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Volumn 117, Issue 3, 1999, Pages 241-256

Effect of butylated hydroxyanisole on the toxicity of 2-hydroxy-1,4-naphthoquinone to rats

Author keywords

2 Hydroxy 1,4 naphthoquinone; Butylated hydroxyanisole; DT diaphorase; Toxicity in vivo

Indexed keywords

BUTYLATED HYDROXYANISOLE; LAWSONE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE (PHOSPHATE) DEHYDROGENASE (QUINONE);

EID: 0032995004     PISSN: 00092797     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0009-2797(98)00108-2     Document Type: Article
Times cited : (16)

References (45)
  • 4
    • 0023547926 scopus 로고
    • Metabolism and reactions of quinoid anti-cancer agents
    • Powis G. Metabolism and reactions of quinoid anti-cancer agents. Pharmacol. Ther. 35:1987;57-162.
    • (1987) Pharmacol. Ther. , vol.35 , pp. 57-162
    • Powis, G.1
  • 5
    • 0027446185 scopus 로고
    • Atovaquone-a novel broad-spectrum anti-infective drug
    • Hudson A.T. Atovaquone-a novel broad-spectrum anti-infective drug. Parasitol. Today. 9:1993;66-68.
    • (1993) Parasitol. Today , vol.9 , pp. 66-68
    • Hudson, A.T.1
  • 6
    • 0026040838 scopus 로고
    • Molecular mechanisms of quinone cytotoxicity
    • O'Brien P.J. Molecular mechanisms of quinone cytotoxicity. Chem.-Biol. Interact. 80:1991;1-41.
    • (1991) Chem.-Biol. Interact. , vol.80 , pp. 1-41
    • O'Brien, P.J.1
  • 7
    • 0024438921 scopus 로고
    • Three models of free radical-induced cell injury
    • Comporti M. Three models of free radical-induced cell injury. Chem.-Biol. Interact. 72:1989;1-56.
    • (1989) Chem.-Biol. Interact. , vol.72 , pp. 1-56
    • Comporti, M.1
  • 8
    • 0024465355 scopus 로고
    • Redox and addition chemistry of quinoid compounds and its biological implications
    • Brunmark A., Cadenas E. Redox and addition chemistry of quinoid compounds and its biological implications. Free Rad. Biol. Med. 7:1989;435-477.
    • (1989) Free Rad. Biol. Med. , vol.7 , pp. 435-477
    • Brunmark, A.1    Cadenas, E.2
  • 9
    • 0025959731 scopus 로고
    • Haemolytic activity and nephrotoxicity of 2-hydroxy-1,4-naphthoquinone in rats
    • Munday R., Smith B.L., Fowke E.A. Haemolytic activity and nephrotoxicity of 2-hydroxy-1,4-naphthoquinone in rats. J. Appl. Toxicol. 11:1991;85-90.
    • (1991) J. Appl. Toxicol. , vol.11 , pp. 85-90
    • Munday, R.1    Smith, B.L.2    Fowke, E.A.3
  • 10
    • 0028303794 scopus 로고
    • Comparative toxicity of alkyl-1,4-naphthoquinones in rats: Relationship to free radical production in vitro
    • Munday R., Fowke E.A., Smith B.L., Munday C.M. Comparative toxicity of alkyl-1,4-naphthoquinones in rats: relationship to free radical production in vitro. Free Rad. Biol. Med. 16:1994;725-731.
    • (1994) Free Rad. Biol. Med. , vol.16 , pp. 725-731
    • Munday, R.1    Fowke, E.A.2    Smith, B.L.3    Munday, C.M.4
  • 11
    • 0028856229 scopus 로고
    • Toxicity of 2,3-dialkyl-1,4-naphthoquinones in rats: Comparison with cytotoxicity in vitro
    • Munday R., Smith B.L., Munday C.M. Toxicity of 2,3-dialkyl-1,4-naphthoquinones in rats: comparison with cytotoxicity in vitro. Free Rad. Biol. Med. 19:1995;759-765.
