An oxygenated metabolite of benzo[a]pyrene increases hepatic β-oxidation of fatty acids in chick embryos
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- 作者：Ola Westman (1) (4)
Maria Larsson (1)
Nikolaos Venizelos (2)
Henner Hollert (3)
Magnus Engwall (1) - 关键词：Polycyclic aromatic hydrocarbons ; Oxygenated derivatives ; Chick embryo ; β ; oxidation
- 刊名：Environmental Science and Pollution Research
- 出版年：2014
- 出版时间：May 2014
- 年：2014
- 卷：21
- 期：9
- 页码：6243-6251
- 全文大小：
- 参考文献：1. Albers PH (2006) Birds and polycyclic aromatic hydrocarbons. Avian Poult Biol Rev 17(4):125-40 CrossRef
2. Albinet A, Leoz-Garziandia E, Budzinski H, Viilenave E (2007) Polycyclic aromatic hydrocarbons (PAHs), nitrated PAHs and oxygenated PAHs in ambient air of the Marseilles area (South of France): concentrations and sources. Sci Total Environ 384:280-92 CrossRef
3. Albinet A, Leoz-Garziandia E, Budzinski H, Villenave E, Jaffrezo JL (2008) Nitrated and oxygenated derivatives of polycyclic aromatic hydrocarbons in the ambient air of two French alpine valleys Part 2: Particle size distribution. Atmos Environ 42:55-4 CrossRef
4. Andersson BE, Lundstedt S, Tornberg K, Schnürer Y, ?berg LG, Mattiasson B (2003) Incomplete degradation of polycyclic aromatic hydrocarbons in soil inoculated with wood-rotting fungi and their effect on the indigenous soil bacteria. Environ Toxicol Chem 22:1238-243 CrossRef
5. Andersson E, Rotander A, von Kronhelm T, Berggren A, Ivarsson P, Hollert H, Engwall M (2009) AhR agonist and genotoxicant bioavailability in a PAH-contaminated soil undergoing biological treatment. Environ Sci Pollut Res 16:521-30 CrossRef
6. Aryal RK, Furumai H, Nakajima F, Boller M (2005) Dynamic behavior of fractional suspended solids and particle-bound polycyclic aromatic hydrocarbons in highway runoff. Water Res 39:5126-134 CrossRef
7. Bonnet JL, Guiraud P, Dusser M, Kadri M, Laffosse J, Steiman R, Bohatier J (2005) Assessment of anthracene toxicity toward environmental eukaryotic microorganisms: / Tetrahymena pyriformis and selected micromycetes. Ecotoxicol Environ Saf 60:87-00 CrossRef
8. Boonyatumanond R, Wattayakorn G, Togo A, Takada H (2006) Distribution and origins of polycyclic aromatic hydrocarbons (PAHs) in riverine, estuarine, and marine sediments in Thailand. Mar Pollut Bull 52:942-56 CrossRef
9. Castro D, Slezakova K, Delerue-Matos C, Alvim-Ferraz MC, Morais S, Pereira MC (2011) Polycyclic aromatic hydrocarbons in gas and particulate phases of indoor environments influenced by tobacco smoke: levels, phase distributions, and health risks. Atmos Environ 45:1799-808 CrossRef
10. Chen C-W, Chen C-F (2011) Distribution, origin, and potential toxicological significance of polycyclic aromatic hydrocarbons (PAHs) in sediments of Kaohsiung Harbor, Taiwan. Mar Pollut Bull 63:417-23 CrossRef
11. Chung SW, Chung HY, Toriba A, Kameda T, Tang N, Kizu R, Hayakawa K (2007) An environmental quinoid polycyclic aromatic hydrocarbon, acenaphthenequinone, modulates cyclooxygenase-2 expression through reactive oxygen species generation and nuclear factor kappa B activation in A549 cells. Toxicol Sci Off J Soc Toxicol 95:348-55 CrossRef
