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Volumn 89, Issue , 2015, Pages 750-757

The neuronal nitric oxide synthase inhibitor NANT blocks acetaminophen toxicity and protein nitration in freshly isolated hepatocytes

Author keywords

Acetaminophen; Hepatotoxicity 3 nitrotyrosine; Mitochondria; Nitric Oxide; Reactive nitrogen and oxygen species; S nitrosoglutathione

Indexed keywords

3 NITROTYROSINE; ENZYME INHIBITOR; GLUTATHIONE; GLUTATHIONE DISULFIDE; NEURONAL NITRIC OXIDE SYNTHASE; N[(4) 4 AMINO 5 [(2 AMINOETHYL)AMINO]PENTYL]N' NITROGUANIDINETRIS(TRIFLUOROACETATE); PARACETAMOL; REACTIVE NITROGEN SPECIES; REACTIVE OXYGEN METABOLITE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE; UNCLASSIFIED DRUG; ANALGESIC AGENT; GUANIDINE DERIVATIVE; N-(4-AMINO-5-((2-AMINOETHYL)AMINO)PENTYL)-N'-NITROGUANIDINE; NICOTINAMIDE ADENINE DINUCLEOTIDE;

EID: 84944390436     PISSN: 08915849     EISSN: 18734596     Source Type: Journal    
DOI: 10.1016/j.freeradbiomed.2015.09.022     Document Type: Article
Times cited : (36)

References (46)
  • 1
  • 2
    • 42249102412 scopus 로고    scopus 로고
    • Acute liver failure: Summary of a workshop
    • W.M. Lee, and et al. Acute liver failure: Summary of a workshop Hepatology 47 4 2008 1401 1415
    • (2008) Hepatology , vol.47 , Issue.4 , pp. 1401-1415
    • Lee, W.M.1
  • 3
    • 0021345926 scopus 로고
    • N-acetyl-p-benzoquinone imine: A cytochrome P-450-mediated oxidation product of acetaminophen
    • D.C. Dahlin, and et al. N-acetyl-p-benzoquinone imine: a cytochrome P-450-mediated oxidation product of acetaminophen Proc Natl Acad Sci U S A 81 5 1984 1327 1331
    • (1984) Proc Natl Acad Sci U S A , vol.81 , Issue.5 , pp. 1327-1331
    • Dahlin, D.C.1
  • 4
    • 0015748302 scopus 로고
    • Acetaminophen-induced hepatic necrosis. I. Role of drug metabolism
    • J.R. Mitchell, and et al. Acetaminophen-induced hepatic necrosis. I. Role of drug metabolism J. Pharmcol. Exp. Ther. 187 1973 185 194
    • (1973) J. Pharmcol. Exp. Ther. , vol.187 , pp. 185-194
    • Mitchell, J.R.1
  • 5
    • 0016356278 scopus 로고
    • Acetaminophen-induced hepatic necrosis. VI. Metabolic disposition of toxic and nontoxic doses of acetaminophen
    • D.J. Jollow, and et al. Acetaminophen-induced hepatic necrosis. VI. Metabolic disposition of toxic and nontoxic doses of acetaminophen Pharmacology 12 4-5 1974 251 271
    • (1974) Pharmacology , vol.12 , Issue.4-5 , pp. 251-271
    • Jollow, D.J.1
  • 6
    • 0021950344 scopus 로고
    • Identification of the major covalent adduct formed in vitro and in vivo between acetaminophen and mouse liver proteins
    • K.J. Hoffmann, and et al. Identification of the major covalent adduct formed in vitro and in vivo between acetaminophen and mouse liver proteins Mol. Pharmacol. 27 5 1985 566 573
    • (1985) Mol. Pharmacol. , vol.27 , Issue.5 , pp. 566-573
    • Hoffmann, K.J.1
  • 7
    • 0031802829 scopus 로고    scopus 로고
    • Nitrotyrosine-protein adducts in hepatic centrilobular areas following toxic doses of acetaminophen in mice
    • J.A. Hinson, and et al. Nitrotyrosine-protein adducts in hepatic centrilobular areas following toxic doses of acetaminophen in mice Chem Res Toxicol 11 6 1998 604 607
    • (1998) Chem Res Toxicol , vol.11 , Issue.6 , pp. 604-607
    • Hinson, J.A.1
  • 8
    • 0029682870 scopus 로고    scopus 로고
    • Oxidative damage and tyrosine nitration from peroxynitrite
