1-NITROPYRENE (BioDeep_00001873699)

Main id: BioDeep_00000003646

 


代谢物信息卡片


1-NITROPYRENE

化学式: C16H9NO2 (247.0633254)
中文名称: 1-硝基芘
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=CC2=C3C(=C1)C=CC4=C(C=CC(=C43)C=C2)[N+](=O)[O-]
InChI: InChI=1S/C16H9NO2/c18-17(19)14-9-7-12-5-4-10-2-1-3-11-6-8-13(14)16(12)15(10)11/h1-9H

描述信息

D009676 - Noxae > D009153 - Mutagens

同义名列表

1 个代谢物同义名

1-NITROPYRENE



数据库引用编号

8 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

0 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。



文献列表

  • Yingyan Zhou, Cun Li, Yanyan Chen, Yifei Yu, Xin Diao, Raymond Chiu, Jiacheng Fang, Yuting Shen, Jianing Wang, Lin Zhu, Jie Zhou, Zongwei Cai. Human Airway Organoids and Multimodal Imaging-Based Toxicity Evaluation of 1-Nitropyrene. Environmental science & technology. 2024 Apr; 58(14):6083-6092. doi: 10.1021/acs.est.3c07195. [PMID: 38547129]
  • Dinesh L Wadikar, M O Farooqui, Anirban Middey, Amit Bafana, Yogesh Pakade, Pravin Naoghare, A J Vanisree, Krishnamurthi Kannan, Saravanadevi Sivanesan. Assessment of occupational exposure to diesel particulate matter through evaluation of 1-nitropyrene and 1-aminopyrene in surface coal miners, India. Environmental monitoring and assessment. 2021 May; 193(6):342. doi: 10.1007/s10661-021-09121-y. [PMID: 34002328]
  • Chun-Hung Su, Yung-Chuan Ho, Min-Wei Lee, Ching-Chi Tseng, Shiuan-Shinn Lee, Ming Kun Hsieh, Hsin-Hung Chen, Chien-Ying Lee, Sheng-Wen Wu, Yu-Hsiang Kuan. 1-Nitropyrene Induced Reactive Oxygen Species-Mediated Apoptosis in Macrophages through AIF Nuclear Translocation and AMPK/Nrf-2/HO-1 Pathway Activation. Oxidative medicine and cellular longevity. 2021; 2021(?):9314342. doi: 10.1155/2021/9314342. [PMID: 34336119]
  • Shuo Li, Yatao Huang, Minhui Zhang, Yanchen Gao, Canping Pan, Kailin Deng, Bei Fan. Remediation of 1-Nitropyrene in Soil: A Comparative Study with Pyrene. International journal of environmental research and public health. 2020 03; 17(6):. doi: 10.3390/ijerph17061914. [PMID: 32183486]
  • Biao Hu, Bin Tong, Ying Xiang, Se-Ruo Li, Zhu-Xia Tan, Hui-Xian Xiang, Lin Fu, Hua Wang, Hui Zhao, De-Xiang Xu. Acute 1-NP exposure induces inflammatory responses through activating various inflammatory signaling pathways in mouse lungs and human A549 cells. Ecotoxicology and environmental safety. 2020 Feb; 189(?):109977. doi: 10.1016/j.ecoenv.2019.109977. [PMID: 31759747]
  • Yang Yun, Liyan Liang, Yue Wei, Zhiding Luo, Fuqiang Yuan, Guangke Li, Nan Sang. Exposure to Nitro-PAHs interfere with germination and early growth of Hordeum vulgare via oxidative stress. Ecotoxicology and environmental safety. 2019 Sep; 180(?):756-761. doi: 10.1016/j.ecoenv.2019.05.032. [PMID: 31154200]
  • Eugene T Bacolod, Seiichi Uno, Shiela S Villamor, Jiro Koyama. Oxidative stress and genotoxicity biomarker responses in tilapia (Oreochromis niloticus) exposed to environmental concentration of 1-nitropyrene. Marine pollution bulletin. 2017 Nov; 124(2):786-791. doi: 10.1016/j.marpolbul.2017.01.077. [PMID: 28185655]
  • Vanessa Eileen Galaviz, Penelope Jane Eiddwen Quintana, Michael George Yost, Lianne Sheppard, Michael Henry Paulsen, Janice Ellouise Camp, Christopher David Simpson. Urinary metabolites of 1-nitropyrene in US-Mexico border residents who frequently cross the San Ysidro Port of Entry. Journal of exposure science & environmental epidemiology. 2017 01; 27(1):84-89. doi: 10.1038/jes.2015.78. [PMID: 26669848]