12. Cornelissen G, Gustafsson ?, Bucheli TD, Jonker MTO, Koelmans AA, van Noort PCM (2005) Extensive sorption of organic compounds to black carbon, coal, and kerogen in sediments and soils: mechanisms and consequences for distribution, bioaccumulation, and biodegradation. Environ Sci Technol 39:6881-895 CrossRef
13. de Arag?o Umbuzeiro G, Franco A, Magalh?es D, de Castro FJV, Kummrow F, Rech CM, de Carvalho RFL, de Castro VP (2008) A preliminary characterization of the mutagenicity of atmospheric particulate matter collected during sugar cane harvesting using the salmonella/microsome microsuspension assay. Environ Mol Mutagen 49:249-55 CrossRef
14. Douben PH (2003) PAHs: an ecotoxicological perspective. Wiley, Chichester CrossRef
15. Fioressi S, Arce R (2005) Photochemical transformations of benzo[e]pyrene in solution and adsorbed on silica gel and alumina surfaces. Environ Sci Technol 39:3646-655 CrossRef
16. Gentes M-L, McNabb A, Waldner C, Smits JG (2007) Increased thyroid hormone levels in tree swallows ( / Tachycineta bicolor) on reclaimed wetlands of the Athabasca oil sands. Arch Environ Contam Toxicol 53:287-92 CrossRef
17. Hartz AM, Bauer B, Block ML, Hong JS, Miller DS (2008) Diesel exhaust particles induce oxidative stress, proinflammatory signaling, and P-glycoprotein up-regulation at the blood–brain barrier. FASEB J Off Publ Fed Am Soc Exp Biol 22:2723-733
18. Hebert CE, Weseloh DV, Macmillan S, Campbell D, Nordstrom W (2011) Metals and polycyclic aromatic hydrocarbons in colonial waterbird eggs from Lake Athabasca and the Peace-Athabasca Delta, Canada. Environ Toxicol Chem/SETAC 30:1178-183 CrossRef
19. Hiura TS, Li N, Kaplan R, Horwitz M, Seagrave J-C, Nel AE (2000) The role of a mitochondrial pathway in the induction of apoptosis by chemicals extracted from diesel exhaust particles. J Immunol 165:2703-711 CrossRef
20. Hylland K (2006) Polycyclic aromatic hydrocarbon (PAH) ecotoxicology in marine ecosystems. J Toxic Environ Health A 69:109-23 CrossRef
21. IARC (1987) Overall evaluation of carcinogenicity: an updating of IARC Monographs Volumes 1-42, IARC Monographs on the evaluation of carcinogenic risk of chemicals to humans
22. IARC (2010) Some non-heterocyclic polycyclic aromatic hydrocarbons and some related exposures, IARC monographs on the evaluation of carcinogenic risks to humans, pp. 868
23. Jakober CA, Riddle SG, Robert MA, Destaillats H, Charles MJ, Green PG, Kleeman MJ (2007) Quinone emissions from gasoline and diesel motor vehicles. Environ Sci Technol 41:4548-554 CrossRef
24. Kameda T, Goto T, Toriba A, Tang N, Hayakawa K (2009) Determination of airborne particle-associated benz[a]anthracene-7,12-quinone using high-performance liquid chromatography with in-line reduction and fluorescence detection. J Chromatogr A 1216:6758-761 CrossRef
25. Kamens RM, Karam H, Guo J, Perry JM, Stockburger L (1989) The behavior of oxygenated polycyclic aromatic hydrocarbons on atmospheric soot particles. Environ Sci Technol 23:801-06 CrossRef
26. Kammann U (2007) PAH metabolites in bile fluids of dab ( / Limanda limanda) and flounder ( / Platichthys flesus): spatial distribution and seasonal changes. Environ Sci Pollut Res Int 14:102-08 CrossRef
27. Kannan K, Perrotta E (2008) Polycyclic aromatic hydrocarbons (PAHs) in livers of California sea otters. Chemosphere 71:649-55 CrossRef
