Page last updated: 2024-11-04

ethidium

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Description

Ethidium bromide (EtBr) is a fluorescent dye that intercalates between the base pairs of DNA. It is commonly used in molecular biology for visualizing DNA in gels, especially in electrophoresis. EtBr is a planar molecule with a strong affinity for DNA, binding to the minor groove between base pairs. The fluorescence of EtBr increases significantly when bound to DNA, making it a sensitive probe for detecting DNA. EtBr is synthesized from phenanthridine through a series of reactions. While useful for visualizing DNA, EtBr is also a potent mutagen and carcinogen due to its ability to intercalate with DNA and disrupt its replication. This has led to concerns about its use and safety, with many laboratories now opting for safer alternatives. Despite these concerns, EtBr continues to be widely used due to its sensitivity and affordability. It is an important research tool in molecular biology, helping scientists study DNA replication, repair, and recombination.'

Ethidium: A trypanocidal agent and possible antiviral agent that is widely used in experimental cell biology and biochemistry. Ethidium has several experimentally useful properties including binding to nucleic acids, noncompetitive inhibition of nicotinic acetylcholine receptors, and fluorescence among others. It is most commonly used as the bromide. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

ethidium : The fluorescent compound widely used in experimental cell biology and biochemistry to reveal double-stranded DNA and RNA. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID3624
CHEMBL ID48166
CHEBI ID42478
SCHEMBL ID27609
MeSH IDM0007860

Synonyms (61)

Synonym
homidium cation
babidium
homidium ion
rd-1572
CHEMBL48166
KBIO1_000940
DIVK1C_000940
NCIMECH_000529
NCI60_041857
NCI60_002180
SPECTRUM_001500
novidium
phenanthridinium, 3,8-diamino-5-ethyl-6-phenyl-
brn 3627183
nsc522843
5-ethyl-6-phenyl-phenanthridin-5-ium-3,8-diamine
3,8-diamino-5-ethyl-6-phenylphenanthridinium
ethidium
homidium
nsc84423
SPECTRUM5_001263
UPCMLD-DP076:001
CHEBI:42478 ,
ethidium cation
UPCMLD-DP076
3546-21-2
NCGC00091387-03
KBIO2_007116
KBIOGR_000775
KBIOSS_001980
KBIO2_004548
KBIO2_001980
SPECTRUM2_001587
NCIOPEN2_009324
SPBIO_001554
NINDS_000940
SPECTRUM4_000198
IDI1_000940
reserpine & ethidium bromide
piperine & ethidium bromide
bdbm50105463
5-ethyl-6-phenylphenanthridin-5-ium-3,8-diamine
NCGC00091387-06
NCGC00091387-04
NCGC00091387-05
en464416si ,
5-22-11-00352 (beilstein handbook reference)
unii-en464416si
CCG-35561
3,8-diamino-5-ethyl-6-phenylphenanthridin-5-ium
gtpl4569
SCHEMBL27609
2,7-diamino-10-ethyl-9-phenylphenanthridinium
homidium [mi]
2,7-diamino-9-phenyl-10-ethylphenanthridinium
DTXSID9048487
bdbm200295
ab00053825_07 ,
cid_3624
SBI-0051843.P002
Q27077234

Research Excerpts

Overview

Ethidium bromide is a mutagen and toxin that is widely used in the laboratory for visualization of nucleic acids. Ethidium homodimer is a cell-membrane impermeant nuclear fluorochrome that has been widely used to identify necrotic cells in culture.

