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Assessment of mutagenic activity of methyl- and phenylphenanthrenes based on Salmonella test and micronucleus test

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Języki publikacji
EN
Abstrakty
EN
Polycyclic aromatic hydrocarbons (PAHs) are widely spread environmental pollutants mainly originating from anthropogenic sources such as fossil fuel combustion, industries, and others. Although a large body of literature exists on the toxicity and carcinogenicity of PAHs, primarily benzo[a]pyrene, toxicity data for phenanthrene deriveratives are very limited. The main aim of the experiment was to investigate if there exists correlation between molecular structure and mutagenic activity of four phenanthrene derivatives: 1 methylphenanthrene, 4 methylphenanthrene, 1 phenylphenanthrene, and 4 phenylphenanthrene. An Ames assay using two strains of histidine dependent Salmonella Typhimurium (TA98 and TA100) was conducted to assess the mutagenic activity of studied compounds both in the presence (+S9) and in the absence (-S9) of an exogenous source of metabolic activation. The compounds were also tested in an in vitro chromosome aberration assay in which V-79 cells were exposed to the phenanthrene derivatives investigated both in the presence and in the absence of metabolic activation. The phenylphenanthrenes showed no mutagenic effect. These compounds occasionally induced significant decrease in the number of revertants in the Ames test. The greatest mutagenic effects were observed for 1 methylphenanthrene after metabolic activation (+S9). In the micronucleus test the greatest mutagenic effect was observed for 4 methylphenanthrene also in the presence of metabolic activation system. The results obtained are comparable to those reported earlier for the methylphenanthrenes.
Rocznik
Strony
65--71
Opis fizyczny
Bibliogr. 38 poz., rys.
Twórcy
autor
  • Department of Environmental Biotechnology, University of Warmia and Mazury in Olsztyn, Sloneczna 45G, 10-718 Olsztyn, Poland; Phone: +48 089 5234144
autor
  • Department of Environmental Biotechnology, University of Warmia and Mazury in Olsztyn, Sloneczna 45G, 10-718 Olsztyn, Poland
  • Department of Environmental Biotechnology, University of Warmia and Mazury in Olsztyn, Sloneczna 45G, 10-718 Olsztyn, Poland
  • Institute of Occupational Medicine and Environmental Health, Kościelna 13, 41-200 Sosnowiec, Poland
autor
  • Department of Veterinary Prevention and Feed Hygiene, University of Warmia and Mazury in Olsztyn, Oczapowskiego 14, 10-817 Olsztyn, Poland
autor
  • Department of Organic Chemistry, Jagiellonian University, Ingardena 3, 30-060 Kraków, Poland
autor
  • Department of Organic Chemistry, Jagiellonian University, Ingardena 3, 30-060 Kraków, Poland
autor
  • Department of Environmental Biotechnology, University of Warmia and Mazury in Olsztyn, Sloneczna 45G, 10-718 Olsztyn, Poland
  • Department of Chemistry, University of Warmia and Mazury in Olsztyn, Plac Łódzki 4, 10-957 Olsztyn, Poland
Bibliografia
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  • Bostrom, C.E., P. Gerde, A. Hanberg, B. Jernstrom, C. Johansson, T. Kyrklund, A. Rannug, M. Tornqvis, K. Victorin, R. Westerholm. 2002. Cancer risk assessment, indicators, and guidelines for polycyclic aromatic hydrocarbons in the ambient air. Environment Health Perspectives 110: 451-488.
  • Boyland, E., P. Sims. 1962. Metabolism of polycyclic compounds. The metabolism of phenanthrene in rabbits and rats: Dihydrodihydroxy compounds and related glucosiduronic acids. Biochemical Journal 84: 571-582.
  • Boyland, E., G. Wolf. 1950. Metabolism of polycyclic compounds. 6. Conversion of phenanthrene into dihydroxydihydrophenanthrene. Biochemical Journal 47: 64-69.
  • Burrit, D.J. 2008. The polycyclic aromatic hydrocarbon phenanthrene causes oxidative stress and alters polyamine metabolism in the aquatic liverwort Riccia fluitans L. Plant Cell and Environment 31: 1416-1431.
  • Chaturapit, S., G.M. Holder. 1978. Studies on the hepatic microsomal metabolism of (14C)phenanthrene. Biochemical Pharmacolgy 27: 1865-1872.
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  • Fenech, M. 2006. Cytokinesis-block micronucleus assay evolves into a “cytome” assay of chromosomal instability, mitotic dysfunction and cell death. Mutation Research 600: 58-66.
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  • Haworth, R.D. 1932. Haworth phenanthrene synthesis. Journal of the Chemical Society 29: 96-219.
