Synthesis of 3-nitrobenzo[a]pyrene bay-region trans-7,8-diol anti-9,10-epoxide and the corresponding N2-deoxyguanosine adduct
| Autor: | L. S. Von Tungeln, Yu-Sun Wu, Peter P. Fu, Jeng-Shiow Lai, M. P. Chiarelli, Frederick E. Evans |
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| Rok vydání: | 1993 |
| Předmět: |
Magnetic Resonance Spectroscopy
Chemistry Stereochemistry Metabolite Diol 7 8-Dihydro-7 8-dihydroxybenzo(a)pyrene 9 10-oxide Epoxide Deoxyguanosine General Medicine DNA Toxicology Mass Spectrometry Adduct chemistry.chemical_compound DNA adduct polycyclic compounds Pyrene Carcinogen Chromatography High Pressure Liquid Mutagens |
| Zdroj: | Chemical research in toxicology. 6(5) |
| ISSN: | 0893-228X |
| Popis: | 3-Nitrobenzo [a] pyrene (3-nitro-BaP) is a potent mutagenic environmental contaminant, and its biological activities have been intensively studied. It is significant to prepare its reactive metabolites and the corresponding modified DNA adducts for biological studies. The synthesis of its oxidized prorimate metabolite trans-7,8-dihydroxy-7,8-dihydro-3-nitrobenzo[a]pyrene (3-nitro-BaP-trans-7,8-dihydrodiol, 1), its oxidized ultimate metabolite trans-7,8-dihydroxy-anti-9,10-epoxy-7,8,9,10-tetrahydro-3-nitrobenzo[a]pyrene (3-nitro-BaP-DE, 2), and the corresponding DNA adduct 10-(deoxyguanosin-N 2 -yl)-7,8,9-trihydroxy-7,8,9,10-tetrahydro-3-nitrobenzo [a] pyrene is described |
| Databáze: | OpenAIRE |
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