28. Karac?k B, Okay OS, Henkelmann B, Bernh?ft S, Schramm KW (2009) Polycyclic aromatic hydrocarbons and effects on marine organisms in the Istanbul Strait. Environ Int 35:599-06 CrossRef
29. Karavalakis G, Deves G, Fontaras G, Stournas S, Samaras Z, Bakeas E (2010a) The impact of soy-based biodiesel on PAH, nitro-PAH and oxy-PAH emissions from a passenger car operated over regulated and nonregulated driving cycles. Fuel 89:3876-883 CrossRef
30. Karavalakis G, Fontaras G, Ampatzoglou D, Kousoulidou M, Stournas S, Samaras Z, Bakeas E (2010b) Effects of low concentration biodiesel blends application on modern passenger cars. Part 3: Impact on PAH, nitro-PAH, and oxy-PAH emissions. Environ Pollut 158:1584-594 CrossRef
31. Kishikawa N, Wada M, Ohba Y, Nakashima K, Kuroda N (2004) Highly sensitive and selective determination of 9,10-phenanthrenequinone in airborne particulates using high-performance liquid chromatography with pre-column derivatization and fluorescence detection. J Chromatogr A 1057:83-8 CrossRef
32. Lemieux CL, Lambert IB, Lundstedt S, Tysklind M, White PA (2008) Mutagenic hazards of complex polycyclic aromatic hydrocarbon mixtures in contaminated soil. Environ Toxicol Chem/SETAC 27:978-90 CrossRef
33. Li N, Venkatesan MI, Miguel A, Kaplan R, Gujuluva C, Alam J, Nel A (2000) Induction of heme oxygenase-1 expression in macrophages by diesel exhaust particle chemicals and quinones via the antioxidant-responsive element. J Immunol 165:3393-401, Baltimore, Md. : 1950 CrossRef
34. Lu X, Cai J, Kong H, Wu M, Hua R, Zhao M, Liu J, Xu G (2003) Analysis of cigarette smoke condensates by comprehensive two-dimensional gas chromatography/time-of-flight mass spectrometry I acidic fraction. Anal Chem 75:4441-451 CrossRef
35. Lundstedt S, White PA, Lemieux CL, Lynes KD, Lambert IB, Oberg L, Haglund P, Tysklind M (2007) Sources, fate, and toxic hazards of oxygenated polycyclic aromatic hydrocarbons (PAHs) at PAH-contaminated sites. Ambio 36:475-85 CrossRef
36. Marie C, Ravanat JL, Badouard C, Marques M, Balducci F, Maitre A (2009) Urinary levels of oxidative DNA and RNA damage among workers exposed to polycyclic aromatic hydrocarbons in silicon production: comparison with 1-hydroxypyrene. Environ Mol Mutagen 50:88-5 CrossRef
37. Miles AK, Flint PL, Trust KA, Ricca MA, Spring SE, Arrieta DE, Hollmen T, Wilson BW (2007) Polycyclic aromatic hydrocarbon exposure in Steller’s eiders ( / Polysticta stelleri) and Harlequin ducks ( / Histronicus histronicus) in the eastern Aleutian Islands, Alaska, USA. Environ Toxicol Chem/SETAC 26:2694-703 CrossRef
38. Moldoveanu SC (2010): Chapter 23 Toxicological and environmental aspects of polycyclic aromatic hydrocarbons (PAHs) and related compounds. In: Serban CM (Editor), Techniques and Instrumentation in Analytical Chemistry. Elsevier, pp. 693-699
39. Musa Bandowe BA, Sobocka J, Wilcke W (2011) Oxygen-containing polycyclic aromatic hydrocarbons (OPAHs) in urban soils of Bratislava, Slovakia: patterns, relation to PAHs and vertical distribution. Environ Pollut 159:539-49 CrossRef
40. Nelson PF (2009) Effects of vehicle type and fuel quality on the exposure risk of toxic emissions from diesel vehicles. Environ Chem 6:260-67 CrossRef
41. Nordén M, Westman O, Venizelos N, Engwall M (2012) Perfluorooctane sulfonate increases β-oxidation of palmitic acid in chicken liver. Environ Sci Pollut Res 19:1859-863 CrossRef
