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Bromobenzene-Induced Liver Necrosis. Protective Role of Glutathione and Evidence for 3,4-Bromobenzene Oxide as the Hepatotoxic Metabolite
Abstract
This laboratory has previously postulated that bromobenzene-induced hepatic necrosis results from the formation of a reactive metabolite that arylates vital cellular macromolecules. Accordingly, the severity of liver necrosis has been compared with the formation of metabolites of bromobenzene and with covalent binding of metabolites in vivo and in vitro after various pretreatment regimens that alter hepatotoxicity. These data provide direct kinetic evidence that 3,4-bromobenzene oxide is the reactive hepatotoxic metabolite. The studies also demonstrate that the hepatotoxic metabolite is preferentially conjugated (detoxified) with glutathione, thereby depleting glutathione from the liver. Liver necrosis and arylation of cellular macromolecules occur only when glutathione is no longer available. Thus, a dose threshold exists for bromobenzene-induced hepatic necrosis.
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Citations
Cited by
(1979) · Advances in Cancer Research · doi:10.1016/s0065-230x(08)60848-9 · Cited by 1,163
Andrade, R. J., Chalasani, N., Björnsson, E. S., Suzuki, A., Kullak-Ublick, G. A., Watkins, P. B., Devarbhavi, H., Merz, M., Lucena, M. I., Kaplowitz, N., et al. (2019) · Nature Reviews Disease Primers · doi:10.1038/s41572-019-0105-0 · Cited by 924
Shih, P.-H., Yeh, C.-T., & Yen, G.-C. (2007) · Journal of Agricultural and Food Chemistry · doi:10.1021/jf071933i · Cited by 334
Pandey, S., Parvez, S., Ansari, R. A., Ali, M., Kaur, M., Hayat, F., Ahmad, F., & Raisuddin, S. (2008) · Chemico-Biological Interactions · doi:10.1016/j.cbi.2008.05.014 · Cited by 281
Metabolic Activation of Drugs to Toxic Substances
Mitchell, J. R., & Jollows, D. J. (1975) · Gastroenterology · doi:10.1016/s0016-5085(75)80025-4 · Cited by 277
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Metadata
- Authors
- Jollow, D. J., Mitchell, J. R., Zampaglione, N., & Gillette, J. R.
- Venue
- Pharmacology
- Publisher
- S. Karger AG
- Published
- 2008-05-28
- Volume
- 11
- Issue
- 3
- Pages
- 151-169
- ISSN
- 0031-7012 (ISSN-L)
- 1423-0313
- OpenAlex
- W2073092594
- Cited by
- 3,285
- References
- 0
- FWCI
- 89.10
- Type
- journal article
- Language
- en
- Open access
- closed
- Licence
- karger.com/pages/terms-and-conditions (vor)
- karger.com/pages/terms-and-conditions (tdm)
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- CoChat. (2026). Citation check: Bromobenzene-Induced Liver Necrosis. Protective Role of Glutathione and Evidence for 3,4-Bromobenzene Oxide as the Hepatotoxic Metabolite. https://app.cochat.ai/papers/10.1159/000136485
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- Jollow, D. J., Mitchell, J. R., Zampaglione, N., & Gillette, J. R. (2008). Bromobenzene-Induced Liver Necrosis. Protective Role of Glutathione and Evidence for 3,4-Bromobenzene Oxide as the Hepatotoxic Metabolite. Pharmacology. https://doi.org/10.1159/000136485
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