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Volumn 39, Issue 4, 2005, Pages 473-482

Cytotoxicity and genotoxicity induced by the photochemical alkoxyl radical source N-tert-butoxypyridine-2-thione in L5178Y mouse lymphoma cells under UVA irradiation

Author keywords

Membrane damage; Micronuclei; Oxyl radicals; Phototoxicity; Radical scavenger; Thiyl radicals

Indexed keywords

GLUTATHIONE; GLUTATHIONE ETHYL ESTER; HYDROGEN; N TERT BUTOXYPYRIDINE 2 THIONE; PYRIDINE DERIVATIVE; RADICAL; SCAVENGER; UNCLASSIFIED DRUG;

EID: 22544434083     PISSN: 08915849     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.freeradbiomed.2005.03.034     Document Type: Article
Times cited : (8)

References (49)
  • 3
    • 0023190673 scopus 로고
    • Free radicals in biological systems-a review orientated to inflammatory processes
    • D.R. Blake, R.E. Allen, and J. Lunec Free radicals in biological systems-a review orientated to inflammatory processes Br. Med. Bull. 43 1987 371 385
    • (1987) Br. Med. Bull. , vol.43 , pp. 371-385
    • Blake, D.R.1    Allen, R.E.2    Lunec, J.3
  • 4
    • 0030049032 scopus 로고    scopus 로고
    • Damage to DNA by reactive oxygen and nitrogen species: Role in inflammatory disease and progression to cancer
    • H. Wiseman, and B. Halliwell Damage to DNA by reactive oxygen and nitrogen species: role in inflammatory disease and progression to cancer Biochem. J. 313 1996 17 29
    • (1996) Biochem. J. , vol.313 , pp. 17-29
    • Wiseman, H.1    Halliwell, B.2
  • 5
    • 0027171266 scopus 로고
    • Oxidants, antioxidants, and the degenerative diseases of aging
    • B.N. Ames, M.K. Shigenaga, and T.M. Hagen Oxidants, antioxidants, and the degenerative diseases of aging Proc. Natl. Acad. Sci. USA 90 1993 7915 7922
    • (1993) Proc. Natl. Acad. Sci. USA , vol.90 , pp. 7915-7922
    • Ames, B.N.1    Shigenaga, M.K.2    Hagen, T.M.3
  • 6
    • 33044486099 scopus 로고
    • The free radical hypothesis of aging: An appraisal of the current status
    • R.S. Sohal The free radical hypothesis of aging: an appraisal of the current status Aging Milano 5 1993 3.17
    • (1993) Aging Milano , vol.5 , pp. 317
    • Sohal, R.S.1
  • 7
    • 0031980388 scopus 로고    scopus 로고
    • Role of oxidative DNA damage in cancer initiation and promotion
    • H.E. Poulsen, H. Prieme, and S. Loft Role of oxidative DNA damage in cancer initiation and promotion Eur. J. Cancer Prev. 7 1998 9 16
    • (1998) Eur. J. Cancer Prev. , vol.7 , pp. 9-16
    • Poulsen, H.E.1    Prieme, H.2    Loft, S.3
  • 9
    • 0028927261 scopus 로고
    • Reactions of oxyl radicals with DNA
    • A.P. Breen, and J.A. Murphy Reactions of oxyl radicals with DNA Free Radic. Biol. Med. 18 1995 1033 1077
    • (1995) Free Radic. Biol. Med. , vol.18 , pp. 1033-1077
    • Breen, A.P.1    Murphy, J.A.2
  • 11
    • 33748227289 scopus 로고
    • N-Hydroxypyridinethiones as photochemical sources of hydroxyl radicals for oxidative DNA damage
    • W. Adam, D. Ballmeier, B. Epe, G.N. Grimm, and C.R. Saha-Möller N-Hydroxypyridinethiones as photochemical sources of hydroxyl radicals for oxidative DNA damage Angew. Chem. Int. Ed. Engl. 34 1995 2156 2158