    • J.S. Beckman Oxidative damage and tyrosine nitration from peroxynitrite Chem Res Toxicol 9 5 1996 836 844
    • (1996) Chem Res Toxicol , vol.9 , Issue.5 , pp. 836-844
    • Beckman, J.S.1
  • 9
    • 0029037495 scopus 로고
    • The chemistry of peroxynitrite: A product from the reaction of nitric oxide with superoxide
    • W.A. Pryor, and G.L. Squadrito The chemistry of peroxynitrite: a product from the reaction of nitric oxide with superoxide Am J Physiol 268 5 Pt 1 1995 L699 L722
    • (1995) Am J Physiol , vol.268 , Issue.5 , pp. L699-L722
    • Pryor, W.A.1    Squadrito, G.L.2
  • 10
    • 0034693038 scopus 로고    scopus 로고
    • Superoxide reacts with nitric oxide to nitrate tyrosine at physiological pH via peroxynitrite
    • C.D. Reiter, R.J. Teng, and J.S. Beckman Superoxide reacts with nitric oxide to nitrate tyrosine at physiological pH via peroxynitrite J Biol Chem 275 42 2000 32460 32466
    • (2000) J Biol Chem , vol.275 , Issue.42 , pp. 32460-32466
    • Reiter, C.D.1    Teng, R.J.2    Beckman, J.S.3
  • 11
    • 0030834975 scopus 로고    scopus 로고
    • Glutathione peroxidase protects against peroxynitrite-mediated oxidations. A new function for selenoproteins as peroxynitrite reductase
    • H. Sies, and et al. Glutathione peroxidase protects against peroxynitrite-mediated oxidations. A new function for selenoproteins as peroxynitrite reductase J Biol Chem 272 44 1997 27812 27817
    • (1997) J Biol Chem , vol.272 , Issue.44 , pp. 27812-27817
    • Sies, H.1
  • 12
    • 79953016028 scopus 로고    scopus 로고
    • Acetaminophen-induced hepatotoxicity in mice occurs with inhibition of activity and nitration of mitochondrial manganese superoxide dismutase
    • R. Agarwal, and et al. Acetaminophen-induced hepatotoxicity in mice occurs with inhibition of activity and nitration of mitochondrial manganese superoxide dismutase J Pharmacol Exp Ther 337 1 2011 110 116
    • (2011) J Pharmacol Exp Ther , vol.337 , Issue.1 , pp. 110-116
    • Agarwal, R.1
  • 13
    • 84875550946 scopus 로고    scopus 로고
    • Robust protein nitration contributes to acetaminophen-induced mitochondrial dysfunction and acute liver injury
    • M.A. Abdelmegeed, and et al. Robust protein nitration contributes to acetaminophen-induced mitochondrial dysfunction and acute liver injury Free Radic Biol Med 60 2013 211 222
    • (2013) Free Radic Biol Med , vol.60 , pp. 211-222
    • Abdelmegeed, M.A.1
  • 14
    • 7044226521 scopus 로고    scopus 로고
    • Mitochondrial permeability transition in acetaminophen-induced necrosis and apoptosis of cultured mouse hepatocytes
    • K. Kon, and et al. Mitochondrial permeability transition in acetaminophen-induced necrosis and apoptosis of cultured mouse hepatocytes Hepatology 40 5 2004 1170 1179
    • (2004) Hepatology , vol.40 , Issue.5 , pp. 1170-1179
    • Kon, K.1
  • 15
    • 13244292321 scopus 로고    scopus 로고
    • Mechanisms of acetaminophen-induced hepatotoxicity: Role of oxidative stress and mitochondrial permeability transition in freshly isolated mouse hepatocytes
    • A.B. Reid, and et al. Mechanisms of acetaminophen-induced hepatotoxicity: role of oxidative stress and mitochondrial permeability transition in freshly isolated mouse hepatocytes J Pharmacol Exp Ther 312 2 2005 509 516
    • (2005) J Pharmacol Exp Ther , vol.312 , Issue.2 , pp. 509-516
    • Reid, A.B.1
