In vitro toxicological characterisation of three arsenic-containing hydrocarbons

Metallomics

Volumn 6, Issue 5, 2014, Pages 1023-1033

  Meyer, S ^a,b   Matissek, M ^a   Muller S M ^a   Taleshi, M S ^c   Ebert, F ^b   Francesconi, K A ^c   Schwerdtle, T ^b  

^a UNIVERSITY OF MÜNSTER   (Germany)

^b UNIVERSITY OF POTSDAM   (Germany)

^c UNIVERSITY OF GRAZ   (Austria)

Author keywords

[No Author keywords available]

Indexed keywords

CELL CULTURE; CYTOTOXICITY; HEALTH RISKS; HYDROCARBONS; RISK ASSESSMENT; TOXICITY;

CELL LINES; CELLULAR ENERGY LEVEL; CELLULAR TOXICITIES; CYTOTOXIC; EXPERIMENTAL ANIMALS; MARINE FISH; RISK TO HUMAN HEALTH; TOXIC MODE OF ACTION;

ARSENIC;

ARSENIC; CASPASE 3; HYDROCARBON; ORGANOARSENIC DERIVATIVE; ADENOSINE TRIPHOSPHATE; LACTATE DEHYDROGENASE;

ARTICLE; CELLULAR DISTRIBUTION; COLONY FORMING UNIT; CONTROLLED STUDY; CYTOTOXICITY; IN VITRO STUDY; LIPOPHILICITY; MICRONUCLEUS; PRIORITY JOURNAL; RISK ASSESSMENT; SEA FOOD; SYNTHESIS; TOXICOLOGY; BIOAVAILABILITY; CELL LINE; CHEMISTRY; DNA DAMAGE; HUMAN; METABOLISM; TANDEM MASS SPECTROMETRY; TOXICITY;

ADENOSINE TRIPHOSPHATE; ARSENIC; BIOLOGICAL AVAILABILITY; CASPASE 3; CELL LINE; DNA DAMAGE; HUMANS; HYDROCARBONS; IN VITRO TECHNIQUES; L-LACTATE DEHYDROGENASE; TANDEM MASS SPECTROMETRY;

EID: 84899583960     PISSN: 17565901     EISSN: 1756591X     Source Type: Journal    
DOI: 10.1039/c4mt00061g     Document Type: Article

References (42)

