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Volumn 65, Issue 14, 2005, Pages 6346-6353

Inactivation of anthracyclines by cellular peroxidase

Author keywords

[No Author keywords available]

Indexed keywords

3 METHOXYPHTHALIC ACID; 3 METHOXYSALICYLIC ACID; 4 AMINOBENZOIC ACID; ANTHRACYCLINE DERIVATIVE; DAUNORUBICIN; DOXORUBICIN; HYDRAZIDE; HYDROGEN PEROXIDE; MYELOPEROXIDASE; NITRITE; PEROXIDASE; PHTHALIC ACID DERIVATIVE; SALICYLIC ACID DERIVATIVE; THIAMAZOLE; UNCLASSIFIED DRUG;

EID: 22244436269     PISSN: 00085472     EISSN: None     Source Type: Journal    
DOI: 10.1158/0008-5472.CAN-04-2312     Document Type: Article
Times cited : (20)

References (44)
  • 1
    • 0033429542 scopus 로고    scopus 로고
    • Camptothecin resistance: Role of the ATP-binding cassette (ABC), mitoxantrone-resistance half-transporter (MXR), and potential for glucuronidation in MXR-expressing cells
    • Brangi M, Litman T, Ciotti M, et al. Camptothecin resistance: role of the ATP-binding cassette (ABC), mitoxantrone-resistance half-transporter (MXR), and potential for glucuronidation in MXR-expressing cells. Cancer Res 1999;59:5938-46.
    • (1999) Cancer Res , vol.59 , pp. 5938-5946
    • Brangi, M.1    Litman, T.2    Ciotti, M.3
  • 2
    • 0345688604 scopus 로고    scopus 로고
    • Multidrug resistance mediated by the breast cancer resistance protein BCRP (ABCG2)
    • Doyle LA, Ross DD. Multidrug resistance mediated by the breast cancer resistance protein BCRP (ABCG2). Oncogene 2003;22:7340-58.
    • (2003) Oncogene , vol.22 , pp. 7340-7358
    • Doyle, L.A.1    Ross, D.D.2
  • 4
    • 0034119194 scopus 로고    scopus 로고
    • Doxorubicin metabolism and toxicity in human myocardium: Role of cytoplasmic deglycosidation and carbonyl reduction
    • Licata S, Saponiero A, Mordente A, Minotti G. Doxorubicin metabolism and toxicity in human myocardium: role of cytoplasmic deglycosidation and carbonyl reduction. Chem Res Toxicol 2000;13:414-20.
    • (2000) Chem Res Toxicol , vol.13 , pp. 414-420
    • Licata, S.1    Saponiero, A.2    Mordente, A.3    Minotti, G.4
  • 5
    • 0033988708 scopus 로고    scopus 로고
    • Development of daunorubicin resistance in tumour cells by induction of carbonyl reduction
    • Ax W, Soldan M, Koch L, Maser E. Development of daunorubicin resistance in tumour cells by induction of carbonyl reduction. Biochem Pharmacol 2000;59:293-300.
    • (2000) Biochem Pharmacol , vol.59 , pp. 293-300
    • Ax, W.1    Soldan, M.2    Koch, L.3    Maser, E.4
  • 6
    • 0030070454 scopus 로고    scopus 로고
    • Induction of daunorubicin carbonyl reducing enzymes by daunorubicin in sensitive and resistant pancreas carcinoma cells
    • Soldan M, Netter KJ, Maser E. Induction of daunorubicin carbonyl reducing enzymes by daunorubicin in sensitive and resistant pancreas carcinoma cells. Biochem Pharmacol 1996;51:117-23.
    • (1996) Biochem Pharmacol , vol.51 , pp. 117-123
    • Soldan, M.1    Netter, K.J.2    Maser, E.3
  • 8
    • 0018741206 scopus 로고
    • NADPH cytochrome P-450 reductase activation of quinone anticancer agents to free radicals
    • Bachur NR, Gordon SL, Gee MV, Kon H. NADPH cytochrome P-450 reductase activation of quinone anticancer agents to free radicals. Proc Natl Acad Sci USA 1979;76:954-7.
    • (1979) Proc Natl Acad Sci USA , vol.76 , pp. 954-957
    • Bachur, N.R.1    Gordon, S.L.2    Gee, M.V.3    Kon, H.4
  • 9
    • 0022967083 scopus 로고
    • Redox cycling of anthracyclines by cardiac mitochondria, I. Anthracycline radical formation by NADH dehydrogenase
    • Davies KJ, Doroshow JH. Redox cycling of anthracyclines by cardiac mitochondria, I. Anthracycline radical formation by NADH dehydrogenase. J Biol Chem 1986;261:3060-7.