  • 16
    • 0032899637 scopus 로고    scopus 로고
    • Contribution of increased mitochondrial free Ca2+ to the mitochondrial permeability transition induced by tert-butylhydroperoxide in rat hepatocytes
    • A.M. Byrne, J.J. Lemasters, and A.L. Nieminen Contribution of increased mitochondrial free Ca2+ to the mitochondrial permeability transition induced by tert-butylhydroperoxide in rat hepatocytes Hepatology 29 5 1999 1523 1531
    • (1999) Hepatology , vol.29 , Issue.5 , pp. 1523-1531
    • Byrne, A.M.1    Lemasters, J.J.2    Nieminen, A.L.3
  • 17
    • 0034596947 scopus 로고    scopus 로고
    • Reactive oxygen species (ROS)-induced ROS release: A new phenomenon accompanying induction of the mitochondrial permeability transition in cardiac myocytes
    • D.B. Zorov, and et al. Reactive oxygen species (ROS)-induced ROS release: a new phenomenon accompanying induction of the mitochondrial permeability transition in cardiac myocytes J Exp Med 192 7 2000 1001 1014
    • (2000) J Exp Med , vol.192 , Issue.7 , pp. 1001-1014
    • Zorov, D.B.1
  • 18
    • 77955353208 scopus 로고    scopus 로고
    • Reactive oxygen species (ROS)-induced ROS release: A new phenomenon accompanying induction of the mitochondrial permeability transition in cardiac myocytes
    • A.S. Burke, L.A. MacMillan-Crow, and J.A. Hinson Reactive oxygen species (ROS)-induced ROS release: a new phenomenon accompanying induction of the mitochondrial permeability transition in cardiac myocytes Chem Res Toxicol 23 7 2010 1286 1292
    • (2010) Chem Res Toxicol , vol.23 , Issue.7 , pp. 1286-1292
    • Burke, A.S.1    MacMillan-Crow, L.A.2    Hinson, J.A.3
  • 19
    • 0036288639 scopus 로고    scopus 로고
    • Peroxisomal localization of inducible nitric oxide synthase in hepatocytes
    • D.B. Stolz, and et al. Peroxisomal localization of inducible nitric oxide synthase in hepatocytes Hepatology 36 1 2002 81 93
    • (2002) Hepatology , vol.36 , Issue.1 , pp. 81-93
    • Stolz, D.B.1
  • 20
    • 33947159213 scopus 로고    scopus 로고
    • Role of IL-6 in an IL-10 and IL-4 double knockout mouse model uniquely susceptible to acetaminophen-induced liver injury
    • M. Bourdi, and et al. Role of IL-6 in an IL-10 and IL-4 double knockout mouse model uniquely susceptible to acetaminophen-induced liver injury Chem Res Toxicol 20 2 2007 208 216
    • (2007) Chem Res Toxicol , vol.20 , Issue.2 , pp. 208-216
    • Bourdi, M.1
  • 21
    • 0034796770 scopus 로고    scopus 로고
    • Acetaminophen-induced hepatotoxicity in mice lacking inducible nitric oxide synthase activity
    • S.L. Michael, and et al. Acetaminophen-induced hepatotoxicity in mice lacking inducible nitric oxide synthase activity Nitric Oxide 5 5 2001 432 441
    • (2001) Nitric Oxide , vol.5 , Issue.5 , pp. 432-441
    • Michael, S.L.1
  • 22
    • 0036330839 scopus 로고    scopus 로고
    • Effect of inhibitors of nitric oxide synthase on acetaminophen-induced hepatotoxicity in mice
    • J.A. Hinson, and et al. Effect of inhibitors of nitric oxide synthase on acetaminophen-induced hepatotoxicity in mice Nitric Oxide 6 2 2002 160 167
    • (2002) Nitric Oxide , vol.6 , Issue.2 , pp. 160-167
    • Hinson, J.A.1
  • 23
    • 30744442160 scopus 로고    scopus 로고
    • Neuronal nitric oxide synthase controls enzyme activity pattern of mitochondria and lipid metabolism
