About: Carcinogenic 3-nitrobenzanthrone but not 2-nitrobenzanthrone is metabolised to an unusual mercapturic acid in rat

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About: Carcinogenic 3-nitrobenzanthrone but not 2-nitrobenzanthrone is metabolised to an unusual mercapturic acid in rat Goto Sponge NotDistinct Permalink

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
Description	3-Nitrobenzanthrone (3-NBA) is an extremely potent mutagen and suspect human carcinogen found in diesel exhaust. Its isomer 2-nitrobenzanthrone (2-NBA) has also been found in ambient air. These isomers differ in mutagenicity in Salmonella by 2 - 3 orders of magnitude. To identify their urinary metabolites and also to assess the assumed differences in their excretion, rats were dosed orally with 2 mg/kg b.w. of either 2-NBA or 3-NBA. Both LC-ESI-MS and GC-MS confirmed formation of the corresponding aminobenzanthrones (ABA). A novel mercapturic acid metabolite of 3-NBA was identified in urine by LC-ESI-MS as N-acetyl-S-(3-aminobenzanthron-2-yl)cysteine (3-ABA-MA) by comparison with the authentic standard. Its excretion amounted to 0.49 +/- 0.15 and 0.02 +/- 0.01 % of dose within the first and second day after dosing, respectively. In contrast, no mercapturic acid was detected in the urine of rats dosed with 2-NBA. 3-Nitrobenzanthrone (3-NBA) is an extremely potent mutagen and suspect human carcinogen found in diesel exhaust. Its isomer 2-nitrobenzanthrone (2-NBA) has also been found in ambient air. These isomers differ in mutagenicity in Salmonella by 2 - 3 orders of magnitude. To identify their urinary metabolites and also to assess the assumed differences in their excretion, rats were dosed orally with 2 mg/kg b.w. of either 2-NBA or 3-NBA. Both LC-ESI-MS and GC-MS confirmed formation of the corresponding aminobenzanthrones (ABA). A novel mercapturic acid metabolite of 3-NBA was identified in urine by LC-ESI-MS as N-acetyl-S-(3-aminobenzanthron-2-yl)cysteine (3-ABA-MA) by comparison with the authentic standard. Its excretion amounted to 0.49 +/- 0.15 and 0.02 +/- 0.01 % of dose within the first and second day after dosing, respectively. In contrast, no mercapturic acid was detected in the urine of rats dosed with 2-NBA. (en)
Title	Carcinogenic 3-nitrobenzanthrone but not 2-nitrobenzanthrone is metabolised to an unusual mercapturic acid in rat Carcinogenic 3-nitrobenzanthrone but not 2-nitrobenzanthrone is metabolised to an unusual mercapturic acid in rat (en)
skos:prefLabel	Carcinogenic 3-nitrobenzanthrone but not 2-nitrobenzanthrone is metabolised to an unusual mercapturic acid in rat Carcinogenic 3-nitrobenzanthrone but not 2-nitrobenzanthrone is metabolised to an unusual mercapturic acid in rat (en)
skos:notation	RIV/60461373:22310/12:43891654!RIV13-MSM-22310___
http://linked.open...avai/predkladatel	Fakulta chemické technologie
http://linked.open...avai/riv/aktivita	P Z
http://linked.open...avai/riv/aktivity	P(2B08051), Z(MSM6046137301)
http://linked.open...iv/cisloPeriodika	1-2
http://linked.open...vai/riv/dodaniDat	2013
http://linked.open...aciTvurceVysledku	Linhart, Igor Himl, Michal
http://linked.open.../riv/druhVysledku	J - Článek v odborném periodiku
http://linked.open...iv/duvernostUdaju	S - Úplné a pravdivé údaje nepodléhající ochraně podle zvláštních právních předpisů
http://linked.open...titaPredkladatele	Vysoká škola chemicko-technologická v Praze / Fakulta chemické technologie
http://linked.open...dnocenehoVysledku	125988
http://linked.open...ai/riv/idVysledku	RIV/60461373:22310/12:43891654
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	mercapturic acid.; urinary metabolites; biotransformation; environmental carcinogens; Nitrobenzanthrones (en)
http://linked.open.../riv/klicoveSlovo	Nitrobenzanthrones environmental carcinogens mercapturic acid. urinary metabolites biotransformation
http://linked.open...odStatuVydavatele	IE - Irsko
http://linked.open...ontrolniKodProRIV	[4D7770089027]
http://linked.open...i/riv/nazevZdroje	Toxicology Letters
http://linked.open...in/vavai/riv/obor	CB
http://linked.open...ichTvurcuVysledku	2 (xsd:int)
http://linked.open...cetTvurcuVysledku	6 (xsd:int)
http://linked.open...vavai/riv/projekt	New Strategy for Biological Monitoring of Exposure to Mutagens and Carcinogens
http://linked.open...UplatneniVysledku	2012
http://linked.open...v/svazekPeriodika	208
http://linked.open...iv/tvurceVysledku	Frantík, Emil Linhart, Igor Mráz, Jaroslav Himl, Michal Hanzlíková, Iveta Šilhánková, Alexandra
http://linked.open...ain/vavai/riv/wos	000301018100006
http://linked.open...n/vavai/riv/zamer	Catalytic processes in chemistry and chemical technology
issn	0378-4274
number of pages	7 (xsd:int)
http://bibframe.org/vocab/doi	10.1016/j.toxlet.2011.11.017
http://localhost/t...ganizacniJednotka	22310
is http://linked.open...avai/riv/vysledek of	Carcinogenic 3-nitrobenzanthrone but not 2-nitrobenzanthrone is metabolised to an unusual mercapturic acid in rat

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