Risks for animal and human health related to the presence of polychlorinated naphthalenes (PCNs) in feed and food

Abstract EFSA was asked for a scientific opinion on the risks for animal and human health related to the presence of polychlorinated naphthalenes (PCNs) in feed and food. The assessment focused on hexaCNs due to very limited data on other PCN congeners. For hexaCNs in feed, 217 analytical results were used to estimate dietary exposures for food‐producing and non‐food‐producing animals; however, a risk characterisation could not be performed because none of the toxicological studies allowed identification of reference points. The oral repeated dose toxicity studies performed in rats with a hexaCN mixture containing all 10 hexaCNs indicated that the critical target was the haematological system. A BMDL20 of 0.05 mg/kg body weight (bw) per day was identified for a considerable decrease in the platelet count. For hexaCNs in food, 2317 analytical results were used to estimate dietary exposures across dietary surveys and age groups. The highest exposure ranged from 0.91 to 29.8 pg/kg bw per day in general population and from 220 to 559 pg/kg bw per day for breast‐fed infants with the highest consumption of breast milk. Applying a margin of exposure (MOE) approach, the estimated MOEs for the high dietary exposures ranged from 1,700,000 to 55,000,000 for the general population and from 90,000 to 230,000 for breast‐fed infants with the highest consumption of breast milk. These MOEs are far above the minimum MOE of 2000 that does not raise a health concern. Taking account of the uncertainties affecting the assessment, the Panel concluded with at least 99% certainty that dietary exposure to hexaCNs does not raise a health concern for any of the population groups considered. Due to major limitations in the available data, no assessment was possible for genotoxic effects or for health risks of PCNs other than hexaCNs.

[1]  Y. Wang,et al.  Polychlorinated naphthalene concentrations and temporal trends in serum from the general Chinese adult population and effects of polychlorinated naphthalenes on thyroid function. , 2023, Environmental research.

[2]  J. Falandysz,et al.  An updated global overview of the manufacture and unintentional formation of polychlorinated naphthalenes (PCNs). , 2023, Journal of hazardous materials.

[3]  I. Lake,et al.  The transfer of environmental contaminants (Brominated and Chlorinated dioxins and biphenyls, PBDEs, HBCDDs, PCNs and PFAS) from recycled materials used for bedding to the eggs and tissues of chickens. , 2023, The Science of the total environment.

[4]  Stephen R. Smith,et al.  Transfer of polychlorinated, brominated and mixed-halogenated dioxins, furans and biphenyls, polychlorinated naphthalenes and alkanes, polycyclic aromatic hydrocarbons and chlorobenzenes to the milk of dairy cattle from controlled ingestion of industrial and municipal bioresources recycled to agricu , 2023, The Science of the total environment.

[5]  Qinghua Zhang,et al.  Spatial and temporal trends of polychlorinated naphthalenes in the Arctic atmosphere at Ny-Ålesund and London Island, Svalbard. , 2023, The Science of the total environment.

[6]  R. Sram,et al.  Assessment of organohalogenated pollutants in breast milk from the Czech Republic. , 2023, The Science of the total environment.

[7]  K. Roy,et al.  Computational modeling of aquatic toxicity of polychlorinated naphthalenes (PCNs) employing 2D-QSAR and chemical read-across. , 2023, Aquatic toxicology.

[8]  S. H. Bennekou,et al.  Public consultation on the Draft Guidance on the use of the Benchmark Dose approach in risk assessment , 2022, EFSA Supporting Publications.

[9]  Peilong Wang,et al.  Occurrence of polychlorinated naphthalenes in dairy cow farms in proximity to an iron smelting plant in China: A preliminary study. , 2022, Environmental research.

[10]  B. Le Bizec,et al.  Health risk assessment to polychlorinated naphthalenes dioxin-like compounds in French sea food consumers. , 2022, Chemosphere.

[11]  Xingyi Wu,et al.  Concentration and risk assessment of PCNs in green tea in different locations in China. , 2022, The Science of the total environment.

[12]  J. Falandysz,et al.  The toxicological profile of polychlorinated naphthalenes (PCNs). , 2022, The Science of the total environment.

[13]  Yongning Wu,et al.  Comprehensive Evaluation of Dietary Exposure and Health Risk of Polychlorinated Naphthalenes. , 2022, Environmental science & technology.

[14]  Hongyuan Yan,et al.  Headspace solid-phase-microextraction using a graphene aerogel for gas chromatography-tandem mass spectrometry quantification of polychlorinated naphthalenes in shrimp. , 2022, Journal of chromatography. A.

[15]  Yongning Wu,et al.  Occurrence and source analysis of polychlorinated naphthalenes in raw cow milk. , 2022, Food chemistry.

[16]  Mengdie Fan,et al.  Polychlorinated naphthalenes in farmed Chinese mitten crabs in China: Concentration, distribution and source analysis. , 2021, Environmental research.

[17]  Yongning Wu,et al.  Burden and Risk of Polychlorinated Naphthalenes in Chinese Human Milk and a Global Comparison of Human Exposure. , 2021, Environmental science & technology.

[18]  Y. Hirai,et al.  Factors affecting multiple persistent organic pollutant concentrations in the air above Japan: A panel data analysis. , 2021, Chemosphere.