ExcerptReferenceRelevance
"Ethidium bromide is a substrate for all but one of the characterized S."( Ethidium bromide MIC screening for enhanced efflux pump gene expression or efflux activity in Staphylococcus aureus.
Kaatz, GW; Kosmidis, C; Patel, D; Seo, SM, 2010
)
2.52
"Ethidium bromide (EB) is a mutagen and toxin that is widely used in the laboratory for visualization of nucleic acids. "( Comparative analysis of the DNA staining efficiencies of different fluorescent dyes in preparative agarose gel electrophoresis.
Fu, WL; Huang, Q, 2005
)
1.77
"Ethidium homodimer is a cell-membrane impermeant nuclear fluorochrome that has been widely used to identify necrotic cells in culture. "( A novel method for the evaluation of proximal tubule epithelial cellular necrosis in the intact rat kidney using ethidium homodimer.
Diamantakos, EA; Edwards, JR; Lamar, PC; Peuler, JD; Prozialeck, WC, 2007
)
1.99
"Ethidium bromide is a useful and practical stain for the fluorescence microscopy of tissue sections and, in combination with enzymatic digestion of RNA, provides a simple way to differentially localize DNA and RNA."( Ethidium bromide: a nucleic acid stain for tissue section.
Franklin, WA; Locker, JD, 1981
)
2.43
"Ethidium bromide is a compound which can suppress DNA, RNA, and protein synthesis in mammalian cells. "( Fluorescence-microscopic localization of in vivo injected ethidium bromide in the nervous system of the mouse.
Bigotte, L; Cesarini, K; Olsson, Y, 1984
)
1.95
"Ethidium bromide is a moderate inhibitor of DNA synthesis in the isolated chloroplast."( Deoxyribonucleic acid synthesis in isolated chloroplasts and chloroplast extracts of maize.
Weissbach, A; Zimmermann, W, 1982
)
0.99
"The ethidium homodimer-1 is a high-affinity red fluorescent DNA dye that is internalized only through altered cell membranes."( Measurement of tumor necrosis factor activity by flow cytometry.
Lévesque, A; Pagé, M; Paquet, A, 1995
)
0.77
"Ethidium (E) is a powerful probe of DNA dynamics and DNA-mediated electron transfer (ET). "( Femtosecond dynamics of the DNA intercalator ethidium and electron transfer with mononucleotides in water.
Barton, JK; Fiebig, T; Kelley, SO; Wan, C; Zewail, AH, 1999
)
2.01
"Ethidium bromide (EB) is an intercalating agent which binds specifically to the kinetoplast (mitochondrial) DNA (kDNA) of trypanosomatids. "( Effect of dyskinetoplastic agents on ultrastructure and oxidative phosphorylation in Crithidia fasciculata.
Biscardi, AM; de Pahn, EM; Lopez, LM; Pellegrino de Iraldi, A; Stoppani, AO, 2001
)
1.75
"Ethidium bromide (EB) is a gliotoxic chemical that when injected locally within the CNS, induce demyelination."( Behaviour of oligodendrocytes and Schwann cells in an experimental model of toxic demyelination of the central nervous system.
Bondan, EF; Fernandes, CG; Graça, DL; Maiorka, PC; Pereira, LA, 2001
)
1.03
"Ethidium bromide is a noncompetitive inhibitor of F0F1-ATPase, submitochondrial particles and also F1-ATPase (KI approximately equal to 270 microM)."( Inhibition of yeast mitochondrial F1-ATPase, F0F1-ATPase and submitochondrial particles by rhodamines and ethidium bromide.
Hess, B; Kuschmitz, D; Wieker, HJ, 1987
)
1.21
"Ethidium bromide is a middle reversible inhibitor with complex mixed competitive-noncompetitive inhibition kinetics."( Inhibition of the butyrylcholinesterase by ethidium bromide.
Patocka, J, 1987
)
1.26

Effects

ethidium bromide (EB) has been extensively used in the rat as a model of spinal cord demyelination. Ethidium intercalation has been investigated as a means of inducing binding of Au nanoparticles to DNA.

ExcerptReferenceRelevance
"Ethidium bromide (EB) has been extensively used in the rat as a model of spinal cord demyelination. "( Functional consequences of ethidium bromide demyelination of the mouse ventral spinal cord.
Enzmann, GU; James, KT; Kuypers, NJ; Magnuson, DS; Whittemore, SR, 2013
)
2.13
"Ethidium intercalation has been investigated as a means of inducing binding of Au nanoparticles to DNA. "( DNA binding of an ethidium intercalator attached to a monolayer-protected gold cluster.
Murray, RW; Wang, G; Zhang, J, 2002
)
2.09
"Ethidium bromide has served as a classic DNA intercalator for more than four decades."( Influence of the amino substituents in the interaction of ethidium bromide with DNA.
Garbett, NC; Graves, DE; Hammond, NB, 2004
)
1.29
"Ethidium bromide has been extended by fusing an additional aromatic ring resulting in a larger intercalator with increased affinity for poly r(A) x r(U), poly d(A) x d(T) and triple helices when compared to the parent heterocycle."( Extended ethidium bromide analogue as a triple helix intercalator: synthesis, photophysical properties and nucleic acids binding.
Liu, Q; Tam, VK; Tor, Y, 2006
)
2.19
"Ethidium bromide has no effect on chloroplast ultrastructure in Ochromonas."( The effects of spectinomycin and ethidium bromide on the synthesis of organelle rRNA and on ultrastructure in Ochromonas danica.
Fromson, D; Gibbs, SP; Smith-Johannsen, H, 1980
)
1.26
"[14C]ethidium bromide has been used to determine drug levels in tissues and body fluids of rabbits and calves following intramuscular injection. "( Ethidium bromide: pharmacokinetics and efficacy against trypanosme infections in rabbits and calves.
Gilbert, RJ; Newton, BA, 1982
)
2.22
"Ethidium bromide has been shown to cause extensive lengthening of the DNA in dilute salt."( A comparison by ultracentrifugation of the effects on DNA of ethidium bromide and of acridine orange at low ionic strength.
Richard, AJ, 1987
)
1.24