    • (1995) Free Rad. Biol. Med. , vol.19 , pp. 759-765
    • Munday, R.1    Smith, B.L.2    Munday, C.M.3
  • 12
    • 0029585624 scopus 로고
    • Comparative toxicity of 2-hydroxy-3-alkyl-1,4-naphthoquinones in rats
    • Munday R., Smith B.L., Munday C.M. Comparative toxicity of 2-hydroxy-3-alkyl-1,4-naphthoquinones in rats. Chem.-Biol. Interact. 98:1995;185-192.
    • (1995) Chem.-Biol. Interact. , vol.98 , pp. 185-192
    • Munday, R.1    Smith, B.L.2    Munday, C.M.3
  • 13
    • 0002305820 scopus 로고
    • Quinone-induced oxidative injury to cells and tissues
    • H. Sies. London: Academic Press
    • Smith M.T., Evans C.G., Thor H., Orrenius S. Quinone-induced oxidative injury to cells and tissues. Sies H. Oxidative Stress. 1985;91-113 Academic Press, London.
    • (1985) Oxidative Stress , pp. 91-113
    • Smith, M.T.1    Evans, C.G.2    Thor, H.3    Orrenius, S.4
  • 14
    • 0028889025 scopus 로고
    • Anti-oxidant and pro-oxidant functions of DT-diaphorase in quinone metabolism
    • Cadenas E. Anti-oxidant and pro-oxidant functions of DT-diaphorase in quinone metabolism. Biochem. Pharmacol. 49:1995;127-140.
    • (1995) Biochem. Pharmacol. , vol.49 , pp. 127-140
    • Cadenas, E.1
  • 16
    • 0031029955 scopus 로고    scopus 로고
    • Autoxidation of naphthohydroquinones: Effects of metals, chelating agents and superoxide dismutase
    • Munday R. Autoxidation of naphthohydroquinones: effects of metals, chelating agents and superoxide dismutase. Free Rad. Biol. Med. 22:1997;689-695.
    • (1997) Free Rad. Biol. Med. , vol.22 , pp. 689-695
    • Munday, R.1
  • 17
    • 0030809661 scopus 로고    scopus 로고
    • Inhibition of naphthohydroquinone autoxidation by DT-diaphorase (NAD(P)H:[quinone acceptor] oxidoreductase)
    • Munday R. Inhibition of naphthohydroquinone autoxidation by DT-diaphorase (NAD(P)H:[quinone acceptor] oxidoreductase). Redox Rep. 3:1997;189-196.
    • (1997) Redox Rep. , vol.3 , pp. 189-196
    • Munday, R.1
  • 18
    • 0019142866 scopus 로고
    • Increase of NAD(P)H:quinone reductase by dietary antioxidants: Possible role in protection against carcinogenesis and toxicity
    • Benson A.M., Hunkeler M.J., Talalay P. Increase of NAD(P)H:quinone reductase by dietary antioxidants: Possible role in protection against carcinogenesis and toxicity. Proc. Nat. Acad. Sci. USA. 77:1980;5216-5220.
    • (1980) Proc. Nat. Acad. Sci. USA , vol.77 , pp. 5216-5220
    • Benson, A.M.1    Hunkeler, M.J.2    Talalay, P.3
  • 19
    • 0032579441 scopus 로고    scopus 로고
    • Effects of butylated hydroxyanisole and dicoumarol on the toxicity of menadione to rats
    • Munday R., Smith B.L., Munday C.M. Effects of butylated hydroxyanisole and dicoumarol on the toxicity of menadione to rats. Chem.-Biol. Interact. 108:1998;155-170.
    • (1998) Chem.-Biol. Interact. , vol.108 , pp. 155-170
    • Munday, R.1    Smith, B.L.2    Munday, C.M.3
  • 20
    • 0000400174 scopus 로고
    • Microdetermination of oxyhemoglobin, methemoglobin and sulfhemoglobin in a single sample of blood
    • Evelyn K.A., Malloy H.T. Microdetermination of oxyhemoglobin, methemoglobin and sulfhemoglobin in a single sample of blood. J. Biol. Chem. 126:1938;655-662.
