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The strong hepatocarcinogenicity of the electrophilic and mutagenic metabolite 6-sulfooxymethylbenzo[α]pyrene and its formation of benzylic dna adducts in the livers of infant male B6C3F1 mice

Cited 54 time in Web of Science Cited 52 time in Scopus
Authors
Surh, Young-Joon; Liem, Amy; Miller, Elizabeth C.; Miller, James A.
Issue Date
1990-10
Citation
Biochemical and Biophysical Research Communications, Vol.172 No.1, pp.85-91
Abstract
6-Hydroxymethylbenzo[α]pyrene was activated to an electrophilic and mutagenic sulfuric acid ester metabolite by rat and mouse liver sulfotransferase activity. The intrinsic mutagenicity of this reactive ester, 6-sulfooxymethylbenzo[α]pyrene, was inhibited by glutathione and glutathione S-transferase. A single i.p. dose of 2.5 nmol/g body wt of 6-sulfooxymethylbenzo[α]pyrene in infant male B6C3F1 mice induced liver tumors in 35 of 36 mice at 10 months with an average multiplicity of 4.4. A comparable dose of the parent hydrocarbon, 6-hydroxymethylbenzo[α]pyrene, was only a tenth as active. The electrophilic sulfuric acid ester produced high levels of benzylic DNA adducts in the livers of these mice that accounted for about 80% of the total DNA adducts. These results strongly suggest that this sulfuric acid ester is an important ultimate electrophilic and carcinogenic metabolite in carcinogenesis by 6-hydroxymethylbenzo[α]pyrene and possibly even by 6-methylbenzo[α]pyrene and benzo[α]pyrene in mouse liver. © 1990 Academic Press, Inc.
ISSN
0006-291X
URI
https://hdl.handle.net/10371/172690
DOI
https://doi.org/10.1016/S0006-291X(05)80176-7
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Graduate School of Convergence Science and Technology (융합과학기술대학원)Dept. of Molecular and Biopharmaceutical Sciences (분자의학 및 바이오제약학과)Journal Papers (저널논문_분자의학 및 바이오제약학과)
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