Ovarian Toxicity and Epigenetic Mechanisms of Phthalates and Their Metabolites

Hua-hua Jiang , Yao-yao Du , Yu-feng Li

Current Medical Science ›› 2021, Vol. 41 ›› Issue (2) : 236 -249.

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Current Medical Science ›› 2021, Vol. 41 ›› Issue (2) : 236 -249. DOI: 10.1007/s11596-021-2342-1
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Ovarian Toxicity and Epigenetic Mechanisms of Phthalates and Their Metabolites

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Abstract

Ovary plays an important role in the female reproductive system. The maintenance and regulation of ovarian function are affected by various physical and chemical factors. With the development of industrialization, environmental pollutants have caused great harm to public health. Phthalates, as a class of endocrine-disrupting chemicals (EDCs), are synthesized and used in large quantities as plasticizers due to their chemical properties. They are easily released into environment because of their noncovalent interactions with substances, causing human exposure and possibly impairing ovary. In recent years, more and more attention has been paid to the role of epigenetics in the occurrence and development of diseases. And it is urgent to study the role of methylation, gene imprinting, miRNA, and other epigenetic mechanisms in reproductive toxicology.

Keywords

epigenetics / methylation / miRNAs / ovarian toxicity / phthalates / reproductive health

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Hua-hua Jiang, Yao-yao Du, Yu-feng Li. Ovarian Toxicity and Epigenetic Mechanisms of Phthalates and Their Metabolites. Current Medical Science, 2021, 41(2): 236-249 DOI:10.1007/s11596-021-2342-1

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References

[1]

ChowdharyP, RajA, BharagavaRN. Environmental pollution and health hazards from distillery wastewater and treatment approaches to combat the environmental threats: A review. Chemosphere, 2018, 194: 229-246

[2]

HeudorfU, Mersch-SundermannV, AngererE. Phthalates: Toxicology and exposure. Int J Hyg Envir Heal, 2007, 210(5): 623-634

[3]

WangYX, ZengQ, SunY, et al.. Semen phthalate metabolites, semen quality parameters and serum reproductive hormones: A cross-sectional study in China. Environ Pollut, 2016, 211: 173-182

[4]

SilvaMJ, BarrDB, ReidyJA, et al.. Urinary levels of seven phthalate metabolites in the US population from the National Health and Nutrition Examination Survey (NHANES) 1999–2000. Environ Health Perspect, 2004, 112(3): 331-338

[5]

HannonPR, FlawsJA. The effects of phthala. Front Endocrinol, 2015, 6: 19

[6]

LvHX, MoCH, ZhaoHM, et al.. Soil contamination and sources of phthalates and its health risk in China: A review. Environ Res, 2018, 164: 417-429

[7]

GallingerZR, NguyenGC. Presence of phthalates in gastrointestinal medications: Is there a hidden danger?. World J Gastroenterol, 2013, 19(41): 7042-7047

[8]

SchettlerT. Human exposure to phthalates via consumer products. Int J Androl, 2006, 29(1): 134-139

[9]

KonieckiD, WangR, MoodyRP, et al.. Phthalates in cosmetic and personal care products: Concentrations and possible dermal exposure. Environ Res, 2011, 111(3): 329-336

[10]

Al-SalehI, Al-RajudiT, Al-QudaihiG, et al.. Evaluating the potential genotoxicity of phthalates esters (PAEs) in perfumes using in vitro assays. Environ Sci Pollut Res, 2017, 24(30): 23903-23914

[11]

XuY, HubalEAC, LittleJC. Predicting Residential Exposure to Phthalate Plasticizer Emitted from Vinyl Flooring: Sensitivity, Uncertainty, and Implications for Biomonitoring. Environ Health Perspect, 2010, 118(2): 253-258

[12]

PrzybylinskaPA, WyszkowskiM. Environmental contamination with phthalates and its impact on living organisms. Ecol Chem Eng S, 2016, 23(2): 347-356

[13]