  • Justin P Miller-Schulze, Michael Paulsen, Takayuki Kameda, Akira Toriba, Kazuichi Hayakawa, Brandon Cassidy, Luke Naeher, Manuel Aguilar Villalobos, Christopher D Simpson. Nitro-PAH exposures of occupationally-exposed traffic workers and associated urinary 1-nitropyrene metabolite concentrations. Journal of environmental sciences (China). 2016 Nov; 49(?):213-221. doi: 10.1016/j.jes.2016.06.007. [PMID: 28007177]
  • Pavel Rossner, Simona Strapacova, Jitka Stolcpartova, Jana Schmuczerova, Alena Milcova, Jiri Neca, Veronika Vlkova, Tana Brzicova, Miroslav Machala, Jan Topinka. Toxic Effects of the Major Components of Diesel Exhaust in Human Alveolar Basal Epithelial Cells (A549). International journal of molecular sciences. 2016 Aug; 17(9):. doi: 10.3390/ijms17091393. [PMID: 27571070]
  • Justin P Miller-Schulze, Michael Paulsen, Takayuki Kameda, Akira Toriba, Ning Tang, Kenji Tamura, Lijun Dong, Xuemei Zhang, Kazuichi Hayakawa, Michael G Yost, Christopher D Simpson. Evaluation of urinary metabolites of 1-nitropyrene as biomarkers for exposure to diesel exhaust in taxi drivers of Shenyang, China. Journal of exposure science & environmental epidemiology. 2013 Mar; 23(2):170-5. doi: 10.1038/jes.2012.40. [PMID: 22588216]
  • Janet Morffi, Idania Rodeiro, Sandra Luz Hernández, Leonora González, Jose Herrera, J Javier Espinosa-Aguirre. Antimutagenic properties of Mangifera indica L. stem bark extract and evaluation of its effects on hepatic CYP1A1. Plant foods for human nutrition (Dordrecht, Netherlands). 2012 Sep; 67(3):223-8. doi: 10.1007/s11130-012-0304-2. [PMID: 22865094]
  • Marek Banasik, Todd Stedeford, Robert P Strosznajder, Masanori Takehashi, Seigo Tanaka, Kunihiro Ueda. Inhibition of poly(ADP-ribose) polymerase-1 attenuates the toxicity of carbon tetrachloride. Journal of enzyme inhibition and medicinal chemistry. 2011 Dec; 26(6):883-9. doi: 10.3109/14756366.2011.557315. [PMID: 21395487]
  • Elisabeth Oya, Johan Ovrevik, Volker M Arlt, Eszter Nagy, David H Phillips, Jørn A Holme. DNA damage and DNA damage response in human bronchial epithelial BEAS-2B cells following exposure to 2-nitrobenzanthrone and 3-nitrobenzanthrone: role in apoptosis. Mutagenesis. 2011 Nov; 26(6):697-708. doi: 10.1093/mutage/ger035. [PMID: 21715570]
  • N Podechard, X Tekpli, D Catheline, J A Holme, V Rioux, P Legrand, M Rialland, O Fardel, D Lagadic-Gossmann, V Lecureur. Mechanisms involved in lipid accumulation and apoptosis induced by 1-nitropyrene in Hepa1c1c7 cells. Toxicology letters. 2011 Oct; 206(3):289-99. doi: 10.1016/j.toxlet.2011.07.024. [PMID: 21872649]
  • Dennis D Raga, Glorina N Pocsidio, Annabelle A Herrera. Effects of the oral administration of nonpolar extract from Ardisia squamulosa Presl (Myrsinaceae) leaves on spermatogenesis in rats. Pharmacognosy research. 2011 Oct; 3(4):260-5. doi: 10.4103/0974-8490.89747. [PMID: 22224050]
  • Subramanian Suganya, Dominic Sophia, Chinthamony Arul Raj, Muthaiyan Ahalliya Rathi, Lakshmanan Thirumoorthi, Periyasamy Meenakshi, Dugganaboyana Guru Kumar, Velliyur Kanniyapan Gopalakrishnan. Amelioration of nitrobenzene-induced nephrotoxicity by the ethanol extract of the herb Euphorbia hirta. Pharmacognosy research. 2011 Jul; 3(3):201-7. doi: 10.4103/0974-8490.85009. [PMID: 22022170]