[19]  R. Pohjanvirta,et al.  Role of aryl hydrocarbon receptor (AHR) in overall retinoid metabolism: Response comparisons to 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) exposure between wild-type and AHR knockout mice. , 2021, Reproductive toxicology.

[20]  Yu Li,et al.  Identification and regulation of ecotoxicity of polychlorinated naphthalenes to aquatic food Chain (green algae-Daphnia magna-fish). , 2021, Aquatic toxicology.

[21]  J. Pagano,et al.  Polychlorinated Naphthalenes across the Great Lakes: Lake Trout and Walleye Concentrations, Trends, and TEQ Assessment-2004-2018. , 2021, Environmental science & technology.

[22]  V. Bartkevičs,et al.  Polychlorinated naphthalenes (PCNs) in food products in Latvia: Congener-specific analysis, occurrence, and dietary exposure of the general population. , 2020, Chemosphere.

[23]  J. Falandysz,et al.  Photodegradation of polychlorinated naphthalene in mixtures , 2020 .

[24]  J. Pagano,et al.  Concentrations, toxic equivalence, and age-corrected trends of legacy organic contaminants in Lake Champlain lake trout: 2012-2018. , 2020, Environmental research.

[25]  Heather M. Wallace,et al.  Risk assessment of chlorinated paraffins in feed and food , 2020, EFSA journal. European Food Safety Authority.

[26]  Gan Zhang,et al.  Occurrence and sources of PCBs, PCNs, and HCB in the atmosphere at a regional background site in east China: Implications for combustion sources. , 2020, Environmental pollution.

[27]  J. Falandysz,et al.  Compositional profiles, persistency and toxicity of polychlorinated naphthalene (PCN) congeners in edible cod liver products from 1972 to 2017. , 2020, Environmental pollution.

[28]  Jianjie Fu,et al.  Polychlorinated naphthalene congener profiles in common vegetation on the Tibetan Plateau as bio-monitors of their sources and transportation. , 2020, Environmental science & technology.

[29]  A. Sweetman,et al.  Exposure of polychlorinated naphthalenes (PCNs) to Pakistani populations via non-dietary sources from neglected e-waste hubs: A problem of high health concern. , 2019, Environmental pollution.

[30]  Yongning Wu,et al.  Polychlorinated naphthalenes in human milk: Health risk assessment to nursing infants and source analysis. , 2019, Environment international.

[31]  J. Pagano,et al.  Comprehensive assessment of legacy organic contaminants and trends in lake trout from Cayuga Lake, New York: 2011–2017 , 2019, Journal of Great Lakes Research.

[32]  N. Kajiwara,et al.  Validity of using a relative potency factor approach for the risk management of dioxin-like polychlorinated naphthalenes. , 2019, Chemosphere.

[33]  J. Falandysz,et al.  A retrospective investigation into the occurrence and human exposure to polychlorinated naphthalenes (PCNs), dibenzo-p-dioxins and furans (PCDD/Fs) and PCBs through cod liver products (1972-2017). , 2019, Chemosphere.

[34]  Y. Wang,et al.  Polychlorinated naphthalenes in human serum samples from an industrial city in Eastern China: Levels, sources, and sex differences. , 2019, Ecotoxicology and environmental safety.

[35]  M. Markowicz-Piasecka,et al.  Hexachloronaphthalene as a hemostasis disturbing factor in female Wistar rats - A pilot study. , 2019, Chemosphere.

[36]  Joanna Stragierowicz,et al.  Prenatal toxicity and maternal-fetal distribution of 1,3,5,8-tetrachloronaphthalene (1,3,5,8-TeCN) in Wistar rats. , 2019, Chemosphere.

[37]  Hyeon-Seo Cho,et al.  The occurrence and distribution of polychlorinated naphthalenes (PCNs), focusing on tissue-specific bioaccumulation in crucian carp in South Korea. , 2019, The Science of the total environment.

[38]  Jicheng Hu,et al.  Preliminary investigation of polychlorinated dibenzo-p-dioxin and dibenzofuran, polychlorinated naphthalene, and dioxin-like polychlorinated biphenyl concentrations in ambient air in an industrial park at the northeastern edge of the Tibet-Qinghai Plateau, China. , 2019, The Science of the total environment.

[39]  Michael Siegrist,et al.  Guidance on Communication of Uncertainty in Scientific Assessments , 2019, EFSA journal. European Food Safety Authority.

[40]  Heather M. Wallace,et al.  Risk for animal and human health related to the presence of dioxins and dioxin‐like PCBs in feed and food , 2018, EFSA journal. European Food Safety Authority.

[41]  Wenbin Liu,et al.  Distribution of polychlorinated naphthalenes (PCNs) in the whole blood of typical meat animals. , 2018, Journal of environmental sciences.

[42]  Peilong Wang,et al.  Polychlorinated naphthalene concentrations and distribution in feed raw materials. , 2018, Chemosphere.

[43]  Joanna Stragierowicz,et al.  The effect of prenatal exposure on disposition of hexachloronaphthalene in female Wistar rats and fetal compartment. , 2018, International journal of occupational medicine and environmental health.