42. Ohura T, Amagai T, Fusaya M, Matsushita H (2003) Polycyclic aromatic hydrocarbons in indoor and outdoor environments and factors affecting their concentrations. Environ Sci Technol 38:77-3 CrossRef
43. Park J, Ball LM, Richardson SD, Zhu HB, Aitken MD (2008) Oxidative mutagenicity of polar fractions from polycyclic aromatic hydrocarbon-contaminated soils. Environ Toxicol Chem/SETAC 27:2207-215 CrossRef
44. Pedersen DU, Durant JL, Penman BW, Crespi CL, Hemond HF, Lafleur AL, Cass GR (2003) Human-cell mutagens in respirable airborne particles in the northeastern United States. 1. Mutagenicity of fractionated samples. Environ Sci Technol 38:682-89 CrossRef
45. Pereira MG, Walker LA, Wright J, Best J, Shore RF (2009) Concentrations of polycyclic aromatic hydrocarbons (PAHs) in the eggs of predatory birds in Britain. Environ Sci Technol 43:9010-015 CrossRef
46. Perera FP, Edwards SC (2011) Prenatal exposure to polycyclic aromatic hydrocarbons (PAHs). In: Jerome ON (ed) Encyclopedia of Environmental Health. Elsevier, Burlington, pp 659-68 CrossRef
47. Perez C, Lores M, Velando A (2010) Oil pollution increases plasma antioxidants but reduces coloration in a seabird. Oecologia 163:875-84 CrossRef
48. Phillips DH (1999) Polycyclic aromatic hydrocarbons in the diet. Mutat Res Genet Toxicol Environ Mutagen 443:139-47 CrossRef
49. Reisen F, Arey J (2005) Atmospheric reactions influence seasonal PAH and nitro-PAH concentrations in the Los Angeles basin. Environ Sci Technol 39:64-3 CrossRef
50. Ringuet J, Albinet A, Leoz-Garziandia E, Budzinski H, Villenave E (2012) Diurnal/nocturnal concentrations and sources of particulate-bound PAHs, OPAHs and NPAHs at traffic and suburban sites in the region of Paris (France). Sci Total Environ 437:297-05 CrossRef
51. Ruczynska WM, Szlinder-Richert J, Malesa-Ciecwierz M, Warzocha J (2011) Assessment of PAH pollution in the southern Baltic Sea through the analysis of sediment, mussels and fish bile. J Environ Monit 13:2535-542 CrossRef
52. Schirmer K, Chan AGJ, Greenberg BM, Dixon DG, Bols NC (1998) Ability of 16 priority PAHs to be photocytotoxic to a cell line from the rainbow trout gill. Toxicology 127:143-55 CrossRef
53. Shen H, Tao S, Wang R, Wang B, Shen G, Li W, Su S, Huang Y, Wang X, Liu W, Li B, Sun K (2011b) Global time trends in PAH emissions from motor vehicles. Atmos Environ 45:2067-073 CrossRef
54. Shen G, Wei S, Zhang Y, Wang R, Wang B, Li W, Shen H, Huang Y, Chen Y, Chen H, Wei W, Tao S (2012) Emission of oxygenated polycyclic aromatic hydrocarbons from biomass pellet burning in a modern burner for cooking in China. Atmos Environ 60:234-37 CrossRef
55. Sidhu S, Gullett B, Striebich R, Klosterman J, Contreras J, DeVito M (2005) Endocrine disrupting chemical emissions from combustion sources: diesel particulate emissions and domestic waste open burn emissions. Atmos Environ 39:801-11 CrossRef
56. Sienra MDR (2006) Oxygenated polycyclic aromatic hydrocarbons in urban air particulate matter. Atmos Environ 40:2374-384 CrossRef
57. Simoneit BRT, Medeiros PM, Didyk BM (2005) Combustion products of plastics as indicators for refuse burning in the atmosphere. Environ Sci Technol 39:6961-970 CrossRef
