310
Views
26
CrossRef citations to date
0
Altmetric
Original

Comparison of superoxide detection abilities of newly developed spin traps in the living cells

, , , &
Pages 668-676 | Received 18 Dec 2008, Published online: 21 Jul 2009

References

  • Halliwell B, Gutteridge JMC. The chemistry of free radicals and related ‘reactive species. Free radicals in biology and medicine3rd ed., B. Halliwell, JMC Gutteridge. Oxford University Press, New York 1999; 36–104
  • Halliwell B. Oxidative stress, nutrition and health. Experimental strategies for optimization of nutritional antioxidant intake in humans. Free Radic Res 1992; 25: 57–74
  • Sichel G, Corsaro C, Scalia M, Di Bilio AJ, Bonomo RP. In vitro scavenger activity of some flavonoids and melanins against O2−(.). Free Radic Biol Med 1991; 11: 1–8
  • Cotelle N, Bernier JL, Henichart JP, Catteau JP, Gaydou E, Wallet JC. Scavenger and antioxidant properties of ten synthetic flavones. Free Radic Biol Med 1992; 13: 211–219
  • Guo Q, Zhao BL, Shen SR, Hou JW, Hu JG, Xin WJ. ESR study on the structure-antioxidant activity relationship of tea catechins and their epimers. Biochim Biophys Acta 1999; 1427: 13–23
  • Wood JE, Senthilmohan ST, Peskin AV. Antioxidant activity of procyanidin-containing plant extracts at different pHs. Food Chem 2002; 77: 155–161
  • Sato E, Kohno M, Hamano H, Niwano Y. Increased anti-oxidative potency of garlic by spontaneous short-term fermentation. Plant Foods Hum Nutr 2006; 61: 157–160
  • Saito K, Kohno M, Yoshizaki F, Niwano Y. Extensive screening for edible herbal extracts with potent scavenging activity against superoxide anions. Plant Foods Hum Nutr 2008; 63: 65–70
  • Saito K, Kohno M, Yoshizaki F, Niwano Y. Antioxidant properties of herbal extracts selected from screening for potent scavenging activity against superoxide anions. J Sci Food Agric 2008; 88: 2707–2712
  • Iwamura M, Inamoto N. Reactions of nitrones with free radicals. II. Formation of nitroxides. Bull Chem Soc Jpn 1970; 43: 860–863
  • Janzen EG. Spin trapping. Acc Chem Res 1971; 4: 31–40
  • Buettner GR. Spin trapping: ESR parameters of spin adducts. Free Radic Biol Med 1987; 3: 259–303
  • Buettner GR, Oberley LW. Considerations in the spin trapping of superoxide and hydroxyl radical in aqueous systems using 5,5-dimethyl-1-pyrroline-1-oxide. Biochem Biophys Res Commun 1978; 83: 69–74
  • Finkelstein E, Rosen GM, Rauckman EJ. Spin trapping. Kinetics of the reaction of superoxide and hydroxyl radicals with nitrones. J Am Chem Soc 1980; 102: 4994–4999
  • Frejaville C, Karoui H, Tuccio B, Le Moigne F, Culcasi M, Pietri S, Lauricella R, Tordo P. 5-(Diethoxyphosphoryl)-5-methyl-1-pyrroline n-oxide: a new efficient phosphorylated nitrone for the in vitro and in vivo spin trapping of oxygen-centered radicals. J Med Chem 1995; 38: 258–265
  • Olive G, Mercier A, Le Moigne F, Rockenbauer A, Tordo P. 2-Ethoxycarbonyl-2-methyl-3,4-dihydro-2H-pyrrole-1-oxide: evaluation of the spin trapping properties. Free Radic Biol Med 2000; 28: 403–408
  • Zhang H, Joseph J, Vasquez-Vivar J, Karoui H, Nsanzumuhire C, Martasek P, Tordo P, Kalyanaraman B. Detection of superoxide anion using an isotopically labeled nitrone spin trap: potential biological applications. FEBS Lett 2000; 473: 58–62
  • Zhao H, Joseph J, Zhang H, Karoui H, Kalyanaraman B. Synthesis and biochemical applications of a solid cyclic nitrone spin trap: a relatively superior trap for detecting superoxide anions and glutathiyl radicals. Free Radic Biol Med 2001; 31: 599–606
  • Chalier F, Tordo P. 5-Diisopropoxyphosphoryl-5-methyl-1-pyrroline N-oxide, DIPPMPO, a crystalline analog of the nitrone DEPMPO: synthesis and spin trapping properties. J Chem Soc Perkin Trans 2002; 2: 2110–2117
  • Stolze K, Udilova N, Rosenau T, Hofinger A, Nohl H. Synthesis and characterization of EMPO-derived 5,5-disubstituted 1-pyrroline N-oxide as spin traps forming exceptionally stable superoxide spin adducts. Biol Chem 2003; 384: 493–500
  • Tsai P, Ichikawa K, Mailer C, Pou S, Halpern HJ, Robinson BH, Nielsen R, Rosen GM. Esters of 5-carboxyl-5-methyl-1-pyrroline N-oxide: a family of spin traps for superoxide. J Org Chem 2003; 68: 7811–7817