Treatment

Ethidium bromide treatment (15 mg/l, 26 degrees C, 18 h) of a sorghum Zheltozernoe 10 callus culture yielded line Zh10-brl displaying multiple genetic instability. Gabapentin administered at 300 mg/kg increased cortical MDA by 66%. Ethidium bomide treatment of normal cells and in vitro cell proliferation of patient-derived cells caused both populations to acquire identical Rho0 phenotypes.

ExcerptReferenceRelevance
"Ethidium bromide treatment (15 mg/l, 26 degrees C, 18 h) of a sorghum Zheltozernoe 10 callus culture yielded line Zh10-brl displaying multiple genetic instability. "( [Genetic variation in a sorghum line with multiple genetic instability induced with ethidium bromide in an in vitro culture].
Él'konin, LA; Gerashchenkov, GA; Rozhnova, NA; Tsvetova, MI, 2010
)
2.03
"In ethidium bromide treated rats, gabapentin administered at 300 mg/kg increased cortical MDA by 66%."( The effect of gabapentin on oxidative stress in a model of toxic demyelination in rat brain.
Abdel-Salam, OM; Khadrawy, YA; Mohammed, NA; Youness, ER, 2012
)
0.89
"Ethidium bromide treatment of normal cells and in vitro cell proliferation of patient-derived cells caused both populations to acquire identical Rho0 phenotypes."( Expression of mtDNA and nDNA encoded respiratory chain proteins in chemically and genetically-derived Rho0 human fibroblasts: a comparison of subunit proteins in normal fibroblasts treated with ethidium bromide and fibroblasts from a patient with mtDNA de
Capaldi, RA; Kim, SJ; Marusich, MF; Robinson, BH; Schillace, R; Smith, JL; Taanman, JW, 1997
)
1.21
"Ethidium bromide treatment on the 358 AV2 strain generated a bald mutant that produced carriomycin and a new antibiotic curromycin."( Induction of antibiotic production with ethidium bromide in Streptomyces hygroscopicus.
Furihata, K; Ogura, M; Otake, N; Shimazu, A; Tanaka, T, 1986
)
1.26
"Ethidium bromide treatment for up to 8 days yields results virtually identical to those obtained with chloramphenicol."( Respiratory enzymes and mitochondrial morphology of HeLa and L cells treated with chloramphenicol and ethidium bromide.
Godman, GC; King, DW; King, ME, 1972
)
1.19
"Upon treatment with ethidium bromide, right-handed superhelixes decrease their twist and increase the planarity of the superhelix, while left-handed superhelixes increase twisting and decrease their degree of planarity."( Differential behavior of curved DNA upon untwisting.
Belmaaza, A; Brukner, I; Chartrand, P, 1997
)
0.61

Toxicity

Pluronic acid F-127 blocked the permeabilizing effect of CSA-13 on the plasma membrane of HUVEC. Safety data about ethidium bromide (EtBr) are contradictory, and two compounds of undisclosed structure have been proposed as safe alternatives.