    • (1986) J Biol Chem , vol.261 , pp. 3060-3067
    • Davies, K.J.1    Doroshow, J.H.2
  • 10
    • 0033006172 scopus 로고    scopus 로고
    • A critical evaluation of the mechanisms of action proposed for the antitumor effects of the anthracycline antibiotics Adriamycin and daunorubicin
    • Gewirtz DA. A critical evaluation of the mechanisms of action proposed for the antitumor effects of the anthracycline antibiotics Adriamycin and daunorubicin. Biochem Pharmacol 1999;57:727-41,
    • (1999) Biochem Pharmacol , vol.57 , pp. 727-741
    • Gewirtz, D.A.1
  • 11
    • 0025283897 scopus 로고
    • Doxorubicin (Adriamycin): A critical review of free radical-dependent mechanisms of cytotoxicity
    • Keizer HG, Pinedo HM, Schuurhuis GJ, Joenje H. Doxorubicin (Adriamycin): a critical review of free radical-dependent mechanisms of cytotoxicity. Pharmacol Ther 1990;47:219-31.
    • (1990) Pharmacol Ther , vol.47 , pp. 219-231
    • Keizer, H.G.1    Pinedo, H.M.2    Schuurhuis, G.J.3    Joenje, H.4
  • 12
    • 0024551579 scopus 로고
    • Enzymatic oxidative activation of 5-iminodaunorubicin. Spectro-photometric and electron paramagnetic resonance studies
    • Kolodziejczyk P, Reszka K, Lown JW. Enzymatic oxidative activation of 5-iminodaunorubicin. Spectro-photometric and electron paramagnetic resonance studies. Biochem Pharmacol 1989;38:803-9.
    • (1989) Biochem Pharmacol , vol.38 , pp. 803-809
    • Kolodziejczyk, P.1    Reszka, K.2    Lown, J.W.3
  • 13
    • 0035909811 scopus 로고    scopus 로고
    • Peroxidase- and nitrite-dependent metabolism of the anthracycline anticancer agents daunorubicin and doxorubicin
    • Reszka KJ, McCormick ML, Britigan BE. Peroxidase- and nitrite-dependent metabolism of the anthracycline anticancer agents daunorubicin and doxorubicin. Biochemistry 2001;40:15349-61.
    • (2001) Biochemistry , vol.40 , pp. 15349-15361
    • Reszka, K.J.1    McCormick, M.L.2    Britigan, B.E.3
  • 14
    • 0038199577 scopus 로고    scopus 로고
    • Oxidation of anthracycline anticancer agents by the peroxidase mimic microperoxidase 11 and hydrogen peroxide
    • Reszka KJ, McCormick ML, Britigan BE. Oxidation of anthracycline anticancer agents by the peroxidase mimic microperoxidase 11 and hydrogen peroxide. Free Radic Biol Med 2003;35:78-93.
    • (2003) Free Radic Biol Med , vol.35 , pp. 78-93
    • Reszka, K.J.1    McCormick, M.L.2    Britigan, B.E.3
  • 15
    • 0036740046 scopus 로고    scopus 로고
    • Doxorubicin-dependent reduction of ferrylmyoglobin and inhibition of lipid peroxidation: Implications for cardiotoxicity of anticancer anthracyclines
    • Menna P, Salvatorelli E, Giampietro R, et al. Doxorubicin-dependent reduction of ferrylmyoglobin and inhibition of lipid peroxidation: implications for cardiotoxicity of anticancer anthracyclines. Chem Res Toxicol 2002;15:1179-89.
    • (2002) Chem Res Toxicol , vol.15 , pp. 1179-1189
    • Menna, P.1    Salvatorelli, E.2    Giampietro, R.3
  • 16
    • 1242272119 scopus 로고    scopus 로고
    • Oxidative degradation of cardiotoxic anticancer anthracyclines to phthalic acids. Novel function or ferrylmyoglobin
    • Cartoni A, Menna P, Salvatorelli E, et al. Oxidative degradation of cardiotoxic anticancer anthracyclines to phthalic acids. Novel function or ferrylmyoglobin. J Biol Chem 2004;279:5088-99.
    • (2004) J Biol Chem , vol.279 , pp. 5088-5099
    • Cartoni, A.1    Menna, P.2    Salvatorelli, E.3
  • 19
    • 0037422412 scopus 로고    scopus 로고
    • Inactivation of mitochondrial succinate dehydrogenase by Adriamycin activated by horseradish peroxidase and hydrogen peroxide
    • Muraoka S, Miura T. Inactivation of mitochondrial succinate dehydrogenase by Adriamycin activated by horseradish peroxidase and hydrogen peroxide. Chem Biol Interact 2003;145:67-75.