  • Villamena FA, Rockenbauer A, Gallucci J, Velayutham M, Hadad CM, Zweier JL. Spin trapping by 5-carbamoyl-5-methyl-1-pyrroline N-oxide (AMPO): theoretical and experimental studies. J Org Chem 2004; 69: 7994–8004
  • Nishizawa M, Shioji K, Kurauchi Y, Okuma K, Kohno M. Spin-trapping properties of 5-(diphenylphosphinoyl)-5-methyl-4,5-dihydro-3H-pyrrole N-oxide (DPPMDPO). Bull Chem Soc Jpn 2007; 80: 495–497
  • Kamibayashi M, Oowada S, Kameda H, Okada T, Inanami O, Ohta S, Ozawa T, Makino K, Kotake Y. Synthesis and characterization of a practically better DEPMPO-type spin trap, 5-(2,2-dimethyl-1,3-propoxy cyclophosphoryl)-5-methyl-1-pyrroline N-oxide (CYPMPO). Free Radic Res 2006; 40: 1166–1172
  • Shimamura T, Fujimura Y, Ukeda H. Electron spin resonance analysis of superoxide anion radical scavenging activity with spin trapping agent, Diphenyl-PMPO. Anal Sci 2007; 23: 1233–1235
  • Kobayashi HP, Watanabe T, Oowada S, Hirayama A, Nagase S, Kamibayashi M, Otsubo T. Effect of CV-159-Ca2 + /calmodulin blockade on redox status hepatic ischemia-reperfusion injury in mice evaluated by a newly developed in vivo EPR imaging technique. J Surg Res 2008; 147: 41–49
  • Ogura A, Oowada S, Kon Y, Hirayama A, Yasui H, Meike S, Kobayashi S, Kuwabara M, Inanami O. Redox regulation in radiation-induced cytochrome c release from mitochondria of human lung carcinoma A549 cells. Can Lett 2009; 277: 64–71
  • Quintanilha AT, Packer L. Surface localization of sites of reduction of nitroxide spin-labeled molecules in mitochondria. Proc Natl Acad Sci USA 1977; 74: 570–574
  • Eriksson UG, Brasch RC, Tozer TN. Nonenzymatic bioreduction in rat liver and kidney of nitroxyl spin labels, potential contrast agents in magnetic resonance imaging. Drug Metab Dispos 1987; 15: 155–160
  • Iannone A, Bini A, Swartz HM, Tomasi A, Vannini V. Metabolism in rat liver microsomes of the nitroxide spin probe TEMPOL. Biochem Pharmacol 1989; 38: 2581–2586
  • Khan N, Wilmot CM, Rosen GM, Demidenko E, Sun J, Joseph J, O'Hara J, Kalyanaraman B, Swartz HM. Spin traps: in vitro toxicity and stability of radical adducts. Free Radic Biol Med 2003; 34: 1473–1481
  • Rohr-Udilova N, Stolze K, Marian B, Nohl H. Cytotoxicity of novel derivatives of the spin trap EMPO. Bioorg Med Chem Lett 2006; 16: 541–546
  • Ashkenazi M, Dennison DK. A new method for isolation of salivary neutrophils and determination of their functional activity. J Dent Res 1989; 68: 1256–1261
  • Al-Essa L, Niwa M, Kohno K, Tsurumi K. A proposal for purification of salivary polymorphonuclear leukocytes by combination of nylon mesh filtration and density-gradient method: a validation by superoxide- and cyclic AMP-generating responses. Life Sci 1994; 55: PL333–PL338
  • Sato EF, Utsumi K, Inoue M. Human oral neutrophils: isolation and characterization. Methods Enzymol 1996; 268: 503–509
  • Roubaud V, Sankarapandi S, Kuppusamy P, Tordo P, Zweier JL. Quantitative measurement of superoxide generation using the spin trap 5-(diethoxyphosphoryl)-5-methyl-1-pyrroline-N-oxide. Anal Biochem 1997; 247: 404–411
  • Roubaud V, Sankarapandi S, Kuppusamy P, Tordo P, Zweier JL. Quantitative measurement of superoxide generation and oxygen consumption from leukocytes using electron paramagnetic resonance spectroscopy. Anal Biochem 1998; 257: 210–217
  • Timmins GS, Liu KJ, Bechara EJH, Kotake Y, Swartz HM. Trapping of free radicals with direct in vivo EPR detection: a comparison of 5,5-dimethyl-1-pyrroline-N-oxide and 5-diethoxyphosphoryl-5-methyl-1-pyrroline-N-oxide as spin traps for HO· and . Free Radic Biol Med 1999; 27: 329–333
  • Stocker P, Lesgards JF, Vidal N, Chalier F, Prost M. ESR study of a biological assay on whole blood: antioxidant efficiency of various vitamins. Biochim Biophys Acta 2003; 1621: 1–8
  • Jones CM, Lawrence A, Wardman P, Burkitt MJ. Electron paramagnetic resonance spin trapping investigation into the kinetics of glutathione oxidation by the superoxide radical: re-evaluation of the rate constant. Free Radic Biol Med 2002; 10: 982–990
  • Shioji K, Iwashita H, Shimomura T, Yamaguchi T, Okuma K. ESR measurement using 2-diphenylphosphinoyl-2-methyl-3,4-dihydro-2H-pyrrole N-oxide (DPhPMPO) in human erythrocyte ghosts. Bull Chem Soc Jpn 2007; 80: 758–762

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.