메뉴 건너뛰기




Volumn 44, Issue 1, 2012, Pages 31-39

Identification and quantitative confirmation of dinitropyrenes and 3-nitrobenzanthrone as major mutagens in contaminated sediments

Author keywords

Ames fluctuation assay; Effect directed analysis; LC (APCI )MS MS; Mutagen identification; Nitro PAH

Indexed keywords

AROMATIC COMPOUNDS; CARBOXYLIC ACIDS; HEALTH RISKS; KETONES; MUTAGENESIS; SEDIMENTOLOGY;

EID: 84860589131     PISSN: 01604120     EISSN: 18736750     Source Type: Journal    
DOI: 10.1016/j.envint.2012.01.010     Document Type: Article
Times cited : (37)

References (44)
  • 1
    • 33646839817 scopus 로고    scopus 로고
    • Evaluation of nitroreductase and acetyltransferase participation in N-nitrosodiethylamine genotoxicity
    • Aiub C.A.F., Mazzei J.L., Pinto L.F.R., Felzenszwalb I. Evaluation of nitroreductase and acetyltransferase participation in N-nitrosodiethylamine genotoxicity. Chem Biol Interact 2006, 161:146-154.
    • (2006) Chem Biol Interact , vol.161 , pp. 146-154
    • Aiub, C.A.F.1    Mazzei, J.L.2    Pinto, L.F.R.3    Felzenszwalb, I.4
  • 2
    • 77952881752 scopus 로고    scopus 로고
    • HPLC/APCI-FTICR-MS as a tool for identification of partial polar mutagenic compounds in effect-directed analysis
    • Bataineh M., Lübcke-von Varel U., Hayen H., Brack W. HPLC/APCI-FTICR-MS as a tool for identification of partial polar mutagenic compounds in effect-directed analysis. J Am Soc Mass Spectrom 2010, 21:1016-1027.
    • (2010) J Am Soc Mass Spectrom , vol.21 , pp. 1016-1027
    • Bataineh, M.1    Lübcke-von Varel, U.2    Hayen, H.3    Brack, W.4
  • 3
    • 3242773104 scopus 로고    scopus 로고
    • Effect-directed analysis: a promising tool for the identification of organic toxicants in complex mixtures
    • Brack W. Effect-directed analysis: a promising tool for the identification of organic toxicants in complex mixtures. Anal Bioanal Chem 2003, 377:397-407.
    • (2003) Anal Bioanal Chem , vol.377 , pp. 397-407
    • Brack, W.1
  • 4
    • 0038796497 scopus 로고    scopus 로고
    • Effect-directed identification of oxygen and sulphur heterocycles as major polycyclic aromatic cytochrome P4501A-inducers in a contaminated sediment
    • Brack W., Schirmer K. Effect-directed identification of oxygen and sulphur heterocycles as major polycyclic aromatic cytochrome P4501A-inducers in a contaminated sediment. Environ Sci Technol 2003, 37:3062-3070.
    • (2003) Environ Sci Technol , vol.37 , pp. 3062-3070
    • Brack, W.1    Schirmer, K.2
  • 5
    • 0032770880 scopus 로고    scopus 로고
    • Bioassay-directed identification of organic toxicants in river sediment in the industrial region of Bitterfeld (Germany) - a contribution to hazard assessment
    • Brack W., Altenburger R., Ensenbach U., Möder M., Segner H., Schüürmann G. Bioassay-directed identification of organic toxicants in river sediment in the industrial region of Bitterfeld (Germany) - a contribution to hazard assessment. Arch Environ Contam Toxicol 1999, 37:164-174.
    • (1999) Arch Environ Contam Toxicol , vol.37 , pp. 164-174
    • Brack, W.1    Altenburger, R.2    Ensenbach, U.3    Möder, M.4    Segner, H.5    Schüürmann, G.6
  • 6
    • 26844553605 scopus 로고    scopus 로고
    • Effect-directed analysis of mutagens and ethoxyresorufin-O-deethylase inducers in aquatic sediments
    • Brack W., Schirmer K., Erdinger L., Hollert H. Effect-directed analysis of mutagens and ethoxyresorufin-O-deethylase inducers in aquatic sediments. Environ Toxicol Chem 2005, 24:2445-2458.
