Ab initio research on DNA base alkylation by the β-position metabolite of methylethylnitrosamine

Chinese Science Bulletin

Volumn 49, Issue 14, 2004, Pages 1450-1452

  Zhao, Lijiao ^a   Zhong, Rugang ^a   Yuan, Xiaolong ^a   Cui, Yasong ^a   Dai, Qianhuan ^a  

^a BEIJING UNIVERSITY OF TECHNOLOGY   (China)

Author keywords

ab initio; Anchimeric assistance; Carcinogenesis; Nitrosamine

Indexed keywords

EID: 33749666863     PISSN: 10016538     EISSN: 18619541     Source Type: Journal    
DOI: 10.1360/03wb0185     Document Type: Article

References (10)

1. Magee, P. N., Barnes, J. M., The production of malignant primary hepatic tumors in the rat by feeding dimethylnitrosamine, Brit. J. Cancer, 1956, 10: 114-122.
2. Dai Qianhuan, Zhong Rugang, Quantitative pattern recognition for structure-carcinogenic activity relationship of N-nitroso compounds based upon di-region theory, Science in China, Series B, 1989, 32(7): 776-790.
3. Kroeger-Koepke, M. B., Koepke, S. R., Hernandez, L. et al., Activation of a β-hydroxyalkynitrosamine to alkylating agents: evidence for the involvement of a sulfotransferase, Cancer Research, 1992, 52: 3300-3305.
4. 6- hydroxyethyldeoxyguanosine adducts, Chem. Res. Toxicol., 2002, 15: 470-482.
5. Michejda, C. J., Koepke, S. R., Kroeger-Koepke, M. B. et al., Activation of a β-hydroxyalkynitrosamine evidence for involvement of a sulfotransferase, in Nitrosamines and Related N-Nitroso Compounds (eds. Loeppky, R. N., Michejda, C. J.), Washington DC: American Chemical Society, 1994, 195-210.
6. Loeppky, R. N., Erb, E., Srinivasan, A. et al., Chemistry of putative intermediates in bioactivation of β-oxidized nitrosamines, in Nitrosamines and Related N-Nitroso Compounds (eds. Loeppky, R. N., Michejda, C. J.), Washington DC: American Chemical Society, 1994, 334-336.
7. Michejda, C. J., Koepke, S. R., Powerful anchimeric effect of the N-nitroso group, J. Am. Chem. Soc., 1978, 100: 1959-1960.
8. Kroeger-Koepke, M. B., Schmiedekamp, A. M., Michejda, C. J., Theoretical investigation of reaction pathways of 3-methy-loxadiazolinium ion and 1,2,3-oxadiazoline: Correlation with experimental findings, J. Org. Chem., 1994, 59: 3301-3306.
9. Loeppky, R. N., Yu, L., Gu, F. et al., DNA guanine adducts from 3-methyl-1,2,3-oxadiazolinium ions, J. Am. Chem. Soc., 1996, 118: 10995-11005.
10. Cloutier, J. F., Drouin, R., Weinfeld, M. et al., Characterization and mapping of DNA damage induced by reactive metabolites of 4-(methylnitrosamino)- 1-(3-pyridyl)-1-butanone (NNK) at nucleotide resolution in human genomic DNA, J. Mol. Boil., 2001, 133: 539-557.