ExcerptReferenceRelevance
"A natural DNA-intercalator plant benzo-c-phenanthridine alkaloid sanguinarine is more toxic for mouse transformed fibroblast L-cells in culture than synthetic DNA-intercalator ethidium bromide (EtB) and alkaloid berberine."( [The toxicity of sanguinarine compared to a number of other DNA-tropic compounds for ethidium bromide-sensitive and -resistant transformed murine fibroblasts in culture].
Beliaeva, TN; Faddeeva, MD; Ignatova, TN; Sal'nikov, KV, 1989
)
0.69
" The combination was also more toxic to the mice but the inclusion of nitrobenzylthioinosinate in the therapy significantly alleviated the toxicity of the drug combination."( Effect of nitrobenzylthioinosinate on the toxicity of tubercidin and ethidium against Trypanosoma gambiense.
Ikediobi, CO; Ogbunude, PO, 1982
)
0.5
" Given convergent evidence implicating the NAD+-catabolizing enzyme, poly ADP ribosyl polymerase (PARP) in mediating ATP depletion and neuronal death after excitotoxic and ischemic insults, we tested the specific hypothesis that the neuronal death induced by exposure to toxic levels of extracellular zinc might be partly mediated by PARP."( Involvement of poly ADP ribosyl polymerase-1 in acute but not chronic zinc toxicity.
Cai, AL; Choi, DW; Dawson, VL; Sheline, CT; Wang, H, 2003
)
0.32
" Using the murine mesencephalic cell line MN9D, we have shown that DAC [50-250 microM] leads to cell death in a concentration-dependent manner, whereas oxidized l-dopa, dopachrome [50-250 microM], is only toxic at the highest concentration used."( Cytotoxicity of dopaminochrome in the mesencephalic cell line, MN9D, is dependent upon oxidative stress.
Linsenbardt, AJ; Macarthur, H; Westfall, TC; Wilken, GH, 2009
)
0.35
" Therefore, habitual use of MP should be taken into account and could be considered unsafe, equally harmful, and it should not be viewed as a safe alternative to cigarettes."( Comparison of genotoxic effect between smokeless tobacco (Maras powder) users and cigarette smokers by the alkaline comet assay.
Cimen, B; Donbak, L; Karsli, S; Sardas, S; Yurdun, T, 2009
)
0.35
" Hydrolysis is critical for effective and safe gene therapy."( Mediating high levels of gene transfer without cytotoxicity via hydrolytic cationic ester polymers.
Carr, LR; Jiang, S, 2010
)
0.36
" Pluronic acid F-127 blocked the permeabilizing effect of CSA-13 on the plasma membrane of HUVEC (uptake of ethidium bromide, release of lactate dehydrogenase) without modifying its toxic effect on their mitochondrial function (MTT test, uptake of tetramethyl rhodamine ethyl ester)."( Effect of pluronic acid F-127 on the toxicity towards eukaryotic cells of CSA-13, a cationic steroid analogue of antimicrobial peptides.
Dehaye, JP; Nagant, C; Savage, PB, 2012
)
0.59
"This work establishes that studies on the toxic effects of synthetic antimicrobials on eukaryotic cells should not only focus on the permeability of the plasma membrane but also on the integrity of the mitochondria."( Effect of pluronic acid F-127 on the toxicity towards eukaryotic cells of CSA-13, a cationic steroid analogue of antimicrobial peptides.
Dehaye, JP; Nagant, C; Savage, PB, 2012
)
0.38
" While inhalation of nanoparticles causes pulmonary damage, nano-SiO(2) can be transported into the blood and deposit in target organs where they exert potential toxic effects."( Implication of oxidative stress in size-dependent toxicity of silica nanoparticles in kidney cells.
L'azou, B; Morille, M; Passagne, I; Pujalté, I; Rousset, M, 2012
)
0.38
"Both the QMix™ and NaOCl solutions were toxic to human bone marrow MSCs."( Cytotoxicity of QMix™ endodontic irrigating solution on human bone marrow mesenchymal stem cells.
Aldahmash, AM; Alkahtani, A; Alkahtany, SM; Anil, S; Elsafadi, MA; Mahmood, A, 2014
)
0.4
"Within the limitations of this in vitro study it can be concluded that NaOCl is toxic to the human bone marrow MSCs."( An in vitro evaluation of the cytotoxicity of varying concentrations of sodium hypochlorite on human mesenchymal stem cells.
Alkahtani, A; Alkahtany, SM; Anil, S, 2014
)
0.4
" Safety data about ethidium bromide (EtBr) are contradictory, and two compounds of undisclosed structure (Redsafe and Gelred) have been proposed as safe alternatives."( Toxicity, mutagenicity and transport in Saccharomyces cerevisiae of three popular DNA intercalating fluorescent dyes.
García-López, F; Sayas, E; Serrano, R, 2015
)
0.75

