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Volumn 73, Issue 16, 2013, Pages 5232-5241

Manganoporphyrins increase ascorbate-induced cytotoxicity by enhancing H2O2 generation

Author keywords

[No Author keywords available]

Indexed keywords

ASCORBIC ACID; CATALASE; HYDROGEN PEROXIDE; MANGANESE MESOTETRAKIS(N ETHYLPYRIDINIUM 2 YL)PORPHYRIN PENTACHLORIDE; MANGANESE TETRAKIS(4 BENZOIC ACID)PORPHYRIN CHLORIDE; MANGANESE TETRAKIS(N METHYLPYRIDINIUM 4 YL)PORPHYRIN PENTACHLORIDE; OXYGEN; PORPHYRIN DERIVATIVE; SUPEROXIDE DISMUTASE; UNCLASSIFIED DRUG;

EID: 84882637683     PISSN: 00085472     EISSN: 15387445     Source Type: Journal    
DOI: 10.1158/0008-5472.CAN-13-0470     Document Type: Article
Times cited : (65)

References (39)
  • 2
    • 79956072230 scopus 로고    scopus 로고
    • Vitamin C a concentrationfunction approach yields pharmacology and therapeutic discoveries
    • Levine M, Padayatty SJ, Espey MG. Vitamin C: a concentrationfunction approach yields pharmacology and therapeutic discoveries. Adv Nutr 2011;2:78-88.
    • (2011) Adv Nutr , vol.2 , pp. 78-88
    • Levine, M.1    Padayatty, S.J.2    Espey, M.G.3
  • 4
    • 79960008207 scopus 로고    scopus 로고
    • Anti-cancer effect of pharmacologic ascorbate and its interaction with supplementary parenteral glutathione in preclinical cancer models
    • Chen P, Stone J, Sullivan G, Drisko JA, Chen Q. Anti-cancer effect of pharmacologic ascorbate and its interaction with supplementary parenteral glutathione in preclinical cancer models. Free Radic Biol Med 2011;51:681-7.
    • (2011) Free Radic Biol Med , vol.51 , pp. 681-687
    • Chen, P.1    Stone, J.2    Sullivan, G.3    Drisko, J.A.4    Chen, Q.5
  • 5
    • 34547429599 scopus 로고    scopus 로고
    • Ascorbate in pharmacologic concentrations selectively generates ascorbate radical and hydrogen peroxide in extracellular fluid in vivo
    • Chen Q, Espey MG, Sun AY, Lee JH, Krishna MC, Shacter E, et al. Ascorbate in pharmacologic concentrations selectively generates ascorbate radical and hydrogen peroxide in extracellular fluid in vivo. Proc Natl Acad Sci U S A 2007;104:8749-54.
    • (2007) Proc Natl Acad Sci U S A , vol.104 , pp. 8749-8754
    • Chen, Q.1    Espey, M.G.2    Sun, A.Y.3    Lee, J.H.4    Krishna, M.C.5    Shacter, E.6
  • 9
    • 84855858767 scopus 로고    scopus 로고
    • Phase i evaluation of intravenous ascorbic acid in combination with gemcitabine and erlotinib in patients with metastatic pancreatic cancer
    • Monti DA, Mitchell E, Bazzan AJ, Littman S, Zabrecky G, Yeo CJ, et al. Phase I evaluation of intravenous ascorbic acid in combination with gemcitabine and erlotinib in patients with metastatic pancreatic cancer. PLoS ONE 2012;7:e29794.
    • (2012) PLoS ONE , vol.7
    • Monti, D.A.1    Mitchell, E.2    Bazzan, A.J.3    Littman, S.4    Zabrecky, G.5    Yeo, C.J.6
  • 10
    • 84875857303 scopus 로고    scopus 로고
    • Pharmacological ascorbate with gemcitabine for the control of metastatic and node-positive pancreatic cancer (PACMAN): Results from a phase i clinical trial
    • Welsh JL, Wagner BA, van't Erve TJ, Zehr PS, Berg DS, Halfdanarson TJ, et al. Pharmacological ascorbate with gemcitabine for the control of metastatic and node-positive pancreatic cancer (PACMAN): results from a phase I clinical trial. Cancer Chemother Pharmacol 2013;71: 765-75.
    • (2013) Cancer Chemother Pharmacol , vol.71 , pp. 765-775
    • Welsh, J.L.1    Wagner, B.A.2    Van'T Erve, T.J.3    Zehr, P.S.4    Berg, D.S.5    Halfdanarson, T.J.6
  • 11
    • 0027251053 scopus 로고
    • The pecking order of free radicals and antioxidants: Lipid peroxidation, alpha-tocopherol, and ascorbate
    • Buettner GR. The pecking order of free radicals and antioxidants: lipid peroxidation, alpha-tocopherol, and ascorbate. Arch Biochem Biophys 1993;300:535-43.