    • (1995) Angew. Chem. Int. Ed. Engl. , vol.34 , pp. 2156-2158
    • Adam, W.1    Ballmeier, D.2    Epe, B.3    Grimm, G.N.4    Saha-Möller, C.R.5
  • 12
    • 0029664335 scopus 로고    scopus 로고
    • Photolysis of N-hydroxypyridinethiones: A new source of hydroxyl radicals for the direct damage of cell-free and cellular DNA
    • B. Epe, D. Ballmeier, W. Adam, G.N. Grimm, and C.R. Saha-Möller Photolysis of N-hydroxypyridinethiones: a new source of hydroxyl radicals for the direct damage of cell-free and cellular DNA Nucleic Acids Res. 24 1996 1625 1631
    • (1996) Nucleic Acids Res. , vol.24 , pp. 1625-1631
    • Epe, B.1    Ballmeier, D.2    Adam, W.3    Grimm, G.N.4    Saha-Möller, C.R.5
  • 13
    • 0001242324 scopus 로고    scopus 로고
    • Oxidative DNA damage in the photolysis of N-hydroxy-2-pyridone, a specific hydroxyl radical source
    • W. Adam, S. Marquardt, and C.R. Saha-Möller Oxidative DNA damage in the photolysis of N-hydroxy-2-pyridone, a specific hydroxyl radical source Photochem. Photobiol. 70 1999 287 291
    • (1999) Photochem. Photobiol. , vol.70 , pp. 287-291
    • Adam, W.1    Marquardt, S.2    Saha-Möller, C.R.3
  • 15
    • 0037111319 scopus 로고    scopus 로고
    • Studies on cytotoxic and genotoxic effects of N-hydroxypyridine-2-thione (Omadine) in L5178Y mouse lymphoma cells
    • M. Möller, W. Adam, C.R. Saha-Möller, and H. Stopper Studies on cytotoxic and genotoxic effects of N-hydroxypyridine-2-thione (Omadine) in L5178Y mouse lymphoma cells Toxicol. Lett. 136 2002 77 84
    • (2002) Toxicol. Lett. , vol.136 , pp. 77-84
    • Möller, M.1    Adam, W.2    Saha-Möller, C.R.3    Stopper, H.4
  • 16
    • 85014185746 scopus 로고    scopus 로고
    • Peroxyl and alkoxyl radical mediated DNA damage
    • R.G. Cutler H. Rodriguez World Scientific NJ
    • J. Termini Peroxyl and alkoxyl radical mediated DNA damage R.G. Cutler H. Rodriguez Critical reviews of oxidative stress and aging volume 1 2002 World Scientific NJ 39 53
    • (2002) Critical Reviews of Oxidative Stress and Aging , vol.1 , pp. 39-53
    • Termini, J.1
  • 17
    • 0032571099 scopus 로고    scopus 로고
    • Nitric oxide protects ciomyocytes against tetra-butyl hydroperoxide-induced formation of alkoxyl and peroxyl radicals and peroxidation of phosphatidylserine
    • N.V. Gorbunov, Y.Y. Tyurina, G. Salama, B.W. Day, H.G. Claycamp, G. Argyros, N.M. Essayed, and V.I.E. Kaman Nitric oxide protects ciomyocytes against tetra-butyl hydroperoxide-induced formation of alkoxyl and peroxyl radicals and peroxidation of phosphatidylserine Biochem. Biophys. Res. Commun. 244 1998 647 651
    • (1998) Biochem. Biophys. Res. Commun. , vol.244 , pp. 647-651
    • Gorbunov, N.V.1    Tyurina, Y.Y.2    Salama, G.3    Day, B.W.4    Claycamp, H.G.5    Argyros, G.6    Essayed, N.M.7    Kaman, V.I.E.8
  • 18
    • 0032528390 scopus 로고    scopus 로고
    • Nitric oxide inhibited peroxyl and alkoxyl radical formation with concomitant protection against oxidant injury in intestinal epithelial cells