    • (2003) Chem Biol Interact , vol.145 , pp. 67-75
    • Muraoka, S.1    Miura, T.2
  • 20
    • 0034011085 scopus 로고    scopus 로고
    • Inactivation of creatine kinase by Adriamycin during interaction with horseradish peroxidase
    • Miura T, Muraoka S, Fujimoto Y. Inactivation of creatine kinase by Adriamycin during interaction with horseradish peroxidase. Biochem Pharmacol 2000;60:95-9.
    • (2000) Biochem Pharmacol , vol.60 , pp. 95-99
    • Miura, T.1    Muraoka, S.2    Fujimoto, Y.3
  • 25
    • 0037095623 scopus 로고    scopus 로고
    • Hydrogen peroxide-induced apoptosis of HL-60 human leukemia cells is mediated by the oxidants hypochlorous acid and chloramines
    • Wagner BA, Britigan BE, Reszka KJ, McCormick ML, Burns CP. Hydrogen peroxide-induced apoptosis of HL-60 human leukemia cells is mediated by the oxidants hypochlorous acid and chloramines. Arch Biochem Biophys 2002;401:223-34.
    • (2002) Arch Biochem Biophys , vol.401 , pp. 223-234
    • Wagner, B.A.1    Britigan, B.E.2    Reszka, K.J.3    McCormick, M.L.4    Burns, C.P.5
  • 26
    • 0025259422 scopus 로고
    • 2-resistant cell lines. Do aldehydic by-products of lipid peroxidation contribute to oxidative stress?
    • 2-resistant cell lines. Do aldehydic by-products of lipid peroxidation contribute to oxidative stress? Biochem J 1990;267:453-9.
    • (1990) Biochem J , vol.267 , pp. 453-459
    • Spitz, D.R.1    Malcolm, R.R.2    Roberts, R.J.3
  • 28
    • 0034703389 scopus 로고    scopus 로고
    • N-hydroxyphthalimide/cobalt(II) catalyzed low temperture benzylic oxidation using molecular oxygen
    • Wentzel BB, Donners MPJ, Alsters PL, Feiters MC, Nolte RJM. N-hydroxyphthalimide/cobalt(II) catalyzed low temperture benzylic oxidation using molecular oxygen. Tetrahedron 2000;56:7797-803.
    • (2000) Tetrahedron , vol.56 , pp. 7797-7803
    • Wentzel, B.B.1    Donners, M.P.J.2    Alsters, P.L.3    Feiters, M.C.4    Nolte, R.J.M.5
  • 29
    • 0027515050 scopus 로고
    • Endogenous nitrogen oxides and bronchodilator 5-nitrosothiols in human airways
    • Gaston B, Reilly J, Drazen JM, et al. Endogenous nitrogen oxides and bronchodilator 5-nitrosothiols in human airways. Proc Natl Acad Sci U S A 1993;90:10957-61.
    • (1993) Proc Natl Acad Sci U S A , vol.90 , pp. 10957-10961
    • Gaston, B.1    Reilly, J.2    Drazen, J.M.3
  • 30
    • 0020448709 scopus 로고
    • Tannenbaum SR Analysis of nitrate, nitrite, and [15N]nitrate in biological fluids
    • Green LC, Wagner DA, Glogowski J, Skipper PL, Wishnok JS, Tannenbaum SR Analysis of nitrate, nitrite, and [15N]nitrate in biological fluids. Anal Biochem 1982;126:131-8.
    • (1982) Anal Biochem , vol.126 , pp. 131-138
    • Green, L.C.1    Wagner, D.A.2    Glogowski, J.3    Skipper, P.L.4    Wishnok, J.S.5
  • 31
    • 0022640063 scopus 로고
    • Myeloperoxidase biosynthesis by a human promyelocytic leukemia ceil line: Insight into myeloperoxidase deficiency
    • Nauseef WM. Myeloperoxidase biosynthesis by a human promyelocytic leukemia ceil line: insight into myeloperoxidase deficiency. Blood 1986;67:865-72.
    • (1986) Blood , vol.67 , pp. 865-872
    • Nauseef, W.M.1
  • 32
    • 0002160583 scopus 로고
    • Myeloperoxidase: Occurrence and biological function
    • Everse J, Everse KE, Grisham MB, editors. Boca Raton: CRC Press
    • Klebanoff SJ, Myeloperoxidase: Occurrence and biological function, In: Everse J, Everse KE, Grisham MB, editors. Peroxidases in chemistry and biology. Boca Raton: CRC Press; 1991. p. 1-35.
    • (1991) Peroxidases in Chemistry and Biology , pp. 1-35
    • Klebanoff, S.J.1
  • 33
    • 0031029267 scopus 로고    scopus 로고
