Abstract
N-Nitroso compounds containing benzene, fluorene or fluorenone rings were synthesized. Photolysis of these compounds with 312-nm UV light provided the NO species, the presence of which was corroborated by use of an EPR method and of 2phenyl-4,4,5,5-tetramethylimidazolin-loxyl 3-oxide (PTIO) as a trapping agent. During irradiation of N-methylN-nitroso-9-fluorenone carboxamide (14c) in the absence of PTIO, it underwent decomposition followed by re-combination to give the heterocyclic nitric oxide radical 15. Incorporation of intercalating moieties endowed the Nnitroso compounds with DNA-cleaving ability through single-strand scission upon UV irradiation in a phosphate buffer (pH 5.0-8.0) under aerobic conditions.
| Original language | English |
|---|---|
| Pages (from-to) | 8742-8750 |
| Number of pages | 9 |
| Journal | Chemistry - A European Journal |
| Volume | 15 |
| Issue number | 35 |
| DOIs | |
| Publication status | Published - 2009 Sep 7 |
All Science Journal Classification (ASJC) codes
- Catalysis
- Organic Chemistry
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Hwu, J. R., Huang, J. J. T., Tsai, F. Y., Tsay, S. C., Hsu, M. H., Hwang, K. C., Horng, J. C., Ho, J. A. A., & Lin, C. C. (2009). Photochemical activities of n-nitroso carboxamides and sulfoximides and their application to DNA cleavage. Chemistry - A European Journal, 15(35), 8742-8750. https://doi.org/10.1002/chem.200802571