    • (1993) Arch Biochem Biophys , vol.300 , pp. 535-543
    • Buettner, G.R.1
  • 12
    • 84970583204 scopus 로고
    • Outer-sphere electron-transfer reactions of ascorbate anions
    • Williams NH, Yandell JK. Outer-sphere electron-transfer reactions of ascorbate anions. Aust J Chem 1982;35:1133-44.
    • (1982) Aust J Chem , vol.35 , pp. 1133-1144
    • Williams, N.H.1    Yandell, J.K.2
  • 13
    • 77955512534 scopus 로고    scopus 로고
    • Thermodynamic and kinetic considerations for the reaction of semiquinone radicals to form superoxide and hydrogen peroxide
    • Song Y, Buettner GR. Thermodynamic and kinetic considerations for the reaction of semiquinone radicals to form superoxide and hydrogen peroxide. Free Radic Biol Med 2010;49:919-62.
    • (2010) Free Radic Biol Med , vol.49 , pp. 919-962
    • Song, Y.1    Buettner, G.R.2
  • 14
    • 33947292106 scopus 로고
    • Ascorbic acid free radicals. I. Pulse radiolysis study of optical absorption and kinetic properties
    • Bielski BHJ, Comstock DA, Bowen RA. Ascorbic acid free radicals. I. Pulse radiolysis study of optical absorption and kinetic properties. J Am Chem Soc 1971;93:5624-29.
    • (1971) J Am Chem Soc , vol.93 , pp. 5624-5629
    • Bhj, B.1    Comstock, D.A.2    Bowen, R.A.3
  • 15
    • 0029939394 scopus 로고    scopus 로고
    • Catalytic metals, ascorbate and free radicals: Combinations to avoid
    • Buettner GR, Jurkiewicz BA. Catalytic metals, ascorbate and free radicals: combinations to avoid. Radiat Res 1996;145:532-41.
    • (1996) Radiat Res , vol.145 , pp. 532-541
    • Buettner, G.R.1    Jurkiewicz, B.A.2
  • 16
    • 0027469054 scopus 로고
    • Ascorbate free radical as a marker of oxidative stress: An EPR study
    • Buettner GR, Jurkiewicz BA. Ascorbate free radical as a marker of oxidative stress: an EPR study. Free Radic Biol Med 1993;14:49-55.
    • (1993) Free Radic Biol Med , vol.14 , pp. 49-55
    • Buettner, G.R.1    Jurkiewicz, B.A.2
  • 17
    • 0020118402 scopus 로고
    • The scavenging of superoxide radical by manganous complexes: In vitro
    • Archibald FS, Fridovich I. The scavenging of superoxide radical by manganous complexes: in vitro. Arch Biochem Biophys 1982;214: 452-63.
    • (1982) Arch Biochem Biophys , vol.214 , pp. 452-463
    • Archibald, F.S.1    Fridovich, I.2
  • 18
    • 77954735594 scopus 로고    scopus 로고
    • Superoxide dismutase mimics: Chemistry, pharmacology, and therapeutic potential
    • Batinic-Haberle I, Reboucas JS, Spasojevic I. Superoxide dismutase mimics: chemistry, pharmacology, and therapeutic potential. Antioxid Redox Signal 2010;13:877-918.
    • (2010) Antioxid Redox Signal , vol.13 , pp. 877-918
    • Batinic-Haberle, I.1    Reboucas, J.S.2    Spasojevic, I.3
  • 19
    • 79953772429 scopus 로고    scopus 로고
    • A combination of two antioxidants (an SOD mimic and ascorbate) produces a pro-oxidative effect forcing Escherichia coli to adapt via induction of oxyR regulon
    • Batinic-Haberle I, Rajic Z, Benov L. A combination of two antioxidants (an SOD mimic and ascorbate) produces a pro-oxidative effect forcing Escherichia coli to adapt via induction of oxyR regulon. Anticancer Agents Med Chem 2011;11:329-40.
    • (2011) Anticancer Agents Med Chem , vol.11 , pp. 329-340
    • Batinic-Haberle, I.1    Rajic, Z.2    Benov, L.3
  • 20
    • 0031573475 scopus 로고    scopus 로고
    • Manganic porphyrins possess catalase activity and protect endothelial cells against hydrogen peroxide-mediated injury
    • Day BJ, Fridovich I, Crapo JD. Manganic porphyrins possess catalase activity and protect endothelial cells against hydrogen peroxide-mediated injury. Arch Biochem Biophys 1997;347:256-62.
    • (1997) Arch Biochem Biophys , vol.347 , pp. 256-262
    • Day, B.J.1    Fridovich, I.2    Crapo, J.D.3
  • 21
    • 0027989826 scopus 로고