    • W. Chamulitrat Nitric oxide inhibited peroxyl and alkoxyl radical formation with concomitant protection against oxidant injury in intestinal epithelial cells Arch. Biochem. Biophys. 355 1998 206 214
    • (1998) Arch. Biochem. Biophys. , vol.355 , pp. 206-214
    • Chamulitrat, W.1
  • 20
    • 0026725080 scopus 로고
    • Formation and removal of active oxygen species and lipid peroxides in biological systems
    • T. Fujita, and Y. Fujimoto Formation and removal of active oxygen species and lipid peroxides in biological systems Nippon Yakurigaku Zasshi 99 1992 381 389
    • (1992) Nippon Yakurigaku Zasshi , vol.99 , pp. 381-389
    • Fujita, T.1    Fujimoto, Y.2
  • 21
    • 0027459113 scopus 로고
    • Mechanisms and biological relevance of lipidperoxidation initiation
    • T.A. Dix, and J. Aikens Mechanisms and biological relevance of lipidperoxidation initiation Chem. Res. Toxicol. 6 1993 2 18
    • (1993) Chem. Res. Toxicol. , vol.6 , pp. 2-18
    • Dix, T.A.1    Aikens, J.2
  • 22
    • 0027179846 scopus 로고
    • Polyunsaturated fatty acid alkoxyl radicals exist as carbon-centered epoxyallylic radicals: A key step in hydroperoxide amplified lipid peroxidation
    • A.L. Wilcox, and L.J. Marnett Polyunsaturated fatty acid alkoxyl radicals exist as carbon-centered epoxyallylic radicals: a key step in hydroperoxide amplified lipid peroxidation Chem. Res. Toxicol. 6 1993 413 416
    • (1993) Chem. Res. Toxicol. , vol.6 , pp. 413-416
    • Wilcox, A.L.1    Marnett, L.J.2
  • 23
    • 0027172035 scopus 로고
    • Free radical formation in murine skin treated with tumor promoting organic peroxides
    • G.S. Timmins, and M.J. Davies Free radical formation in murine skin treated with tumor promoting organic peroxides Carcinogenesis 14 1993 1499 1503
    • (1993) Carcinogenesis , vol.14 , pp. 1499-1503
    • Timmins, G.S.1    Davies, M.J.2
  • 24
    • 0028293473 scopus 로고
    • Direct detection of radical generation in rat liver nuclei on treatment with tumor-promoting hydroperoxides and related compounds
    • T.L. Greenley, and M.J. Davies Direct detection of radical generation in rat liver nuclei on treatment with tumor-promoting hydroperoxides and related compounds Biochim. Biophys. Acta 1226 1994 56 64
    • (1994) Biochim. Biophys. Acta , vol.1226 , pp. 56-64
    • Greenley, T.L.1    Davies, M.J.2
  • 25
    • 0026547659 scopus 로고
    • Detection of radicals produced by reaction of hydroperoxides with rat liver microsomal fractions
    • T.L. Greenley, and M.J. Davies Detection of radicals produced by reaction of hydroperoxides with rat liver microsomal fractions Biochim. Biophys. Acta 1116 1992 192 203
    • (1992) Biochim. Biophys. Acta , vol.1116 , pp. 192-203
    • Greenley, T.L.1    Davies, M.J.2
  • 26
    • 0030452782 scopus 로고    scopus 로고
    • EPR detection of free radicals in UV-irradiated skin: Mouse versus human
    • B.A. Jurkiewicz, and G.R. Buettner EPR detection of free radicals in UV-irradiated skin: mouse versus human Photochem. Photobiol. 64 1996 918 935
