Genotoxicity of phthalates

References

• Ahbab MA, Ündeğer Ü, Barlas N, Başaran N. (2014). In utero exposure to dicyclohexyl and di-n-hexyl phthalate possess genotoxic effects on testicular cells of male rats after birth in the comet and TUNEL assays. Hum Exp Toxicol 33:230–9
   PubMedGoogle Scholar
• Akingbemi BT, Hardy MP. (2001). Oestrogenic and antiandrogenic chemicals in the environment: effects on male reproductive health. Ann Med 33:391–403
   PubMed Web of Science ®Google Scholar
• Anderson D, Dobrzyńska MM, Basaran N. (1997). Effect of various genotoxins and reproductive toxins in human lymphocytes and sperm in the Comet assay. Teratog Carcinog Mutagen 17:29–43
   PubMedGoogle Scholar
• Anderson D, Yu TW, Hincal F. (1999). Effect of some phthalate esters in human cells in the Comet assay. Teratog Carcinog Mutagen 19:275–80
   PubMedGoogle Scholar
• Andrade AJ, Grande SW, Talsness CE, et al. (2006). A dose response study following in utero and lactational exposure to di-(2-ethylhexyl) phthalate (DEHP): reproductive effects on adult male offspring rats. Toxicology 228:85–97
   PubMed Web of Science ®Google Scholar
• Ashby J, Tennant RW. (1994). Prediction of rodent carcinogenicity for 44 chemicals: results. Mutagenesis 9:7–15
   PubMed Web of Science ®Google Scholar
• Astill B, Barber E, Lington A, et al. (1986). Chemical industry voluntary test program for phthalate esters: health effects studies. Environ Health Perspect 65:329–36
   PubMed Web of Science ®Google Scholar
• Astill BD, Gingell R, Guest D, et al. (1996). Oncogenicity testing of 2-ethylhexanol in Fischer 344 rats and B6C3F1 mice. Fundam Appl Toxicol 31:29–41
   PubMedGoogle Scholar
• Azqueta A, Collins AR. (2013). The essential Comet assay: a comprehensive guide to measuring DNA damage and repair. Arch Toxicol 87:949–68
   PubMed Web of Science ®Google Scholar
• Bentley P, Calder I, Elcombe C, et al. (1993). Hepatic peroxisome proliferation in rodents and its significance for humans. Food Chem Toxicol 31:857–907
   PubMed Web of Science ®Google Scholar
• Bility MT, Thompson JT, McKee RH, et al. (2004). Activation of mouse and human peroxisome proliferator-activated receptors (PPARs) by phthalate monoesters. Toxicol Sci 82:170–82
   PubMed Web of Science ®Google Scholar
• Biscardi D, Monarca S, De Fusco R, et al. (2003). Evaluation of the migration of mutagens/carcinogens from PET bottles into mineral water by Tradescantia/micronuclei test, Comet assay on leukocytes and GC/MS. Sci Total Environ 302:101–8
   PubMed Web of Science ®Google Scholar
• Blom A, Ekman E, Johannisson A, et al. (1998). Effects of xenoestrogenic environmental pollutants on the proliferation of a human breast cancer cell line (MCF-7). Arch Environ Contam Toxicol 34:306–10
   PubMed Web of Science ®Google Scholar
• Cattley RC, DeLuca J, Elcombe C, et al. (1998). Do peroxisome proliferating compounds pose a hepatocarcinogenic hazard to humans? Regul Toxicol Pharmacol 27:47–60
   Web of Science ®Google Scholar
• Choi S, Park SY, Jeong J, et al. (2010). Identification of toxicological biomarkers of di(2-ethylhexyl) phthalate in proteins secreted by HepG2 cells using proteomic analysis. Proteomics 10:1831–46
   PubMed Web of Science ®Google Scholar
• Clare G. (2012). The in vitro mammalian chromosome aberration test. Method Mol Biol 817:69–91
   PubMedGoogle Scholar