    • Stable Mn(III) porphyrins mimic superoxide dismutase in vitro and substitute for it in vivo
    • Faulkner KM, Liochev SI, Fridovich I. Stable Mn(III) porphyrins mimic superoxide dismutase in vitro and substitute for it in vivo. J Biol Chem 1994;269:23471-6.
    • (1994) J Biol Chem , vol.269 , pp. 23471-23476
    • Faulkner, K.M.1    Liochev, S.I.2    Fridovich, I.3
  • 22
    • 0001218860 scopus 로고
    • Ascorbate is an outstanding antioxidant in human blood plasma
    • Frei B, England L, Ames BN. Ascorbate is an outstanding antioxidant in human blood plasma. Proc Natl Acad Sci U S A 1989;86: 6377-81.
    • (1989) Proc Natl Acad Sci U S A , vol.86 , pp. 6377-6381
    • Frei, B.1    England, L.2    Ames, B.N.3
  • 23
  • 24
    • 77956159580 scopus 로고    scopus 로고
    • Metalloporphyrin synergizes with ascorbic acid to inhibit cancer cell growth through Fenton chemistry
    • Tian J, Peehl DM, Knox SJ. Metalloporphyrin synergizes with ascorbic acid to inhibit cancer cell growth through Fenton chemistry. Cancer Biother Radiopharm 2010;25:439-48.
    • (2010) Cancer Biother Radiopharm , vol.25 , pp. 439-448
    • Tian, J.1    Peehl, D.M.2    Knox, S.J.3
  • 25
    • 80555144320 scopus 로고    scopus 로고
    • Cytotoxic effects of Mn(III) N-alkylpyridylporphyrins in the presence of cellular reductant, ascorbate
    • Ye X, Fels D, Tovmasyan A, Aird KM, Dedeugd C, Allensworth JL, et al. Cytotoxic effects of Mn(III) N-alkylpyridylporphyrins in the presence of cellular reductant, ascorbate. Free Radic Res 2011;45: 1289-306.
    • (2011) Free Radic Res , vol.45 , pp. 1289-1306
    • Ye, X.1    Fels, D.2    Tovmasyan, A.3    Aird, K.M.4    Dedeugd, C.5    Allensworth, J.L.6
  • 27
    • 0022005713 scopus 로고
    • Hydrogen peroxide and hydroxyl free radical production by hematoporphyrin derivative, ascorbate and light
    • Buettner GR, Need MJ. Hydrogen peroxide and hydroxyl free radical production by hematoporphyrin derivative, ascorbate and light. Cancer Lett. 1985;25:297-304.
    • (1985) Cancer Lett. , vol.25 , pp. 297-304
    • Buettner, G.R.1    Need, M.J.2
  • 28
    • 0023899965 scopus 로고
    • In the absence of catalytic metals ascorbate does not autoxidize at pH 7: Ascorbate as a test for catalytic metals
    • Buettner GR. In the absence of catalytic metals ascorbate does not autoxidize at pH 7: ascorbate as a test for catalytic metals. J Biochem Biophys Methods 1988;16:27-40.
    • (1988) J Biochem Biophys Methods , vol.16 , pp. 27-40
    • Buettner, G.R.1
  • 29
    • 0026565534 scopus 로고
    • Optimal EPR detection of weak nitroxide spin adduct and ascorbyl free radical signals
    • Buettner GR, Kiminyo KP. Optimal EPR detection of weak nitroxide spin adduct and ascorbyl free radical signals. J Biochem Biophys Methods 1992;24:147-51.
    • (1992) J Biochem Biophys Methods , vol.24 , pp. 147-151
    • Buettner, G.R.1    Kiminyo, K.P.2
  • 30
    • 0021118703 scopus 로고
    • Quantitative analysis of dose-effect relationships: The combined effects of multiple drugs or enzyme inhibitors
    • Chou TC, Talalay P. Quantitative analysis of dose-effect relationships: the combined effects of multiple drugs or enzyme inhibitors. Adv Enzyme Regul 1984;22:27-55.
    • (1984) Adv Enzyme Regul , vol.22 , pp. 27-55
    • Chou, T.C.1    Talalay, P.2
  • 31
    • 33748794547 scopus 로고    scopus 로고
    • Theoretical basis, experimental design, and computerized simulation of synergism and antagonism in drug combination studies
    • Chou TC. Theoretical basis, experimental design, and computerized simulation of synergism and antagonism in drug combination studies. Pharmacol Rev 2006;58:621-81.
    • (2006) Pharmacol Rev , vol.58 , pp. 621-681
    • Chou, T.C.1
  • 32
    • 16244413340 scopus 로고    scopus 로고
    • Ascorbate (vitamin C) as an antioxidant
