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Volumn 104, Issue SUPPL. 6, 1996, Pages 1195-1199

Reactive ring-opened aldehyde metabolites in benzene hematotoxicity

Author keywords

Benzene; Metabolism; Ring opened benzene metabolites; Trans trans muconaldehyde

Indexed keywords

6 HYDROXY 2,4 HEXADIENAL; ALDEHYDE; BENZENE; GLUTATHIONE; HYDROQUINONE; HYDROXYL RADICAL; MUCONALDEHYDE; REACTIVE OXYGEN METABOLITE; UNCLASSIFIED DRUG;

EID: 0030464771     PISSN: 00916765     EISSN: None     Source Type: Journal    
DOI: 10.1289/ehp.961041195     Document Type: Conference Paper
Times cited : (49)

References (37)
  • 2
    • 0026046826 scopus 로고
    • Potential role of free radicals in benzene-induced myelotoxicity and leukemia
    • Subrahmanyan VV, Ross D, Eastmond DA, Smith MT. Potential role of free radicals in benzene-induced myelotoxicity and leukemia. Free Radic Biol Med 11:495-515 (1991).
    • (1991) Free Radic Biol Med , vol.11 , pp. 495-515
    • Subrahmanyan, V.V.1    Ross, D.2    Eastmond, D.A.3    Smith, M.T.4
  • 4
    • 0019762730 scopus 로고    scopus 로고
    • Muconaldehyde, a potential toxic intermediate of benzene metabolism
    • Snyder R, Parke DV, Kocsis J, Jallow D, Gibson GG, Witmer CM, eds. New York:Plenum Press
    • Goldstein BD, Witz G, Javid J, Amoruso M, Rossman T, Wolder B. Muconaldehyde, a potential toxic intermediate of benzene metabolism. In: Biological Reactive Intermediates. II: Part A (Snyder R, Parke DV, Kocsis J, Jallow D, Gibson GG, Witmer CM, eds). New York:Plenum Press, 1982;331-339.
    • Biological Reactive Intermediates. II: Part A , vol.1982 , pp. 331-339
    • Goldstein, B.D.1    Witz, G.2    Javid, J.3    Amoruso, M.4    Rossman, T.5    Wolder, B.6
  • 5
    • 0009467412 scopus 로고
    • Muconic acid as a metabolic product of benzene
    • Drummond JC, Finar IL. Muconic acid as a metabolic product of benzene. Biochemistry 32:79-84 (1938).
    • (1938) Biochemistry , vol.32 , pp. 79-84
    • Drummond, J.C.1    Finar, I.L.2
  • 6
    • 2642702751 scopus 로고
    • Formation of muconaldehyde, an open-ring metabolite of benzene in mouse liver microsomes: A novel pathway for toxic metabolites
    • Latriano L, Goldstein BD, Witz G. Formation of muconaldehyde, an open-ring metabolite of benzene in mouse liver microsomes: a novel pathway for toxic metabolites. Proc Natl Acad Sci USA 83:8356-8360 (1986).
    • (1986) Proc Natl Acad Sci USA , vol.83 , pp. 8356-8360
    • Latriano, L.1    Goldstein, B.D.2    Witz, G.3
  • 7
    • 0024432904 scopus 로고
    • Metabolism of trans-trans-muconaldehyde, a microsomal hematotoxic metabolite of benzene, by purified yeast aldehyde dehydrogenase and a mouse liver soluble fraction
    • Kirley TA, Goldstein BD, Maniara WM, Witz G. Metabolism of trans-trans-muconaldehyde, a microsomal hematotoxic metabolite of benzene, by purified yeast aldehyde dehydrogenase and a mouse liver soluble fraction. Toxicol Appl Pharmacol 100:360-367 (1989).
    • (1989) Toxicol Appl Pharmacol , vol.100 , pp. 360-367
    • Kirley, T.A.1    Goldstein, B.D.2    Maniara, W.M.3    Witz, G.4
  • 8
    • 0026742405 scopus 로고
    • Metabolism of trans-trans-muconaldenyde by aldehyde and alcohol dehydrogenase: Identification of a novel metabolite
    • Goon D, Cheng X, Ruth J, Petersen DR, Ross D. Metabolism of trans-trans-muconaldenyde by aldehyde and alcohol dehydrogenase: identification of a novel metabolite. Toxicol Appl Pharmacol 114:147-155 (1992).
    • (1992) Toxicol Appl Pharmacol , vol.114 , pp. 147-155