Pharmacokinetics

ExcerptReferenceRelevance
" Absorption was rapid, with a tmax of 15 min and a mean Cmax (+/-SD) of 268."( Bioavailability, pharmacokinetics, and tissue distribution of 14C homidium after parenteral administration to Boran cattle.
Ismail, AA; Karanja, WM; Mdachi, RE; Murilla, GA, 1996
)
0.29
" Thereafter, the serum drug concentration-versus-time profile and the pharmacokinetic parameters obtained following non-compartmental analysis were similar to those obtained following intramuscular treatment of Friesian steers."( Some pharmacokinetic parameters of the trypanocidal drug homidium bromide in Friesian and Boran steers using an enzyme-linked immunosorbent assay (ELISA).
Eisler, MC; Holmes, PH; Murilla, GA; Ndung'u, JM; Peregrine, AS, 1999
)
0.3
" Non-compartmental pharmacokinetic analysis showed that the values for t(12)beta of 75."( The effects of drug-sensitive and drug-resistant Trypanosoma congolense infections on the pharmacokinetics of homidium in Boran cattle.
Eisler, MC; Holmes, PH; Murilla, GA; Ndung'u, JM; Peregrine, AS, 2002
)
0.31

Compound-Compound Interactions

ExcerptReferenceRelevance
" Two other agents were combined with EB, 3-Carbethoxypsoralene (3 CPs) activated by 365 nm light or gamma rays."( Mitochondrial genetic damage induced in yeast by a photoactivated furocoumarin in combination with ethidium bromide or ultraviolet light.
Hixon, S; Juliani, MH; Moustacchi, E, 1976
)
0.47
" Protons on ethidium show NOE interactions to the following protein residues: Trp-39, Leu-45, Cys-47, and Gln-94 which interact with the phenanthridine ring system of ethidium, Gly-102 and Asn-103 which interact with the alkyl chain of ethidium, and Phe-52 which interacts with the phenyl ring of ethidium."( Sequential 1H NMR assignment of the complex of aponeocarzinostatin with ethidium bromide and investigation of protein-drug interactions in the chromophore binding site.
Drobny, GP; Mohanty, S; Sieker, LC, 1994
)
0.9

Bioavailability

ExcerptReferenceRelevance
" Bioavailability of the intramuscular dose was 62."( Bioavailability, pharmacokinetics, and tissue distribution of 14C homidium after parenteral administration to Boran cattle.
Ismail, AA; Karanja, WM; Mdachi, RE; Murilla, GA, 1996
)
0.29
" Collectively, these findings suggest that in skeletal muscle arterioles, a transient elevation of glucose via its increased metabolism, elicits enhanced production of superoxide, which decreases the bioavailability of NO and the level of the NOS cofactor BH(4), resulting in a reduction of FID mediated by NO."( Microvascular dysfunction after transient high glucose is caused by superoxide-dependent reduction in the bioavailability of NO and BH(4).
Bagi, Z; Kaley, G; Koller, A; Toth, E, 2004
)
0.32
" We hypothesized that sulfaphenazole, an inhibitor of CYP2C6 and 9, also attenuates post-ischemic endothelial dysfunction by reducing CYP-mediated superoxide generation (which scavenges nitric oxide (NO)), thereby restoring NO bioavailability and vascular tone."( Cytochrome p450 2C inhibition reduces post-ischemic vascular dysfunction.
Bai, N; Granville, DJ; Hunter, AL; Laher, I, 2005
)
0.33
" Thus, the results presented herein strongly indicate the potential of this scaffold for its use as multi-drug resistance reversal agent or bioavailability enhancer."( Discovery of 4-acetyl-3-(4-fluorophenyl)-1-(p-tolyl)-5-methylpyrrole as a dual inhibitor of human P-glycoprotein and Staphylococcus aureus Nor A efflux pump.
Bharate, JB; Bharate, SB; Joshi, P; Khan, IA; Kumar, A; Sharma, S; Singh, S; Vishwakarma, RA; Wani, A, 2015
)
0.42
" Dysfunctional eNOS such as uncoupling of eNOS leads to decrease in NO bioavailability and increase in superoxide anion (O2(."( En Face Detection of Nitric Oxide and Superoxide in Endothelial Layer of Intact Arteries.
Ming, XF; Montani, JP; Xiong, Y; Yang, Z; Yu, Y, 2016
)
0.43
" Additionally, in the SHRtr group, superoxide levels were significantly decreased, nitric oxide bioavailability was improved, and the levels of the nicotinamide adenine dinucleotide oxidase subunit isoform 4 protein were decreased compared to the SHRsd group."( Aerobic Swim Training Restores Aortic Endothelial Function by Decreasing Superoxide Levels in Spontaneously Hypertensive Rats.
Bechara, LRG; de Sousa, LGO; Fernandes, T; Jordão, CP; Oliveira, EM; Ramires, PR; Tanaka, LY, 2017
)
0.46