    • (2005) Environ Toxicol Chem , vol.24 , pp. 2445-2458
    • Brack, W.1    Schirmer, K.2    Erdinger, L.3    Hollert, H.4
  • 7
    • 40949106888 scopus 로고    scopus 로고
    • Polychlorinated naphthalenes and other dioxin-like compounds in Elbe River sediments
    • Brack W., Blaha L., Giesy J.P., Grote M., Moeder M., Schrader S., et al. Polychlorinated naphthalenes and other dioxin-like compounds in Elbe River sediments. Environ Toxicol Chem 2008, 27:519-528.
    • (2008) Environ Toxicol Chem , vol.27 , pp. 519-528
    • Brack, W.1    Blaha, L.2    Giesy, J.P.3    Grote, M.4    Moeder, M.5    Schrader, S.6
  • 8
    • 0026463538 scopus 로고
    • Role of the gastrointestinal mucosa and microflora in the bioctivation of dietary and environmental mutagens or carcinogens
    • Chadwick R.W., George S.E., Claxton L.D. Role of the gastrointestinal mucosa and microflora in the bioctivation of dietary and environmental mutagens or carcinogens. Drug Metab Rev 1992, 24:425-495.
    • (1992) Drug Metab Rev , vol.24 , pp. 425-495
    • Chadwick, R.W.1    George, S.E.2    Claxton, L.D.3
  • 9
    • 85022133697 scopus 로고    scopus 로고
    • Chemical Safety Information from intergovernmental organisations
    • Chemical Safety Information from intergovernmental organisations I.I.P.o.C.S http://www.inchem.org.
    • I.I.P.o.C.S
  • 10
    • 1242326338 scopus 로고
    • Mutagenicity of quinones: pathways of metabolic activation and detoxification
    • Chesis P.L., Levin D.E., Smith M.T., Ernster L., Ames B.N. Mutagenicity of quinones: pathways of metabolic activation and detoxification. Proc Natl Acad Sci 1984, 81:1696-1700.
    • (1984) Proc Natl Acad Sci , vol.81 , pp. 1696-1700
    • Chesis, P.L.1    Levin, D.E.2    Smith, M.T.3    Ernster, L.4    Ames, B.N.5
  • 11
    • 0021195821 scopus 로고
    • Synthesis, spectral analysis, and mutagenicity of 1-, 3-, and 6-nitrobenzo[a]pyrene
    • Chou M.W., Heflich R.H., Casciano D.A., Miller D.W., Freeman J.P., Evans F.E., et al. Synthesis, spectral analysis, and mutagenicity of 1-, 3-, and 6-nitrobenzo[a]pyrene. J Med Chem 1984, 27:1156-1161.
    • (1984) J Med Chem , vol.27 , pp. 1156-1161
    • Chou, M.W.1    Heflich, R.H.2    Casciano, D.A.3    Miller, D.W.4    Freeman, J.P.5    Evans, F.E.6
  • 12
    • 0032565512 scopus 로고    scopus 로고
    • Chemical and biological factors affecting mutagen potency
    • Colvin M.E., Hatch F.T., Felton J.S. Chemical and biological factors affecting mutagen potency. Mutat Res 1998, 400:479-492.
    • (1998) Mutat Res , vol.400 , pp. 479-492
    • Colvin, M.E.1    Hatch, F.T.2    Felton, J.S.3
  • 13
    • 0023873175 scopus 로고
    • DNA-binding by 1-nitropyrene and 1,6-dinitropyrene in vitro and in vivo - effects of nitroreductase induction
    • Djuric Z., Fifer E.K., Yamazoe Y., Beland F.A. DNA-binding by 1-nitropyrene and 1,6-dinitropyrene in vitro and in vivo - effects of nitroreductase induction. Carcinogenesis 1988, 9:357-364.