• Collins A, Koppen G, Valdiglesias V, et al. (2014). The Comet assay as a tool for human biomonitoring studies: the ComNet project. Mutat Res Rev Mutat Res 759:27–39
   PubMed Web of Science ®Google Scholar
• Dalgaard M, Ostergaard G, Lam HR, et al. (2000). Toxicity study of di(2-ethylhexyl) phthalate (DEHP) in combination with acetone in rats. Pharmacol Toxicol 86:92–100
   PubMedGoogle Scholar
• D’Autréaux B, Toledano MB. (2007). ROS as signaling molecules: mechanisms that generate specificity in ROS homeostasis. Nat Rev Mol Cell Biol 8:813–24
   PubMed Web of Science ®Google Scholar
• Decordier I, Kirsch-Volders M. (2006). The in vitro micronucleus test: from past to future. Mutat Res 607:2–4
   PubMedGoogle Scholar
• Doull J, Cattley R, Elcombe C, et al. (1999). A cancer risk assessment of di(2-ethylhexyl) phthalate: application of the new US EPA risk assessment guidelines. Regul Toxicol Pharmacol 29:327–57
   PubMed Web of Science ®Google Scholar
• Durmaz E, Ozmert EN, Erkekoglu P, et al. (2010). Plasma phthalate levels in pubertal gynecomastia. Pediatrics 125:e122–9
   Google Scholar
• Duty SM, Singh NP, Silva MJ, et al. (2003). The relationship between environmental exposures to phthalates and DNA damage in human sperm using the neutral Comet assay. Environ Health Perspect 111:1164–9
   PubMed Web of Science ®Google Scholar
• Elliott BM, Elcombe CR. (1987). Lack of DNA damage or lipid peroxidation measured in vivo in the rat liver following treatment with peroxisomal proliferators. Carcinogenesis 8:1213–18
   PubMed Web of Science ®Google Scholar
• Erkekoglu P, Rachidi W, De Rosa V, et al. (2010a). Protective effect of selenium supplementation on the genotoxicity of di(2-ethylhexyl) phthalate and mono(2-ethylhexyl) phthalate treatment in LNCaP cells. Free Radic Biol Med 49:559–66
   PubMed Web of Science ®Google Scholar
• Erkekoglu P, Rachidi W, Yuzugullu OG, et al. (2010b). Evaluation of cytotoxicity and oxidative DNA damaging effects of di(2-ethylhexyl)-phthalate (DEHP) and mono(2-ethylhexyl)-phthalate (MEHP) on MA-10 Leydig cells and protection by selenium. Toxicol Appl Pharmacol 248:52–62
   PubMed Web of Science ®Google Scholar
• Erkekoglu P, Rachidi W, Yüzügüllü OG, et al. (2011a). Induction of ROS, p53, p21 in DEHP- and MEHP-exposed LNCaP cells-protection by selenium compounds. Food Chem Toxicol 49:1565–71
   PubMed Web of Science ®Google Scholar
• Erkekoglu P, Zeybek ND, Giray B, et al. (2011b). Reproductive toxicity of di(2-ethylhexyl) phthalate in selenium-supplemented and selenium-deficient rats. Drug Chem Toxicol 34:379–89
   PubMed Web of Science ®Google Scholar
• Erkekoglu P. (2012). Protection studies by antioxidants using single cell gel electrophoresis Comet assay. In: Magdeldin S, ed. Gel electrophoresis – advanced techniques. Rijeka: InTech, 413–46
   Google Scholar
• Erkekoglu P, Zeybek ND, Giray B, et al. (2012a). The effects of di(2-ethylhexyl) phthalate exposure and selenium nutrition on sertoli cell vimentin structure and germ-cell apoptosis in rat testis. Arch Environ Contam Toxicol 62:539–47
   PubMed Web of Science ®Google Scholar
• Erkekoglu P, Giray BK, Kızilgün M, et al. (2012b). Di(2-ethylhexyl) phthalate-induced renal oxidative stress in rats and protective effect of selenium. Toxicol Mech Method 22:415–23
   PubMed Web of Science ®Google Scholar
• Erkekoglu P, Giray BK, Kizilgun M, et al. (2012c). Thyroidal effects of di-(2-ethylhexyl) phthalate in rats of different selenium status. J Environ Pathol Toxicol Oncol 31:143–53