[44]  M. Chang,et al.  Characteristics of atmospheric polychlorinated naphthalenes (PCNs) collected at different sites in northern Taiwan. , 2018, Environmental pollution.

[45]  M. Stępnik,et al.  The effects of hexachloronaphthalene on selected parameters of heme biosynthesis and systemic toxicity in female wistar rats after 90‐day oral exposure , 2018, Environmental toxicology.

[46]  Jiping Zhu,et al.  Polychlorinated naphthalenes (PCNs) in seafood: Estimation of dietary intake in Korean population. , 2018, The Science of the total environment.

[47]  Satyendra P. Bhavsar,et al.  Levels, patterns, trends and significance of polychlorinated naphthalenes (PCNs) in Great Lakes fish. , 2018, The Science of the total environment.

[48]  M. Holmes,et al.  Occurrence and spatial distribution of chemical contaminants in edible fish species collected from UK and proximate marine waters. , 2018, Environment international.

[49]  Daryl J. McGoldrick,et al.  Legacy of legacies: Chlorinated naphthalenes in Lake Trout, Walleye, Herring Gull eggs and sediments from the Laurentian Great Lakes indicate possible resuspension during contaminated sediment remediation. , 2018, The Science of the total environment.

[50]  Wenbin Liu,et al.  Concentrations and trophic magnification of polychlorinated naphthalenes (PCNs) in marine fish from the Bohai coastal area, China. , 2018, Environmental pollution.

[51]  Anthony Hardy,et al.  Guidance on Uncertainty Analysis in Scientific Assessments , 2018, EFSA journal. European Food Safety Authority.

[52]  S. More,et al.  The principles and methods behind EFSA's Guidance on Uncertainty Analysis in Scientific Assessment , 2018, EFSA journal. European Food Safety Authority.

[53]  Juan Manuel Parra Morte,et al.  Clarification of some aspects related to genotoxicity assessment , 2017, EFSA journal. European Food Safety Authority.

[54]  A. Chesson,et al.  Guidance on the assessment of the safety of feed additives for the target species , 2017, EFSA journal. European Food Safety Authority.

[55]  José Ángel Gómez Ruiz,et al.  Human and animal dietary exposure to ergot alkaloids , 2017, EFSA journal. European Food Safety Authority.

[56]  J. Falandysz,et al.  Polychlorinated naphthalenes (PCNs) in food and humans. , 2017, Environment international.

[57]  S. More,et al.  Guidance on the risk assessment of substances present in food intended for infants below 16 weeks of age , 2017, EFSA journal. European Food Safety Authority.

[58]  P. Thai,et al.  Emissions of Selected Semivolatile Organic Chemicals from Forest and Savannah Fires. , 2017, Environmental science & technology.

[59]  Satyendra P. Bhavsar,et al.  Persistent Organohalogens in Paired Fish Fillet and Eggs: Implications for Fish Consumption Advisories. , 2016, Journal of agricultural and food chemistry.

[60]  D. Plewka,et al.  Developmental toxicity of hexachloronaphthalene in Wistar rats. A role of CYP1A1 expression. , 2015, Reproductive toxicology.

[61]  C. Thomsen,et al.  Persistent and emerging pollutants in the blood of German adults: Occurrence of dechloranes, polychlorinated naphthalenes, and siloxanes. , 2015, Environment international.

[62]  D. Lee,et al.  Partitioning behavior of heavy metals and persistent organic pollutants among feto-maternal bloods and tissues. , 2015, Environmental science & technology.

[63]  M. Liebig,et al.  Transfer and effects of 1,2,3,5,7-pentachloronaphthalene in an experimental food chain. , 2015, Comparative biochemistry and physiology. Toxicology & pharmacology : CBP.

[64]  Martin Rose,et al.  Contamination of fish in UK fresh water systems: risk assessment for human consumption. , 2015, Chemosphere.

[65]  Z. Cai,et al.  Occurrence, profile and possible sources of PCNs in Hong Kong soils, and a comparison with PCBs, PCDDs and PCDFs , 2014, Environmental Science and Pollution Research.

[66]  E. Gregoraszczuk,et al.  The Toxicological Effects of Halogenated Naphthalenes: A Review of Aryl Hydrocarbon Receptor-Mediated (Dioxin-like) Relative Potency Factors , 2014, Journal of environmental science and health. Part C, Environmental carcinogenesis & ecotoxicology reviews.

[67]  R. N. Malik,et al.  PCNs (polychlorinated napthalenes): dietary exposure via cereal crops, distribution and screening-level risk assessment in wheat, rice, soil and air along two tributaries of the River Chenab, Pakistan. , 2014, The Science of the total environment.

[68]  R. Law An overview of time trends in organic contaminant concentrations in marine mammals: going up or down? , 2014, Marine pollution bulletin.

[69]  M. James,et al.  Seasonal influences on PCB retention and biotransformation in fish , 2014, Environmental Science and Pollution Research.

[70]  C. Barbante,et al.  Gas-particle distributions, sources and health effects of polycyclic aromatic hydrocarbons (PAHs), polychlorinated biphenyls (PCBs) and polychlorinated naphthalenes (PCNs) in Venice aerosols. , 2014, The Science of the total environment.