    • (1996) Photochem. Photobiol. , vol.64 , pp. 918-935
    • Jurkiewicz, B.A.1    Buettner, G.R.2
  • 27
    • 0021758865 scopus 로고
    • Site-specific cleavage of double-stranded DNA by hydroperoxide of linoleic acid
    • S. Inouye Site-specific cleavage of double-stranded DNA by hydroperoxide of linoleic acid FEBS Lett. 172 1984 231 234
    • (1984) FEBS Lett. , vol.172 , pp. 231-234
    • Inouye, S.1
  • 28
    • 0022000586 scopus 로고
    • Site-specific DNA damage caused by lipid peroxidation products
    • K. Ueda, S. Kobayashi, J. Morita, and T. Komano Site-specific DNA damage caused by lipid peroxidation products Biochim. Biophys. Acta 824 1985 341 348
    • (1985) Biochim. Biophys. Acta , vol.824 , pp. 341-348
    • Ueda, K.1    Kobayashi, S.2    Morita, J.3    Komano, T.4
  • 29
    • 0030034478 scopus 로고    scopus 로고
    • Factors affecting DNA damage caused by lipid hydroperoxides and aldehydes
    • M.H. Yang, and K.M. Schaich Factors affecting DNA damage caused by lipid hydroperoxides and aldehydes Free Radic. Biol. Med. 20 1996 225 236
    • (1996) Free Radic. Biol. Med. , vol.20 , pp. 225-236
    • Yang, M.H.1    Schaich, K.M.2
  • 30
    • 37049081759 scopus 로고
    • EPR spin-trapping studies of the reaction of radicals derived from hydroperoxide tumor-promoters with nucleic acids and their components
    • M.J. Davies, and C. Hazlewood EPR spin-trapping studies of the reaction of radicals derived from hydroperoxide tumor-promoters with nucleic acids and their components J. Chem. Soc., Perkin Trans. 2 1995 895 901
    • (1995) J. Chem. Soc., Perkin Trans. , vol.2 , pp. 895-901
    • Davies, M.J.1    Hazlewood, C.2
  • 31
    • 0031975262 scopus 로고    scopus 로고
    • DNA cleavage induced by alkoxyl radicals generated in the photolysis of N-alkoxylpyridinethiones
    • W. Adam, G.N. Grimm, and C.R. Saha-Möller DNA cleavage induced by alkoxyl radicals generated in the photolysis of N-alkoxylpyridinethiones Free Radic. Biol. Med. 24 1998 234 238
    • (1998) Free Radic. Biol. Med. , vol.24 , pp. 234-238
    • Adam, W.1    Grimm, G.N.2    Saha-Möller, C.R.3
  • 32
    • 0033577012 scopus 로고    scopus 로고
    • Are pyridinethiones reliable photochemical oxyl-radical sources for photobiological studies? the importance of secondary photolysis products in the guanine oxidation of 2′-desoxyguanosine and cell-free DNA
    • W. Adam, G.N. Grimm, S. Marquardt, and C.R. Saha-Möller Are pyridinethiones reliable photochemical oxyl-radical sources for photobiological studies? The importance of secondary photolysis products in the guanine oxidation of 2′-desoxyguanosine and cell-free DNA J. Am. Chem. Soc. 121 1999 1179 1185
    • (1999) J. Am. Chem. Soc. , vol.121 , pp. 1179-1185
    • Adam, W.1    Grimm, G.N.2    Marquardt, S.3    Saha-Möller, C.R.4
  • 33
    • 0037165403 scopus 로고    scopus 로고
    • 2′-Deoxyguanosine (dG) oxidation and strand-break formation in DNA by the radicals released in the photolysis of N-tert-butoxyl-2-pyridone. Are tert-butoxyl or methyl radicals responsible for the photooxidative damage in aqueous media?