58. Sinha R, Peters U, Cross AJ, Kulldorff M, Weissfeld JL, Pinsky PF, Rothman N, Hayes RB, Prostate L, Colorectal, Team OCP (2005) Meat, meat cooking methods and preservation, and risk for colorectal adenoma. Cancer Res 65:8034-041 CrossRef
59. Skarphedinsdottir H, Hallgrimsson GT, Hansson T, Hagerroth PA, Liewenborg B, Tjarnlund U, Akerman G, Barsiene J, Balk L (2010) Genotoxicity in herring gulls ( / Larus argentatus) in Sweden and Iceland. Mutat Res 702:24-1 CrossRef
60. Sklorz M, Briede JJ, Schnelle-Kreis J, Liu Y, Cyrys J, de Kok TM, Zimmermann R (2007) Concentration of oxygenated polycyclic aromatic hydrocarbons and oxygen free radical formation from urban particulate matter. J Toxicol Environ Health A 70:1866-869 CrossRef
61. Solhaug A, Refsnes M, Lag M, Schwarze PE, Husoy T, Holme JA (2004) Polycyclic aromatic hydrocarbons induce both apoptotic and anti-apoptotic signals in Hepa1c1c7 cells. Carcinogenesis 25:809-19 CrossRef
62. Timoney KP, Lee P (2011) Polycyclic aromatic hydrocarbons increase in Athabasca river delta sediment: temporal trends and environmental correlates. Environ Sci Technol 45:4278-284 CrossRef
63. Troisi GM, Bexton S, Robinson I (2006) Polyaromatic hydrocarbon and PAH metabolite burdens in oiled common guillemots ( / Uria aalge) stranded on the east coast of England (2001-002). Environ Sci Technol 40:7938-943 CrossRef
64. Tsapakis M, Stephanou EG (2007) Diurnal cycle of PAHs, nitro-PAHs, and oxy-PAHs in a high oxidation capacity marine background atmosphere. Environ Sci Technol 41:8011-017 CrossRef
65. Van Meter RJ, Spotila JR, Avery HW (2006) Polycyclic aromatic hydrocarbons affect survival and development of common snapping turtle ( / Chelydra serpentina) embryos and hatchlings. Environ Pollut 142:466-75 CrossRef
66. Venizelos N, von D?beln U, Hagenfeldt L (1998) Fatty acid oxidation in fibroblasts from patients with defects in β-oxidation and in the respiratory chain. J Inherit Metab Dis 21:409-15 CrossRef
67. Vidal M, Dominguez J, Luis A (2011) Spatial and temporal patterns of polycyclic aromatic hydrocarbons (PAHs) in eggs of a coastal bird from northwestern Iberia after a major oil spill. Sci Total Environ 409:2668-673 CrossRef
68. Vinas L, Franco MA, Soriano JA, Gonzalez JJ, Ortiz L, Bayona JM, Albaiges J (2009) Accumulation trends of petroleum hydrocarbons in commercial shellfish from the Galician coast (NW Spain) affected by the Prestige oil spill. Chemosphere 75:534-41 CrossRef
69. Walgraeve C, Demeestere K, Dewulf J, Zimmermann R, Van Langenhove H (2010) Oxygenated polycyclic aromatic hydrocarbons in atmospheric particulate matter: Molecular characterization and occurrence. Atmos Environ 44:1831-846 CrossRef
70. Wang L, Atkinson R, Arey J (2007) Formation of 9,10-phenanthrenequinone by atmospheric gas-phase reactions of phenanthrene. Atmos Environ 41:2025-035 CrossRef
71. Wei S, Huang B, Liu M, Bi X, Ren Z, Sheng G, Fu J (2012) Characterization of PM2.5-bound nitrated and oxygenated PAHs in two industrial sites of South China. Atmos Res 109-10:76-3 CrossRef
72. Westman O, Nordén M, Larsson M, Johansson J, Venizelos N, Hollert H, Engwall M (2012) Polycyclic aromatic hydrocarbons (PAHs) reduce hepatic β-oxidation of fatty acids in chick embryos. Environmental Science and Pollution Research, 1-8
73. Wilcke W (2007) Global patterns of polycyclic aromatic hydrocarbons (PAHs) in soil. Geoderma 141:157-66 CrossRef