   PubMed Web of Science ®Google Scholar
• Erkekoglu P, Zeybek ND, Giray BK, et al. (2014). The effects of di(2-ethylhexyl) phthalate on rat liver in relation to selenium status. Int J Exp Pathol 95:64–77
   PubMed Web of Science ®Google Scholar
• Fan J, Traore K, Li W, et al. (2010). Molecular mechanisms mediating the effect of mono-(2-ethylhexyl) phthalate on hormone-stimulated steroidogenesis in MA-10 mouse tumor Leydig cells. Endocrinology 151:3348–62
   PubMed Web of Science ®Google Scholar
• Faust F, Kassie F, Knasmüller S, et al. (2004). The use of the alkaline Comet assay with lymphocytes in human biomonitoring studies. Mutat Res 566:209–29
   PubMed Web of Science ®Google Scholar
• Fenech M. (2000). The in vitro micronucleus technique. Mutat Res 455:81–95
   PubMed Web of Science ®Google Scholar
• Franco R, Schoneveld O, Georgakilas AG, Panayiotidis MI. (2008). Oxidative stress, DNA methylation and carcinogenesis. Cancer Lett 266:6–11
   PubMed Web of Science ®Google Scholar
• Frederiksen H, Jensen TK, Jørgensen N, et al. (2014). Human urinary excretion of non-persistent environmental chemicals: an overview of Danish data collected between 2006 and 2012. Reproduction 147:555–65
   PubMed Web of Science ®Google Scholar
• Frederiksen H, Sørensen K, Mouritsen A, et al. (2012). High urinary phthalate concentration associated with delayed pubarche in girls. Int J Androl 35:216–26
   PubMedGoogle Scholar
• Gazouli M, Yao ZX, Boujrad N, et al. (2002). Effect of peroxisome proliferators on Leydig cell peripheral-type benzodiazepine receptor gene expression, hormone-stimulated cholesterol transport and steroidogenesis: role of the peroxisome proliferator-activator receptor alpha. Endocrinology 143:2571–83
   PubMed Web of Science ®Google Scholar
• Ge RS, Chen GR, Tanrikut C, Hardy MP. (2007). Phthalate ester toxicity in Leydig cells: developmental timing and dosage considerations. Reprod Toxicol 23:366–73
   PubMed Web of Science ®Google Scholar
• Gruber J, Schaffer S, Halliwell B. (2008). The mitochondrial free radical theory of ageing–where do we stand? Front Biosci 13:6554–79
   PubMed Web of Science ®Google Scholar
• Gutzkow KB, Langleite TM, Meier S, et al. (2013). High-throughput Comet assay using 96 minigels. Mutagenesis 28:333–40
   PubMed Web of Science ®Google Scholar
• Halliwell B, Cross CE. (1994). Oxygen-derived species: their relation to human disease and environmental stress. Environ Health Perspect 102:5–12
   PubMed Web of Science ®Google Scholar
• Halliwell B. (2012). Free radicals and antioxidants: updating a personal view. Nutr Rev 70:257–65
   PubMed Web of Science ®Google Scholar
• Hauser R, Meeker JD, Singh NP, et al. (2007). DNA damage in human sperm is related to urinary levels of phthalate monoester and oxidative metabolites. Hum Reprod 22:688–95
   PubMed Web of Science ®Google Scholar
• Heaton PR, Reed CF, Mann SJ, et al. (2002). Role of dietary antioxidants to protect against DNA damage in adult dogs. J Nutr 132:1720S–4S
   Google Scholar
• Heudorf U, Mersch-Sundermann V, Angerer J. (2007). Phthalates: toxicology and exposure. Int J Hyg Environ Health 210:623–34
   PubMed Web of Science ®Google Scholar
• Huber WW, Grasl-Kraupp B, Schulte-Hermann R. (1996). Hepatocarcinogenic potential of di(2-ethylhexyl)phthalate in rodents and its implications on human risk. Crit Rev Toxicol 26:365–481