    • (1988) Carcinogenesis , vol.9 , pp. 357-364
    • Djuric, Z.1    Fifer, E.K.2    Yamazoe, Y.3    Beland, F.A.4
  • 14
    • 0030596124 scopus 로고    scopus 로고
    • Human cell mutagenicity of oxygenated, nitrated and unsubstituted polycyclic aromatic hydrocarbons associated with urban aerosols
    • Durant J.L., Busby W.F., Lafleur A.L., Penman B.W., Crespi C.L. Human cell mutagenicity of oxygenated, nitrated and unsubstituted polycyclic aromatic hydrocarbons associated with urban aerosols. Mutat Res 1996, 371:123-157.
    • (1996) Mutat Res , vol.371 , pp. 123-157
    • Durant, J.L.1    Busby, W.F.2    Lafleur, A.L.3    Penman, B.W.4    Crespi, C.L.5
  • 16
    • 0031259941 scopus 로고    scopus 로고
    • 3-Nitrobenzanthrone, a powerful bacterial mutagen and suspected human carcinogen found in diesel exhaust and airborne particulates
    • Enya T., Suzuki H., Watanabe T., Hirayama T., Hisamatsu Y. 3-Nitrobenzanthrone, a powerful bacterial mutagen and suspected human carcinogen found in diesel exhaust and airborne particulates. Environ Sci Technol 1997, 31:2772-2776.
    • (1997) Environ Sci Technol , vol.31 , pp. 2772-2776
    • Enya, T.1    Suzuki, H.2    Watanabe, T.3    Hirayama, T.4    Hisamatsu, Y.5
  • 18
    • 1242339717 scopus 로고    scopus 로고
    • Assessment of the performance of the Ames II TM assay: a collaborative study with 19 coded compounds
    • Flückiger-Isler S., Baumeister M., Braun K., Gervais V., Hasler-Nguyen N., Reimann R., et al. Assessment of the performance of the Ames II TM assay: a collaborative study with 19 coded compounds. Mutat Res 2004, 558:181-197.
    • (2004) Mutat Res , vol.558 , pp. 181-197
    • Flückiger-Isler, S.1    Baumeister, M.2    Braun, K.3    Gervais, V.4    Hasler-Nguyen, N.5    Reimann, R.6
  • 19
    • 0027191505 scopus 로고
    • Specificity and sensitivity of Salmonella typhimurium YG1041 and YG1042 strains possesing elevated levels of both nitroreductase and acetyltransferase activity
    • Hagiwara Y., Watanabe M., Oda Y., Sofuni T., Nohmi T. Specificity and sensitivity of Salmonella typhimurium YG1041 and YG1042 strains possesing elevated levels of both nitroreductase and acetyltransferase activity. Mutat Res 1993, 291:171-180.
    • (1993) Mutat Res , vol.291 , pp. 171-180
    • Hagiwara, Y.1    Watanabe, M.2    Oda, Y.3    Sofuni, T.4    Nohmi, T.5
  • 20
    • 49049146510 scopus 로고
    • Synergistic effects of individual polycyclic aromatic hydrocarbons on the mutagenicity of their mixtures
    • Hermann M. Synergistic effects of individual polycyclic aromatic hydrocarbons on the mutagenicity of their mixtures. Mutat Res 1981, 90:399-409.
    • (1981) Mutat Res , vol.90 , pp. 399-409
    • Hermann, M.1
  • 21
    • 0025958967 scopus 로고
    • Mutagenicity and antimutagenicity of air-borne particulates
    • Iwado H., Naito M., Hayatsu H. Mutagenicity and antimutagenicity of air-borne particulates. Mutat Res 1991, 246:93-102.
    • (1991) Mutat Res , vol.246 , pp. 93-102
    • Iwado, H.1    Naito, M.2    Hayatsu, H.3
  • 22
    • 0023034964 scopus 로고
    • The Salmonella typhimurium /mammalian microsomal assay: a report of the U.S. Environmental Protection Agency Gene-Tox Program
    • Kier L.D., Brusick D.J., Auletta A.E., von Halle E.S., Brown M.M., Simmon V.F., et al. The Salmonella typhimurium /mammalian microsomal assay: a report of the U.S. Environmental Protection Agency Gene-Tox Program. Mutat Res 1986, 168:69-240.