74. Wretling S, Eriksson A, Eskhult GA, Larsson B (2010) Polycyclic aromatic hydrocarbons (PAHs) in Swedish smoked meat and fish. J Food Compos Anal 23:264-72 CrossRef
75. Xia T, Korge P, Weiss JN, Li N, Venkatesen MI, Sioutas C, Nel A (2004) Quinones and aromatic chemical compounds in particulate matter induce mitochondrial dysfunction: implications for ultrafine particle toxicity. Environ Health Perspect 112:1347-358 CrossRef
76. Xue W, Warshawsky D (2005) Metabolic activation of polycyclic and heterocyclic aromatic hydrocarbons and DNA damage: A review. Toxicol Appl Pharmacol 206:73-3 CrossRef
77. Yang H-H, Lee W-J, Chen S-J, Lai S-O (1998) PAH emission from various industrial stacks. J Hazard Mater 60:159-74 CrossRef
78. Zielinska B, Sagebiel J, Arnott WP, Rogers CF, Kelly KE, Wagner DA, Lighty JS, Sarofim AF, Palmer G (2004) Phase and size distribution of polycyclic aromatic hydrocarbons in diesel and gasoline vehicle emissions. Environ Sci Technol 38:2557-567 CrossRef
79. Zuberogoitia I, Martínez JA, Iraeta A, Azkona A, Zabala J, Jiménez B, Merino R, Gómez G (2006) Short-term effects of the prestige oil spill on the peregrine falcon ( / Falco peregrinus). Mar Pollut Bull 52:1176-181 CrossRef - 作者单位：Ola Westman (1) (4)
Maria Larsson (1)
Nikolaos Venizelos (2)
Henner Hollert (3)
Magnus Engwall (1)
1. MTM Research Centre, School of Science and Technology, ?rebro University, ?rebro, SE-70182, Sweden
4. Structor Milj?teknik AB, Bettorpsgatan 10S-703 69, ?rebro, Sweden
2. School of Health and Medical Science, Department of Clinical Medicine, ?rebro University, ?rebro, SE-70182, Sweden
3. Institute for Environmental Research, Department of Ecosystem Analysis, RWTH Aachen University, Aachen, 52074, Germany - ISSN：1614-7499
文摘
Polycyclic aromatic hydrocarbons (PAHs) are well-known carcinogens to humans and ecotoxicological effects have been shown in several studies. However, PAHs can also be oxidized into more water soluble-oxygenated metabolites (Oxy-PAHs). The first purpose of the present project was to (1) assess the effects of a mixture containing three parent PAHs: anthracene, benz[a]anthracene, and benzo[a]pyrene versus a mixture of their oxygenated metabolites, namely: anthracene-9,10-dione, benz[a]anthracene-7,12-dione, and 9,10-dihydrobenzo[a]pyrene-7-(8H)-one on the hepatic fatty acid β-oxidation in chicken embryos (Gallus gallus domesticus) exposed in ovo. The second and also main purpose of the project was to (2) assess the effects of the parent PAHs versus their oxy-PAHs analogues when injected individually, followed by (3) additional testing of the individual oxy-PAHs. The hepatic β-oxidation was measured using a tritium release assay with [9,10-3H]-palmitic acid (16:0) as substrate. The result from the first part (1) showed reduced hepatic β-oxidation after exposure in ovo to a mixture of three PAHs, however, increased after exposure to the mixture of three oxy-PAHs compared to control. The result from the second part (2) and also the follow-up experiment (3) showed that 9,10-dihydrobenzo[a]pyrene-7-(8H)-one was the causative oxy-PAH. The implication of this finding on the risk assessment of PAH metabolite exposure in avian wildlife remains to be determined. To the best of our knowledge, no similar studies have been reported.