LiB, WuS, LiangJM, et al.. Distribution Characteristics and Risk Assessment of Phthalic Acid Esters in Agricultural Products Around the Pearl River Delta, South China. Huanjing Kexue (Chinese), 2016, 37(1): 317-324

[14]

AbdolahnejadA, GheisariL, KarimiM, et al.. Monitoring and health risk assessment of phthalate esters in household’s drinking water of Isfahan, Iran. Int J Environ Sci Te, 2019, 16(11): 7409-7416

[15]

AnhHQ, TomiokaK, TueNM, et al.. A preliminary investigation of 942 organic micro-pollutants in the atmosphere in waste processing and urban areas, northern Vietnam: Levels, potential sources, and risk assessment. Ecotox Environ Safe, 2019, 167: 354-364

[16]

BlanchardO, GlorennecP, MercierF, et al.. Semivolatile Organic Compounds in Indoor Air and Settled Dust in 30 French Dwellings. Environ Sci Technol, 2014, 48(7): 3959-3969

[17]

PolinskiKJ, DabeleaD, HammanRF, et al.. Distribution and predictors of urinary concentrations of phthalate metabolites and phenols among pregnant women in the Healthy Start Study. Environ Res, 2018, 162: 308-317

[18]

KatoK, SilvaMJ, ReidyJA, et al.. Mono(2-ethyl-5-hydroxyhexyl) phthalate and mono-(2-ethyl-5-oxohexyl) phthalate as biomarkers for human exposure assessment to di-(2-ethylhexyl) phthalate. Environ Health Perspect, 2004, 112(3): 327-330

[19]

DuY, GuoN, WangY, et al.. Follicular fluid concentrations of phthalate metabolites are associated with altered intrafollicular reproductive hormones in women undergoing in vitro fertilization. Fertil Steril, 2019, 111(5): 953-961

[20]

MainKM, MortensenGK, KalevaMM, et al.. Human breast milk contamination with phthalates and alterations of endogenous reproductive hormones in infants three months of age. Environ Health Perspect, 2006, 114(2): 270-276

[21]

SilvaMJ, BarrDB, ReidyJA, et al.. Urinary levels of seven phthalate metabolites in the US population from the National Health and Nutrition Examination Survey (NHANES) 1999–2000. Environ Health Perspect, 2004, 112(3): 331-338

[22]

KayVR, ChambersC, FosterWG. Reproductive and developmental effects of phthalate diesters in females. Crit Rev Toxicol, 2013, 43(3): 200-219

[23]

MesserlianC, SouterI, GaskinsAJ, et al.. Urinary phthalate metabolites and ovarian reserve among women seeking infertility care. Hum Reprod, 2016, 31(1): 75-83

[24]

MachtingerR, GaskinsAJ, RacowskyC, et al.. Urinary concentrations of biomarkers of phthalates and phthalate alternatives and IVF outcomes. Environ Int, 2018, 111: 23-31

[25]

DengTR, DuYY, WangYX, et al.. The associations of urinary phthalate metabolites with the intermediate and pregnancy outcomes of women receiving IVF/ICSI treatments: A prospective single-center study. Ecotox Environ Safe, 2020, 188: 109884

[26]

HannonPR, PeretzJ, FlawsJA. Daily Exposure to Di(2-ethylhexyl) Phthalate Alters Estrous Cyclicity and Accelerates Primordial Follicle Recruitment Potentially Via Dysregulation of the Phosphatidylinositol 3-Kinase Signaling Pathway in Adult Mice. Biol Reprod, 2014, 90(6): 136

[27]

RattanS, BrehmE, GaoLY, et al.. Prenatal exposure to di(2-ethylhexyl) phthalate disrupts ovarian function in a transgenerational manner in female mice. Biol Reprod, 2018, 98(1): 130-145

[28]

PeplingME. Follicular assembly: mechanisms of action. Reproduction, 2012, 143(2): 139-149

[29]