    • (1986) Mutat Res , vol.168 , pp. 69-240
    • Kier, L.D.1    Brusick, D.J.2    Auletta, A.E.3    von Halle, E.S.4    Brown, M.M.5    Simmon, V.F.6
  • 23
    • 79958246151 scopus 로고    scopus 로고
    • Linking genotoxic responses in Gammarus fossarum germ cells with reproduction impairment, using the Comet assay
    • Lacaze E., Geffard O., Goyet D., Bony S., Devaux A. Linking genotoxic responses in Gammarus fossarum germ cells with reproduction impairment, using the Comet assay. Environ Res 2011, 111:626-634.
    • (2011) Environ Res , vol.111 , pp. 626-634
    • Lacaze, E.1    Geffard, O.2    Goyet, D.3    Bony, S.4    Devaux, A.5
  • 24
    • 0028975778 scopus 로고
    • Antimicrobial, phytotoxic, nematicidal, cytotoxic, and mutagenic activities of 1-hydroxypyrene, the initial metabolite in pyrene metabolism by the basidiomycete Crinipellis stipitaria
    • Lambert M., Kremer S., Anke H. Antimicrobial, phytotoxic, nematicidal, cytotoxic, and mutagenic activities of 1-hydroxypyrene, the initial metabolite in pyrene metabolism by the basidiomycete Crinipellis stipitaria. Bull Environ Contam Toxicol 1995, 55:251-257.
    • (1995) Bull Environ Contam Toxicol , vol.55 , pp. 251-257
    • Lambert, M.1    Kremer, S.2    Anke, H.3
  • 25
    • 63149187413 scopus 로고    scopus 로고
    • Reproductive consequences of paternal genotoxin exposure in marine invertebrates
    • Lewis C., Galloway T. Reproductive consequences of paternal genotoxin exposure in marine invertebrates. Environ Sci Technol 2009, 43:928-933.
    • (2009) Environ Sci Technol , vol.43 , pp. 928-933
    • Lewis, C.1    Galloway, T.2
  • 26
    • 39649095148 scopus 로고    scopus 로고
    • Automated fractionation procedure for polycyclic aromatic compounds in sediment extracts on three coupled normal-phase high-performance liquid chromatography columns
    • Lübcke-von Varel U., Streck G., Brack W. Automated fractionation procedure for polycyclic aromatic compounds in sediment extracts on three coupled normal-phase high-performance liquid chromatography columns. J Chromatogr A 2008, 1185:31-42.
    • (2008) J Chromatogr A , vol.1185 , pp. 31-42
    • Lübcke-von Varel, U.1    Streck, G.2    Brack, W.3
  • 28
    • 0022259770 scopus 로고
    • Mutagenicity of polycyclic aromatic compounds (PAC) identified in source emissions and ambient air
    • Moller M., Hagen I., Ramdahl T. Mutagenicity of polycyclic aromatic compounds (PAC) identified in source emissions and ambient air. Mutat Res 1985, 157:149-156.
    • (1985) Mutat Res , vol.157 , pp. 149-156
    • Moller, M.1    Hagen, I.2    Ramdahl, T.3
  • 29
    • 9644288050 scopus 로고    scopus 로고
    • Mutagens in surface waters: a review
    • Ohe T., Watanabe T., Wakabayashi K. Mutagens in surface waters: a review. Mutat Res 2004, 567:109-149.
    • (2004) Mutat Res , vol.567 , pp. 109-149
    • Ohe, T.1    Watanabe, T.2    Wakabayashi, K.3
  • 30
    • 0141446073 scopus 로고    scopus 로고
    • Assessment of the mutagenic potency of sewage sludges contaminated with polycyclic aromatic hydrocarbons by an ames fluctuation assay
    • Perez S., Reifferscheid G., Eichhorn P., Barcelo D. Assessment of the mutagenic potency of sewage sludges contaminated with polycyclic aromatic hydrocarbons by an ames fluctuation assay. Environ Toxicol Chem 2003, 22:2576-2584.
