Aldo-keto reductase 1C15 as a quinone reductase in rat endothelial cell: Its involvement in redox cycling of 9,10-phenanthrenequinone

References

• Schwela D. Air pollution and health in urban areas. Rev Environ Health 2000;15:13–42.
   PubMedGoogle Scholar
• Delfino RJ. Epidemiologic evidence for asthma and exposure to air toxics: linkages between occupational, indoor, and community air pollution research. Environ Health Perspect 2002;110:573–589.
   PubMed Web of Science ®Google Scholar
• Polosa R, Salvi S, Di Maria GU. Allergic susceptibility associated with diesel exhaust particle exposure: clear as mud. Arch Environ Health 2002;57:188–193.
   PubMed Web of Science ®Google Scholar
• Nemmar A, Hoylaerts MF, Hoet PH, Nemery B. Possible mechanisms of the cardiovascular effects of inhaled particles: systemic translocation and prothrombotic effects. Toxicol Lett 2004;149:243–253.
   PubMed Web of Science ®Google Scholar
• Yu CP, Xu GB. Predictive models for deposition of inhaled diesel exhaust particles in humans and laboratory species. Res Rep Health Eff Inst 1987;10:3–22.
   Google Scholar
• Sagai M, Furuyama A, Ichinose T. Biological effects of diesel exhaust particles (DEP). III. Pathogenesis of asthma like symptoms in mice. Free Radic Biol Med 1996;21:199–209.
   PubMed Web of Science ®Google Scholar
• Bai Y, Suzuki AK, Sagai M. The cytotoxic effects of diesel exhaust particles on human pulmonary artery endothelial cells in vitro: role of active oxygen species. Free Radic Biol Med 2001;30:555–562.
   PubMed Web of Science ®Google Scholar
• Nemmar A, Hoet PH, Vanquickenborne B, Dinsdale D, Thomeer M, Hoylaerts MF, . Passage of inhaled particles into the blood circulation in humans. Circulation 2002;105: 411–414.
   PubMed Web of Science ®Google Scholar
• Cassee FR, Boere AJ, Bos J, Fokkens PH, Dormans JA, van Loveren H. Effects of diesel exhaust enriched concentrated PM2.5 in ozone preexposed or monocrotaline-treated rats. Inhal Toxicol 2002;14:721–743.
   PubMed Web of Science ®Google Scholar
• Bérubé KA, Jones TP, Williamson BJ. Electron microscopy of urban airborn particulate matter. Microsc Anal 1997;49:9–11.
   Google Scholar
• Sugimoto R, Kumagai Y, Nakai Y, Ishii T. 9,10-Phenanthraquinone in diesel exhaust particles downregulates Cu,Zn-SOD and HO-1 in human pulmonary epithelial cells: intracellular iron scavenger 1,10-phenanthroline affords protection against apoptosis. Free Radic Biol Med 2005;38:388–395.
   PubMed Web of Science ®Google Scholar
• Jarabak J. Polycyclic aromatic hydrocarbon quinone-mediated oxidation reduction cycling catalyzed by a human placental NADPH-linked carbonyl reductase. Arch Biochem Biophys 1991;291:334–338.
   PubMed Web of Science ®Google Scholar
• Oginuma M, Shimada H, Imamura Y. Involvement of carbonyl reductase in superoxide formation through redox cycling of adrenochrome and 9,10-phenanthrenequinone in pig heart. Chem Biol Interact 2005;155:148–154.
   PubMed Web of Science ®Google Scholar
• Taguchi K, Fujii S, Yamano S, Cho AK, Kamisuki S, Nakai Y, . An approach to evaluate two-electron reduction of 9,10-phenanthraquinone and redox activity of the hydroquinone associated with oxidative stress. Free Radic Biol Med 2007;43:789–799.
   PubMed Web of Science ®Google Scholar
• Chesis PL, Levin DE, Smith MT, Ernster L, Ames BN. Mutagenicity of quinones: pathways of metabolic activation and detoxification. Proc Natl Acad Sci USA 1984;81:1696–1700.