    • L. Schild, and et al. Neuronal nitric oxide synthase controls enzyme activity pattern of mitochondria and lipid metabolism FASEB J 20 1 2006 145 147
    • (2006) FASEB J , vol.20 , Issue.1 , pp. 145-147
    • Schild, L.1
  • 24
    • 1042301416 scopus 로고    scopus 로고
    • Characterization of superoxide-producing sites in isolated brain mitochondria
    • A.P. Kudin, and et al. Characterization of superoxide-producing sites in isolated brain mitochondria J Biol Chem 279 6 2004 4127 4135
    • (2004) J Biol Chem , vol.279 , Issue.6 , pp. 4127-4135
    • Kudin, A.P.1
  • 25
    • 33750063955 scopus 로고    scopus 로고
    • Selective fluorescent imaging of superoxide in vivo using ethidium-based probes
    • K.M. Robinson, and et al. Selective fluorescent imaging of superoxide in vivo using ethidium-based probes Proc Natl Acad Sci U S A 103 41 2006 15038 15043
    • (2006) Proc Natl Acad Sci U S A , vol.103 , Issue.41 , pp. 15038-15043
    • Robinson, K.M.1
  • 26
    • 75149132520 scopus 로고    scopus 로고
    • Fluorescent probes to investigate nitric oxide and other reactive nitrogen species in biology
    • L.E. McQuade, and S.J. Lippard, Fluorescent probes to investigate nitric oxide and other reactive nitrogen species in biology, Curr Opin Chem Biol. 14(1): p. 43-49.
    • Curr Opin Chem Biol. , vol.14 , Issue.1 , pp. 43-49
    • McQuade, L.E.1    Lippard, S.J.2
  • 27
    • 0032796721 scopus 로고    scopus 로고
    • A new HPLC method for the simultaneous determination of oxidized and reduced plasma aminothiols using coulometric electrochemical detection
    • S. Melnyk, and et al. A new HPLC method for the simultaneous determination of oxidized and reduced plasma aminothiols using coulometric electrochemical detection J Nutr Biochem 10 8 1999 490 497
    • (1999) J Nutr Biochem , vol.10 , Issue.8 , pp. 490-497
    • Melnyk, S.1
  • 28
    • 0036206777 scopus 로고    scopus 로고
    • Determination of acetaminophen-protein adducts in mouse liver and serum and human serum after hepatotoxic doses of acetaminophen using high-performance liquid chromatography with electrochemical detection
    • K.L. Muldrew, and et al. Determination of acetaminophen-protein adducts in mouse liver and serum and human serum after hepatotoxic doses of acetaminophen using high-performance liquid chromatography with electrochemical detection Drug Metab Dispos 30 4 2002 446 451
    • (2002) Drug Metab Dispos , vol.30 , Issue.4 , pp. 446-451
    • Muldrew, K.L.1
  • 29
    • 84896900520 scopus 로고    scopus 로고
    • Characterization of transgenic Gfrp knock in mice: Implication for tetrahydrobiopterin in modulcation of normal tissue radiation responses
    • R. Pathak, and et al. Characterization of transgenic Gfrp knock in mice: implication for tetrahydrobiopterin in modulcation of normal tissue radiation responses Antioxid Redox Signal. 20 9 2010 1436 1446
    • (2010) Antioxid Redox Signal. , vol.20 , Issue.9 , pp. 1436-1446
    • Pathak, R.1
  • 30
    • 0028881848 scopus 로고
    • Mitochondrial membrane potential monitored by JC-1 dye
    • M. Reers, and et al. Mitochondrial membrane potential monitored by JC-1 dye Methods Enzymol 260 1995 406 417
    • (1995) Methods Enzymol , vol.260 , pp. 406-417
    • Reers, M.1
  • 31
    • 77956244515 scopus 로고    scopus 로고
    • The role of nitric oxide in the local antiallodynic and antihyperalgesic effects and expression of delta-opioid and cannabinoid-2 receptors during neuropathic pain in mice