  • IARC (International Agency for Research on Cancer). 1983. IARC Monographs on the Evaluation of Carcinogenic Risks to Humans. Polynuclear Aromatic Compounds. Part 1. Chemical, Environmental and Experimental Data, Vol. 32. pp. 419-430. World Health Organization, Lyon, France.
  • Ioannides, C. 2007. Bioactivation of chemicals by cytochromes P450. Environmental Biotechnology 3: 1-9.
  • Korytko, P.J., F.W. Quimby, J.G. Scott. 2000. Metabolism of phenanthrene by house fly CYP6D1 and dog liver cytochrome P450. Journal of Biochemical and Molecular Toxicology 14: 20-25.
  • LaVoie, E.T., L. Tulley-Freiler, V. Bedenko, D. Hoffman. 1981. Mutagenicity, tumor-initiating activity, and metabolism of methylphenanthrenes. Cancer Research 41: 3441-3447.
  • Levsen, K. 1988. Mass spectrometry in environmental organic analysis. Organic Mass Spectrometry 23: 406-415.
  • Łuczyński, M.K., M. Góra, P. Brzuzan, J. Wilamowski, B. Kozik. 2005. Oxidative metabolism, mutagenic and carcinogenic properties of some polycyclic aromatic hydrocarbons. Environmental Biotechnology 1: 16-28.
  • Macdonald, R.W., T.T. Harner, J. Fyfe. 2005. Recent climate change in the Arctic and its impact on contaminant pathways and interpretation of temporal trend data. Science of The Total Environment 342: 5-86.
  • Maron, D.M., B.N. Ames. 1983. Revised methods for the Salmonella mutagenicity test. Mutation Research 113: 173-215.
  • Mielzynska, D., E. Siwinska, L. Kapka, K. Szyfter, L.E. Knudsen, D.F. Merlo. 2006. The influence of environmental exposure to complex mixtures including PAHs and lead on genotoxic effects in children living in Upper Silesia, Poland. Mutagenesis 21: 295-304.
  • Mortelmans, K., E. Zeiger. 2000. The Ames Salmonella/microsome mutagenicity assay. Mutation Research 455: 29-60.
  • Nordqvist, M., D.R. Thakker, K.P. Vyas, H. Yagi, W. Levin, D.E. Ryan, P.E. Thomas, A.H. Conney, D.M. Jerina. 1981. Metabolism of chrysene and phenanthrene to bayregion diol epoxides by rat liver enzymes. Molecular Pharmacology 19: 168-178.
  • Pankow, J.F. 1998. Further discussion of the octanol/air partition coefficient K-oa as a correlating parameter for gas/particle partitioning coefficients. Atmosphere Environment 32: 1493-1497.
  • Phelps, J.B., W.P. Hoffman, M.L. Garriott. 2003. Relative percent cell survival and positive response in the in vitro micronucleus test. Mutation Research 537: 115-116.
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  • Rospondek, M.J., L. Marynowski, A. Chachaj, M. Góra. 2009. Novel aryl polycyclic aromatic hydrocarbons: Phenylphenanthrene and phenylanthracene identification, occurrence and distribution in sedimentary rocks. Organic Geochemistry 40: 986-1004.
  • Rudnicka, K., M.K. Łuczyński, M. Góra 2012. Genotoxicity of cyclopentha[c]phenanthrene and its two derivatives based on in vitro micronucleus test. Environmental Biotechnology 8: 63-66.
  • Sakai, M., D. Yoshida, S. Mizusaki. 1985. Mutagenicity of polycyclic aromatic hydrocarbons and quinones on Salmonella Typhimurium TA97. Mutation Research 156: 61-67.
  • Sims, P. 1970. Qualitative and quantitative studies on the metabolism of a series of aromatic hydrocarbons by rat-liver preparations. Biochemical Pharmacology 19: 795-818.
  • Singh, V.K., D.K. Patel, S. Ram, N. Mathur, M.K. Siddiqui, J.R. Mehari. 2008. Blood levels of polycyclic aromatic hydrocarbons in children of Lucknow, India. Archives of Environmental Contamination and Toxicology 54: 348-354.
  • U.S. EPA (U.S. Environmental Protection Agency). 1987. Health and Environmental Effects Profile for Phenanthrene. Prepared by the Environmental Criteria and Assessment Office, Office of Health and Environmental Assessment, U.S. Environmental Protection Agency, Cincinnati, OH, for the Office of Solid Waste and Emergency Response. http://rais.ornl.gov/guidance/epa_hh.html, accessed April 2014.
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  • Wrobel, C., T. Reinhardt. 2003. Review of Potential Air Emissions from Burning Polyethylene Plastic Sheeting with Piled Forest Debris. URS Corporation, Seattle, WA.
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-71fbff91-96a9-442a-8a3f-b4f06229251d
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