   PubMed Web of Science ®Google Scholar
• Kumagai Y, Arimoto T, Shinyashiki M, Shimojo N, Nakai Y, Yoshikawa T, Sagai M. Generation of reactive oxygen species during interaction of diesel exhaust particle components with NADPH-cytochrome P450 reductase and involvement of the bioactivation in the DNA damage. Free Radic Biol Med 1997; 22:479–487.
   PubMed Web of Science ®Google Scholar
• Matsunaga T, Kamiya T, Sumi D, Kumagai Y, Kalyanaraman B, Hara A. L-Xylulose reductase is involved in 9,10-phenanthrenequinone-induced apoptosis in human T lymphoma cells. Free Radic Biol Med 2008;44:1191–1202.
   PubMed Web of Science ®Google Scholar
• Matsunaga T, Arakaki M, Kamiya T, Endo S, El-Kabbani O, Hara A. Involvement of an aldo-keto reductase (AKR1C3) in redox cycling of 9,10-phenanthrenequinone leading to apoptosis in human endothelial cells. Chem Biol Interact 2009;181:52–60.
   PubMed Web of Science ®Google Scholar
• Matsunaga T, Shintani S, Hara A. Multiplicity of mammalian reductases for xenobiotic carbonyl compounds. Drug Metab Pharmacokinet 2006;21:1–18.
   PubMed Web of Science ®Google Scholar
• Endo S, Matsunaga T, Horie K, Tajima K, Bunai Y, Carbone V, . Enzymatic characteristics of an aldo-keto reductase family protein (AKR1C15) and its localization in rat tissues. Arch Biochem Biophys 2007;465:136–147.
   PubMed Web of Science ®Google Scholar
• Matsunaga T, Shinoda Y, Inoue Y, Endo S, El-Kabbani O, Hara A. Protective effect of rat aldo-keto reductase (AKR1C15) on endothelial cell damage elicited by 4-hydroxy-2-nonenal. Chem Biol Interact 2011; in press.
   Web of Science ®Google Scholar
• Domenighetti AA, Bény JL, Chabaud F, Frieden M. An intercellular regenerative calcium wave in porcine coronary artery endothelial cells in primary culture. J Physiol 1998;513: 103–116.
   PubMed Web of Science ®Google Scholar
• Usui S, Matsunaga T, Ukai S, Kiho T. Growth suppressing activity for endothelial cells induced from macrophages by carboxymethylated curdlan. Biosci Biotechnol Biochem 1997;61:1924–1925.
   PubMed Web of Science ®Google Scholar
• Kotamraju S, Konorev EA, Joseph J, Kalyanaraman B. Doxorubicin-induced apoptosis in endothelial cells and cardiomyocytes is ameliorated by nitrone spin traps and ebselen. Role of reactive oxygen and nitrogen species. J Biol Chem 2000;275:33585–33592.
   PubMed Web of Science ®Google Scholar
• Matsunaga T, Kotamraju S, Kalivendi SV, Dhanasekaran A, Joseph J, Kalyanaraman B. Ceramide-induced intracellular oxidant formation, iron signaling, and apoptosis in endothelial cells: protective role of endogenous nitric oxide. J Biol Chem 2004;279:28614–28624.
   PubMed Web of Science ®Google Scholar
• Thomas S, Kotamraju S, Zielonka J, Harder DR, Kalyanaraman B. Hydrogen peroxide induces nitric oxide and proteosome activity in endothelial cells: a bell-shaped signaling response. Free Radic Biol Med 2007;42:1049–1061.
   PubMed Web of Science ®Google Scholar
• Mohan S, Mohan N, Sprague EA. Differential activation of NF-kappa B in human aortic endothelial cells conditioned to specific flow environments. Am J Physiol 1997;273:C572–C578.
   Google Scholar
• McCord JM, Fridovich I. Superoxide dismutase. An enzymic function for erythrocuprein (hemocuprein). J Biol Chem 1969;244:6049–6055.
   PubMed Web of Science ®Google Scholar
• Wang XZ, Lawson B, Brewer JW, Zinszner H, Sanjay A, Mi LJ, . Signals from the stressed endoplasmic reticulum induce C/EBP-homologous protein (CHOP/GADD153). Mol Cell Biol 1996;16:4273–4280.
   PubMed Web of Science ®Google Scholar
• Schröder M, Kaufman RJ. The mammalian unfolded protein response. Annu Rev Biochem 2005;74:739–789.
