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Hepatic Bioactivation of 4-Vinylcyclohexene to Ovotoxic Epoxides

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Biological Reactive Intermediates IV

Part of the book series: Advances in Experimental Medicine and Biology ((AEMB,volume 283))

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Abstract

4-Vinylcyclohexene (VCH) is produced by a dimerization reaction of 1,3-butadiene (Rappaport and Fraser, 1976). The curing process of synthetic rubber production results in butadiene dimerization, discharge of VCH, and subsequent exposure of workers to VCH by inhalation (Rappaport and Fraser, 1977). Chronic exposure of humans to VCH may be of concern since a 2 yr bioassay indicated that VCH was carcinogenic to mice (Collins et al., 1987). Chronic gavage of female B6C3F1 mice caused the induction of rare ovarian tumors. These tumors were not observed in VCH-treated Fischer 344 rats (NTP, 1986). Studies in our laboratory have centered on determining the basis for the species difference in VCH-induced ovarian toxicity. Such studies have provided information which may aid in determining which species best predicts the response of humans exposed to VCH. In addition, clues have been obtained pertaining to the mechanism by which VCH produces ovarian injury.

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© 1991 Plenum Press, New York

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Smith, B.J., Mattison, D.R., Sipes, I.G. (1991). Hepatic Bioactivation of 4-Vinylcyclohexene to Ovotoxic Epoxides. In: Witmer, C.M., Snyder, R.R., Jollow, D.J., Kalf, G.F., Kocsis, J.J., Sipes, I.G. (eds) Biological Reactive Intermediates IV. Advances in Experimental Medicine and Biology, vol 283. Springer, Boston, MA. https://doi.org/10.1007/978-1-4684-5877-0_62

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  • DOI: https://doi.org/10.1007/978-1-4684-5877-0_62

  • Publisher Name: Springer, Boston, MA

  • Print ISBN: 978-1-4684-5879-4

  • Online ISBN: 978-1-4684-5877-0

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