   PubMed Web of Science ®Google Scholar
• Ishihara M, Itoh M, Miyamoto K, et al. (2000). Spermatogenic disturbance induced by di-(2-ethylhexyl) phthalate is significantly prevented by treatment with antioxidant vitamins in the rat. Int J Androl 23:85–94
   PubMedGoogle Scholar
• Johnson GE. (2012). Mammalian cell HPRT gene mutation assay: test methods. Method Mol Biol 817:55–67
   PubMedGoogle Scholar
• Jones HB, Garside DA, Liu R, Roberts JC. (1993). The influence of phthalate esters on Leydig cell structure and function in vitro and in vivo. Exp Mol Pathol 58:179–93
   PubMed Web of Science ®Google Scholar
• Just AC, Whyatt RM, Miller RL, et al. (2012). Children’s urinary phthalate metabolites and fractional exhaled nitric oxide in an urban cohort. Am J Respir Crit Care Med 186:830–7
   PubMed Web of Science ®Google Scholar
• Kaufmann W, Deckardt K, McKee RH, et al. (2002). Tumor induction in mouse liver: di-isononyl phthalate acts via peroxisome proliferation. Regul Toxicol Pharmacol 36:175–83
   PubMedGoogle Scholar
• Kim MY, Kim YC, Cho MH. (2002). Combined treatment with 4-(N-methyl-N-nitrosamino)-1-(3-pyridyl)-1-butanone and dibutyl phthalate enhances ozone-induced genotoxicity in B6C3F1 mice. Mutagenesis 17:331–6
   PubMedGoogle Scholar
• Klaunig JE, Babich MA, Baetcke KP, et al. (2003). PPARalpha agonist-induced rodent tumors: modes of action and human relevance. Crit Rev Toxicol 33:655–780
   PubMed Web of Science ®Google Scholar
• Kleinsasser NH, Kastenbauer ER, Weissacher H, et al. (2000). Phthalates demonstrate genotoxicity on human mucosa of the upper aerodigestive tract. Environ Mol Mutagen 35:9–12
   PubMedGoogle Scholar
• Kleinsasser NH, Wallner BC, Kastenbauer ER, et al. (2001). Genotoxicity of di-butyl-phthalate and di-iso-butyl-phthalate in human lymphocytes and mucosal cells. Teratog Carcinog Mutagen 21:189–96
   PubMedGoogle Scholar
• Kluwe WM, Huff JE, Matthews HB, et al. (1985). Comparative chronic toxicities and carcinogenic potentials of 2-ethylhexyl-containing compounds in rats and mice. Carcinogenesis 6:1577–83
   Google Scholar
• Labow RS, Tocchi M, Rock G. (1986). Contamination of platelet storage bags by phthalate esters. J Toxicol Environ Health 19:591–8
   PubMed Web of Science ®Google Scholar
• Lee KH, Lee BM. (2007). Study of mutagenicities of phthalic acid and terephthalic acid using in vitro and in vivo genotoxicity tests. J Toxicol Environ Health A 70:1329–35
   PubMed Web of Science ®Google Scholar
• Lindahl-Kiessling K, Karlberg I, Olofsson AM. (1989). Induction of sister-chromatid exchanges by direct and indirect mutagens in human lymphocytes, co-cultured with intact rat liver cells. Effect of enzyme induction and preservation of the liver cells by freezing in liquid nitrogen. Mutat Res 211:77–87
   PubMedGoogle Scholar
• McKee RH, Przygoda RT, Chirdon MA, et al. (2000). Di(isononyl) phthalate (DINP) and di(isodecyl) phthalate (DIDP) are not mutagenic. J Appl Toxicol 20:491–7
   PubMed Web of Science ®Google Scholar
• Meek M, Chan P. (1994). Bis(2-ethylhexyl)phthalate: evaluation of risks to health from environmental exposure in Canada. J Environ Sci Health Part C 12:179–94
   Web of Science ®Google Scholar
• Melnick RL. (2001). Is peroxisome proliferation an obligatory precursor step in the carcinogenicity of di(2-ethylhexyl)phthalate (DEHP)? Environ Health Perspect 109:437–42