[71]  J. Falandysz,et al.  Separation of closely eluting chloronaphthalene congeners by two-dimensional gas chromatography/quadrupole mass spectrometry: an advanced tool in the study and risk analysis of dioxin-like chloronaphthalenes. , 2013, Journal of chromatography. A.

[72]  J. Calambokidis,et al.  Declining concentrations of persistent PCBs, PBDEs, PCDEs, and PCNs in harbor seals (Phoca vitulina) from the Salish Sea , 2013 .

[73]  Bing Zhang,et al.  Formation of polychlorinated naphthalenes during the heating of cooking oil in the presence of high amounts of sucralose , 2013 .

[74]  J. Falandysz,et al.  Altitudinal distributions of PCDD/Fs, dioxin-like PCBs and PCNs in soil and yak samples from Wolong high mountain area, eastern Tibet-Qinghai Plateau, China. , 2013, The Science of the total environment.

[75]  M. DeVito,et al.  Repeated dose toxicity and relative potency of 1,2,3,4,6,7-hexachloronaphthalene (PCN 66) 1,2,3,5,6,7-hexachloronaphthalene (PCN 67) compared to 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) for induction of CYP1A1, CYP1A2 and thymic atrophy in female Harlan Sprague-Dawley rats. , 2012, Toxicology.

[76]  J. Falandysz,et al.  Comparison of Historical Record of PCDD/Fs, Dioxin-Like PCBs, and PCNs in Sediment Cores from Jiaozhou Bay and Coastal Yellow Sea: Implication of Different Sources , 2012, Bulletin of Environmental Contamination and Toxicology.

[77]  W. Szymczak,et al.  Behavioral effects following repeated exposure to hexachloronaphthalene in rats. , 2012, Neurotoxicology.

[78]  G. Gabrielsen,et al.  Polychlorinated naphthalenes (PCNs) in sub-Arctic and Arctic marine mammals, 1986-2009. , 2012, Environmental pollution.

[79]  A. Daragó,et al.  The effect of exposure route on the distribution and excretion of hexachloronaphthalene in rats , 2012, International journal of occupational medicine and environmental health.

[80]  Nobuyasu Seike,et al.  Atmospheric polychlorinated naphthalenes in Ghana. , 2012, Environmental science & technology.

[81]  Gan Zhang,et al.  Passive air monitoring of PCBs and PCNs across East Asia: a comprehensive congener evaluation for source characterization. , 2012, Chemosphere.

[82]  S. Virtanen,et al.  Dietary exposure assessments for children in europe (the EXPOCHI project): rationale, methods and design , 2011, Archives of public health = Archives belges de sante publique.

[83]  M. Rose,et al.  Polychlorinated naphthalenes (PCNs) in Irish foods: Occurrence and human dietary exposure. , 2011, Chemosphere.

[84]  C. Leclercq,et al.  Methodological characteristics of the national dietary surveys carried out in the European Union as included in the European Food Safety Authority (EFSA) Comprehensive European Food Consumption Database , 2011, Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment.

[85]  T. Ohura,et al.  Environmental analysis of chlorinated and brominated polycyclic aromatic hydrocarbons by comprehensive two-dimensional gas chromatography coupled to high-resolution time-of-flight mass spectrometry. , 2011, Journal of chromatography. A.

[86]  A. Kilanowicz,et al.  Prenatal developmental toxicity of polychlorinated naphthalenes (PCNs) in the rat. , 2011, Ecotoxicology and environmental safety.

[87]  S. Sakai,et al.  Dioxin-like activity in Japanese indoor dusts evaluated by means of in vitro bioassay and instrumental analysis: brominated dibenzofurans are an important contributor. , 2010, Environmental science & technology.

[88]  G. Gabrielsen,et al.  Polychlorinated naphthalenes in polar environments--a review. , 2010, The Science of the total environment.

[89]  K. Kannan,et al.  Polychlorinated dibenzo-p-dioxins, dibenzofurans, biphenyls, and naphthalenes in plasma of workers deployed at the World Trade Center after the collapse. , 2010, Environmental science & technology.

[90]  Yoon-Seok Chang,et al.  Relative importance of polychlorinated naphthalenes compared to dioxins, and polychlorinated biphenyls in human serum from Korea: contribution to TEQs and potential sources. , 2010, Environmental pollution.

[91]  M. Rose,et al.  Polychlorinated naphthalenes (PCNs): congener specific analysis, occurrence in food, and dietary exposure in the UK. , 2010, Environmental science & technology.

[92]  S. Focardi,et al.  Polybrominated diphenyl ethers, polychlorinated naphthalenes and polycyclic musks in human fat from Italy: comparison to polychlorinated biphenyls and organochlorine pesticides. , 2010, Environmental pollution.

[93]  A. Kilanowicz,et al.  Toxicity of hexachloronaphthalene (HxCN) and induction of CYP 1A in rats. , 2010, Ecotoxicology and environmental safety.

[94]  R. Kondo,et al.  Fungal hydroxylation of polychlorinated naphthalenes with chlorine migration by wood rotting fungi. , 2009, Chemosphere.

[95]  J. Falandysz,et al.  Dioxin-like compound compositional profiles of furnace bottom ashes from household combustion in Poland and their possible associations with contamination status of agricultural soil and pine needles. , 2009, Chemosphere.