    • May JM, Asard H, Smirnoff N editors Abingdon, Oxford: BIOS Scientific Publishers
    • Buettner GR, Schafer FQ. In:May JM, Asard H, Smirnoff N, editors, Ascorbate (vitamin C) as an antioxidant. in vitamin C: its functions and biochemistry in animals and plants. Abingdon, Oxford: BIOS Scientific Publishers; 2004. p 173-88.
    • (2004) Vitamin C: Its Functions and Biochemistry in Animals and Plants , pp. 173-188
    • Buettner, G.R.1    Schafer, F.Q.2
  • 33
    • 0022938999 scopus 로고
    • Ascorbate autoxidation in the presence of iron and copper chelates
    • Buettner GR. Ascorbate autoxidation in the presence of iron and copper chelates. Free Radic Res Commun. 1986;1:349-53.
    • (1986) Free Radic Res Commun. , vol.1 , pp. 349-353
    • Buettner, G.R.1
  • 34
    • 0000363321 scopus 로고    scopus 로고
    • Relationship among redox potentials, proton dissociation constants of pyrrolic nitrogens, and in vivo and in vitro superoxide dismutating activities of manganese(III) and iron(III) water-soluble porphyrins
    • Batinic-Haberle I, Spasojevic I, Hambright P, Benov L, Crumbliss AL, Fridovich I. Relationship among redox potentials, proton dissociation constants of pyrrolic nitrogens, and in vivo and in vitro superoxide dismutating activities of manganese(III) and iron(III) water-soluble porphyrins. Inorg Chem 1999;38:4011-22.
    • (1999) Inorg Chem , vol.38 , pp. 4011-4022
    • Batinic-Haberle, I.1    Spasojevic, I.2    Hambright, P.3    Benov, L.4    Crumbliss, A.L.5    Fridovich, I.6
  • 35
    • 0032544579 scopus 로고    scopus 로고
    • The ortho effect makes manganese(III) meso-tetrakis(N-methylpyridinium-2- yl)porphyrin a powerful and potentially useful superoxide dismutase mimic
    • Batinic-Haberle I, Benov L, Spasojevic I, Fridovich I. The ortho effect makes manganese(III) meso-tetrakis(N-methylpyridinium-2-yl)porphyrin a powerful and potentially useful superoxide dismutase mimic. J Biol Chem 1998;273:24521-8.
    • (1998) J Biol Chem , vol.273 , pp. 24521-24528
    • Batinic-Haberle, I.1    Benov, L.2    Spasojevic, I.3    Fridovich, I.4
  • 36
    • 38649139361 scopus 로고    scopus 로고
    • Pure manganese(III) 5, 10,15,20-tetrakis(4-benzoic acid)porphyrin (MnTBAP) is not a superoxide dismutase mimic in aqueous systems: A case of structure- activity relationship as a watchdog mechanism in experimental therapeutics and biology
    • Reboucas JS, Spasojevic I, Batinic-Haberle I. Pure manganese(III) 5,10,15,20-tetrakis(4-benzoic acid)porphyrin (MnTBAP) is not a superoxide dismutase mimic in aqueous systems: a case of structure- activity relationship as a watchdog mechanism in experimental therapeutics and biology. J Biol Inorg Chem 2008;13:289-302.
    • (2008) J Biol Inorg Chem , vol.13 , pp. 289-302
    • Reboucas, J.S.1    Spasojevic, I.2    Batinic-Haberle, I.3
  • 38
    • 0032921777 scopus 로고    scopus 로고
    • Gemcitabine-induced programmed cell death (apoptosis) of human pancreatic carcinoma is determined by Bcl-2 content
    • Bold RJ, Chandra J, McConkey DJ. Gemcitabine-induced programmed cell death (apoptosis) of human pancreatic carcinoma is determined by Bcl-2 content. Ann Surg Oncol 1999;6:279-85.
    • (1999) Ann Surg Oncol , vol.6 , pp. 279-285
    • Bold, R.J.1    Chandra, J.2    McConkey, D.J.3
  • 39
    • 79955603438 scopus 로고    scopus 로고
    • Pharmacologic ascorbate synergizes with gemcitabine in preclinical models of pancreatic cancer
    • Espey MG, Chen P, Chalmers B, Drisko J, Sun AY, Levine M, et al. Pharmacologic ascorbate synergizes with gemcitabine in preclinical models of pancreatic cancer. Free Radic Biol Med 2011;50:1610-9.
    • (2011) Free Radic Biol Med , vol.50 , pp. 1610-1619
    • Espey, M.G.1    Chen, P.2    Chalmers, B.3    Drisko, J.4    Sun, A.Y.5    Levine, M.6


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