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| Description
| - Benzetheno adducts derived from p-benzoquinone (p-BQ), a reactive metabolite of benzene, were reported to be formed by reaction of p-BQ with DNA in vitro but have never been detected either in vivo or in experiments with living cells. Two of them, 3-hydroxy-1-N4-benzetheno-2?-deoxycytidine (DCBQ) and 7-hydroxy-1,N2-benzetheno-2?-deoxyguanosine (DGBQ) were administered to rats by single ip injections at the doses of 2 mg/kg each. The excretion of unchanged compounds DCBQ, DGBQ within 2 days amounted to 8.2 ? 1.9 and 4.5 ? 1.2 % (mean ? SE) of the dose, respectively. Additionally, deribosylated metabolites of DCGQ and DGBQ, 8-hydroxy-1-N4-benzetheno-2?-deoxycytosine (CBQ) and 3-hydroxy-1,N2-benzenethenoguanine (GBQ), were found amounting to 45.7 ? 10.2 and 2.9 ? 2.1 % of the dose, respectively. An additional portion of CBQ and GBQ was liberated from their corresponding conjugates by acidic hydrolysis. So, total recoveries of CBQ and GBQ in urine were 82.1 ? 13.5 and 11.6 ? 5.1 % of the dose. To identify conjugated metabolites, DCBQ and DGBQ were administered intraperitoneally at the doses 10.5 and 11.0 mg/kg, respectively, to one animal each. Glucuronides of DCBQ, DGBQ and GBQ as well as sulfates of DGBQ, CBQ and GBQ were identified by ESI-LC-MS according to (M ? H)? ions and their fragmentation. In addition, two oxygenated metabolites and their corresponding conjugates were detected for DGBQ and GBQ. One of these metabolites was identified as 2,7-dihydroxy-1,N2-benzethenoguanine OGBQ1. It co-eluted with the product obtained by the reaction of HQ and p-BQ mixture with 8-hydroxy-2?-deoxyguanosine followed by acid hydrolysis. These findings suggest that both DCBQ and DGBQ undergo extensive biotransformation in vivo. CBQ appears to be the only p-BQ derived DNA adduct, which can be efficiently recovered from its conjugates and might be therefore useful in molecular dosimetry of benzene.
- Benzetheno adducts derived from p-benzoquinone (p-BQ), a reactive metabolite of benzene, were reported to be formed by reaction of p-BQ with DNA in vitro but have never been detected either in vivo or in experiments with living cells. Two of them, 3-hydroxy-1-N4-benzetheno-2?-deoxycytidine (DCBQ) and 7-hydroxy-1,N2-benzetheno-2?-deoxyguanosine (DGBQ) were administered to rats by single ip injections at the doses of 2 mg/kg each. The excretion of unchanged compounds DCBQ, DGBQ within 2 days amounted to 8.2 ? 1.9 and 4.5 ? 1.2 % (mean ? SE) of the dose, respectively. Additionally, deribosylated metabolites of DCGQ and DGBQ, 8-hydroxy-1-N4-benzetheno-2?-deoxycytosine (CBQ) and 3-hydroxy-1,N2-benzenethenoguanine (GBQ), were found amounting to 45.7 ? 10.2 and 2.9 ? 2.1 % of the dose, respectively. An additional portion of CBQ and GBQ was liberated from their corresponding conjugates by acidic hydrolysis. So, total recoveries of CBQ and GBQ in urine were 82.1 ? 13.5 and 11.6 ? 5.1 % of the dose. To identify conjugated metabolites, DCBQ and DGBQ were administered intraperitoneally at the doses 10.5 and 11.0 mg/kg, respectively, to one animal each. Glucuronides of DCBQ, DGBQ and GBQ as well as sulfates of DGBQ, CBQ and GBQ were identified by ESI-LC-MS according to (M ? H)? ions and their fragmentation. In addition, two oxygenated metabolites and their corresponding conjugates were detected for DGBQ and GBQ. One of these metabolites was identified as 2,7-dihydroxy-1,N2-benzethenoguanine OGBQ1. It co-eluted with the product obtained by the reaction of HQ and p-BQ mixture with 8-hydroxy-2?-deoxyguanosine followed by acid hydrolysis. These findings suggest that both DCBQ and DGBQ undergo extensive biotransformation in vivo. CBQ appears to be the only p-BQ derived DNA adduct, which can be efficiently recovered from its conjugates and might be therefore useful in molecular dosimetry of benzene. (en)
|
| Title
| - DNA Adducts Formed from p-Benzoquinone, an Electrophilic Metabolite of Benzene, are Extensively Metabolized in vivo
- DNA Adducts Formed from p-Benzoquinone, an Electrophilic Metabolite of Benzene, are Extensively Metabolized in vivo (en)
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| skos:prefLabel
| - DNA Adducts Formed from p-Benzoquinone, an Electrophilic Metabolite of Benzene, are Extensively Metabolized in vivo
- DNA Adducts Formed from p-Benzoquinone, an Electrophilic Metabolite of Benzene, are Extensively Metabolized in vivo (en)
|
| skos:notation
| - RIV/60461373:22310/11:43885710!RIV12-MSM-22310___
|
| http://linked.open...avai/predkladatel
| |
| http://linked.open...avai/riv/aktivita
| |
| http://linked.open...avai/riv/aktivity
| - P(2B08051), S, Z(MSM6046137301)
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| http://linked.open...iv/cisloPeriodika
| |
| http://linked.open...vai/riv/dodaniDat
| |
| http://linked.open...aciTvurceVysledku
| |
| http://linked.open.../riv/druhVysledku
| |
| http://linked.open...iv/duvernostUdaju
| |
| http://linked.open...titaPredkladatele
| |
| http://linked.open...dnocenehoVysledku
| |
| http://linked.open...ai/riv/idVysledku
| - RIV/60461373:22310/11:43885710
|
| http://linked.open...riv/jazykVysledku
| |
| http://linked.open.../riv/klicovaSlova
| - p-Benzoquinone; Benzene; Metabolism; DNA adducts (en)
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| http://linked.open.../riv/klicoveSlovo
| |
| http://linked.open...odStatuVydavatele
| - US - Spojené státy americké
|
| http://linked.open...ontrolniKodProRIV
| |
| http://linked.open...i/riv/nazevZdroje
| - Chemical Research in Toxicology
|
| http://linked.open...in/vavai/riv/obor
| |
| http://linked.open...ichTvurcuVysledku
| |
| http://linked.open...cetTvurcuVysledku
| |
| http://linked.open...vavai/riv/projekt
| |
| http://linked.open...UplatneniVysledku
| |
| http://linked.open...v/svazekPeriodika
| |
| http://linked.open...iv/tvurceVysledku
| - Mikeš, Petr
- Frantík, Emil
- Linhart, Igor
- Mráz, Jaroslav
|
| http://linked.open...ain/vavai/riv/wos
| |
| http://linked.open...n/vavai/riv/zamer
| |
| issn
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| number of pages
| |
| http://bibframe.org/vocab/doi
| |
| http://localhost/t...ganizacniJednotka
| |
| is http://linked.open...avai/riv/vysledek
of | |
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