    • (2003) Environ Toxicol Chem , vol.22 , pp. 2576-2584
    • Perez, S.1    Reifferscheid, G.2    Eichhorn, P.3    Barcelo, D.4
  • 31
    • 0020579803 scopus 로고
    • Mutagenicity and genotoxicity of nitroarenes. All nitro-containing chemicals were not created equal
    • Rosenkranz H.S., Mermelstein R. Mutagenicity and genotoxicity of nitroarenes. All nitro-containing chemicals were not created equal. Mutat Res 1983, 114:217-267.
    • (1983) Mutat Res , vol.114 , pp. 217-267
    • Rosenkranz, H.S.1    Mermelstein, R.2
  • 32
    • 0021905360 scopus 로고
    • Mutagenicity of polycyclic aromatic hydrocarbons and quinones on Salmonella typhimurium TA97
    • Sakai M., Yoshida T., Mizusaki S. Mutagenicity of polycyclic aromatic hydrocarbons and quinones on Salmonella typhimurium TA97. Mutat Res 1985, 156:61-67.
    • (1985) Mutat Res , vol.156 , pp. 61-67
    • Sakai, M.1    Yoshida, T.2    Mizusaki, S.3
  • 33
    • 0018707397 scopus 로고
    • The mutagenic activity of thirty polycyclic aromatic hydrocarbons (PAH) and oxides in urban airborne particulates
    • Salamone M.F., Heddle J.A., Katz M. The mutagenic activity of thirty polycyclic aromatic hydrocarbons (PAH) and oxides in urban airborne particulates. Environ Int 1979, 2:37-43.
    • (1979) Environ Int , vol.2 , pp. 37-43
    • Salamone, M.F.1    Heddle, J.A.2    Katz, M.3
  • 35
    • 0029028627 scopus 로고
    • Examination of the additivity assumption using the spiral and standard Salmonella assays to evaluate binary combinations of mutagens
    • Taylor M.S., Woodrow Setzer R., DeMarini D.M. Examination of the additivity assumption using the spiral and standard Salmonella assays to evaluate binary combinations of mutagens. Mutat Res 1995, 335:1-14.
    • (1995) Mutat Res , vol.335 , pp. 1-14
    • Taylor, M.S.1    Woodrow Setzer, R.2    DeMarini, D.M.3
  • 36
    • 78650515955 scopus 로고    scopus 로고
    • Nontarget analysis of polar contaminants in freshwater sediments influenced by pharmaceutical industry using ultra-high-pressure liquid chromatography-quadrupole time-of-flight mass spectrometry
    • Terzic S., Ahel M. Nontarget analysis of polar contaminants in freshwater sediments influenced by pharmaceutical industry using ultra-high-pressure liquid chromatography-quadrupole time-of-flight mass spectrometry. Environ Pollut 2011, 159:557-566.
    • (2011) Environ Pollut , vol.159 , pp. 557-566
    • Terzic, S.1    Ahel, M.2
  • 37
    • 0742289484 scopus 로고    scopus 로고
    • Investigating the sources of the mutagenic activity found in a river using the Salmonella assay and different water extraction procedures
    • Umbuzeiro G.D., Roubicek D.A., Rech C.M., Sato M.I.Z., Claxton L.D. Investigating the sources of the mutagenic activity found in a river using the Salmonella assay and different water extraction procedures. Chemosphere 2004, 54:1589-1597.
    • (2004) Chemosphere , vol.54 , pp. 1589-1597
    • Umbuzeiro, G.D.1    Roubicek, D.A.2    Rech, C.M.3    Sato, M.I.Z.4    Claxton, L.D.5
  • 38
    • 9644302473 scopus 로고    scopus 로고
    • Mutagenicity evaluation of the commercial product CI Disperse Blue 291 using different protocols of the Salmonella assay
    • Umbuzeiro G.D., Freeman H., Warren S.H., Kummrow F., Claxton L.D. Mutagenicity evaluation of the commercial product CI Disperse Blue 291 using different protocols of the Salmonella assay. Food Chem Toxicol 2005, 43:49-56.