   PubMed Web of Science ®Google Scholar
• Mettang T, Alscher DM, Pauli-Magnus C, et al. (1999). Phthalic acid is the main metabolite of the plasticizer di(2-ethylhexyl)phthalate in peritoneal dialysis patients. Adv Perit Dial 15:229–33
   PubMedGoogle Scholar
• Mortelmans K, Zeiger E. (2000). The Ames Salmonella/microsome mutagenicity assay. Mutat Res 455:29–60
   PubMed Web of Science ®Google Scholar
• Müller-Tegethoff K, Kasper P, Müller L. (1995). Evaluation studies on the in vitro rat hepatocyte micronucleus assay. Mutat Res 335:293–307
   PubMedGoogle Scholar
• Nakai M, Tabira Y, Asai D, et al. (1999). Binding characteristics of dialkyl phthalates for the estrogen receptor. Biochem Biophys Res Commun 254:311–14
   PubMed Web of Science ®Google Scholar
• Nässberger L, Arbin A, Ostelius J. (1987). Exposure of patients to phthalates from polyvinyl chloride tubes and bags during dialysis. Nephron 45:286–90
   PubMed Web of Science ®Google Scholar
• Nose K. (2000). Role of reactive oxygen species in the regulation of physiological functions. Biol Pharm Bull 23:897–903
   PubMed Web of Science ®Google Scholar
• Novotna B, Topinka J, Solansky I, et al. (2007). Impact of air pollution and genotype variability on DNA damage in Prague policemen. Toxicol Lett 172:37–47
   Google Scholar
• O’Brien ML, Spear BT, Glauert HP. (2005). Role of oxidative stress in peroxisome proliferator-mediated carcinogenesis. Crit Rev Toxicol 35:61–88
   PubMed Web of Science ®Google Scholar
• Painter RB, Cleaver JE. (1969). Repair replication, unscheduled DNA synthesis, and the repair of mammalian DNA. Radiat Res 37: 451–66
   PubMed Web of Science ®Google Scholar
• Park SY, Choi J. (2007). Cytotoxicity, genotoxicity and ecotoxicity assay using human cell and environmental species for the screening of the risk from pollutant exposure. Environ Int 33:817–22
   PubMed Web of Science ®Google Scholar
• Phillips BJ, James TE, Gangolli SD. (1982). Genotoxicity studies of di(2-ethylhexyl)phthalate and its metabolites in CHO cells. Mutat Res 102:297–304
   PubMed Web of Science ®Google Scholar
• Phillips BJ, Anderson D, Gangolli SD. (1986). Studies on the genetic effects of phthalic acid esters on cells in culture. Environ Health Perspect 65:263–6
   PubMed Web of Science ®Google Scholar
• Reddy JK, Rao MS. (1989). Oxidative DNA damage caused by persistent peroxisome proliferation: its role in hepatocarcinogenesis. Mutat Res 214:63–8
   PubMed Web of Science ®Google Scholar
• Richburg JH, Boekelheide K. (1996). Mono-(2-ethylhexyl) phthalate rapidly alters both Sertoli cell vimentin filaments and germ cell apoptosis in young rat testes. Toxicol Appl Pharmacol 137:42–50
   PubMed Web of Science ®Google Scholar
• Rusyn I, Rose ML, Bojes HK, Thurman RG. (2000a). Novel role of oxidants in the molecular mechanism of action of peroxisome proliferators. Antioxid Redox Signal 2:607–21
   PubMed Web of Science ®Google Scholar
• Rusyn I, Denissenko MF, Wong VA, et al. (2000b). Expression of base excision repair enzymes in rat and mouse liver is induced by peroxisome proliferators and is dependent upon carcinogenic potency. Carcinogenesis 21:2141–5
   PubMedGoogle Scholar
• Rusyn I, Peters JM, Cunningham ML. (2006). Modes of action and species-specific effects of di-(2-ethylhexyl)phthalate in the liver. Crit Rev Toxicol 36:459–79
   PubMed Web of Science ®Google Scholar
