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http://hdl.handle.net/11375/27672
Title: | The Synthesis and Characterization of Some N-Hydroxyaminopyrenes |
Other Titles: | N-Hydroxyaminopyrenes |
Authors: | Mills, William James |
Advisor: | McCarry, B. E. |
Department: | Chemistry |
Keywords: | N-Hydroxyaminopyrenes, synthesis, nitropyrene, nitro-PAH, dinitropyrenes |
Publication Date: | Oct-1990 |
Abstract: | Nitrated polycyclic aromatic hydrocarbons (nitro-PAH) are environmental contaminants that have been identified in extracts of particulates obtained from automobile exhaust, diesel exhaust, and power plant emissions. One of the most abundant nitro-PAH, 1-nitropyrene, has been found to be a powerful bacterial mutagen and a carcinogen in animal tests. In a bacterial strain (Salmonella tvphimurium TA98) 1- nitropyrene undergoes reduction and concomitant covalent binding to DNA, presumably via the N-hydroxy-l-aminopyrene. This labile compound was prepared by the ascorbic acid reduction of 1-nitrosopyrene and was characterized by high performance liquid chromatography (HPLC), combined liquid chromatography-mass spectrometry (LC-MS), ultraviolet-visible (UV-VIS), fluorescence and nuclear magnetic resonance (NMR) spectroscopy (1H and 15N) . In addition the pH stability and some reactions of this compound were studied. The 1,6- and 1,8-hydroxylaminonitropyrenes derived from the very potent mutagens 1,6- and 1,8 dinitropyrene were also synthesized and characterized by high performance liquid chromatography, ultraviolet-visible and nuclear magnetic resonance spectroscopy (1H and 15N) . |
URI: | http://hdl.handle.net/11375/27672 |
Appears in Collections: | Digitized Open Access Dissertations and Theses |
Files in This Item:
File | Description | Size | Format | |
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Mills_William_J_1990Oct_Masters.pdf | 3.6 MB | Adobe PDF | View/Open |
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