    • (1938) J. Biol. Chem. , vol.126 , pp. 655-662
    • Evelyn, K.A.1    Malloy, H.T.2
  • 21
    • 0018387766 scopus 로고
    • Protection by ascorbate against acetylphenylhydrazine-induced Heinz body formation in glucose-6-phosphate dehydrogenase deficient erythrocytes
    • Winterbourn C.C. Protection by ascorbate against acetylphenylhydrazine-induced Heinz body formation in glucose-6-phosphate dehydrogenase deficient erythrocytes. Br. J. Haematol. 41:1979;245-252.
    • (1979) Br. J. Haematol. , vol.41 , pp. 245-252
    • Winterbourn, C.C.1
  • 22
    • 50549169947 scopus 로고
    • DT-Diaphorase. I. Purification from the soluble fraction of rat-liver cytoplasm and properties
    • Ernster L., Danielson L., Ljunggren M. DT-Diaphorase. I. Purification from the soluble fraction of rat-liver cytoplasm and properties. Biochim. Biophys. Acta. 58:1962;171-188.
    • (1962) Biochim. Biophys. Acta , vol.58 , pp. 171-188
    • Ernster, L.1    Danielson, L.2    Ljunggren, M.3
  • 23
    • 0343855664 scopus 로고
    • Studies on the formation of Heinz bodies. II. The nature and significance of Heinz bodies
    • Harley J.D., Mauer A.M. Studies on the formation of Heinz bodies. II. The nature and significance of Heinz bodies. Blood. 17:1961;418-433.
    • (1961) Blood , vol.17 , pp. 418-433
    • Harley, J.D.1    Mauer, A.M.2
  • 24
    • 0022862703 scopus 로고
    • Quantitative relationship between Heinz body formation and red blood cell deformability
    • Reinhart W.H., Sung L.A., Chien S. Quantitative relationship between Heinz body formation and red blood cell deformability. Blood. 68:1986;1376-1383.
    • (1986) Blood , vol.68 , pp. 1376-1383
    • Reinhart, W.H.1    Sung, L.A.2    Chien, S.3
  • 25
    • 0020788331 scopus 로고
    • Red cell membrane skeletal defects in hereditary and acquired hemolytic anemias
    • Palek J., Lux S.E. Red cell membrane skeletal defects in hereditary and acquired hemolytic anemias. Semin. Hematol. 20:1983;189-224.
    • (1983) Semin. Hematol. , vol.20 , pp. 189-224
    • Palek, J.1    Lux, S.E.2
  • 26
    • 0022922389 scopus 로고
    • Structure and function of the cytoplasmic domain of band 3: Center of erythrocyte membrane-peripheral protein interactions
    • Low P.S. Structure and function of the cytoplasmic domain of band 3: center of erythrocyte membrane-peripheral protein interactions. Biochim. Biophys. Acta. 864:1986;145-167.
    • (1986) Biochim. Biophys. Acta , vol.864 , pp. 145-167
    • Low, P.S.1
  • 27
    • 0025277360 scopus 로고
    • Effects of 1,4-naphthoquinone derivatives on red blood cell metabolism
    • Kruger-Zeitzer E., Sullivan S.G., Stern A., Munday R. Effects of 1,4-naphthoquinone derivatives on red blood cell metabolism. J. Appl. Toxicol. 10:1990;129-133.
    • (1990) J. Appl. Toxicol. , vol.10 , pp. 129-133
    • Kruger-Zeitzer, E.1    Sullivan, S.G.2    Stern, A.3    Munday, R.4
  • 28
    • 0019955793 scopus 로고
    • Comparative effects of dietary administration of 2(3)-tert-butyl-4-hydroxyanisole and 3,5-di-tert-butyl-4-hydroxytoluene on several hepatic enzyme activities in mice and rats
    • Cha Y-N, Heine H.S. Comparative effects of dietary administration of 2(3)-tert-butyl-4-hydroxyanisole and 3,5-di-tert-butyl-4-hydroxytoluene on several hepatic enzyme activities in mice and rats. Cancer Res. 42:1982;2609-2615.
