메뉴 건너뛰기




Volumn 66, Issue 9, 2003, Pages 1717-1726

Spin trapping of superoxide, alkyl- and lipid-derived radicals with derivatives of the spin trap EPPN

Author keywords

EPPN derivatives; ESR; Free radicals; Linoleic acid hydroperoxide; Spin traps; Superoxide

Indexed keywords

5,5 DIMETHYL 1 PYRROLINE 1 OXIDE; ALCOHOL; CARBON; FORMIC ACID; HYDROPEROXIDE; LINOLEIC ACID; LIPID; METHANOL; N 2 (2 ETHOXYCARBONYLPROPYL) ALPHA PHENYLNITRONE; N TERT BUTYL ALPHA PHENYLNITRONE; NITRONE DERIVATIVE; OXIDE; PHENYL GROUP; PYRIDINE DERIVATIVE; RADICAL; SUPEROXIDE; UNCLASSIFIED DRUG;

EID: 0141922904     PISSN: 00062952     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0006-2952(03)00479-9     Document Type: Article
Times cited : (21)

References (28)
  • 1
    • 0036325177 scopus 로고    scopus 로고
    • N-2-(2-Ethoxycarbonyl-propyl)-α-phenylnitrone: An efficacious lipophilic spin trap for superoxide detection
    • Roubaud V., Lauricella R., Bouteiller J.C., Tuccio B. N-2-(2-Ethoxycarbonyl-propyl)-α-phenylnitrone: an efficacious lipophilic spin trap for superoxide detection. Arch. Biochem. Biophys. 397:2002;51-56.
    • (2002) Arch. Biochem. Biophys. , vol.397 , pp. 51-56
    • Roubaud, V.1    Lauricella, R.2    Bouteiller, J.C.3    Tuccio, B.4
  • 2
    • 0026530490 scopus 로고
    • Stabilities of hydroxyl radical spin adducts of PBN-type spin traps
    • Janzen E.G., Kotake Y., Hinton R.D. Stabilities of hydroxyl radical spin adducts of PBN-type spin traps. Free Radic. Biol. Med. 12:1992;169-173.
    • (1992) Free Radic. Biol. Med. , vol.12 , pp. 169-173
    • Janzen, E.G.1    Kotake, Y.2    Hinton, R.D.3
  • 3
    • 0033965592 scopus 로고    scopus 로고
    • 2-Ethoxy-carbonyl-2-methyl-3,4-dihydro-2H-pyrrole-1-oxide: Evaluation of the spin trapping properties
    • Olive G., Mercier A., LeMoigne F., Rockenbauer A., Tordo P. 2-Ethoxy-carbonyl-2-methyl-3,4-dihydro-2H-pyrrole-1-oxide: evaluation of the spin trapping properties. Free Radic. Biol. Med. 28:2000;403-408.
    • (2000) Free Radic. Biol. Med. , vol.28 , pp. 403-408
    • Olive, G.1    Mercier, A.2    LeMoigne, F.3    Rockenbauer, A.4    Tordo, P.5
  • 5
    • 0035985068 scopus 로고    scopus 로고
    • Spin adducts of superoxide, alkoxyl, and lipid-derived radicals with EMPO and its derivatives
    • Stolze K., Udilova N., Nohl H. Spin adducts of superoxide, alkoxyl, and lipid-derived radicals with EMPO and its derivatives. Biol. Chem. 383:2002;813-820.
    • (2002) Biol. Chem. , vol.383 , pp. 813-820
    • Stolze, K.1    Udilova, N.2    Nohl, H.3
  • 6
    • 0030598013 scopus 로고    scopus 로고
    • Synthesis and spin trapping chemistry of a novel bicyclic nitrone: 1,3,3-trimethyl-6-azabicyclo[3.2.1]oct-6-ene-N-oxide (Trazon)
    • Sankuratri N., Janzen E.G. Synthesis and spin trapping chemistry of a novel bicyclic nitrone: 1,3,3-trimethyl-6-azabicyclo[3.2.1]oct-6-ene-N-oxide (Trazon). Tetrahedron Lett. 37:1996;5313-5316.
    • (1996) Tetrahedron Lett. , vol.37 , pp. 5313-5316
    • Sankuratri, N.1    Janzen, E.G.2
  • 7
    • 0037090939 scopus 로고    scopus 로고
    • ESR analysis of spin adducts of alkoxyl and lipid-derived radicals with the spin trap Trazon
    • Stolze K., Udilova N., Nohl H. ESR analysis of spin adducts of alkoxyl and lipid-derived radicals with the spin trap Trazon. Biochem. Pharmacol. 63:2002;1465-1470.
    • (2002) Biochem. Pharmacol. , vol.63 , pp. 1465-1470
    • Stolze, K.1    Udilova, N.2    Nohl, H.3
  • 8
    • 0029013876 scopus 로고
    • 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
    • Fréjaville 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. 38:1995;258-265.
    • (1995) J. Med. Chem. , vol.38 , pp. 258-265
    • Fréjaville, C.1    Karoui, H.2    Tuccio, B.3    Le Moigne, F.4    Culcasi, M.5    Pietri, S.6    Lauricella, R.7    Tordo, P.8
  • 9
    • 0034669528 scopus 로고    scopus 로고
    • Spin trapping of lipid radicals with DEPMPO-derived spin traps: Detection of superoxide, alkyl and alkoxyl radicals in aqueous and lipid phase