    • Mechanism of inactivation of myeioperoxidase by 4-aminobenzoic acid hydrazide
    • Kettle AJ, Gedye CA, Winterbourn CC. Mechanism of inactivation of myeioperoxidase by 4-aminobenzoic acid hydrazide. Biochem J 1997;321:503-8.
    • (1997) Biochem J , vol.321 , pp. 503-508
    • Kettle, A.J.1    Gedye, C.A.2    Winterbourn, C.C.3
  • 36
    • 0033040251 scopus 로고    scopus 로고
    • Antioxidants protect against reactive oxygen species associated with Adriamycin-treated cardiomyocytes
    • DeAtley SM, Aksenov MY, Aksenova MV, et al. Antioxidants protect against reactive oxygen species associated with Adriamycin-treated cardiomyocytes. Cancer Lett 1999;136:41-6.
    • (1999) Cancer Lett , vol.136 , pp. 41-46
    • Deatley, S.M.1    Aksenov, M.Y.2    Aksenova, M.V.3
  • 37
    • 0033567224 scopus 로고    scopus 로고
    • Cell-permeable superoxide dismutase and glutathione peroxidase mimetics afford superior protection against doxorubicin-induced cardiotoxicity: The role of reactive oxygen and nitrogen intermediates
    • Konorev EA, Kennedy MC, Kalyanaraman B. Cell-permeable superoxide dismutase and glutathione peroxidase mimetics afford superior protection against doxorubicin-induced cardiotoxicity: the role of reactive oxygen and nitrogen intermediates. Arch Biochem Biophys 1999;368:421-8.
    • (1999) Arch Biochem Biophys , vol.368 , pp. 421-428
    • Konorev, E.A.1    Kennedy, M.C.2    Kalyanaraman, B.3
  • 38
    • 0026720564 scopus 로고
    • Mass spectral characterization of three anthracycline antibiotics: A comparison of thermospray mass spectrometry to particle beam mass spectrometry
    • Bloom J, Lehman P, Israel M, Rosario O, Korfmacher WA. Mass spectral characterization of three anthracycline antibiotics: a comparison of thermospray mass spectrometry to particle beam mass spectrometry. J Anal Toxicol 1992;16:223-7.
    • (1992) J Anal Toxicol , vol.16 , pp. 223-227
    • Bloom, J.1    Lehman, P.2    Israel, M.3    Rosario, O.4    Korfmacher, W.A.5
  • 39
    • 0342546480 scopus 로고    scopus 로고
    • Simultaneous determination of four anthracyclines and three metabolites in human serum by liquid chromatography-electrospray mass spectrometry
    • Lachatre F, Marquet P, Ragot S, Gaulier JM, Cardot P, Dupuy JL. Simultaneous determination of four anthracyclines and three metabolites in human serum by liquid chromatography-electrospray mass spectrometry. J Chromatogr B Biomed Sci Appl 2000;738:281-91.
    • (2000) J Chromatogr B Biomed Sci Appl , vol.738 , pp. 281-291
    • Lachatre, F.1    Marquet, P.2    Ragot, S.3    Gaulier, J.M.4    Cardot, P.5    Dupuy, J.L.6
  • 40
  • 42
    • 0036939363 scopus 로고    scopus 로고
    • Doxorubicin induces an increase of nitric oxide synthesis in rat cardiac cells that is inhibited by iron supplementation
    • Aldieri E, Bergandi L, Riganti C, Costamagna C, Bosia A, Ghigo D. Doxorubicin induces an increase of nitric oxide synthesis in rat cardiac cells that is inhibited by iron supplementation. Toxicol Appl Pharmacol 2002;185:85-90.
    • (2002) Toxicol Appl Pharmacol , vol.185 , pp. 85-90
    • Aldieri, E.1    Bergandi, L.2    Riganti, C.3    Costamagna, C.4    Bosia, A.5    Ghigo, D.6
  • 44
    • 21244454114 scopus 로고    scopus 로고
    • Tyrosine and ABTS enhance and ascorbate and cysteine inhibit the peroxidative metabolism of anthracyclines
    • Reszka KJ, McCormick ML, Britigan BE, Tyrosine and ABTS enhance and ascorbate and cysteine inhibit the peroxidative metabolism of anthracyclines. Free Rad Biol Med 2001;31:5140.
    • (2001) Free Rad Biol Med , vol.31 , pp. 5140
    • Reszka, K.J.1    McCormick, M.L.2    Britigan, B.E.3


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