hand domain containing 2 Mus musculus 149-154 28397836-7 2018 A reversal of the behavioural phenotype with beta-carboline, an anxiogenic inverse benzodiazepine receptor agonist, normalized alcohol preference in EFhd2 KO mice, demonstrating an EFhd2-driven relationship between personality traits and alcohol preference. norharman 45-59 EF hand domain containing 2 Mus musculus 181-186 29143974-10 2018 Expression of KRT14, a bladder stem cell marker, was also increased in the basal layer by the two norharman derivatives. norharman 98-107 keratin 14 Rattus norvegicus 14-19 29288941-2 2018 Several of these beta-carboline derivatives not only showed excellent HDAC1/3/6 inhibitory effects, but also displayed significant antitumor activities against five human cancer cells. norharman 17-31 histone deacetylase 1 Homo sapiens 70-75 29367595-7 2018 Molecular docking studies showed that the compounds could combine with the active site of AChE by the pi-pi or cation-pi action between the carboline ring and the phenyl rings of the residues, and the beta-carboline moiety is embedded in a cavity surrounded by four aromatic residues of Trp86, Tyr337, Trp439 and Tyr449. norharman 201-215 acetylcholinesterase (Cartwright blood group) Homo sapiens 90-94 29387014-0 2018 Inhibiting beta-Catenin by beta-Carboline-Type MDM2 Inhibitor for Pancreatic Cancer Therapy. norharman 27-41 catenin beta 1 Homo sapiens 11-23 29387014-0 2018 Inhibiting beta-Catenin by beta-Carboline-Type MDM2 Inhibitor for Pancreatic Cancer Therapy. norharman 27-41 MDM2 proto-oncogene Homo sapiens 47-51 29387014-4 2018 We have recently identified a novel class of beta-carboline compounds as the specific and potent MDM2 inhibitors, including a lead compound SP141. norharman 45-59 MDM2 proto-oncogene Homo sapiens 97-101 29387014-5 2018 In the present study, we utilized SP141 as an exemplary beta-carboline compound to characterize beta-catenin as a molecular target of the beta-carboline compounds and to demonstrate an important role of beta-catenin in the anticancer activity of beta-carboline. norharman 138-152 catenin beta 1 Homo sapiens 96-108 29387014-5 2018 In the present study, we utilized SP141 as an exemplary beta-carboline compound to characterize beta-catenin as a molecular target of the beta-carboline compounds and to demonstrate an important role of beta-catenin in the anticancer activity of beta-carboline. norharman 138-152 catenin beta 1 Homo sapiens 96-108 29387014-10 2018 We envision that beta-carboline derivatives can be developed as promising dual inhibitors of beta-catenin and MDM2 for the treatment of advanced pancreatic cancer. norharman 17-31 catenin beta 1 Homo sapiens 93-105 29387014-10 2018 We envision that beta-carboline derivatives can be developed as promising dual inhibitors of beta-catenin and MDM2 for the treatment of advanced pancreatic cancer. norharman 17-31 MDM2 proto-oncogene Homo sapiens 110-114 27977936-11 2017 hOCT1 and hOCT3 are less sensitive to beta-carboline inhibition. norharman 38-52 solute carrier family 22 member 1 Homo sapiens 0-5 27977936-11 2017 hOCT1 and hOCT3 are less sensitive to beta-carboline inhibition. norharman 38-52 solute carrier family 22 member 3 Homo sapiens 10-15 28923379-3 2017 Notably, Ru1 and Ru2 exhibit potent antiproliferative activities against selected human cancer cell lines with IC50 values lower than those of cisplatin and other non-cyclometalated Ru(II) beta-carboline complexes. norharman 189-203 Scm like with four mbt domains 1 Homo sapiens 9-12