  • Ebenezer O Farombi, Olatunde Owoeye. Antioxidative and chemopreventive properties of Vernonia amygdalina and Garcinia biflavonoid. International journal of environmental research and public health. 2011 06; 8(6):2533-55. doi: 10.3390/ijerph8062533. [PMID: 21776245]
  • Parinaz Poursafa, Roya Kelishadi, Ahmadreza Lahijanzadeh, Mohammadreza Modaresi, Shaghayegh Haghjouy Javanmard, Raheleh Assari, Mohammad Mehdi Amin, Faramarz Moattar, Abbasgholi Amini, Babak Sadeghian. The relationship of air pollution and surrogate markers of endothelial dysfunction in a population-based sample of children. BMC public health. 2011 Feb; 11(?):115. doi: 10.1186/1471-2458-11-115. [PMID: 21332998]
  • Fernando Postalli Rodrigues, José Pedro Friedmann Angeli, Mário Sérgio Mantovani, Carmen Luisa Barbosa Guedes, Berenice Quinzani Jordão. Genotoxic evaluation of an industrial effluent from an oil refinery using plant and animal bioassays. Genetics and molecular biology. 2010 Jan; 33(1):169-75. doi: 10.1590/s1415-47572010005000006. [PMID: 21637622]
  • Nana Asare, Xavier Tekpli, Mary Rissel, Anita Solhaug, Nina Landvik, Valerie Lecureur, Normand Podechard, Gunnar Brunborg, Marit Låg, Dominique Lagadic-Gossmann, Jørn A Holme. Signalling pathways involved in 1-nitropyrene (1-NP)-induced and 3-nitrofluoranthene (3-NF)-induced cell death in Hepa1c1c7 cells. Mutagenesis. 2009 Nov; 24(6):481-93. doi: 10.1093/mutage/gep032. [PMID: 19703935]
  • Robert Laumbach, Jian Tong, Lin Zhang, Pamela Ohman-Strickland, Alan Stern, Nancy Fiedler, Howard Kipen, Kathie Kelly-McNeil, Paul Lioy, Junfeng Zhang. Quantification of 1-aminopyrene in human urine after a controlled exposure to diesel exhaust. Journal of environmental monitoring : JEM. 2009 Jan; 11(1):153-9. doi: 10.1039/b810039j. [PMID: 19137151]
  • Laureen C Colis, Paromita Raychaudhury, Ashis K Basu. Mutational specificity of gamma-radiation-induced guanine-thymine and thymine-guanine intrastrand cross-links in mammalian cells and translesion synthesis past the guanine-thymine lesion by human DNA polymerase eta. Biochemistry. 2008 Aug; 47(31):8070-9. doi: 10.1021/bi800529f. [PMID: 18616294]
  • V Olvera-García, E Castaño-Tostado, R I Rezendiz-Lopez, R Reynoso-Camacho, E González de Mejía, G Elizondo, G Loarca-Piña. Hibiscus sabdariffa L. extracts inhibit the mutagenicity in microsuspension assay and the proliferation of HeLa cells. Journal of food science. 2008 Jun; 73(5):T75-81. doi: 10.1111/j.1750-3841.2008.00781.x. [PMID: 18577016]
  • Danielle L Watt, Christopher D Utzat, Pablo Hilario, Ashis K Basu. Mutagenicity of the 1-nitropyrene-DNA adduct N-(deoxyguanosin-8-yl)-1-aminopyrene in mammalian cells. Chemical research in toxicology. 2007 Nov; 20(11):1658-64. doi: 10.1021/tx700131e. [PMID: 17907783]
  • Nobuaki Mizutani, Takeshi Nabe, Yasuyoshi Ohtani, Hai Yan Han, Masanori Fujii, Shin Yoshino, Teruhisa Hirayama, Shigekatsu Kohno. Polycyclic aromatic hydrocarbons aggravate antigen-induced nasal blockage in experimental allergic rhinitis. Journal of pharmacological sciences. 2007 Nov; 105(3):291-7. doi: 10.1254/jphs.fp0071067. [PMID: 17986815]
  • Akira Toriba, Hitomi Kitaoka, Russell L Dills, Satoko Mizukami, Kaori Tanabe, Naoki Takeuchi, Mariko Ueno, Takayuki Kameda, Ning Tang, Kazuichi Hayakawa, Christopher D Simpson. Identification and quantification of 1-nitropyrene metabolites in human urine as a proposed biomarker for exposure to diesel exhaust. Chemical research in toxicology. 2007 Jul; 20(7):999-1007. doi: 10.1021/tx700015q. [PMID: 17580912]