   PubMed Web of Science ®Google Scholar
• Matsunaga T, Arakaki M, Kamiya T, Haga M, Endo S, El-Kabbani O, Hara A. Nitric oxide mitigates apoptosis in human endothelial cells induced by 9,10-phenanthrenequinone: role of proteasomal function. Toxicology 2010;268:191–197.
   PubMed Web of Science ®Google Scholar
• Lin PH, Pan WC, Kang YW, Chen YL, Lin CH, Lee MC, . Effects of naphthalene quinonoids on the induction of oxidative DNA damage and cytotoxicity in calf thymus DNA and in human cultured cells. Chem Res Toxicol 2005;18:1262–1270.
   PubMed Web of Science ®Google Scholar
• Baulig A, Garlatti M, Bonvallot V, Marchand A, Barouki R, Marano F, Baeza-Squiban A. Involvement of reactive oxygen species in the metabolic pathways triggered by diesel exhaust particles in human airway epithelial cells. Am J Physiol Lung Cell Mol Physiol 2003;285:L671–L679.
   PubMed Web of Science ®Google Scholar
• Wu RP, Hayashi T, Cottam HB, Jin G, Yao S, Wu CC, . Nrf2 responses and the therapeutic selectivity of electrophilic compounds in chronic lymphocytic leukemia. Proc Natl Acad Sci USA 2010;107:7479–7484.
   PubMed Web of Science ®Google Scholar
• Morimitsu Y, Nakagawa Y, Hayashi K, Fujii H, Kumagai T, Nakamura Y, . A sulforaphane analogue that potently activates the Nrf2-dependent detoxification pathway. J Biol Chem 2002;277:3456–3463.
   PubMed Web of Science ®Google Scholar
• Jung EJ, Avliyakulov NK, Boontheung P, Loo JA, Nel AE. Pro-oxidative DEP chemicals induce heat shock proteins and an unfolding protein response in a bronchial epithelial cell line as determined by DIGE analysis. Proteomics 2007;7:3906–3918.
   PubMed Web of Science ®Google Scholar
• Wu J, Kaufman RJ. From acute ER stress to physiological roles of the Unfolded Protein Response. Cell Death Differ 2006;13:374–384.
   PubMed Web of Science ®Google Scholar
• Ma Y, Brewer JW, Diehl JA, Hendershot LM. Two distinct stress signaling pathways converge upon the CHOP promoter during the mammalian unfolded protein response. J Mol Biol 2002;318:1351–1365.
   PubMed Web of Science ®Google Scholar
• Gotoh T, Oyadomari S, Mori K, Mori M. Nitric oxide-induced apoptosis in RAW 264.7 macrophages is mediated by endoplasmic reticulum stress pathway involving ATF6 and CHOP. J Biol Chem 2002;277:12343–12350.
   PubMed Web of Science ®Google Scholar
• Xu C, Bailly-Maitre B, Reed JC. Endoplasmic reticulum stress: cell life and death decisions. J Clin Invest 2005;115: 2656–2664.
   PubMed Web of Science ®Google Scholar
• Tagawa Y, Hiramatsu N, Kasai A, Hayakawa K, Okamura M, Yao J, Kitamura M. Induction of apoptosis by cigarette smoke via ROS-dependent endoplasmic reticulum stress and CCAAT/enhancer-binding protein-homologous protein (CHOP). Free Radic Biol Med 2008;45:50–59.
   PubMed Web of Science ®Google Scholar
• Sekine Y, Takeda K, Ichijo H. The ASK1-MAP kinase signaling in ER stress and neurodegenerative diseases. Curr Mol Med 2006;6:87–97.
   PubMed Web of Science ®Google Scholar
• Yokouchi M, Hiramatsu N, Hayakawa K, Okamura M, Du S, Kasai A, . Involvement of selective reactive oxygen species upstream of proapoptotic branches of unfolded protein response. J Biol Chem 2008;283:4252–4260.
   PubMed Web of Science ®Google Scholar
• Adachi M, Liu Y, Fujii K, Calderwood SK, Nakai A, Imai K, Shinomura Y. Oxidative stress impairs the heat stress response and delays unfolded protein recovery. PLoS One 2009; 4:e7719.
