This HTML5 document contains 56 embedded RDF statements represented using HTML+Microdata notation.

The embedded RDF content will be recognized by any processor of HTML5 Microdata.

Namespace Prefixes

PrefixIRI
dctermshttp://purl.org/dc/terms/
n11http://localhost/temp/predkladatel/
n18http://linked.opendata.cz/resource/domain/vavai/riv/tvurce/
n8http://linked.opendata.cz/resource/domain/vavai/projekt/
n20http://linked.opendata.cz/resource/domain/vavai/subjekt/
n19http://linked.opendata.cz/ontology/domain/vavai/
n10http://linked.opendata.cz/resource/domain/vavai/zamer/
shttp://schema.org/
skoshttp://www.w3.org/2004/02/skos/core#
n3http://linked.opendata.cz/ontology/domain/vavai/riv/
n13http://linked.opendata.cz/resource/domain/vavai/vysledek/RIV%2F00216208%3A11310%2F11%3A10107353%21RIV12-GA0-11310___/
n17http://bibframe.org/vocab/
n2http://linked.opendata.cz/resource/domain/vavai/vysledek/
rdfhttp://www.w3.org/1999/02/22-rdf-syntax-ns#
n6http://linked.opendata.cz/ontology/domain/vavai/riv/klicoveSlovo/
n21http://linked.opendata.cz/ontology/domain/vavai/riv/duvernostUdaju/
xsdhhttp://www.w3.org/2001/XMLSchema#
n16http://linked.opendata.cz/ontology/domain/vavai/riv/jazykVysledku/
n4http://linked.opendata.cz/ontology/domain/vavai/riv/aktivita/
n15http://linked.opendata.cz/ontology/domain/vavai/riv/druhVysledku/
n14http://linked.opendata.cz/ontology/domain/vavai/riv/obor/
n9http://reference.data.gov.uk/id/gregorian-year/