[96]  C. Marvin,et al.  Factors influencing trends of polychlorinated naphthalenes and other dioxin‐like compounds in lake trout (Salvelinus namaycush) from Lake Ontario, North America (1979–2004) , 2009, Environmental toxicology and chemistry.

[97]  J. Falandysz,et al.  Airborne chloronaphthalenes in Scots pine needles of Poland. , 2009, Chemosphere.

[98]  K. Kannan,et al.  Polychlorinated naphthalenes in human adipose tissue from New York, USA. , 2009, Environmental pollution.

[99]  A. Daragó,et al.  Subacute toxicity of polychlorinated naphthalenes and their effect on cytochrome P-450. , 2009, Ecotoxicology and environmental safety.

[100]  Y. Noma,et al.  Multivariate analysis of identity of imported technical PCN formulation , 2008, Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering.

[101]  I. Cousins,et al.  Biomagnification of organic pollutants in benthic and pelagic marine food chains from the Baltic Sea. , 2008, The Science of the total environment.

[102]  J. Domingo,et al.  Human exposure to polychlorinated naphthalenes and polychlorinated diphenyl ethers from foods in Catalonia, Spain: temporal trend. , 2008, Environmental science & technology.

[103]  M. Galceran,et al.  Occurrence of polychlorinated naphthalenes, polychlorinated biphenyls and short-chain chlorinated paraffins in marine sediments from Barcelona (Spain). , 2008, Chemosphere.

[104]  J. Falandysz Dioxin-like compound load in bulk of Chlorofen–A technical chlorobiphenyl formulation from Poland , 2007, Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering.

[105]  J. Domingo,et al.  Intake of chemical contaminants through fish and seafood consumption by children of Catalonia, Spain: health risks. , 2007, Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.

[106]  Tsuyoshi Okazawa,et al.  Health risk assessment for polychlorinated biphenyls, polychlorinated dibenzo-p-dioxins and dibenzofurans, and polychlorinated naphthalenes in seafood from Guangzhou and Zhoushan, China. , 2007, Environmental pollution.

[107]  P. Rostkowski,et al.  Polychlorinated biphenyls and -naphthalenes in pine needles and soil from Poland--concentrations and patterns in view of long-term environmental monitoring. , 2007, Chemosphere.

[108]  C. Tohyama,et al.  The 2005 World Health Organization reevaluation of human and Mammalian toxic equivalency factors for dioxins and dioxin-like compounds. , 2006, Toxicological sciences : an official journal of the Society of Toxicology.

[109]  Y. Noma,et al.  HRGC/HRMS Analysis of Chloronaphthalenes in Several Batches of Halowax 1000, 1001, 1013, 1014 and 1099 , 2006, Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering.

[110]  T. Vartiainen,et al.  Polychlorinated dibenzo-p-dioxins, dibenzofurans, biphenyls, naphthalenes and polybrominated diphenyl ethers in the edible fish caught from the Baltic Sea and lakes in Finland. , 2006, Environmental pollution.

[111]  Y. Noma,et al.  Chloronaphthalenes Composition of Several Batches of Halowax 1051 , 2006, Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering.

[112]  A. Kilanowicz,et al.  Acute toxicity of polychlorinated naphthalenes and their effect on cytochrome P450 , 2006, Human & experimental toxicology.

[113]  Kevin C Jones,et al.  Emission factors and importance of PCDD/Fs, PCBs, PCNs, PAHs and PM10 from the domestic burning of coal and wood in the U.K. , 2005, Environmental science & technology.

[114]  N. Hanari,et al.  Clophen A60 Composition and Content of CBs, CNs, CDFs, and CDDs after 2D-HPLC, HRGC/LRMS, and HRGC/HRMS Separation and Quantification , 2005, Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering.

[115]  S. Sakai,et al.  By-Side Impurities in Chloronaphthalene Mixtures of the Halowax Series: All 209 Chlorobiphenyls , 2004 .

[116]  K. S. Guruge,et al.  Accumulation of polychlorinated naphthalenes in domestic animal related samples. , 2004, Journal of environmental monitoring : JEM.

[117]  T. Puzyn,et al.  Dioxin-like compounds in pine needles around Tokyo Bay, Japan in 1999. , 2004, Journal of environmental monitoring : JEM.

[118]  T. Puzyn,et al.  Concentrations and Fluxes of Chloronaphthalenes in Sediment from Lake Kitaura in Japan in Past 15 Centuries , 2004, Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering.

[119]  J. Falandysz,et al.  Chloronaphthalenes as food-chain contaminants: a review , 2003, Food additives and contaminants.

[120]  N Yamashita,et al.  Polychlorinated Naphthalene Contamination of Some Recently Manufactured Industrial Products and Commercial Goods in Japan , 2003, Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering.

[121]  Shin-ichi Sakai,et al.  Brominated dioxin-like compounds: in vitro assessment in comparison to classical dioxin-like compounds and other polyaromatic compounds. , 2003, Environment international.

[122]  J. Llobet,et al.  Polychlorinated naphthalenes in foods: estimated dietary intake by the population of Catalonia, Spain. , 2003, Environmental science & technology.