   PubMed Web of Science ®Google Scholar
• Fribley A, Zeng Q, Wang CY. Proteasome inhibitor PS-341 induces apoptosis through induction of endoplasmic reticulum stress-reactive oxygen species in head and neck squamous cell carcinoma cells. Mol Cell Biol 2004;24: 9695–9704.
   PubMed Web of Science ®Google Scholar
• Wang XZ, Ron D. Stress-induced phosphorylation and activation of the transcription factor CHOP (GADD153) by p38 MAP Kinase. Science 1996;272:1347–1349.
   PubMed Web of Science ®Google Scholar
• Kültz D, Madhany S, Burg MB. Hyperosmolality causes growth arrest of murine kidney cells. Induction of GADD45 and GADD153 by osmosensing via stress-activated protein kinase 2. J Biol Chem 1998;273:13645–13651.
   PubMed Web of Science ®Google Scholar
• Matsumoto M, Minami M, Takeda K, Sakao Y, Akira S. Ectopic expression of CHOP (GADD153) induces apoptosis in M1 myeloblastic leukemia cells. FEBS Lett 1996;395: 143–147.
   PubMed Web of Science ®Google Scholar
• Gotoh T, Terada K, Oyadomari S, Mori M. hsp70-DnaJ chaperone pair prevents nitric oxide- and CHOP-induced apoptosis by inhibiting translocation of Bax to mitochondria. Cell Death Differ 2004;11:390–402.
   PubMed Web of Science ®Google Scholar
• Mauderly JL, Jones RK, Griffith WC, Henderson RF, McClellan RO. Diesel exhaust is a pulmonary carcinogen in rats exposed chronically by inhalation. Fundam Appl Toxicol 1987;9:208–221.
   PubMedGoogle Scholar
• Arimoto T, Kadiiska MB, Sato K, Corbett J, Mason RP. Synergistic production of lung free radicals by diesel exhaust particles and endotoxin. Am J Respir Crit Care Med 2005; 171:379–387.
   PubMed Web of Science ®Google Scholar
• Schlegel BP, Ratnam K, Penning TM. Retention of NADPH-linked quinone reductase activity in an aldo-keto reductase following mutation of the catalytic tyrosine. Biochemistry 1998;37:11003–11011.
   PubMed Web of Science ®Google Scholar
• Zhang DD. Mechanistic studies of the Nrf2-Keap1 signaling pathway. Drug Metab Rev 2006;38:769–789.
   PubMed Web of Science ®Google Scholar
• Kaspar JW, Niture SK, Jaiswal AK. Nrf2: INrf2 (Keap1) signaling in oxidative stress. Free Radic Biol Med 2009; 47:1304–1309.
   PubMed Web of Science ®Google Scholar
• Dinkova-Kostova AT, Holtzclaw WD, Cole RN, Itoh K, Wakabayashi N, Katoh Y, . Direct evidence that sulfhydryl groups of Keap1 are the sensors regulating induction of phase 2 enzymes that protect against carcinogens and oxidants. Proc Natl Acad Sci USA 2002;99:11908–11913.
   PubMed Web of Science ®Google Scholar
• MacLeod AK, McMahon M, Plummer SM, Higgins LG, Penning TM, Igarashi K, Hayes JD. Characterization of the cancer chemopreventive NRF2-dependent gene battery in human keratinocytes: demonstration that the KEAP1-NRF2 pathway, and not the BACH1-NRF2 pathway, controls cytoprotection against electrophiles as well as redox-cycling compounds. Carcinogenesis 2009;30:1571–1580.
   PubMed Web of Science ®Google Scholar
• Endo S, Matsunaga T, Mamiya H, Hara A, Kitade Y, Tajima K, El-Kabbani O. Characterization of a rat NADPH-dependent aldo-keto reductase (AKR1B13) induced by oxidative stress. Chem Biol Interact 2009;178:151–157.
   PubMed Web of Science ®Google Scholar
• Taguchi K, Shimada M, Fujii S, Sumi D, Pan X, Yamano S, . Redox cycling of 9,10-phenanthraquinone to cause oxidative stress is terminated through its monoglucuronide conjugation in human pulmonary epithelial A549 cells. Free Radic Biol Med 2008;44:1645–1655.
   PubMed Web of Science ®Google Scholar