  • Nina E Landvik, Morgane Gorria, Volker M Arlt, Nana Asare, Anita Solhaug, Dominique Lagadic-Gossmann, Jørn A Holme. Effects of nitrated-polycyclic aromatic hydrocarbons and diesel exhaust particle extracts on cell signalling related to apoptosis: possible implications for their mutagenic and carcinogenic effects. Toxicology. 2007 Mar; 231(2-3):159-74. doi: 10.1016/j.tox.2006.12.009. [PMID: 17240030]
  • Csaba Varga, Katalin Szendi, István Ember. An in vivo model for testing genotoxicity of environmental fibre-associated nitroarenes. In vivo (Athens, Greece). 2006 Jul; 20(4):539-41. doi: NULL. [PMID: 16900786]
  • Csaba Varga, Katalin Szendi. [In vivo mutagenicity of the carcinogenic 1-nitropyrene. A model of a potential asbestos exposure]. Magyar onkologia. 2006; 50(4):337-40. doi: huon.2006.50.4.0337. [PMID: 17216008]
  • Nobuyuki Sera, Kunimasa Morita, Masami Nagasoe, Hisako Tokieda, Taeko Kitaura, Hiroshi Tokiwa. Binding effect of polychlorinated compounds and environmental carcinogens on rice bran fiber. The Journal of nutritional biochemistry. 2005 Jan; 16(1):50-8. doi: 10.1016/j.jnutbio.2004.09.005. [PMID: 15629241]
  • Marco Vinicio Ramírez-Mares, Elvira González de Mejía. Comparative study of the antioxidant effect of ardisin and epigallocatechin gallate in rat hepatocytes exposed to benomyl and 1-nitropyrene. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2003 Nov; 41(11):1527-35. doi: 10.1016/s0278-6915(03)00169-8. [PMID: 12963005]
  • C Jiménez Martínez, G Loarca-Piña, G Dávila Ortíz. Antimutagenic activity of phenolic compounds, oligosaccharides and quinolizidinic alkaloids from Lupinus campestris seeds. Food additives and contaminants. 2003 Oct; 20(10):940-8. doi: 10.1080/02652030310001605998. [PMID: 14594678]
  • Elvira González de Mejía, Marco Vinicio Ramírez-Mares. Leaf extract from Ardisia compressa protects against 1-nitropyrene-induced cytotoxicity and its antioxidant defense disruption in cultured rat hepatocytes. Toxicology. 2002 Sep; 179(1-2):151-62. doi: 10.1016/s0300-483x(02)00242-1. [PMID: 12204551]
  • Albrecht Seidel, Dirk Dahmann, Horst Krekeler, Juergen Jacob. Biomonitoring of polycyclic aromatic compounds in the urine of mining workers occupationally exposed to diesel exhaust. International journal of hygiene and environmental health. 2002 Feb; 204(5-6):333-8. doi: 10.1078/1438-4639-00116. [PMID: 11885357]
  • Yaowarate Intiyot, Takemi Kinouchi, Keiko Kataoka, Hideki Arimochi, Tomomi Kuwahara, Usanee Vinitketkumnuen, Yoshinari Ohnishi. Antimutagenicity of Murdannia loriformis in the Salmonella mutation assay and its inhibitory effects on azoxymethane-induced DNA methylation and aberrant crypt focus formation in male F344 rats. The journal of medical investigation : JMI. 2002 Feb; 49(1-2):25-34. doi: ". [PMID: 11901756]
  • Donghui Li, Mianying Wang, Pervez Firoz Firozi, Ping Chang, Weiqing Zhang, Wanda Baer-Dubowska, Bhagavatula Moorthy, Suryanarayana V Vulimiri, Regine Goth-Goldstein, Eric H Weyand, John DiGiovanni. Characterization of a major aromatic DNA adduct detected in human breast tissues. Environmental and molecular mutagenesis. 2002; 39(2-3):193-200. doi: 10.1002/em.10063. [PMID: 11921189]