    • Goon, D.1    Cheng, X.2    Ruth, J.3    Petersen, D.R.4    Ross, D.5
  • 9
    • 0027214515 scopus 로고
    • Pathways of trans-trans-muconaldehyde metabolism in mouse liver cytosol: Reversibility of monoreductive metabolism and formation of end products
    • Zhang Z, Kline SA, Kirley TA, Goldstein BD, Witz G. Pathways of trans-trans-muconaldehyde metabolism in mouse liver cytosol: reversibility of monoreductive metabolism and formation of end products. Arch Toxicol 67:461-467 (1993).
    • (1993) Arch Toxicol , vol.67 , pp. 461-467
    • Zhang, Z.1    Kline, S.A.2    Kirley, T.A.3    Goldstein, B.D.4    Witz, G.5
  • 10
    • 0025045315 scopus 로고
    • Comparative metabolism of benzene and trans-trans-muconaldehyde to trans-trans-muconic acid in DBA/2N and C57BL/6 mice
    • Witz G, Maniara W, Mylavarapu V, Goldstein BD. Comparative metabolism of benzene and trans-trans-muconaldehyde to trans-trans-muconic acid in DBA/2N and C57BL/6 mice. Biochem Pharmacol 40:1275-1280 (1990).
    • (1990) Biochem Pharmacol , vol.40 , pp. 1275-1280
    • Witz, G.1    Maniara, W.2    Mylavarapu, V.3    Goldstein, B.D.4
  • 11
    • 0027384553 scopus 로고
    • Identification of 6-hydroxy-trans-trans-2,4-hexadienoic acid, a novel ring-opened urinary metabolite of benzene
    • Kline SA, Robertson JF, Grotz VL, Goldstein BD, Witz G. Identification of 6-hydroxy-trans-trans-2,4-hexadienoic acid, a novel ring-opened urinary metabolite of benzene. Environ Health Perspect 101:310-312 (1993).
    • (1993) Environ Health Perspect , vol.101 , pp. 310-312
    • Kline, S.A.1    Robertson, J.F.2    Grotz, V.L.3    Goldstein, B.D.4    Witz, G.5
  • 12
    • 12644311306 scopus 로고
    • Aromatic ring-opening in the presence of oxygen in irradiated solutions
    • Loeff I, Stein G. Aromatic ring-opening in the presence of oxygen in irradiated solutions. Nature 184:901 (1959).
    • (1959) Nature , vol.184 , pp. 901
    • Loeff, I.1    Stein, G.2
  • 13
    • 0013033431 scopus 로고
    • The formation of polyenic dialdehydes in the photooxidation of pure liquid benzene
    • Wei K, Mani JC, Pitts JH Jr. The formation of polyenic dialdehydes in the photooxidation of pure liquid benzene. J Am Chem Soc 89:4225-4227 (1967).
    • (1967) J Am Chem Soc , vol.89 , pp. 4225-4227
    • Wei, K.1    Mani, J.C.2    Pitts Jr., J.H.3
  • 14
    • 0022488366 scopus 로고
    • Formation of a ring-opened product from benzene in a hydroxyl radical generating system
    • Kocsis JJ, Jollow DJ, Witmer CM, Nelson, JO, Snyder R, eds. New York:Plenum Press
    • Latriano L, Goldstein BD, Witz G. Formation of a ring-opened product from benzene in a hydroxyl radical generating system. In: Biological Reactive Intermediates. III: Mechanisms of Action in Animal Models and Human Disease (Kocsis JJ, Jollow DJ, Witmer CM, Nelson, JO, Snyder R, eds). New York:Plenum Press, 1986;789-795.
    • (1986) Biological Reactive Intermediates. III: Mechanisms of Action in Animal Models and Human Disease , pp. 789-795
    • Latriano, L.1    Goldstein, B.D.2    Witz, G.3
  • 15
    • 0023039045 scopus 로고
    • The reaction of 2-thiobarbituric acid with biologically active alpha,beta-unsaturated aldehydes
    • Witz G, Lawrie NJ, Zaccaria A, Ferran HE Jr, Goldstein BD. The reaction of 2-thiobarbituric acid with biologically active alpha,beta-unsaturated aldehydes. Free Radic Biol Med 2:33-39 (1986).
    • (1986) Free Radic Biol Med , vol.2 , pp. 33-39
    • Witz, G.1    Lawrie, N.J.2    Zaccaria, A.3    Ferran Jr., H.E.4    Goldstein, B.D.5
  • 17
    • 37049087318 scopus 로고