• Saeidnia S, Abdollahi M. (2013). Toxicological and pharmacological concerns on oxidative stress and related diseases. Toxicol Appl Pharmacol 273:442–55
   PubMed Web of Science ®Google Scholar
• Seo KW, Kim KB, Kim YJ, et al. (2004). Comparison of oxidative stress and changes of xenobiotic metabolizing enzymes induced by phthalates in rats. Food Chem Toxicol 42:107–14
   PubMedGoogle Scholar
• Shintani H. (1985). Determination of phthalic acid, mono-(2-ethylhexyl) phthalate and di-(2-ethylhexyl) phthalate in human plasma and in blood products. J Chromatogr 337:279–90
   PubMed Web of Science ®Google Scholar
• Silva MJ, Samandar E, Preau JL Jr, et al. (2006). Urinary oxidative metabolites of di(2-ethylhexyl) phthalate in humans. Toxicology 219:22–32
   PubMed Web of Science ®Google Scholar
• Sjöberg P, Bondesson U. (1985). Determination of di(2-ethylhexyl) phthalate and four of its metabolites in blood plasma by gas chromatography-mass spectrometry. J Chromatogr 344:167–75
   PubMedGoogle Scholar
• Smith-Oliver T, Butterworth BE. (1987). Correlation of the carcinogenic potential of di(2-ethylhexyl)phthalate (DEHP) with induced hyperplasia rather than with genotoxic activity. Mutat Res 188:21–8
   PubMed Web of Science ®Google Scholar
• Stenchever MA, Allen MA, Jerominski L, Petersen RV. (1976). Effects of bis(2-ethylhexyl) phthalate on chromosomes of human leukocytes and human fetal lung cells. J Pharm Sci 65:1648–51
   PubMed Web of Science ®Google Scholar
• Tay TW, Andriana BB, Ishii M, et al. (2007). Disappearance of vimentin in Sertoli cells: a mono(2-ethylhexyl) phthalate effect. Int J Toxicol 26:289–95
   PubMed Web of Science ®Google Scholar
• Teitelbaum SL, Mervish N, Moshier EL, et al. (2012). Associations between phthalate metabolite urinary concentrations and body size measures in New York City children. Environ Res 112:186–93
   PubMed Web of Science ®Google Scholar
• Tinwell H, Ashby J. (1994). Comparative activity of human carcinogens and NTP rodent carcinogens in the mouse bone marrow micronucleus assay: an integrative approach to genetic toxicity data assessment. Environ Health Perspect 102:758–62
   PubMedGoogle Scholar
• Turner JH, Petricciani JC, Crouch ML, Wenger S. (1974). An evaluation of the effects of diethylhexyl phthalate (DEHP) on mitotically capable cells in blood packs. Transfusion 14:560–6
   PubMedGoogle Scholar
• Veal EA, Day AM, Morgan BA. (2007). Hydrogen peroxide sensing and signaling. Mol Cell 26:1–14
   PubMed Web of Science ®Google Scholar
• Waring RH, Harris RM. (2005). Endocrine disrupters: a human risk? Mol Cell Endocrinol 244:2–9
   PubMed Web of Science ®Google Scholar
• Willhite CC. (2001). Weight-of-evidence versus strength-of-evidence in toxicologic hazard identification: di(2-ethylhexyl)phthalate (DEHP). Toxicology 160:219–26
   PubMed Web of Science ®Google Scholar
• Wormuth M, Scheringer M, Vollenweider M, et al. (2006). What are the sources of exposure to eight frequently used phthalic acid esters in Europeans? Risk Anal 26:803–24
   Google Scholar
• Yeldani AV, Milano M, Subbarao V, et al. (1989). Evaluation of liver cell proliferation during ciprofibrate-induced hepatocarcinogenesis. Cancer Lett 47:21–7
   PubMedGoogle Scholar
• Zacharewski TR, Meek MD, Clemons JH, et al. (1998). Examination of the in vitro and in vivo estrogenic activities of eight commercial phthalate esters. Toxicol Sci 46:282–93
   PubMed Web of Science ®Google Scholar