    • (1982) Cancer Res. , vol.42 , pp. 2609-2615
    • Cha, Y.-N.1    Heine, H.S.2
  • 29
    • 0028856209 scopus 로고
    • Induction of Phase I and Phase II drug-metabolising enzyme mRNA, protein, and activity by BHA, ethoxyquin, and oltipraz
    • Buetler T.M., Gallagher E.P., Wang C., Stahl D.L., Hayes J.D., Eaton D.L. Induction of Phase I and Phase II drug-metabolising enzyme mRNA, protein, and activity by BHA, ethoxyquin, and oltipraz. Toxicol. Appl. Pharmacol. 135:1995;45-57.
    • (1995) Toxicol. Appl. Pharmacol. , vol.135 , pp. 45-57
    • Buetler, T.M.1    Gallagher, E.P.2    Wang, C.3    Stahl, D.L.4    Hayes, J.D.5    Eaton, D.L.6
  • 30
    • 0032579744 scopus 로고    scopus 로고
    • Isolation of a novel metabolizing system enriched in Phase-II enzymes for short-term genotoxicity bioassays
    • Paolini M., Pozzetti L., Silingardi P., Della Croce C., Bronzetti G., Cantelli-Forti G. Isolation of a novel metabolizing system enriched in Phase-II enzymes for short-term genotoxicity bioassays. Mutation Res. 413:1998;205-217.
    • (1998) Mutation Res. , vol.413 , pp. 205-217
    • Paolini, M.1    Pozzetti, L.2    Silingardi, P.3    Della Croce, C.4    Bronzetti, G.5    Cantelli-Forti, G.6
  • 31
    • 0024987513 scopus 로고
    • Effect of butylated hydroxyanisole on electron transport in rat liver mitochondria
    • Ferreira J. Effect of butylated hydroxyanisole on electron transport in rat liver mitochondria. Biochem. Pharmacol. 40:1990;677-684.
    • (1990) Biochem. Pharmacol. , vol.40 , pp. 677-684
    • Ferreira, J.1
  • 32
    • 0020440918 scopus 로고
    • The metabolism of menadione (2-methyl-1,4-naphthoquinone) by isolated hepatocytes. A study of the implications of oxidative stress in intact cells
    • Thor H., Smith M.T., Hartzell P., Bellomo G., Jewell S.A., Orrenius S. The metabolism of menadione (2-methyl-1,4-naphthoquinone) by isolated hepatocytes. A study of the implications of oxidative stress in intact cells. J. Biol.-Chem. 257:1982;12419-12425.
    • (1982) J. Biol.-Chem. , vol.257 , pp. 12419-12425
    • Thor, H.1    Smith, M.T.2    Hartzell, P.3    Bellomo, G.4    Jewell, S.A.5    Orrenius, S.6
  • 33
    • 0000166417 scopus 로고
    • Detection of superoxide generated by endothelial cells
    • Rosen G.M., Freeman B.A. Detection of superoxide generated by endothelial cells. Proc. Nat. Acad. Sci. USA. 81:1984;7269-7273.
    • (1984) Proc. Nat. Acad. Sci. USA , vol.81 , pp. 7269-7273
    • Rosen, G.M.1    Freeman, B.A.2
  • 34
    • 0025769893 scopus 로고
    • Extracellular generation of active oxygen species catalyzed by exogenous menadione in yeast cell suspension
    • Yamashoji S., Ikeda T., Yamashoji K. Extracellular generation of active oxygen species catalyzed by exogenous menadione in yeast cell suspension. Biochim. Biophys. Acta. 1059:1991;99-105.
    • (1991) Biochim. Biophys. Acta , vol.1059 , pp. 99-105
    • Yamashoji, S.1    Ikeda, T.2    Yamashoji, K.3
  • 35
    • 0019762731 scopus 로고
    • Factors affecting the intracellular generation of free radicals from quinones
    • Powis G., Svingen B.A., Appel P. Factors affecting the intracellular generation of free radicals from quinones. Adv. Exp. Med. Biol. 136:1982;349-358.
    • (1982) Adv. Exp. Med. Biol. , vol.136 , pp. 349-358
    • Powis, G.1    Svingen, B.A.2    Appel, P.3
  • 36
    • 0027285459 scopus 로고
    • Cytotoxicity of polycyclic aromatic hydrocarbon o-quinones in rat and human hepatoma cells
    • Flowers-Geary L., Harvey R.G., Penning T.M. Cytotoxicity of polycyclic aromatic hydrocarbon o-quinones in rat and human hepatoma cells. Chem. Res. Toxicol. 6:1993;252-260.