    • A. Hervera, and et al. The role of nitric oxide in the local antiallodynic and antihyperalgesic effects and expression of delta-opioid and cannabinoid-2 receptors during neuropathic pain in mice J Pharmacol Exp Ther 334 3 2010 887 896
    • (2010) J Pharmacol Exp Ther , vol.334 , Issue.3 , pp. 887-896
    • Hervera, A.1
  • 32
    • 79953889325 scopus 로고    scopus 로고
    • Peripheral effects of morphine and expression of mu-opioid receptors in the dorsal root ganglia during neuropathic pain: Nitric oxide signaling
    • A. Hervera, and et al. Peripheral effects of morphine and expression of mu-opioid receptors in the dorsal root ganglia during neuropathic pain: nitric oxide signaling Mol Pain 7 2011 25
    • (2011) Mol Pain , vol.7 , pp. 25
    • Hervera, A.1
  • 33
    • 0025673837 scopus 로고
    • Glutathione disulfide formation and oxidant stress during acetaminophen-induced hepatotoxicity in mice in vivo: The protective effect of allopurinol
    • H. Jaeschke Glutathione disulfide formation and oxidant stress during acetaminophen-induced hepatotoxicity in mice in vivo: the protective effect of allopurinol J Pharmacol Exp Ther 255 3 1990 935 941
    • (1990) J Pharmacol Exp Ther , vol.255 , Issue.3 , pp. 935-941
    • Jaeschke, H.1
  • 34
    • 33644992047 scopus 로고    scopus 로고
    • Direct evidence for S-nitrosation of mitochondrial complex I
    • L.S. Burwell, and et al. Direct evidence for S-nitrosation of mitochondrial complex I Biochem J 394 Pt 3 2006 627 634
    • (2006) Biochem J , vol.394 , pp. 627-634
    • Burwell, L.S.1
  • 35
    • 83455177527 scopus 로고    scopus 로고
    • Experimental study on the effects of 7-nitroindazol, a selective inhibitor of neuronal nitric oxide synthase (nNOS), on some brain and hepatic biochemical parameters
    • V. Vitcheva, R. Simeonova, and M. Mitcheva Experimental study on the effects of 7-nitroindazol, a selective inhibitor of neuronal nitric oxide synthase (nNOS), on some brain and hepatic biochemical parameters FARMACIA 59 6 2011 803 808
    • (2011) FARMACIA , vol.59 , Issue.6 , pp. 803-808
    • Vitcheva, V.1    Simeonova, R.2    Mitcheva, M.3
  • 36
    • 0036790992 scopus 로고    scopus 로고
    • Protein nitration is mediated by heme and free metals through Fenton-type chemistry: An alternative to the NO/O2- reaction
    • D.D. Thomas, and et al. Protein nitration is mediated by heme and free metals through Fenton-type chemistry: an alternative to the NO/O2- reaction Proc Natl Acad Sci U S A 99 20 2002 12691 12696
    • (2002) Proc Natl Acad Sci U S A , vol.99 , Issue.20 , pp. 12691-12696
    • Thomas, D.D.1
  • 37
    • 0023718622 scopus 로고
    • Effect of acetaminophen hepatotoxicity on hepatic mitochondrial and microsomal calcium contents in mice
    • P.C. Burcham, and A.W. Harman Effect of acetaminophen hepatotoxicity on hepatic mitochondrial and microsomal calcium contents in mice Toxicol. Lett. 44 1-2 1988 91 99
    • (1988) Toxicol. Lett. , vol.44 , Issue.1-2 , pp. 91-99
    • Burcham, P.C.1    Harman, A.W.2
  • 38
    • 0027976561 scopus 로고
    • Inhibition of mitochondrial respiration in vivo is an early event in acetaminophen-induced hepatotoxicity
    • P.J. Donnelly, R.M. Walker, and W.J. Racz Inhibition of mitochondrial respiration in vivo is an early event in acetaminophen-induced hepatotoxicity Arch. Toxicol. 68 1994 110 118
