Identification of the major metabolites and dna adducts formed from 2-nitropyrene in vitro

Ajit K. Roy, Pramod Upadhyaya, Peter P. Fu, Karam El-Bayoumy

Research output: Contribution to journalArticle

17 Citations (Scopus)

Abstract

In contrast to 1-nitropyrene (1-NP), which is the most abundant nitropolycyclic aromatic hydrocarbon in numerous environmental sources, 2-nitropyrene (2-NP) has been detected only in the ambient air and not in direct emissions. Thus, 2-NP can be used as an indicator for monitoring human exposure to nitropolynuclear aromatic hydrocarbons in ambient air. Therefore, it is essential to determine the possible metabolic pathways of 2-NP. The metabolism of 2-NP by rat liver 9000 g supernatant was investigated. Under aerobic conditions, ring oxidation to 6-hydroxy-2-nitropyrene and nitroreduction to 2-aminopyrene (2-AP) were observed. When incubations were carried out in an atmosphere of nitrogen, 2-AP was the only metabolite detected. These results are consistent with those observed with 1-NP. In vitro metabolic activation of 2-NP to DNA adducts catalyzed by xanthine oxidase was also examined. Two adducts were characterized as N-(deoxyguanosin-8-yl)-2-aminopyrene and N-(deoxyguanosin-8-yl)-2-aminopyrene. The presence of deoxyadenosine adduct, which is derived from the nitroreduction pathway, may contribute to the powerful direct-acting mutagenicity of 2-NP.

Original languageEnglish (US)
Pages (from-to)475-479
Number of pages5
JournalCarcinogenesis
Volume12
Issue number3
DOIs
StatePublished - Mar 1 1991

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1-nitropyrene
Aromatic Hydrocarbons
Air
DNA Adducts
Xanthine Oxidase
Metabolic Networks and Pathways
2-nitropyrene
In Vitro Techniques
Atmosphere
Nitrogen
Liver
N-(deoxyguanosin-8-yl)-2-aminopyrene

All Science Journal Classification (ASJC) codes

  • Cancer Research

Cite this

Roy, Ajit K. ; Upadhyaya, Pramod ; Fu, Peter P. ; El-Bayoumy, Karam. / Identification of the major metabolites and dna adducts formed from 2-nitropyrene in vitro. In: Carcinogenesis. 1991 ; Vol. 12, No. 3. pp. 475-479.
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Identification of the major metabolites and dna adducts formed from 2-nitropyrene in vitro. / Roy, Ajit K.; Upadhyaya, Pramod; Fu, Peter P.; El-Bayoumy, Karam.

In: Carcinogenesis, Vol. 12, No. 3, 01.03.1991, p. 475-479.

Research output: Contribution to journalArticle

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