    • Stolze K., Udilova N., Nohl H. Spin trapping of lipid radicals with DEPMPO-derived spin traps: detection of superoxide, alkyl and alkoxyl radicals in aqueous and lipid phase. Free Radic. Biol. Med. 29:2000;1005-1014.
    • (2000) Free Radic. Biol. Med. , vol.29 , pp. 1005-1014
    • Stolze, K.1    Udilova, N.2    Nohl, H.3
  • 10
    • 0038743229 scopus 로고    scopus 로고
    • Synthesis and characterization of EMPO-derived 5,5-disubstituted 1-pyrroline N-oxides as spin traps forming exceptionally stable superoxide spin adducts
    • Stolze K., Udilova N., Rosenau T., Hofinger A., Nohl H. Synthesis and characterization of EMPO-derived 5,5-disubstituted 1-pyrroline N-oxides as spin traps forming exceptionally stable superoxide spin adducts. Biol. Chem. 384:2003;493-500.
    • (2003) Biol. Chem. , vol.384 , pp. 493-500
    • Stolze, K.1    Udilova, N.2    Rosenau, T.3    Hofinger, A.4    Nohl, H.5
  • 11
    • 0035863031 scopus 로고    scopus 로고
    • Spin trapping of polyunsaturated fatty acid-derived peroxyl radicals: Reassignment to alkoxyl radical adducts
    • Dikalov S.I., Mason R.P. Spin trapping of polyunsaturated fatty acid-derived peroxyl radicals: reassignment to alkoxyl radical adducts. Free Radic. Biol. Med. 30:2001;187-197.
    • (2001) Free Radic. Biol. Med. , vol.30 , pp. 187-197
    • Dikalov, S.I.1    Mason, R.P.2
  • 12
    • 0034585044 scopus 로고    scopus 로고
    • Lipid radicals: Properties and detection by spin trapping
    • Stolze K., Udilova N., Nohl H. Lipid radicals: properties and detection by spin trapping. Acta Biochim. Polon. 47:2000;923-930.
    • (2000) Acta Biochim. Polon. , vol.47 , pp. 923-930
    • Stolze, K.1    Udilova, N.2    Nohl, H.3
  • 13
    • 0014511563 scopus 로고
    • Intracellular mechanisms for the decomposition of a lipid peroxide. I. Decomposition of a lipid peroxide by metal ions, heme compounds, and nucleophiles
    • O'Brien P.J. Intracellular mechanisms for the decomposition of a lipid peroxide. I. Decomposition of a lipid peroxide by metal ions, heme compounds, and nucleophiles. Can. J. Biochem. 47:1969;485-492.
    • (1969) Can. J. Biochem. , vol.47 , pp. 485-492
    • O'Brien, P.J.1
  • 14
    • 0029403185 scopus 로고
    • Effective core potentials for DFT calculations
    • Russo T.V., Martin R.L., Hay P.J. Effective core potentials for DFT calculations. J. Phys. Chem. 99:1995;17085-17087.
    • (1995) J. Phys. Chem. , vol.99 , pp. 17085-17087
    • Russo, T.V.1    Martin, R.L.2    Hay, P.J.3
  • 15
    • 0345491105 scopus 로고
    • Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density
    • Lee C., Yang W., Parr R.G. Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density. Phys. Rev. B. 37(2):1988;785-789.
    • (1988) Phys. Rev. B , vol.37 , Issue.2 , pp. 785-789
    • Lee, C.1    Yang, W.2    Parr, R.G.3
  • 16
    • 0038596731 scopus 로고
    • Results obtained with the correlation energy density functionals of Becke and Lee, Yang and Parr
    • Miehlich B., Savin A., Stoll H., Preuss H. Results obtained with the correlation energy density functionals of Becke and Lee, Yang and Parr. Chem. Phys. Lett. 157(3):1989;200-206.
    • (1989) Chem. Phys. Lett. , vol.157 , Issue.3 , pp. 200-206
    • Miehlich, B.1    Savin, A.2    Stoll, H.3    Preuss, H.4
  • 17
    • 4243553426 scopus 로고
    • Density-functional exchange-energy approximation with correct asymptotic behavior
    • Becke A. Density-functional exchange-energy approximation with correct asymptotic behavior. Phys. Rev. A. 38(6):1988;3098-3100.
    • (1988) Phys. Rev. A , vol.38 , Issue.6 , pp. 3098-3100
    • Becke, A.1
  • 18
    • 0000189651 scopus 로고
    • Density-functional thermochemistry. III. The role of exact exchange
    • Becke A. Density-functional thermochemistry. III. The role of exact exchange. J. Chem. Phys. 98(7):1993;5648-5652.
    • (1993) J. Chem. Phys. , vol.98 , Issue.7 , pp. 5648-5652
    • Becke, A.1
  • 19
    • 33645949559 scopus 로고
    • Self-consistent molecular orbital methods. XXIII. A polarization-type basis set for second-row elements