    • Oxidation of benzene by OH radical, a product and pulse radiolysis study in oxygenated aqueous solution
    • Pan XM, Schuchmann MM, Von Sonntag C. Oxidation of benzene by OH radical, a product and pulse radiolysis study in oxygenated aqueous solution. J Chem Soc Perkin Trans 2:289-297 (1993).
    • (1993) J Chem Soc Perkin Trans , vol.2 , pp. 289-297
    • Pan, X.M.1    Schuchmann, M.M.2    Von Sonntag, C.3
  • 18
    • 0024520294 scopus 로고
    • On the participation of higher oxidation states of iron and copper in Fenton reactions
    • Sutton HC, Winterbourn CC. On the participation of higher oxidation states of iron and copper in Fenton reactions. Free Radic Biol Med 6:53-60 (1989).
    • (1989) Free Radic Biol Med , vol.6 , pp. 53-60
    • Sutton, H.C.1    Winterbourn, C.C.2
  • 19
    • 0000252108 scopus 로고
    • 2+) and singlet oxygen in acetonittile: Monoxygenations, dehydrogenations, and dioxygenations of organic substrates
    • 2+) and singlet oxygen in acetonittile: monoxygenations, dehydrogenations, and dioxygenations of organic substrates. J Am Chem Soc 106:4283-4285 (1984).
    • (1984) J Am Chem Soc , vol.106 , pp. 4283-4285
    • Sugimoto, H.1    Sawyer, D.T.2
  • 21
    • 0028846682 scopus 로고
    • Iron-stimulated ring-opening of benzene in a mouse liver microsomal system. Mechanistic studies and formation of a new metabolite
    • Zhang Z, Goldstein BD, Witz G. Iron-stimulated ring-opening of benzene in a mouse liver microsomal system. Mechanistic studies and formation of a new metabolite. Biochem Pharmacol 50:1607-1617 (1995).
    • (1995) Biochem Pharmacol , vol.50 , pp. 1607-1617
    • Zhang, Z.1    Goldstein, B.D.2    Witz, G.3
  • 22
    • 0028008291 scopus 로고
    • Metabolism of benzene and trans-trans-muconaldehyde in the isolated perfused liver to trans-trans-muconic acid
    • Grotz VL, Ji S, Goldstein BD, Witz G. Metabolism of benzene and trans-trans-muconaldehyde in the isolated perfused liver to trans-trans-muconic acid. Toxicol Lett 70:281-290 (1994).
    • (1994) Toxicol Lett , vol.70 , pp. 281-290
    • Grotz, V.L.1    Ji, S.2    Goldstein, B.D.3    Witz, G.4
  • 23
    • 0021933310 scopus 로고
    • Short-term toxicity of trans-trans-muconaldehyde
    • Witz G, Rao G, Goldstein BD. Short-term toxicity of trans-trans-muconaldehyde. Toxicol Appl Pharmacol 80:511-516 (1985).
    • (1985) Toxicol Appl Pharmacol , vol.80 , pp. 511-516
    • Witz, G.1    Rao, G.2    Goldstein, B.D.3
  • 25
    • 0024445579 scopus 로고
    • Peroxidase-dependent metabolism of benzene's phenolic metabolites and its potential role in benzene toxicity and carcinogenicity
    • Smith MT, Yager JW, Steinmetz KL, Eastmond DA. Peroxidase-dependent metabolism of benzene's phenolic metabolites and its potential role in benzene toxicity and carcinogenicity. Environ Health Perspect 82:23-29 (1989).
    • (1989) Environ Health Perspect , vol.82 , pp. 23-29
    • Smith, M.T.1    Yager, J.W.2    Steinmetz, K.L.3    Eastmond, D.A.4
  • 26
    • 0024470312 scopus 로고
    • Metabolism of phenol and hydroquinone to reactive products by macrophage peroxidase or purified prostaglandin H synthase
    • Schlosser MJ, Shurina RD, Kalf GF. Metabolism of phenol and hydroquinone to reactive products by macrophage peroxidase or purified prostaglandin H synthase. Environ Health Perspect 82:229-237 (1989).
    • (1989) Environ Health Perspect , vol.82 , pp. 229-237
    • Schlosser, M.J.1    Shurina, R.D.2    Kalf, G.F.3
  • 28
    • 0028142468 scopus 로고
    • A perspective on benzene leukemogenesis