[123]  R. Kondo,et al.  Biodegradation of chloronaphthalenes and polycyclic aromatic hydrocarbons by the white-rot fungus Phlebia lindtneri , 2003, Applied Microbiology and Biotechnology.

[124]  M. Tysklind,et al.  Polychlorinated naphthalene levels, distribution, and biomagnification in a benthic food chain in the Baltic Sea. , 2002, Environmental science & technology.

[125]  J. Giesy,et al.  Polychloronaphthalenes and other dioxin-like compounds in Arctic and Antarctic marine food webs. , 2002, Environmental science & technology.

[126]  J. Giesy,et al.  In vitro response of fish and mammalian cells to complex mixtures of polychlorinated naphthalenes, polychlorinated biphenyls, and polycyclic aromatic hydrocarbons. , 2001, Aquatic toxicology.

[127]  R. Ishaq,et al.  Tissue distribution of polychlorinated naphthalenes (PCNs) and non-ortho chlorinated biphenyls (non-ortho CBs) in harbour porpoises (Phocoena phocoena) from Swedish waters. , 2000, Chemosphere.

[128]  E. Zeiger,et al.  The Ames Salmonella/microsome mutagenicity assay. , 2000, Mutation research.

[129]  J. Giesy,et al.  Relative Potencies of Individual Polychlorinated Naphthalenes to Induce Dioxin-Like Responses in Fish and Mammalian In Vitro Bioassays , 2000, Archives of environmental contamination and toxicology.

[130]  John P. Giesy,et al.  Concentrations and Profiles of Polychlorinated Naphthalene Congeners in Eighteen Technical Polychlorinated Biphenyl Preparations , 2000 .

[131]  J. Giesy,et al.  Vertical profile of dioxin-like and estrogenic potencies in a sediment core from Tokyo Bay, Japan. , 2000, Central European journal of public health.

[132]  J. Giesy,et al.  Relative Potencies of Individual Polychlorinated Naphthalenes and Halowax Mixtures To Induce Ah Receptor-Mediated Responses , 2000 .

[133]  N. Inoue,et al.  Onset of spermatogenesis is accelerated by gestational administration of 1,2,3,4,6,7-hexachlorinated naphthalene in male rat offspring. , 2000, Environmental health perspectives.

[134]  K. Norén,et al.  Certain organochlorine and organobromine contaminants in Swedish human milk in perspective of past 20-30 years. , 2000, Chemosphere.

[135]  J. Giesy,et al.  Composition of chloronaphthalene congeners in technical chloronaphthalene formulations of the Halowax series , 2000 .

[136]  M. Tysklind,et al.  Impact of Polychlorinated Naphthalenes (PCNs) in Juvenile Baltic Salmon, Salmo salar: Evaluation of Estrogenic Effects, Development, and CYP1A Induction , 2000, Archives of environmental contamination and toxicology.

[137]  K. Niessen,et al.  Toxaphenes and chlorinated naphthalenes in adipose tissue of children. , 2000, Journal of pediatric gastroenterology and nutrition.

[138]  L. Jantunen,et al.  Complete Separation of Isomeric Penta- and Hexachloronaphthalenes by Capillary Gas Chromatography , 1999 .

[139]  W. Shiu,et al.  Vapor Pressures of the Polychlorinated Naphthalenes , 1999 .

[140]  B. Strandberg,et al.  Polychlorinated naphthalenes in three-spined stickleback Gasterosteus aculeatus from the gulf of Gdańsk , 1998 .

[141]  K. Norén,et al.  Polychlorinated Naphthalenes and Other Organochlorine Contaminants in Swedish Human Milk, 1972–1992 , 1998, Archives of environmental contamination and toxicology.

[142]  K. Norén,et al.  Polychlorinated naphthalenes and other organochlorine contaminants in human adipose and liver tissue. , 1998, Journal of toxicology and environmental health. Part A.

[143]  Tom Harner,et al.  Measurement of Octanol−Air Partition Coefficients for Polycyclic Aromatic Hydrocarbons and Polychlorinated Naphthalenes , 1998 .

[144]  Dag Broman,et al.  Dietary uptake in pike (Esox lucius) of some polychlorinated biphenyls, polychlorinated naphthalenes and polybrominated diphenyl ethers administered in natural diet , 1997 .

[145]  B. Strandberg,et al.  Concentrations and biomagnification of polychlorinated naphthalenes in black cormorants Phalacrocorax carbo sinensis from the Gulf of Gdańsk, Baltic Sea. , 1997, The Science of the total environment.

[146]  B. Strandberg,et al.  Spatial distribution and bioaccumulation of polychlorinated naphthalenes (PCNs) in mussel and fish from the Gulf of Gdańsk, Baltic Sea , 1997 .

[147]  K. Norén,et al.  Occupational exposure , 1996, Environmental science and pollution research international.

[148]  J. Falandysz,et al.  Spatial Distribution in Plankton and Bioaccumulation Features of Polychlorinated Naphthalenes in a Pelagic Food Chain in Southern Part of the Baltic Proper , 1996 .

[149]  L. Lindqvist,et al.  EROD induction in cultured chick embryo liver: A sensitive bioassay for dioxin‐like environmental pollutants , 1995 .