    • W. Adam, S. Marquardt, D. Kemmer, C.R. Saha-Möller, and P. Schreier 2′-Deoxyguanosine (dG) oxidation and strand-break formation in DNA by the radicals released in the photolysis of N-tert-butoxyl-2-pyridone. Are tert-butoxyl or methyl radicals responsible for the photooxidative damage in aqueous media? Org. Lett. 4 2002 225 228
    • (2002) Org. Lett. , vol.4 , pp. 225-228
    • Adam, W.1    Marquardt, S.2    Kemmer, D.3    Saha-Möller, C.R.4    Schreier, P.5
  • 34
    • 0036706639 scopus 로고    scopus 로고
    • Photobiological model studies on perester and pyridone tert-butoxyl radical sources (photo-Fenton-type reagents): 2′-deoxyguanosine by methyl radicals generated through competitive β-cleavage in aqueous media
    • W. Adam, S. Marquardt, D. Kemmer, C.R. Saha-Möller, and P. Schreier Photobiological model studies on perester and pyridone tert-butoxyl radical sources (photo-Fenton-type reagents): 2′-deoxyguanosine by methyl radicals generated through competitive β-cleavage in aqueous media Photochem. Photobiol. Sci. 1 2002 609 612
    • (2002) Photochem. Photobiol. Sci. , vol.1 , pp. 609-612
    • Adam, W.1    Marquardt, S.2    Kemmer, D.3    Saha-Möller, C.R.4    Schreier, P.5
  • 35
    • 0031697188 scopus 로고    scopus 로고
    • DNA damage by tert-butoxyl radicals generated in the photolysis of a water-soluble, DNA-binding peroxyester acting as a radical source
    • W. Adam, G.N. Grimm, C.R. Saha-Möller, F. Dall'Acqua, G. Miolo, and D. Vedaldi DNA damage by tert-butoxyl radicals generated in the photolysis of a water-soluble, DNA-binding peroxyester acting as a radical source Chem. Res. Toxicol. 11 1998 1089 1097
    • (1998) Chem. Res. Toxicol. , vol.11 , pp. 1089-1097
    • Adam, W.1    Grimm, G.N.2    Saha-Möller, C.R.3    Dall'Acqua, F.4    Miolo, G.5    Vedaldi, D.6
  • 37
    • 0037123204 scopus 로고    scopus 로고
    • A comparative photomechanistic study (Spin trapping, EPR spectroscopy, transient kinetics, photoproducts) of nucleoside oxidation (dG and 8-oxodG) by triplet-excited acetophenones and by the radicals generated from α-oxy-substituted derivatives through Norrish-type I cleavage
    • W. Adam, M.A. Arnold, W.M. Nau, U. Pischel, and C.R. Saha-Möller A comparative photomechanistic study (Spin trapping, EPR spectroscopy, transient kinetics, photoproducts) of nucleoside oxidation (dG and 8-oxodG) by triplet-excited acetophenones and by the radicals generated from α-oxy-substituted derivatives through Norrish-type I cleavage J. Am. Chem. Soc. 124 2002 3893 3904
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 3893-3904
    • Adam, W.1    Arnold, M.A.2    Nau, W.M.3    Pischel, U.4    Saha-Möller, C.R.5
  • 38
    • 0032160826 scopus 로고    scopus 로고
    • Exclusive free radical mechanisms of cellular photosensitization
    • B.M. Aveline, and R.W. Redmond Exclusive free radical mechanisms of cellular photosensitization Photochem. Photobiol. 68 1998 266 275
    • (1998) Photochem. Photobiol. , vol.68 , pp. 266-275
    • Aveline, B.M.1    Redmond, R.W.2
  • 39
    • 0025962780 scopus 로고
    • Non-random cell-killing in cryopreservation: Implications for performance of the battery of leukocyte tests (BLT): I. Toxic and immunotoxic effects
    • G.H.S. Strauss Non-random cell-killing in cryopreservation: implications for performance of the battery of leukocyte tests (BLT): I. Toxic and immunotoxic effects Mutat. Res. 252 1991 1 15
    • (1991) Mutat. Res. , vol.252 , pp. 1-15
    • Strauss, G.H.S.1
  • 40
    • 0032971525 scopus 로고    scopus 로고
    • Quantification of total oxidant scavenging capacity of antioxidants for peroxynitrite, peroxyl radicals, and hydroxyl radicals
    • F. Regoli, and G.W. Winston Quantification of total oxidant scavenging capacity of antioxidants for peroxynitrite, peroxyl radicals, and hydroxyl radicals Toxicol. Appl. Pharmacol. 156 1999 96 105