    • (1993) Chem. Res. Toxicol. , vol.6 , pp. 252-260
    • Flowers-Geary, L.1    Harvey, R.G.2    Penning, T.M.3
  • 37
    • 0026680855 scopus 로고
    • Responses of vascular endothelial oxidant metabolism to lipopolysaccharide and tumor necrosis factor-α
    • Royall J.A., Gwin P.D., Parks D.A., Freeman B.A. Responses of vascular endothelial oxidant metabolism to lipopolysaccharide and tumor necrosis factor-α Arch. Biochem. Biophys. 294:1992;686-694.
    • (1992) Arch. Biochem. Biophys. , vol.294 , pp. 686-694
    • Royall, J.A.1    Gwin, P.D.2    Parks, D.A.3    Freeman, B.A.4
  • 39
    • 0023654078 scopus 로고
    • Direct protective effect of NAD(P)H:quinone reductase against menadione-induced chemiluminescence of postmitochondrial fractions of mouse liver
    • Prochaska H.J., Talalay P., Sies H. Direct protective effect of NAD(P)H:quinone reductase against menadione-induced chemiluminescence of postmitochondrial fractions of mouse liver. J. Biol. Chem. 262:1987;1931-1934.
    • (1987) J. Biol. Chem. , vol.262 , pp. 1931-1934
    • Prochaska, H.J.1    Talalay, P.2    Sies, H.3
  • 40
    • 0027369177 scopus 로고
    • Mechanisms of protection from menadione toxicity by 5,10-dihydroindeno[1,2-b]indole in a sensitive and resistant mouse hepatocyte line
    • Liu R-M., Sainsbury M., Tabor M.W., Shertzer H.G. Mechanisms of protection from menadione toxicity by 5,10-dihydroindeno[1,2-b]indole in a sensitive and resistant mouse hepatocyte line. Biochem. Pharmacol. 46:1993;1491-1499.
    • (1993) Biochem. Pharmacol. , vol.46 , pp. 1491-1499
    • Liu, R.-M.1    Sainsbury, M.2    Tabor, M.W.3    Shertzer, H.G.4
  • 41
    • 0023941284 scopus 로고
    • DT-Diaphorase activity and the cytotoxicity of quinones in C3H/10T1/2 mouse embryo cells
    • Atallah A.S., Landolph J.R., Ernster L., Hochstein P. DT-Diaphorase activity and the cytotoxicity of quinones in C3H/10T1/2 mouse embryo cells. Biochem. Pharmacol. 37:1988;2451-2459.
    • (1988) Biochem. Pharmacol. , vol.37 , pp. 2451-2459
    • Atallah, A.S.1    Landolph, J.R.2    Ernster, L.3    Hochstein, P.4
  • 43
    • 0028645493 scopus 로고
    • Enzyme-directed bioreductive drug development revisited: A commentary on recent progress and future prospects with emphasis on quinone anticancer agents and quinone metabolising enzymes, particularly DT-diaphorase
    • Workman P. Enzyme-directed bioreductive drug development revisited: a commentary on recent progress and future prospects with emphasis on quinone anticancer agents and quinone metabolising enzymes, particularly DT-diaphorase. Oncol. Res. 6:1994;461-475.
    • (1994) Oncol. Res. , vol.6 , pp. 461-475
    • Workman, P.1
  • 45
    • 0031888590 scopus 로고    scopus 로고
    • Induction of DT-diaphorase by 1,2-dithiole-3-thiones in human tumour and normal cells and effect on anti-tumour activity of bioreductive agents
    • Doherty G.P., Leith M.K., Wang X., Curphey T.J., Begleiter A. Induction of DT-diaphorase by 1,2-dithiole-3-thiones in human tumour and normal cells and effect on anti-tumour activity of bioreductive agents. Br. J. Cancer. 77:1998;1241-1252.
    • (1998) Br. J. Cancer , vol.77 , pp. 1241-1252
    • Doherty, G.P.1    Leith, M.K.2    Wang, X.3    Curphey, T.J.4    Begleiter, A.5


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