Dosage Studied

All pollutants even at the lowest dosage of 1 nmol/mL culture produced significantly increased ethidium bromide fluorescence compared to nonexposed controls. Evaluation of the dose-response relationship of compound 1 showed that ethidiumbromide efflux was inhibited. 60Co gamma-irradiation dose- response curves were obtained by applying a modified nucleoid sedimentation technique.

ExcerptRelevanceReference
" FETAX advantages include rapid data collection, the ability to measure stage-dependent effects, and the ability to use a large number of embryos to obtain excellent dose-response curves with narrow confidence limits."( Analysis of the activity of DNA, RNA, and protein synthesis inhibitors on Xenopus embryo development.
Bantle, JA; Courchesne, CL, 1985
)
0.27
" 60Co gamma-irradiation dose-response curves for these subpopulations were obtained by applying a modified nucleoid sedimentation technique, which was also employed for the determination of the superhelical content by means of ethidium bromide intercalation."( DNA supercoiled domains and radiosensitivity of subpopulations of human peripheral blood lymphocytes.
Izatt, H; Louw, WK; van der Watt, JJ; van Rensburg, EJ, 1985
)
0.45
" Linear dose-response curves were obtained for both dose ranges."( Quantitative measurement of DNA strand breaks and repair in gamma-irradiated human leukocytes from normal and ataxia telangiectasia donors.
Duranton, I; Magdelenat, H; Moustacchi, E; Rigaud, O; Thierry, D, 1985
)
0.27
" Denervation changes were evaluated using the resting membrane potential and dose-response curves obtained by plotting acetylcholine-induced contractures of muscles denervated 3 days earlier."( Neurotrophic influences are not affected by miniature end-plate potentials.
Komatsu, K; Satoh, S; Uchida, K, 1984
)
0.27
" Denervation changes in the muscle were evaluated using the resting membrane potential and dose-response curves obtained by plotting acetylcholine-induced contractures."( Effect of protein synthesis inhibitors on the trophic action of the nerve stump.
Higashimori, E; Komatsu, K; Satoh, S; Uchida, K, 1983
)
0.27
" These results are in good agreement with previous results CrIII - DNA affinity was studied by the independent method of equilibrium dialysis and chromium dosage by atomic spectrometry."( [Affinity between CrIII and purified DNA, studied by competition with an intercalating agent: ethidium bromide].
Balbi, C; Parodi, S; Russo, P; Santi, L; Vecchio, D, 1981
)
0.48
" This inhibitory action resulted in a rightward shift of the dose-response curve to ATP and BzATP in the presence of physiological as well as low divalent cation concentrations."( Non-genomic inhibition of human P2X7 purinoceptor by 17beta-oestradiol.
Cario-Toumaniantz, C; Ferrier, L; Loirand, G; Pacaud, P, 1998
)
0.3
" Underdosing with trypanocides appeared to be uncommon and the indications were that farmers generally gave the drugs at dosage rates above the recommended standard dose."( The use of trypanocides and antibiotics by Maasai pastoralists.
Mwendia, C; Okech, G; Roderick, S; Stevenson, P, 2000
)
0.31
" This study succeeded in immobilizing over 90% of DNA in the DNA dosage based on the thymine base and the microcapsulation of DNA showed high reproducibility for immobilization efficiency."( Microcapsulation of DNA and the adsorption of toxic substances.
Goto, M; Kamiya, N; Kiyoyama, S; Maruyama, T, 2008
)
0.35
" Interestingly, all pollutants even at the lowest dosage of 1 nmol/mL culture produced significantly increased ethidium bromide fluorescence compared to nonexposed controls."( Reversible and irreversible pollutant-induced bacterial cellular stress effects measured by ethidium bromide uptake and efflux.
Czechowska, K; van der Meer, JR, 2012
)
0.81
" Evaluation of the dose-response relationship of compound 1 showed that ethidium bromide efflux was inhibited, with an IC(50) value of 2 μM."( Novel inhibitory activity of the Staphylococcus aureus NorA efflux pump by a kaempferol rhamnoside isolated from Persea lingue Nees.
Christensen, SB; Gúzman, A; Holler, JG; Mølgaard, P; Olsen, CE; Petersen, B; Rasmussen, HB; Slotved, HC, 2012
)
0.61
" These data suggest that direct thrombin inhibition in a relevant dosage improved endothelial function and reduced atherosclerotic lesion size, collagen content, and oxidative stress in hypercholesterolemic atherosclerosis."( The effects of direct thrombin inhibition with dabigatran on plaque formation and endothelial function in apolipoprotein E-deficient mice.
Baumhäkel, M; Böhm, M; Kratz, MT; Lee, IO; Schirmer, SH, 2012
)
0.38
" UV irradiation influenced the enzyme production with higher exposure time (8 minutes) but the maximum dosage led to inhibition in fungal growth and low enzyme production."( Strain improvement of Trametes hirsuta by physical and chemical mutagenesis for better laccases production.
Khanam, R; Prasuna, RG, 2013
)
0.39
" After investigation of their dose-response behaviors and structure-activity relationships, chlorogenic acids and flavonoid glycosides were found to be DNA-binders via both minor groove-binding and intercalation modes."( An analysis method for simultaneous screening of deoxyribonucleic acid-binding active compounds and investigating their mechanisms by ultra-fast liquid chromatography tandem mass spectrometry coupled with fluorescence detection technology.
Chen, S; Lin, Z; Ren, B; Tong, L; Wang, H; Zhang, C, 2015
)
0.42
" The dose of 100 mg/kg showed a better dose-response to the protective effects."( Anthocyanins suppress the secretion of proinflammatory mediators and oxidative stress, and restore ion pump activities in demyelination.
Abdalla, FH; Aiello, G; Amaral, MG; Andrade, CM; Bohnert, C; Carvalho, FB; Duarte, MM; Gutierres, JM; Lopes, ST; Oliveira, SM; Palma, HE; Pippi, NL; Spanevello, RM; Vieira, JM; Zago, AM, 2015
)
0.42
"Cytotoxicity assessments of nanomaterials, such as silver nanoparticles, are challenging due to interferences with test reagents and indicators as well uncertainties in dosing as a result of the complex nature of nanoparticle intracellular accumulation."( Intracellular accumulation and dissolution of silver nanoparticles in L-929 fibroblast cells using live cell time-lapse microscopy.
Casey, BJ; Celedon, A; Goering, PL; Hussain, SM; Maurer, EI; Nagy, AM; Wildt, BE, 2016
)
0.43
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
intercalatorA role played by a chemical agent which exhibits the capability of occupying space between DNA base pairs due to particular properties in size, shape and charge. Intercalation of chemical compounds in DNA helix can result in replication errors (shift, mutation) or DNA damages.
fluorochromeA fluorescent dye used to stain biological specimens.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (1)