    • (1999) Toxicol. Appl. Pharmacol. , vol.156 , pp. 96-105
    • Regoli, F.1    Winston, G.W.2
  • 41
    • 0021849883 scopus 로고
    • Glutathione monoethyl ester: Preparation, uptake by tissues, and conversion to glutathione
    • M.E. Anderson, F. Powrie, R.N. Puri, and A. Meister Glutathione monoethyl ester: preparation, uptake by tissues, and conversion to glutathione Arch. Biochem. Biophys. 239 1985 538 548
    • (1985) Arch. Biochem. Biophys. , vol.239 , pp. 538-548
    • Anderson, M.E.1    Powrie, F.2    Puri, R.N.3    Meister, A.4
  • 42
    • 0028541586 scopus 로고
    • Photochemistry of 2-mercaptopyridines: Part 2. An EPR and spin-trapping investigation using 2-methyl-2-nitrosopropane and aci-nitromethane as spin traps in aqueous solutions
    • K.J. Reszka, and C.F. Chignell Photochemistry of 2-mercaptopyridines: Part 2. An EPR and spin-trapping investigation using 2-methyl-2-nitrosopropane and aci-nitromethane as spin traps in aqueous solutions Photochem. Photobiol. 60 1994 450 454
    • (1994) Photochem. Photobiol. , vol.60 , pp. 450-454
    • Reszka, K.J.1    Chignell, C.F.2
  • 43
    • 0001188737 scopus 로고
    • Absolute Rate constants of alkoxyl radical reactions in aqueous solutions
    • M. Erben-Russ, C. Michel, W. Bors, and M. Saran absolute Rate constants of alkoxyl radical reactions in aqueous solutions J. Phys. Chem. 91 1987 2362 2365
    • (1987) J. Phys. Chem. , vol.91 , pp. 2362-2365
    • Erben-Russ, M.1    Michel, C.2    Bors, W.3    Saran, M.4
  • 44
    • 37049076630 scopus 로고
    • Radical species produced from the photolytic and pulse-radiolytic degradation of tert-butyl hydroperoxide. An EPR spin trapping investigation
    • W. Bors, C. Michel, and K. Stettmaier Radical species produced from the photolytic and pulse-radiolytic degradation of tert-butyl hydroperoxide. An EPR spin trapping investigation J. Chem. Soc., Perkin Trans. 2 1992 1513 1517
    • (1992) J. Chem. Soc., Perkin Trans. , vol.2 , pp. 1513-1517
    • Bors, W.1    Michel, C.2    Stettmaier, K.3
  • 45
    • 0002297720 scopus 로고
    • Self-reactions of alkylperoxyl radicals in solution
    • J.A. Howard Self-reactions of alkylperoxyl radicals in solution Am. Chem. Soc. Symp. Ser. 69 1978 413 432
    • (1978) Am. Chem. Soc. Symp. Ser. , vol.69 , pp. 413-432
    • Howard, J.A.1
  • 46
    • 54249097950 scopus 로고
    • Methylperoxyl radicals: A study of the γ-radiolysis of methane in oxygenated aqueous solutions
    • H.-P. Schuchmann, and C. von Sonntag Methylperoxyl radicals: a study of the γ-radiolysis of methane in oxygenated aqueous solutions Z. Naturforsch. 39c 1984 217 221
    • (1984) Z. Naturforsch. , vol.39 , pp. 217-221
    • Schuchmann, H.-P.1    Von Sonntag, C.2
  • 47
    • 0028207325 scopus 로고
    • Free radical-mediated lipid peroxidation in cells: Oxidizability is a function of cell lipid bisallylic hydrogen content
    • B.A. Wagner, G.R. Buettner, and C.P. Burns Free radical-mediated lipid peroxidation in cells: oxidizability is a function of cell lipid bisallylic hydrogen content Biochemistry 33 1994 4449 4453
    • (1994) Biochemistry , vol.33 , pp. 4449-4453
    • Wagner, B.A.1    Buettner, G.R.2    Burns, C.P.3
  • 48
    • 0033789365 scopus 로고    scopus 로고
    • In vivo metabolism of tert-butyl hydroperoxide to methyl radicals. EPR spin-trapping and DNA methylation studies
    • S. Hix, M.B. Kadiiska, R.P. Mason, and O. Augusto In vivo metabolism of tert-butyl hydroperoxide to methyl radicals. EPR spin-trapping and DNA methylation studies Chem. Res. Toxicol. 13 2000 1056 1064
    • (2000) Chem. Res. Toxicol. , vol.13 , pp. 1056-1064
    • Hix, S.1    Kadiiska, M.B.2    Mason, R.P.3    Augusto, O.4


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