Statements

Subject Item
n2:RIV%2F00216208%3A11310%2F11%3A10107353%21RIV12-GA0-11310___
rdf:type
skos:Concept n19:Vysledek
dcterms:description
N-(2-Methoxyphenyl)hydroxylamine is a component in the human metabolism of two industrial and environmental pollutants and bladder carcinogens, viz. 2-methoxyaniline (o-anisidine) and 2-methoxynitrobenzene (o-nitroanisole), and it is responsible for their genotoxicity. Besides its capability to form three deoxyguanosine adducts in DNA. N-(2-methoxyphenyl)-hydroxylamine is also further metabolized by hepatic microsomal enzymes. To investigate its metabolism by human hepatic microsomes and to identify the major microsomal enzymes involved in this process are the aims of this study. N-(2-Methoxyphenyl)hydroxylamine is metabolized by human hepatic microsomes predominantly to o-anisidine, one of the parent carcinogens from which N-(2-methoxyphenyl)hydroxylamine is formed, while o-aminophenol and two N-(2-methoxyphenyl)hydroxylamine metabolites, whose exact structures have not been identified as yet, are minor products. Selective inhibitors of microsomal CYPs. NADPH:CYP reductase and NADH:cytochrome-b(5) reductase were used to characterize human liver microsomal enzymes reducing N-(2-methoxyphenyl)hydroxylamine to o-anisidine. Based on these studies, we attribute the main activity for this metabolic step in human liver to CYP3A4, 2E1 and 2C (more than 90%). The enzymes CYP2D6 and 2A6 also partake in this N-(2-methoxyphenyl)hydroxylamine metabolism in human liver, but only to similar to 6%. Among the human recombinant CYP enzymes tested in this study. human CYP2E1, followed by CYP3A4, 1A2, 2B6 and 2D6, were the most efficient enzymes metabolizing N-(2-methoxyphenyl)hydroxylamine to o-anisidine. The results found in this study indicate that genotoxicity of N-(2-methoxyphenyl)hydroxylamine is dictated by its spontaneous decomposition to nitrenium/carbenium ions generating DNA adducts, and by its susceptibility to metabolism by CYP enzymes. (C) 2011 Elsevier B.V. All rights reserved. N-(2-Methoxyphenyl)hydroxylamine is a component in the human metabolism of two industrial and environmental pollutants and bladder carcinogens, viz. 2-methoxyaniline (o-anisidine) and 2-methoxynitrobenzene (o-nitroanisole), and it is responsible for their genotoxicity. Besides its capability to form three deoxyguanosine adducts in DNA. N-(2-methoxyphenyl)-hydroxylamine is also further metabolized by hepatic microsomal enzymes. To investigate its metabolism by human hepatic microsomes and to identify the major microsomal enzymes involved in this process are the aims of this study. N-(2-Methoxyphenyl)hydroxylamine is metabolized by human hepatic microsomes predominantly to o-anisidine, one of the parent carcinogens from which N-(2-methoxyphenyl)hydroxylamine is formed, while o-aminophenol and two N-(2-methoxyphenyl)hydroxylamine metabolites, whose exact structures have not been identified as yet, are minor products. Selective inhibitors of microsomal CYPs. NADPH:CYP reductase and NADH:cytochrome-b(5) reductase were used to characterize human liver microsomal enzymes reducing N-(2-methoxyphenyl)hydroxylamine to o-anisidine. Based on these studies, we attribute the main activity for this metabolic step in human liver to CYP3A4, 2E1 and 2C (more than 90%). The enzymes CYP2D6 and 2A6 also partake in this N-(2-methoxyphenyl)hydroxylamine metabolism in human liver, but only to similar to 6%. Among the human recombinant CYP enzymes tested in this study. human CYP2E1, followed by CYP3A4, 1A2, 2B6 and 2D6, were the most efficient enzymes metabolizing N-(2-methoxyphenyl)hydroxylamine to o-anisidine. The results found in this study indicate that genotoxicity of N-(2-methoxyphenyl)hydroxylamine is dictated by its spontaneous decomposition to nitrenium/carbenium ions generating DNA adducts, and by its susceptibility to metabolism by CYP enzymes. (C) 2011 Elsevier B.V. All rights reserved.
dcterms:title
Human cytochrome-P450 enzymes metabolize N-(2-methoxyphenyl)hydroxylamine, a metabolite of the carcinogens o-anisidine and o-nitroanisole, thereby dictating its genotoxicity Human cytochrome-P450 enzymes metabolize N-(2-methoxyphenyl)hydroxylamine, a metabolite of the carcinogens o-anisidine and o-nitroanisole, thereby dictating its genotoxicity
skos:prefLabel
Human cytochrome-P450 enzymes metabolize N-(2-methoxyphenyl)hydroxylamine, a metabolite of the carcinogens o-anisidine and o-nitroanisole, thereby dictating its genotoxicity Human cytochrome-P450 enzymes metabolize N-(2-methoxyphenyl)hydroxylamine, a metabolite of the carcinogens o-anisidine and o-nitroanisole, thereby dictating its genotoxicity
skos:notation
RIV/00216208:11310/11:10107353!RIV12-GA0-11310___
n19:predkladatel
n20:orjk%3A11310
n3:aktivita
n4:Z n4:P
n3:aktivity
P(1M0505), P(GA303/09/0472), Z(MSM0021620808)
n3:cisloPeriodika
2
n3:dodaniDat
n9:2012
n3:domaciTvurceVysledku
n18:4655036 n18:9806008 n18:8486573
n3:druhVysledku
n15:J
n3:duvernostUdaju
n21:S
n3:entitaPredkladatele
n13:predkladatel
n3:idSjednocenehoVysledku
202959
n3:idVysledku
RIV/00216208:11310/11:10107353
n3:jazykVysledku
n16:eng
n3:klicovaSlova
rat; sudan-i; in-vitro; free-radicals; liver-microsomes; hemoglobin adducts; 2-nitroanisole carcinogenicity; environmental-pollutant; aromatic-amines; Dna adduct formation
n3:klicoveSlovo
n6:free-radicals n6:hemoglobin%20adducts n6:rat n6:liver-microsomes n6:Dna%20adduct%20formation n6:aromatic-amines n6:2-nitroanisole%20carcinogenicity n6:environmental-pollutant n6:sudan-i n6:in-vitro
n3:kodStatuVydavatele
NL - Nizozemsko
n3:kontrolniKodProRIV
[D7ACFB508B96]
n3:nazevZdroje
Mutation Research - Genetic Toxicology and Environmental Mutagenesis
n3:obor
n14:CE
n3:pocetDomacichTvurcuVysledku
3
n3:pocetTvurcuVysledku
5
n3:projekt
n8:GA303%2F09%2F0472 n8:1M0505
n3:rokUplatneniVysledku
n9:2011
n3:svazekPeriodika
726
n3:tvurceVysledku
Schmeiser, Heinz H. Naiman, Karel Martínková, Markéta Stiborová, Marie Frei, Eva
n3:wos
000298204900012
n3:zamer
n10:MSM0021620808
s:issn
1383-5718
s:numberOfPages
9
n17:doi
10.1016/j.mrgentox.2011.09.010
n11:organizacniJednotka
11310