    • (1994) Arch. Toxicol. , vol.68 , pp. 110-118
    • Donnelly, P.J.1    Walker, R.M.2    Racz, W.J.3
  • 39
    • 0035477926 scopus 로고    scopus 로고
    • Nitric oxide inhibits mitochondrial NADH:ubiquinone reductase activity through peroxynitrite formation
    • N.A. Riobo, and et al. Nitric oxide inhibits mitochondrial NADH:ubiquinone reductase activity through peroxynitrite formation Biochem J 359 Pt 1 2001 139 145
    • (2001) Biochem J , vol.359 , pp. 139-145
    • Riobo, N.A.1
  • 40
    • 84904192156 scopus 로고    scopus 로고
    • Pathogenesis of chronic hyperglycemia: From reductive stress to oxidative stress
    • L.J. Yan Pathogenesis of chronic hyperglycemia: from reductive stress to oxidative stress J Diabetes Res 2014 2014 137919
    • (2014) J Diabetes Res , vol.2014 , pp. 137919
    • Yan, L.J.1
  • 41
    • 0026470180 scopus 로고
    • Generation of superoxide by purified brain nitric oxide synthase
    • S. Pou, and et al. Generation of superoxide by purified brain nitric oxide synthase J Biol Chem 267 34 1992 24173 24176
    • (1992) J Biol Chem , vol.267 , Issue.34 , pp. 24173-24176
    • Pou, S.1
  • 42
    • 84882656009 scopus 로고    scopus 로고
    • Mechanisms of Acetaminophen-Induced Liver Disease
    • N. Kaplowitz, L.D. DeLeve, Elsevier Amsterdam
    • J.A. Hinson Mechanisms of Acetaminophen-Induced Liver Disease N. Kaplowitz, L.D. DeLeve, Drug Induced Liver Disease 2013 Elsevier Amsterdam 305 322
    • (2013) Drug Induced Liver Disease , pp. 305-322
    • Hinson, J.A.1
  • 43
    • 74049084627 scopus 로고    scopus 로고
    • Reaction between nitric oxide, glutathione, and oxygen in the presence and absence of protein: How are S-nitrosothiols formed?
    • A. Keszler, Y. Zhang, and N. Hogg Reaction between nitric oxide, glutathione, and oxygen in the presence and absence of protein: How are S-nitrosothiols formed? Free Radic Biol Med, 48 1 2010 55 64
    • (2010) Free Radic Biol Med , vol.48 , Issue.1 , pp. 55-64
    • Keszler, A.1    Zhang, Y.2    Hogg, N.3
  • 44
    • 84901066101 scopus 로고    scopus 로고
    • Respiratory substrates regulate S-nitrosylation of mitochondrial proteins through a thiol-dependent pathway
    • A.H. Chang, and et al. Respiratory substrates regulate S-nitrosylation of mitochondrial proteins through a thiol-dependent pathway Chem Res Toxicol 27 5 2014 794 804
    • (2014) Chem Res Toxicol , vol.27 , Issue.5 , pp. 794-804
    • Chang, A.H.1
  • 45
    • 0031044060 scopus 로고    scopus 로고
    • Complexes between hexokinase, mitochondrial porin and adenylate translocator in brain: Regulation of hexokinase, oxidative phosphorylation and permeability transition pore
    • G. Beutner, and et al. Complexes between hexokinase, mitochondrial porin and adenylate translocator in brain: regulation of hexokinase, oxidative phosphorylation and permeability transition pore Biochem Soc Trans 25 1 1997 151 157
    • (1997) Biochem Soc Trans , vol.25 , Issue.1 , pp. 151-157
    • Beutner, G.1
  • 46
    • 0025343905 scopus 로고
    • Evidence for a direct role of intracellular calcium in paracetamol toxicity
    • A.R. Boobis, and et al. Evidence for a direct role of intracellular calcium in paracetamol toxicity Biochem Pharmacol 39 8 1990 1277 1281
    • (1990) Biochem Pharmacol , vol.39 , Issue.8 , pp. 1277-1281
    • Boobis, A.R.1


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