    • (2005) Food Chem Toxicol , vol.43 , pp. 49-56
    • Umbuzeiro, G.D.1    Freeman, H.2    Warren, S.H.3    Kummrow, F.4    Claxton, L.D.5
  • 39
    • 0025076734 scopus 로고
    • Sensitive method for the detection of mutagenic nitroarenes and aromatic amines: new derivatives of Salmonella typhimurium tester strains possessing elevated O-acetyltransferase levels
    • Watanabe M., Ishidate M., Nohmi T. Sensitive method for the detection of mutagenic nitroarenes and aromatic amines: new derivatives of Salmonella typhimurium tester strains possessing elevated O-acetyltransferase levels. Mutat Res 1990, 234:337-348.
    • (1990) Mutat Res , vol.234 , pp. 337-348
    • Watanabe, M.1    Ishidate, M.2    Nohmi, T.3
  • 40
    • 0032425620 scopus 로고    scopus 로고
    • Identification of 1,6- and 1,8-dinitropyrene isomers as major mutagens in organic extracts of soil from Osaka, Japan
    • Watanabe T., Ishida S., Minami H., Kasai T., Ogawa S., Wakabayashi K., et al. Identification of 1,6- and 1,8-dinitropyrene isomers as major mutagens in organic extracts of soil from Osaka, Japan. Chem Res Toxicol 1998, 11:1501-1507.
    • (1998) Chem Res Toxicol , vol.11 , pp. 1501-1507
    • Watanabe, T.1    Ishida, S.2    Minami, H.3    Kasai, T.4    Ogawa, S.5    Wakabayashi, K.6
  • 41
    • 0017122811 scopus 로고
    • Mutagenicity and cytotoxicity of benzo(a)pyrene arene oxides, phenols, quinones, and dihydrodiols in bacterial and mammalian cells
    • Wislocki P.G., Wood A.W., Chang R.L., Levin W., Yagi H., Hernandez O., et al. Mutagenicity and cytotoxicity of benzo(a)pyrene arene oxides, phenols, quinones, and dihydrodiols in bacterial and mammalian cells. Cancer Res 1976, 36:3350-3357.
    • (1976) Cancer Res , vol.36 , pp. 3350-3357
    • Wislocki, P.G.1    Wood, A.W.2    Chang, R.L.3    Levin, W.4    Yagi, H.5    Hernandez, O.6
  • 42
    • 0020614397 scopus 로고
    • Mutagenicity of diol-epoxides and tetrahydroepoxides of benz(a)acridine and benz(c)acridine in bacteria and mammalian cells
    • Wood A.W., Chang R.L., Levin W., Ryan D.E., Thomas P.E., Lehr R.E., et al. Mutagenicity of diol-epoxides and tetrahydroepoxides of benz(a)acridine and benz(c)acridine in bacteria and mammalian cells. Cancer Res 1983, 43:1656-1662.
    • (1983) Cancer Res , vol.43 , pp. 1656-1662
    • Wood, A.W.1    Chang, R.L.2    Levin, W.3    Ryan, D.E.4    Thomas, P.E.5    Lehr, R.E.6
  • 43
    • 0037180364 scopus 로고    scopus 로고
    • Effect of 10-aza-substitution on benzo[a]pyrene mutagenicity in vivo and in vitro
    • Yamada K., Suzuki T., Kohara A., Hayashi M., Hakura A., Mizutani T., et al. Effect of 10-aza-substitution on benzo[a]pyrene mutagenicity in vivo and in vitro. Mutat Res 2002, 521:187-200.
    • (2002) Mutat Res , vol.521 , pp. 187-200
    • Yamada, K.1    Suzuki, T.2    Kohara, A.3    Hayashi, M.4    Hakura, A.5    Mizutani, T.6
  • 44
    • 0021717843 scopus 로고
    • Suppressive effects of chemicals in mixture on the Salmonella plate test response in the absence of apparent toxicity
    • Zeiger E., Pagano D.A. Suppressive effects of chemicals in mixture on the Salmonella plate test response in the absence of apparent toxicity. Environ Mutagen 1984, 6:683-694.
    • (1984) Environ Mutagen , vol.6 , pp. 683-694
    • Zeiger, E.1    Pagano, D.A.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.