    • Francl M.M., Pietro W.J., Hehre W.J., Binkley J.S., Gordon M.S., DeFrees D.J., Pople J.A. Self-consistent molecular orbital methods. XXIII. A polarization-type basis set for second-row elements. J. Chem. Phys. 77(7):1982;3654-3665.
    • (1982) J. Chem. Phys. , vol.77 , Issue.7 , pp. 3654-3665
    • Francl, M.M.1    Pietro, W.J.2    Hehre, W.J.3    Binkley, J.S.4    Gordon, M.S.5    DeFrees, D.J.6    Pople, J.A.7
  • 21
    • 0017815770 scopus 로고
    • Considerations in the spin trapping of superoxide and hydroxyl radical in aqueous systems using 5,5-dimethyl-1-pyrroline-1-oxide
    • Buettner G.R., Oberley L.W. 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. 83:1978;69-74.
    • (1978) Biochem. Biophys. Res. Commun. , vol.83 , pp. 69-74
    • Buettner, G.R.1    Oberley, L.W.2
  • 22
    • 0030724502 scopus 로고    scopus 로고
    • Detection of free radicals produced from the reaction of cytochrome P-450 with linoleic acid hydroperoxide
    • Rota C., Barr D.P., Martin M.V., Guengerich F.P., Tomasi A., Mason R.P. Detection of free radicals produced from the reaction of cytochrome P-450 with linoleic acid hydroperoxide. Biochem. J. 328:1997;565-571.
    • (1997) Biochem. J. , vol.328 , pp. 565-571
    • Rota, C.1    Barr, D.P.2    Martin, M.V.3    Guengerich, F.P.4    Tomasi, A.5    Mason, R.P.6
  • 23
    • 0030031737 scopus 로고    scopus 로고
    • ESR spin trapping investigation of radical formation from the reaction between hematin and tert-butyl hydroperoxide
    • Van der Zee J., Barr D.P., Mason R.P. ESR spin trapping investigation of radical formation from the reaction between hematin and tert-butyl hydroperoxide. Free Radic. Biol. Med. 20:1996;199-206.
    • (1996) Free Radic. Biol. Med. , vol.20 , pp. 199-206
    • Van Der Zee, J.1    Barr, D.P.2    Mason, R.P.3
  • 24
    • 0026546319 scopus 로고
    • Bactericidal activity of alkyl peroxyl radicals generated by heme-iron-catalyzed decomposition of organic peroxides
    • Akaike T., Sato K., Ijiri S., Miyamoto Y., Kohno M., Ando M., Maeda H. Bactericidal activity of alkyl peroxyl radicals generated by heme-iron-catalyzed decomposition of organic peroxides. Arch. Biochem. Biophys. 294:1992;55-63.
    • (1992) Arch. Biochem. Biophys. , vol.294 , pp. 55-63
    • Akaike, T.1    Sato, K.2    Ijiri, S.3    Miyamoto, Y.4    Kohno, M.5    Ando, M.6    Maeda, H.7
  • 25
    • 0020524329 scopus 로고
    • A direct ESR and spin-trapping investigation of peroxyl free radical formation by hematin/hydroperoxide systems
    • Kalyanaraman B., Mottley C., Mason R.P. A direct ESR and spin-trapping investigation of peroxyl free radical formation by hematin/hydroperoxide systems. J. Biol. Chem. 258:1983;3855-3858.
    • (1983) J. Biol. Chem. , vol.258 , pp. 3855-3858
    • Kalyanaraman, B.1    Mottley, C.2    Mason, R.P.3
  • 26
    • 0024970407 scopus 로고
    • Peroxyl, alkoxyl, and carbon-centered radical formation from organic hydroperoxides by chloroperoxidase
    • Chamulitrat W., Takahashi N., Mason R.P. Peroxyl, alkoxyl, and carbon-centered radical formation from organic hydroperoxides by chloroperoxidase. J. Biol. Chem. 264:1989;7889-7899.
    • (1989) J. Biol. Chem. , vol.264 , pp. 7889-7899
    • Chamulitrat, W.1    Takahashi, N.2    Mason, R.P.3
  • 27
    • 0023858329 scopus 로고
    • Detection of peroxyl and alkoxyl radicals produced by reaction of hydroperoxides with heme-proteins by ESR spectroscopy
    • Davies M.J. Detection of peroxyl and alkoxyl radicals produced by reaction of hydroperoxides with heme-proteins by ESR spectroscopy. Biochim. Biophys. Acta. 964:1988;28-35.
    • (1988) Biochim. Biophys. Acta , vol.964 , pp. 28-35
    • Davies, M.J.1
  • 28
    • 0024496298 scopus 로고
    • Detection of peroxyl and alkoxyl radicals produced by reaction of hydroperoxides with rat liver microsomal fractions
    • Davies M.J. Detection of peroxyl and alkoxyl radicals produced by reaction of hydroperoxides with rat liver microsomal fractions. Biochem. J. 257:1989;603-606.
    • (1989) Biochem. J. , vol.257 , pp. 603-606
    • Davies, M.J.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.