1. K. A. Francesconi Arsenic species in seafood: Origin and human health implications Pure Appl. Chem. 2010 85 373 381
2. K. Straif L. Benbrahim-Tallaa R. Baan Y. Grosse B. Secretan F. El Ghissassi V. Bouvard N. Guha C. Freeman L. Galichet V. Cogliano A review of human carcinogens: metals, arsenic, dusts, and fibres Lancet Oncol. 2009 10 453 454
3. EFSA EFSA Panel on Contaminants in the Food Chain (CONTAM); Scientific Opinion on Arsenic in Food EFSA J. 2009 7 1351 1355
4. M. S. Taleshi J. S. Edmonds W. Goessler M. J. Ruiz-Chancho G. Raber K. B. Jensen K. A. Francesconi Arsenic-containing lipids are natural constituents of sashimi tuna Environ. Sci. Technol. 2010 44 1478 1483 10.1021/es9030358
5. V. Sele J. J. Sloth A. K. Lundebye E. H. Larsen M. H. G. Berntssen H. Amlund Arsenolipids in marine oils and fats: A review of occurrence, chemistry and future research needs Food Chem. 2012 133 618 630 10.1016/j.foodchem.2012. 02.004
6. E. Schmeisser W. Goessler K. A. Francesconi Human metabolism of arsenolipids present in cod liver Anal. Bioanal. Chem. 2006 385 367 376 10.1007/s00216-006-0401-x
7. T. Kaise S. Watanabe K. Itoh The Acute Toxicity of Arsenobetaine Chemosphere 1985 14 1327 1332 10.1016/0045-6535(85)90153-5 (Pubitemid 15239810)
8. C. Newcombe A. Raab P. N. Williams C. Deacon P. I. Haris A. A. Meharg J. Feldmann Accumulation or production of arsenobetaine in humans? J. Environ. Monit. 2010 12 832 837 10.1039/b921588c
9. E. Schmeisser A. Rumpler M. Kollroser G. Rechberger W. Goessler K. A. Francesconi Arsenic fatty acids are human urinary metabolites of arsenolipids present in cod liver Angew. Chem., Int. Ed. 2006 45 150 154 10.1002/anie. 200502706 (Pubitemid 43004009)
10. M. Bartel F. Ebert L. Leffers U. Karst T. Schwerdtle Toxicological Characterization of the Inorganic and Organic Arsenic Metabolite Thio-DMA in Cultured Human Lung Cells J. Toxicol. 2011 2011 1 9 10.1155/2011/373141
11. F. Ebert A. Weiss M. Bultemeyer I. Hamann A. Hartwig T. Schwerdtle Arsenicals affect base excision repair by several mechanisms Mutat. Res. 2011 715 32 41 10.1016/j.mrfmmm.2011.07.004
12. M. J. Mass A. Tennant B. C. Roop W. R. Cullen M. Styblo D. J. Thomas A. D. Kligerman Methylated trivalent arsenic species are genotoxic Chem. Res. Toxicol. 2001 14 355 361 (Pubitemid 32367468)
13. US-EPA, Advisory on EPAs assessment of carcinogenic effects of organic and inorganic arsenic, U. S. E. P. A. S. A. Board, Washington, DC, USA, EPA-SAB-07-008, 2007
14. IARC, A review of human carcinogens. Part C: Arsenic, metals, fibres, and dusts, IARC Monographs, 2012, 196-211
15. G. Lunde Analysis of arsenic in marine oils by neutron activation. Evidence of arseno organic compounds J. Am. Oil Chem. Soc. 1968 45 331 332
16. M. Morita Y. Shibata Isolation and identification of arseno-lipid from a brown alga Chemosphere 1988 17 1147 1152
17. M. S. Taleshi K. B. Jensen G. Raber J. S. Edmonds H. Gunnlaugsdottir K. A. Francesconi Arsenic-containing hydrocarbons: natural compounds in oil from the fish capelin, Mallotus villosus Chem. Commun. 2008 4706 4707 10.1039/b808049f
18. A. Rumpler J. S. Edmonds M. Katsu K. B. Jensen W. Goessler G. Raber H. Gunnlaugsdottir K. A. Francesconi Arsenic-containing long-chain fatty acids in cod-liver oil: a result of biosynthetic infidelity? Angew. Chem., Int. Ed. 2008 47 2665 2667 10.1002/anie.200705405
19. S. Garcia-Salgado G. Raber R. Raml C. Magnes K. A. Francesconi Arsenosugar phospholipids and arsenic hydrocarbons in two species of brown macroalgae Environ. Chem. 2012 9 63 66
20. K. O. Amayo A. Petursdottir C. Newcombe H. Gunnlaugsdottir A. Raab E. M. Krupp J. Feldmann Identification and quantification of arsenolipids using reversed-phase HPLC coupled simultaneously to high-resolution ICP-MS and high-resolution electrospray MS without species-specific standards Anal. Chem. 2011 83 3589 3595 10.1021/ac2005873
21. K. O. Amayo A. Raab E. M. Krupp J. Feldmann Novel identification of lipid-soluble arsenic compounds using chemical derivatisations in conjunction with RP-HPLC-ICPMS/ESMS Anal. Chem. 2013 85 9321 9327 10.1021/ac4020935
22. U. Arroyo-Abad S. Lischka C. Piechotta J. Mattusch T. Reemtsma Determination and identification of hydrophilic and hydrophobic arsenic species in methanol extract of fresh cod liver by RP-HPLC with simultaneous ICP-MS and ESI-Q-TOF-MS detection Food Chem. 2013 141 3093 3102 10.1016/j.foodchem.2013.05. 152
