Abstract
Benzene, a ubiquitous compound in our petrochemical society, has been shown to cause hematoxicity and leukemia in both animals and humans. Current evidence strongly suggests that a metabolite(s) of benzene mediates its toxicity (Snyder et al., 1981). The closed-ring metabolites on the main path of benzene metabolism, e.g. phenol, catechol and hydroquinone, have been studied by many investigators, and though there have been many promising leads, the origin and identification of the toxic metabolite(s) remain uncertain
This is a preview of subscription content, log in via an institution to check access.
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
Preview
Unable to display preview. Download preview PDF.
Similar content being viewed by others
References
Brodie, B.B., Axelrod, J., Shore, P.A., Odenfriend, S., 1954, Ascorbic acid in aromatic hydroxylation. II. Products formed by reaction of substrates with ascorbic acid, ferrous ion, and oxygen. J. Biol Chem. 208: 731.
Cohen, G, Ofodile S., 1983, Activation of molecular oxygen during a Fenton reaction: A study with 18O2 in ‘Oxy Radicals and Their Scavenger System, Vol. 1.“, G. Cohen and R.A. Greenwald ed., Elsevier Biomedical, N. Y.
Daniels, M., Scholes, G, Weiss,J., 1956, Chemical action of ionizing radiation in solution, part XV. Effect of molecular oxygen in the irradiation of aqueous benzene solutions with X-rays. J. Chem. Soc., 832.
Gad-El Karim, M.M., Ramanujum, S., Legator, M.S., 1985, trans, trans-Muconic acid, an open-chain urinary metabolite of benzene in mice. Quantification by high pressure liquid chromatography. Xenobiotica, 15: 211.
Goldstein, B.D. Witz, G, Javid, J., Amoruso, M., Rossman, T., Wolder, R, 1982, Muconaldehyde, a potential toxic intermediate of benzene metabolism in “Biologically Reactive Intermediates I I, Part A.” Snyder, Parke, Kocsis, Gibson, Jollow and Witmer, eds., Plenum Publ. Corp., N.Y.
Gutteridge, J. M. C, Wilkins, S, 1982, Copper-dependent hydroxyl radical damage to ascorbic acid. FEBS Lett. 137: 327.
Johansson, I., Ingelman-Sundberg, M., 1983, Hydroxyl radical-mediated, cytochrome P-450-dependent metabolic activation of benzene in microsomes and reconstituted enzyme systems from rabbit liver. J. Biol. Chem 258: 7311.
Latriano, L. Duncan, S.B.T. Hartwick, L, Witz, G, 1985, Determination of muconaldehyde, a potential metabolite of benzene, by high pressure liquid chromatography. Toxicologist 5: 359.
Parkes, D.V., Williams, R.T., 1953, Studies in detoxification 49. The metabolism of benzene 14C1-benzene. Biochem. J. 54: 231.
Schauenstein, F., Esterbauer, H., Zollner, R, (1972) in: “Aldehydes in Biological System a Their Natural Occurrence and Biological Activities. ” Methuen, Inc. New York, pg. 25–102.
Snyder, R., Kocsis, J. J., Witmer, C. M., 1 981, The biochemical toxicology of benzene. in: “Reviews in Biochemical Toxicology Volume 3.” Hodgson, Bend, Philpot, eds. Elsevier/North Holland, New York.
Walling, G, 1975, Fenton’s reagent revisted. Accts. Chem. Res. 8: 125.
Witz, G, Rao, G, Latriano, L, Goldstein, B.D., 1983, The reaction of 2-thiobarbituric acid with trans,trans-muconaldehyde, a potential benzene metabolite. ToxicoL Letters 18:SuppL1, 93.
Witz, G, Zaccaria, A., Lawrie, N.J., Ferran, H.J Jr., Goldstein, B.D., 1985a, Adduct formation of toxic alpha, beta-unsaturated aldehydes with 2-thiobarbituric acid. Toxicologist 5: 91 9.
Witz, G., Rao, G., Goldstein, B. D., 1985b, Short term toxicity of trans, trans-muconaldehyde. Toxicol. Appl. Pharmacol.: 80 (in press).
Author information
Authors and Affiliations
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 1986 Plenum Press, New York
About this chapter
Cite this chapter
Latriano, L., Goldstein, B.D., Witz, G. (1986). Formation of a Ring-Opened Product from Benzene in a Hydroxyl Radical Generating System. In: Kocsis, J.J., Jollow, D.J., Witmer, C.M., Nelson, J.O., Snyder, R. (eds) Biological Reactive Intermediates III. Advances in Experimental Medicine and Biology, vol 197. Springer, Boston, MA. https://doi.org/10.1007/978-1-4684-5134-4_74
Download citation
DOI: https://doi.org/10.1007/978-1-4684-5134-4_74
Publisher Name: Springer, Boston, MA
Print ISBN: 978-1-4684-5136-8
Online ISBN: 978-1-4684-5134-4
eBook Packages: Springer Book Archive