  • N Hatanaka, H Yamazaki, R Kizu, K Hayakawa, Y Aoki, M Iwanari, M Nakajima, T Yokoi. Induction of cytochrome P450 1B1 in lung, liver and kidney of rats exposed to diesel exhaust. Carcinogenesis. 2001 Dec; 22(12):2033-8. doi: 10.1093/carcin/22.12.2033. [PMID: 11751436]
  • Z Gyöngyi, E Nádasi, C Varga, I Kiss, I Ember. Long-term effects of 1-nitropyrene on oncogene and tumor suppressor gene expression. Anticancer research. 2001 Nov; 21(6A):3937-40. doi: . [PMID: 11911274]
  • T Ohe, K Marutani, S Nakase. Catechins are not major components responsible for anti-genotoxic effects of tea extracts against nitroarenes. Mutation research. 2001 Sep; 496(1-2):75-81. doi: 10.1016/s1383-5718(01)00220-0. [PMID: 11551482]
  • E G de Mejía, E Castaño-Tostado, G Loarca-Piña. Antimutagenic effects of natural phenolic compounds in beans. Mutation research. 1999 Apr; 441(1):1-9. doi: 10.1016/s1383-5718(99)00040-6. [PMID: 10224317]
  • Y M van Bekkum, P H van den Broek, P T Scheepers, J Noordhoek, R P Bos. Biological fate of [14C]-1-nitropyrene in rats following intragastric administration. Chemico-biological interactions. 1999 Jan; 117(1):15-33. doi: 10.1016/s0009-2797(98)00095-7. [PMID: 10190542]
  • Z Pusztai, A Selypes, I Ember. Short-term effects of 1-nitropyrene on chromosomes and on oncogene/tumor suppressor gene expression in vivo. Anticancer research. 1998 Nov; 18(6A):4489-92. doi: . [PMID: 9891514]
  • Y M van Bekkum, P H van den Broek, P T Scheepers, R P Bos. Sensitive and selective detection of urinary 1-nitropyrene metabolites following administration of a single intragastric dose of diesel exhaust particles (SRM 2975) to rats. Chemical research in toxicology. 1998 Nov; 11(11):1382-90. doi: 10.1021/tx980162x. [PMID: 9815201]
  • R Edenharder, X Tang. Inhibition of the mutagenicity of 2-nitrofluorene, 3-nitrofluoranthene and 1-nitropyrene by flavonoids, coumarins, quinones and other phenolic compounds. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 1997 Mar; 35(3-4):357-72. doi: 10.1016/s0278-6915(97)00125-7. [PMID: 9207898]
  • D Nakajima, T Teshima, M Ochiai, M Tabata, J Suzuki, S Suzuki. Determination of 1-nitropyrene retained in leaves of roadside trees. Bulletin of environmental contamination and toxicology. 1994 Dec; 53(6):888-94. doi: 10.1007/bf00196220. [PMID: 7533566]
  • P T Scheepers, H J Thuis, M H Martens, R P Bos. Assessment of occupational exposure to diesel exhaust. The use of an immunoassay for the determination of urinary metabolites of nitroarenes and polycyclic aromatic hydrocarbons. Toxicology letters. 1994 Jun; 72(1-3):191-8. doi: 10.1016/0378-4274(94)90028-0. [PMID: 7515517]
  • K el-Bayoumy, B Johnson, S Partian, P Upadhyaya, S S Hecht. In vivo binding of 1-nitropyrene to albumin in the rat. Carcinogenesis. 1994 Jan; 15(1):119-23. doi: 10.1093/carcin/15.1.119. [PMID: 8293536]
  • P T Scheepers, J L Theuws, R P Bos. Mutagenicity of urine from rats after 1-nitropyrene and 2-nitrofluorene administration using new sensitive Salmonella typhimurium strains YG1012 and YG1024. Mutation research. 1991 Aug; 260(4):393-9. doi: 10.1016/0165-1218(91)90025-h. [PMID: 1870628]
  • L M Ball, J J Rafter, J A Gustafsson, B E Gustafsson, M J Kohan, J Lewtas. Formation of mutagenic urinary metabolites from 1-nitropyrene in germ-free and conventional rats: role of the gut flora. Carcinogenesis. 1991 Jan; 12(1):1-5. doi: 10.1093/carcin/12.1.1. [PMID: 1988167]