23. U. Arroyo-Abad J. Mattusch S. Mothes M. Moder R. Wennrich M. P. Elizalde-Gonzalez F. M. Matysik Detection of arsenic-containing hydrocarbons in canned cod liver tissue Talanta 2010 82 38 43 10.1016/j.talanta.2010.03.054
24. S. Lischka U. Arroyo-Abad J. Mattusch A. Kuhn C. Piechotta The high diversity of arsenolipids in herring fillet (Clupea harengus) Talanta 2013 110 144 152 10.1016/j.talanta.2013.02.051
25. M. S. Taleshi R. K. Seidler-Egdal K. B. Jensen T. Schwerdtle K. A. Francesconi Synthesis and Characterisation of Arsenolipids: Naturally Occurring Arsenic Compounds in Fish and Algae Organometallics 2014 33 1397 1403 10.1021/om4011092
26. G. Repetto A. del Peso J. L. Zurita Neutral red uptake assay for the estimation of cell viability/cytotoxicity Nat. Protoc. 2008 3 1125 1131 10.1038/nprot.2008.75
27. J. Bornhorst F. Ebert A. Hartwig B. Michalke T. Schwerdtle Manganese inhibits poly(ADP-ribosyl)ation in human cells: a possible mechanism behind manganese-induced toxicity? J. Environ. Monit. 2010 12 2062 2069 10.1039/c0em00252f
28. F. Ebert L. Leffers T. Weber S. Berndt A. Mangerich S. Beneke A. Burkle T. Schwerdtle Toxicological properties of the thiolated inorganic arsenic and arsenosugar metabolite thio-dimethylarsinic acid in human bladder cells J. Trace Elem. Med. Biol. 2013 10.1016/j.jtemb.2013.06.004
29. A. Hartwig U. D. Groblinghoff D. Beyersmann A. T. Natarajan R. Filon L. H. Mullenders Interaction of arsenic(III) with nucleotide excision repair in UV-irradiated human fibroblasts Carcinogenesis 1997 18 399 405 (Pubitemid 28132435)
30. L. Leffers F. Ebert M. S. Taleshi K. A. Francesconi T. Schwerdtle In vitro toxicological characterization of two arsenosugars and their metabolites Mol. Nutr. Food Res. 2013 57 1270 1282 10.1002/mnfr.201200821
31. J. Bornhorst F. Ebert H. Lohren H. U. Humpf U. Karst T. Schwerdtle Effects of manganese and arsenic species on the level of energy related nucleotides in human cells Metallomics 2012 4 297 306 10.1039/c2mt00164k
32. T. W. Traut Physiological concentrations of purines and pyrimidines Mol. Cell. Biochem. 1994 140 1 22 (Pubitemid 24379884)
33. M. S. Yang L. C. Yu R. C. Gupta Analysis of changes in energy and redox states in HepG2 hepatoma and C6 glioma cells upon exposure to cadmium Toxicology 2004 201 105 113 10.1016/j.tox.2004.04.007 (Pubitemid 39023938)
34. P. Andrewes D. M. Demarini K. Funasaka K. Wallace V. W. Lai H. Sun W. R. Cullen K. T. Kitchin Do arsenosugars pose a risk to human health? The comparative toxicities of a trivalent and pentavalent arsenosugar Environ. Sci. Technol. 2004 38 4140 4148 (Pubitemid 39014197)
35. L. Leffers M. Unterberg M. Bartel C. Hoppe I. Pieper J. Stertmann F. Ebert H. U. Humpf T. Schwerdtle In vitro toxicological characterisation of the S-containing arsenic metabolites thio-dimethylarsinic acid and dimethylarsinic glutathione Toxicology 2013 305 109 119 10.1016/j.tox.2013.01.007
36. R. V. Cooney R. O. Mumma A. A. Benson Arsoniumphospholipid in algae Proc. Natl. Acad. Sci. U. S. A. 1978 75 4262 4264 (Pubitemid 9053139)
37. B. A. Van Mooy H. F. Fredricks B. E. Pedler S. T. Dyhrman D. M. Karl M. Koblizek M. W. Lomas T. J. Mincer L. R. Moore T. Moutin M. S. Rappe E. A. Webb Phytoplankton in the ocean use non-phosphorus lipids in response to phosphorus scarcity Nature 2009 458 69 72 10.1038/nature07659
38. T. W. Gebel Genotoxicity of arsenical compounds Int. J. Hyg. Environ. Health 2001 203 249 262 10.1078/S1438-4639(04)70036-X (Pubitemid 32238223)
39. T. S. Wang H. Huang Active oxygen species are involved in the induction of micronuclei by arsenite in XRS-5 cells Mutagenesis 1994 9 253 257 (Pubitemid 24157421)
40. T. Schwerdtle I. Walter I. Mackiw A. Hartwig Induction of oxidative DNA damage by arsenite and its trivalent and pentavalent methylated metabolites in cultured human cells and isolated DNA Carcinogenesis 2003 24 967 974 (Pubitemid 36748914)
41. T. S. Wang T. Y. Hsu C. H. Chung A. S. Wang D. T. Bau K. Y. Jan Arsenite induces oxidative DNA adducts and DNA-protein cross-links in mammalian cells Free Radical Biol. Med. 2001 31 321 330 (Pubitemid 32675337)
42. G. Burnstock Historical review: ATP as a neurotransmitter Trends Pharmacol. Sci. 2006 27 166 176 10.1016/j.tips.2006.01.005