    • Snyder R, Kalf GF. A perspective on benzene leukemogenesis. Crit Rev Toxicol 24:177-209 (1994).
    • (1994) Crit Rev Toxicol , vol.24 , pp. 177-209
    • Snyder, R.1    Kalf, G.F.2
  • 29
    • 0027250844 scopus 로고
    • Reaction of (E,E)-muconaldehyde and its aldehydic metabolites, (EE)-6-oxohemadienoic acid and (EE)-6-hydroxyhexa-2,4-dienal, with glutathione
    • Kline SA, Xiang Q, Goldstein BD, Witz G. Reaction of (E,E)-muconaldehyde and its aldehydic metabolites, (EE)-6-oxohemadienoic acid and (EE)-6-hydroxyhexa-2,4-dienal, with glutathione. Chem Res Toxicol 6:578-583 (1993).
    • (1993) Chem Res Toxicol , vol.6 , pp. 578-583
    • Kline, S.A.1    Xiang, Q.2    Goldstein, B.D.3    Witz, G.4
  • 31
    • 0025278233 scopus 로고
    • Genetic toxicity of the benzene metabolite trans-trans-muconaldehyde in mammalian and bacterial cells
    • Witz G, Gad SC, Tice RR, Oshiro Y, Piper CE, Goldstein BD. Genetic toxicity of the benzene metabolite trans-trans-muconaldehyde in mammalian and bacterial cells. Mutat Res 240:295-306 (1990).
    • (1990) Mutat Res , vol.240 , pp. 295-306
    • Witz, G.1    Gad, S.C.2    Tice, R.R.3    Oshiro, Y.4    Piper, C.E.5    Goldstein, B.D.6
  • 32
    • 0025151604 scopus 로고
    • Studies on the induction of gene mutations in bacterial and mammalian cells by the ring-opened benzene metabolites trans-trans-muconaldehyde and trans-trans-muconic acid
    • Glatt H, Witz G. Studies on the induction of gene mutations in bacterial and mammalian cells by the ring-opened benzene metabolites trans-trans-muconaldehyde and trans-trans-muconic acid. Mutagenesis 5:263-266 (1990).
    • (1990) Mutagenesis , vol.5 , pp. 263-266
    • Glatt, H.1    Witz, G.2
  • 34
    • 0025728033 scopus 로고
    • Genotoxic and cell-transformation properties of trans-trans-muconaldehyde
    • Henschler D, Eder E, Epe B, Schiffmann D. Genotoxic and cell-transformation properties of trans-trans-muconaldehyde. Mutat Res 248:35-43 (1991).
    • (1991) Mutat Res , vol.248 , pp. 35-43
    • Henschler, D.1    Eder, E.2    Epe, B.3    Schiffmann, D.4
  • 35
    • 0023100662 scopus 로고
    • Inhibition by reactive aldehydes of superoxide anion radical production from stimulated polymorphonuclear leukocytes and pulmonary alveolar macrophages. Effects on cellular sulfhydryl groups and NADPH oxidase activity
    • Witz G, Lawrie NJ, Amoruso MA, Goldstein BD. Inhibition by reactive aldehydes of superoxide anion radical production from stimulated polymorphonuclear leukocytes and pulmonary alveolar macrophages. Effects on cellular sulfhydryl groups and NADPH oxidase activity. Biochem Pharmacol 36:721-726 (1987).
    • (1987) Biochem Pharmacol , vol.36 , pp. 721-726
    • Witz, G.1    Lawrie, N.J.2    Amoruso, M.A.3    Goldstein, B.D.4
  • 36
    • 0021799357 scopus 로고
    • Inhibition by reactive aldehydes of superoxide anion radical production in stimulated human neutrophils
    • Witz G, Lawrie NJ, Amoruso MA, Goldstein BD. Inhibition by reactive aldehydes of superoxide anion radical production in stimulated human neutrophils. Chem Biol Interact 53:13-23 (1985).
    • (1985) Chem Biol Interact , vol.53 , pp. 13-23
    • Witz, G.1    Lawrie, N.J.2    Amoruso, M.A.3    Goldstein, B.D.4
  • 37
    • 0024456697 scopus 로고
    • Biological interactions of α,β-unsaturated aldehydes
    • Witz G. Biological interactions of α,β-unsaturated aldehydes. Free Radic Biol Med 7:333-349 (1989).
    • (1989) Free Radic Biol Med , vol.7 , pp. 333-349
    • Witz, G.1


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