[150]  A Opperhuizen,et al.  Allometry in the uptake of hydrophobic chemicals determined in vivo and in isolated perfused gills. , 1995, Toxicology and applied pharmacology.

[151]  A. Bergman,et al.  1,2,3,5,6,7-Hexachloronaphthalene and 1,2,3,4,6,7-hexachloronaphthalene - selective retention in rat liver and appearance in wildlife , 1994 .

[152]  Tommy Andersson,et al.  Effects of exposure to food contaminated with PBDE, PCN or PCB on reproduction, liver morphology and cytochrome P450 activity in the three-spined stickleback, Gasterosteus aculeatus , 1993 .

[153]  Tommy Andersson,et al.  Liver morphology and cytochrome P450 activity in fry of rainbow trout after microinjection of lipid-soluble xenobiotics in the yolk-sac embryos , 1993 .

[154]  Eva Jakobsson,et al.  Determination of polychlorinated naphthalenes in polychlorinated biphenyl products via capillary gas chromatography—mass spectrometry after separation by gel permeation chromatography , 1993 .

[155]  M. Griswold,et al.  Function of Vitamin A in Normal and Synchronized Seminiferous Tubules a , 1989, Annals of the New York Academy of Sciences.

[156]  S. Hsu,et al.  Discovery and epidemiology of PCB poisoning in Taiwan: a four-year followup. , 1985, Environmental health perspectives.

[157]  S. Safe,et al.  Hepta-, hexa-, tetra- and dichloronaphthalene congeners as inducers of hepatic microsomal drug-metabolizing enzymes. , 1983, Toxicology.

[158]  Oishi Hisae,et al.  Tissue distribution and elimination of chlorinated naphthalenes in mice. , 1983, Toxicology letters.

[159]  P. Parrish,et al.  Early life stage toxicity tests with a saltwater fish: effects of eight chemicals on survival growth, and development of sheepshead minnows (Cyprinodon variegatus). , 1981, Journal of toxicology and environmental health.

[160]  隆三 竹下,et al.  ポリ塩化ナフタリン(PCN)の環境汚染に関する研究(第7報)PCNのラット体内分布 , 1980 .

[161]  D. Villeneuve,et al.  Metabolism and tissue distribution of (1,4,5, 8-14C)-1, 2-dichloronaphthalene in rats , 1977, Bulletin of environmental contamination and toxicology.

[162]  D. Villeneuve,et al.  Metabolism of chloronaphthalenes. , 1977, Journal of agricultural and food chemistry.

[163]  S. Safe,et al.  Uptake and distribution of chloronaphthalenes and their metabolites in pigs , 1976, Bulletin of environmental contamination and toxicology.

[164]  O. Hutzinger,et al.  Metabolism of chlorinated naphthalenes. , 1976, Journal of agricultural and food chemistry.

[165]  S. Safe,et al.  Hydroxylated metabolites of chloronaphthalenes (Halowax 1031) in pig urine , 1975 .

[166]  P. S. Tjioe,et al.  A Preliminary Survey of the Possile Contamination of Lake Nakuru in Kenya with Some Metals and Chlorinated Hydrocarbon Pesticides , 1972 .

[167]  Atsuko Yamaguchi,et al.  Epidemiologic study on Yusho, a Poisoning Caused by Ingestion of Rice Oil Contaminated with a Commercial Brand of Polychlorinated Biphenyls* , 1972, Environmental health perspectives.

[168]  R. P. Link,et al.  Toxic effects of hexachloronaphthalene on swine. , 1962, Toxicology and applied pharmacology.

[169]  B. D. Barnett,et al.  Failure of chlorinated naphthalenes to produce keratoconjunctivitis in turkeys. , 1960 .

[170]  R. C. Miller,et al.  Some Physiological Responses of New Hampshire Chickens to a Mixture of Penta- and Hexachloronaphthalenes , 1959 .

[171]  W. Block,et al.  Metabolism of chlorinated naphthalenes. , 1958, The Journal of biological chemistry.

[172]  R. Macvicar,et al.  Chlorinated naphthalene intoxication in sheep. , 1957, American journal of veterinary research.

[173]  W. Shelley,et al.  The experimental production of acne by pentaand hexachloronaphthalenes. , 1957, A.M.A. archives of dermatology.

[174]  G. Hambrick The effect of substituted naphthalenes on the pilosebaceous apparatus of rabbit and man. , 1957, The Journal of investigative dermatology.

[175]  I. Blore,et al.  Observations on collagen, vitamin A, and ascorbic acid in bovine hyperkeratosis. , 1956, American journal of veterinary research.

[176]  W. Hansel,et al.  Destruction and restoration of spermatogenesis in a bull experimentally poisoned with highly chlorinated naphthalene. , 1955, The Cornell veterinarian.

[177]  K. G. H. B.V.Sc. An outbreak of bovine hyperkeratosis in New Zealand , 1953 .

[178]  W. Hansel,et al.  Bovine hyperkeratosis: studies on a German wood preservative. , 1953, The Cornell veterinarian.

[179]  D. Sikes,et al.  Experimental production of hyperkeratosis ("X disease") of cattle with a chlorinated naphthalene. , 1952, Science.

