期刊
CHEMICO-BIOLOGICAL INTERACTIONS
卷 142, 期 3, 页码 307-316出版社
ELSEVIER IRELAND LTD
DOI: 10.1016/S0009-2797(02)00141-2
关键词
polychlorinated biphenyl; benzoquinone; hydroquinone; DNA adducts; P-32-postlabeling
资金
- NIEHS NIH HHS [P42 ES 07380] Funding Source: Medline
Commercial polychlorinated biphenyls (PCBs) are complete carcinogens in rodents, however, their initiating (DNA damaging) activity has not been conclusively demonstrated. In the present study, we reacted synthetic 2-phenyl-1,4-benzoquinones (BQ) and 2-phenyl-1,4-hydroquinones (HQ) of 2-chloro-, 3-chloro-, 4-chloro-, 3,4-dichloro-, and 3,4,5-trichlorobiphenyls with calf thymus DNA and individual deoxynucleoside-3'-monophosphates for 4 It at 37 degreesC. Analysis of DNA adducts resulting from BQ and HQ derivatives of the test congeners by P-32-postlabeling showed essentially similar adduct patterns. However, the adduct pattern and reactivity differed with the congener used. Quantitatively, 2-chloro-BQ/HQ produced in the highest DNA adduct levels and 3,4,5-chloro-BQ/HQ was the least reactive. Chromatographic comparison of DNA and nucleotide adducts derived from 4-chloro-BQ revealed that cytosine, adenine, and thymidine in the DNA accounted for most of the DNA adducts. Interestingly, none of the adducts in DNA were guanine-derived, even though this mononucleotide was highly reactive. These results suggest that both BQ and HQ derivatives of PCBs are capable of covalently binding to DNA, and chromatographic similarity in adduct patterns resulting from these two metabolites suggest possible involvement of intermediary semiquinone radicals. Experiments are underway to determine their in vivo significance. (C) 2002 Elsevier Science B.V. All rights reserved.
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