ClassDescription
phenanthridinesAny dibenzopyridine based on the skeleton of phenanthridine and its substituted derivatives thereof.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (18)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, MAJOR APURINIC/APYRIMIDINIC ENDONUCLEASEHomo sapiens (human)Potency31.62280.003245.467312,589.2998AID2517
Chain A, Putative fructose-1,6-bisphosphate aldolaseGiardia intestinalisPotency0.56100.140911.194039.8107AID2451
Chain A, ATP-DEPENDENT DNA HELICASE Q1Homo sapiens (human)Potency31.62280.125919.1169125.8920AID2549
TDP1 proteinHomo sapiens (human)Potency0.22020.000811.382244.6684AID686978; AID686979
Microtubule-associated protein tauHomo sapiens (human)Potency7.60060.180013.557439.8107AID1460; AID1468
Smad3Homo sapiens (human)Potency11.22020.00527.809829.0929AID588855
aldehyde dehydrogenase 1 family, member A1Homo sapiens (human)Potency3.54810.011212.4002100.0000AID1030
67.9K proteinVaccinia virusPotency11.22020.00018.4406100.0000AID720580
euchromatic histone-lysine N-methyltransferase 2Homo sapiens (human)Potency12.58930.035520.977089.1251AID504332
Bloom syndrome protein isoform 1Homo sapiens (human)Potency39.81070.540617.639296.1227AID2528
vitamin D3 receptor isoform VDRAHomo sapiens (human)Potency6.30960.354828.065989.1251AID504847
thyroid hormone receptor beta isoform aHomo sapiens (human)Potency40.07490.010039.53711,122.0200AID1469; AID1479
flap endonuclease 1Homo sapiens (human)Potency12.58930.133725.412989.1251AID588795
DNA polymerase iota isoform a (long)Homo sapiens (human)Potency10.00000.050127.073689.1251AID588590
nuclear receptor ROR-gamma isoform 1Mus musculus (house mouse)Potency22.74070.00798.23321,122.0200AID2546; AID2551
DNA polymerase kappa isoform 1Homo sapiens (human)Potency35.48130.031622.3146100.0000AID588579
histone acetyltransferase KAT2A isoform 1Homo sapiens (human)Potency12.58930.251215.843239.8107AID504327
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Reverse transcriptase/RNaseH Human immunodeficiency virus 1IC50 (µMol)2.03330.00011.076810.0000AID695926; AID695927; AID696084
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (7)