[180]  W. Hansel,et al.  The production of hyperkeratosis (x-disease) by feeding fractions of a processed concentrate. , 1951, The Cornell veterinarian.

[181]  P. Olafson Hyperkeratosis (X disease) of cattle. , 1947, The Cornell veterinarian.

[182]  Persistent Organic Pollutants in Human Milk , 2023 .

[183]  C. Malitesta,et al.  An integrated study of chemical composition of Antarctic aerosol to investigate natural and anthropogenic sources , 2016 .

[184]  J. Cravedi,et al.  Scientific Opinion on Ergot alkaloids in food and feed , 2012 .

[185]  C. Bolognesi,et al.  Scientific opinion on genotoxicity testing strategies applicable to food and 3 feed safety assessment , 2011 .

[186]  A. Boobis,et al.  Scientific Opinion on Polybrominated Diphenyl Ethers (PBDEs) in Food , 2011 .

[187]  C. Leclercq,et al.  Guidance of EFSA: Use of the EFSA Comprehensive European Food Consumption Database in exposure assessment , 2011 .

[188]  F. Geyikoğlu,et al.  The teratogenic effects of polychlorinated naphthalenes (PCNs) on early development of the zebrafish (Danio rerio). , 2008, Environmental toxicology and pharmacology.

[189]  J. Domingo,et al.  Human exposure to polychlorinated naphthalenes through the consumption of edible marine species. , 2007, Chemosphere.

[190]  J. Baker,et al.  Persistent Organic Pollutants in the Great Lakes , 2006 .

[191]  A. Kilanowicz,et al.  Tissue distribution and elimination of selected chlorinated naphthalenes. , 2004, International journal of occupational medicine and environmental health.

[192]  J. Giesy,et al.  Polychlorinated -Naphthalenes, -Biphenyls, -Dibenzo-p-dioxins, -Dibenzofurans and p,p′-DDE in Bluefin Tuna, Swordfish, Cormorants and Barn Swallows from Italy , 2002, Ambio.

[193]  J. Giesy,et al.  Relative potencies of individual polycyclic aromatic hydrocarbons to induce dioxinlike and estrogenic responses in three cell lines , 2002, Environmental toxicology.

[194]  T. Puzyn,et al.  Thermodynamic and physico-chemical descriptors of chloronaphthalenes: an attempt to select features explaining environmental behaviour and specific toxic effects of these compounds , 2001 .

[195]  E. Jakobsson,et al.  Biochemical Responses of Fish Sac Fry and a Primary Cell Culture of Fish Hepatocytes Exposed to Polychlorinated Naphthalenes , 2000, Archives of environmental contamination and toxicology.

[196]  E. Jakobsson,et al.  Polychlorinated Naphthalenes (PCNs) , 2000 .

[197]  J. Falandysz,et al.  Polychlorinated naphthalenes (PCNs) in human adipose tissue in Japan , 2000 .

[198]  B. Jansson,et al.  Polychlorinated naphthalene congener profiles in background sediments compared to a degraded Halowax 1014 technical mixture , 1999 .

[199]  J Falandysz,et al.  Polychlorinated naphthalenes: an environmental update. , 1998, Environmental pollution.

[200]  B. Strandberg,et al.  Polychlorinated Naphthalenes in Sediment and Biota from the Gdañsk Basin, Baltic Sea , 1996 .

[201]  S. Tanabe,et al.  Congener-specific analysis of polychlorinated biphenyls in white-tailed sea eagles Haliaeetus albicilla collected in Poland , 1994 .

[202]  E. Zeiger,et al.  Salmonella mutagenicity tests: V. Results from the testing of 311 chemicals , 1992, Environmental and molecular mutagenesis.

[203]  Annika Hanberg,et al.  Swedish dioxin survey: Determination of 2,3,7,8-TCDD toxic equivalent factors for some polychlorinated biphenyls and naphthalenes using biological tests , 1990 .

[204]  J. Paasiv́irta,et al.  Dioxins and other planar polychloroaromatic compounds in Baltic, Finnish and Arctic Fish samples , 1989 .

[205]  B. Jansson,et al.  Characterisation of a strongly bioaccumulating hexachloronaphthalene , 1986 .

[206]  Frank A. P. C. Gobas,et al.  Relationship between bioconcentration in fish and steric factors of hydrophobic chemicals , 1985 .

[207]  W. Böhmer,et al.  Determination of vapour pressures down to 0.01 Pa by headspace gas-chromatography , 1984 .

[208]  M. Olsson,et al.  Analysis of polychlorinated naphthalenes in environmental samples , 1984 .

[209]  E. Zeiger,et al.  Salmonella mutagenicity test results for 250 chemicals. , 1983, Environmental mutagenesis.

[210]  A. Viau,et al.  Metabolites of chloronaphthalene , 1976 .

[211]  R. C. Miller,et al.  Some Physiological Responses of Broad Breasted Bronze Poults to Chlorinated Naphthalene , 1958 .

[212]  R. P. Link,et al.  Toxic effect of chlorinated naphthalenes in pigs. , 1958, Journal of the American Veterinary Medical Association.

[213]  J. Copenhaver,et al.  The production of bovine hyperkeratosis (X disease) with an experimentally made pellet feed. , 1954 .