  • L C King, M J Kohan, S E George, J Lewtas, L D Claxton. Metabolism of 1-nitropyrene by human, rat, and mouse intestinal flora: mutagenicity of isolated metabolites by direct analysis of HPLC fractions with a microsuspension reverse mutation assay. Journal of toxicology and environmental health. 1990 Nov; 31(3):179-92. doi: 10.1080/15287399009531447. [PMID: 2231777]
  • F A Beland. DNA binding by 1-nitropyrene and dinitropyrenes in vitro and in vivo: effects of nitroreductase induction. Research report (Health Effects Institute). 1989 Nov; ?(31):1-16. doi: . [PMID: 2604921]
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  • Z Djurić, E K Fifer, Y Yamazoe, F A Beland. DNA binding by 1-nitropyrene and 1,6-dinitropyrene in vitro and in vivo: effects of nitroreductase induction. Carcinogenesis. 1988 Mar; 9(3):357-64. doi: 10.1093/carcin/9.3.357. [PMID: 3345577]
  • M A Medinsky, J A Bond, S Hunsberger, J D Sun. Lung, liver, and kidney as potential target organs after exposure to 1-nitropyrene, as determined by the time course of covalently bound material. Journal of toxicology and environmental health. 1988; 23(4):445-54. doi: 10.1080/15287398809531127. [PMID: 3361615]
  • T H Zytkovicz. The 4-5S carcinogen binding protein binds 1-aminopyrene, 1-nitropyrene and (+)-benzo[a]pyrenediolepoxide and is found in 12 tissues of the DBA/2J mouse. Toxicology letters. 1987 Dec; 39(2-3):147-57. doi: 10.1016/0378-4274(87)90227-x. [PMID: 3120356]
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  • M A Belisario, L Carrano, A De Giulio, R Pecce, V Buonocore. Effect of liver enzyme inducers on metabolite excretion in rats treated with 1-nitropyrene. Toxicology letters. 1987 May; 36(3):233-41. doi: 10.1016/0378-4274(87)90191-3. [PMID: 3296319]
  • J D Groopman. DNA adducts of nitropyrene detected by specific antibodies. Research report (Health Effects Institute). 1987 Apr; ?(7):1-17. doi: . [PMID: 3274103]
  • T Kinouchi, K Nishifuji, Y Ohnishi. In vitro intestinal microflora-mediated metabolism of biliary metabolites from 1-nitropyrene-treated rats. Microbiology and immunology. 1987; 31(12):1145-59. doi: 10.1111/j.1348-0421.1987.tb01349.x. [PMID: 3451027]
  • J A Bond, J D Sun, M A Medinsky, R K Jones, H C Yeh. Deposition, metabolism, and excretion of 1-[14C]nitropyrene and 1-[14C]nitropyrene coated on diesel exhaust particles as influenced by exposure concentration. Toxicology and applied pharmacology. 1986 Aug; 85(1):102-17. doi: 10.1016/0041-008x(86)90391-1. [PMID: 2425457]
  • K E Thrane, H Stray. Organic air pollutants in an aluminum reduction plant. The Science of the total environment. 1986 Aug; 53(1-2):111-31. doi: 10.1016/0048-9697(86)90095-1. [PMID: 3749870]
  • T Maeda, K Izumi, H Otsuka, Y Manabe, T Kinouchi, Y Ohnishi. Induction of squamous cell carcinoma in the rat lung by 1,6-dinitropyrene. Journal of the National Cancer Institute. 1986 Apr; 76(4):693-701. doi: 10.1093/jnci/76.4.693. [PMID: 3457204]
  • T Kinouchi, M Morotomi, M Mutai, E K Fifer, F A Beland, Y Ohnishi. Metabolism of 1-nitropyrene in germ-free and conventional rats. Japanese journal of cancer research : Gann. 1986 Apr; 77(4):356-69. doi: . [PMID: 3084426]
  • J A Bond, M A Medinsky, J D Sun. Disposition and metabolism of free and particle-associated nitropyrenes after inhalation. Research report (Health Effects Institute). 1986 Feb; ?(2):15-87. doi: NULL. [PMID: 3268288]
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