Assay IDTitleYearJournalArticle
AID695927Inhibition of HIV-1 reverse transcriptase using 0.05 ug/mL of Poly(rA).p(dT) (12 to 18) as substrate after 30 mins by single point PCR assay2012Bioorganic & medicinal chemistry letters, Jul-15, Volume: 22, Issue:14
Inhibition of therapeutically important polymerases with high affinity bis-intercalators.
AID695926Inhibition of HIV-1 reverse transcriptase using 25 ug/mL of Poly(rA).p(dT) (12 to 18) as substrate after 30 mins by single point PCR assay2012Bioorganic & medicinal chemistry letters, Jul-15, Volume: 22, Issue:14
Inhibition of therapeutically important polymerases with high affinity bis-intercalators.
AID696084Inhibition of HIV-1 reverse transcriptase using 0.5 ug/mL of Poly(rA).p(dT) (12 to 18) as substrate after 30 mins by single point PCR assay2012Bioorganic & medicinal chemistry letters, Jul-15, Volume: 22, Issue:14
Inhibition of therapeutically important polymerases with high affinity bis-intercalators.
AID695922Inhibition of telomerase2012Bioorganic & medicinal chemistry letters, Jul-15, Volume: 22, Issue:14
Inhibition of therapeutically important polymerases with high affinity bis-intercalators.
AID1802685DNA Helicase Assay from Article 10.1186/1471-2091-15-9: \\Plasmodium falciparum UvrD activities are downregulated by DNA-interacting compounds and its dsRNA inhibits malaria parasite growth.\\2014BMC biochemistry, Apr-03, Volume: 15Plasmodium falciparum UvrD activities are downregulated by DNA-interacting compounds and its dsRNA inhibits malaria parasite growth.
AID1802684DNA-Dependent ATPase Assay from Article 10.1186/1471-2091-15-9: \\Plasmodium falciparum UvrD activities are downregulated by DNA-interacting compounds and its dsRNA inhibits malaria parasite growth.\\2014BMC biochemistry, Apr-03, Volume: 15Plasmodium falciparum UvrD activities are downregulated by DNA-interacting compounds and its dsRNA inhibits malaria parasite growth.
AID1159607Screen for inhibitors of RMI FANCM (MM2) intereaction2016Journal of biomolecular screening, Jul, Volume: 21, Issue:6
A High-Throughput Screening Strategy to Identify Protein-Protein Interaction Inhibitors That Block the Fanconi Anemia DNA Repair Pathway.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (4,587)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901799 (39.22)18.7374
1990's909 (19.82)18.2507
2000's1105 (24.09)29.6817
2010's664 (14.48)24.3611
2020's110 (2.40)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 83.98

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be very strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index83.98 (24.57)
Research Supply Index8.48 (2.92)
Research Growth Index4.37 (4.65)
Search Engine Demand Index155.21 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (83.98)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials11 (0.23%)5.53%
Reviews74 (1.55%)6.00%
Case Studies10 (0.21%)4.05%
Observational0 (0.00%)0.25%
Other4,687 (98.01%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]