ZhangT, ShenW, De FeliciM, et al.. Di(2-ethylhexyl) phthalate: Adverse effects on folliculogenesis that cannot be neglected. Environ Mol Mutagen, 2016, 57(8): 579-588

[30]

Del MazoJ, Brieno-EnriquezMA, Garcia-LopezJ, et al.. Endocrine disruptors, gene deregulation and male germ cell tumors. Int J Dev Biol, 2013, 57(2–4): 225-239

[31]

IonaS, KlingerFG, SistiR, et al.. A comparative study of cytotoxic effects of N-ethyl-N-nitrosourea, adriamycin, and mono-(2-ethylhexyl)phthalate on mouse primordial germ cells. Cell Biol Toxicol, 2002, 18(2): 131-145

[32]

MuXY, LiaoXG, ChenXM, et al.. DEHP exposure impairs mouse oocyte cyst breakdown and primordial follicle assembly through estrogen receptor-dependent and independent mechanisms. J Hazard Mater, 2015, 298: 232-240

[33]

ZhangT, LiL, QinX-S, et al.. Di-(2-ethylhexyl) Phthalate and Bisphenol A Exposure Impairs Mouse Primordial Follicle Assembly In Vitro. Environ Mol Mutagen, 2014, 55(4): 343-353

[34]

ZhangY, MuXY, GaoRF, et al.. Foetal-neonatal exposure of Di (2-ethylhexyl) phthalate disrupts ovarian development in mice by inducing autophagy. J Hazard Mater, 2018, 358: 101-112

[35]

LiuJC, LiL, YanHC, et al.. Identification of oxidative stress-related Xdh gene as a di(2-ethylhexyl)phthalate (DEHP) target and the use of melatonin to alleviate the DEHP-induced impairments in newborn mouse ovaries. J Pineal Res, 2019, 67(1): 16

[36]

ZhangJN, ZhangRQ, LiuJC, et al.. Di (2-ethylhexyl) Phthalate Exposure Impairs the microRNAs Expression Profile During Primordial Follicle Assembly. Front Endocrinol (Lausanne), 2019, 10: 877

[37]

CuencaL, ShinN, Lascarez-LagunasLI, et al.. Environmentally-relevant exposure to diethylhexyl phthalate (DEHP) alters regulation of double-strand break formation and crossover designation leading to germline dysfunction in Caenorhabditis elegans. PLoS Genet, 2020, 16(1): 30

[38]

ZhangXF, ZhangT, HanZ, et al.. Transgenerational inheritance of ovarian development deficiency induced by maternal diethylhexyl phthalate exposure. Reprod Fert Develop, 2015, 27(8): 1213-1221

[39]

ChenY, LyuR, RongB, et al.. Refined spatial temporal epigenomic profiling reveals intrinsic connection between PRDM9-mediated H3K4me3 and the fate of double-stranded breaks. Cell Res, 2020, 30(3): 256-268

[40]

LiX, SchimentiJC. Mouse pachytene checkpoint 2 (Trip13) is required for completing meiotic recombination but not Synapsis. PLoS Genet, 2007, 3(8): 1365-1376

[41]

LiuJC, LaiFN, LiL, et al.. Di (2-ethylhexyl) phthalate exposure impairs meiotic progression and DNA damage repair in fetal mouse oocytes in vitro. Cell Death Dis, 2017, 8(8): e2966

[42]

SunZY, ZhangP, WangJJ, et al.. Melatonin alleviates meiotic defects in fetal mouse oocytes induced by Di (2-ethylhexyl) phthalate in vitro. Aging-US, 2018, 10(12): 4175-4187

[43]

TuZH, MuXY, ChenXM, et al.. Dibutyl phthalate exposure disrupts the progression of meiotic prophase I by interfering with homologous recombination in fetal mouse oocytes. Environ Pollut, 2019, 252: 388-398

[44]

LiuXS, CraigZR. Environmentally relevant exposure to dibutyl phthalate disrupts DNA damage repair gene expression in the mouse ovary. Biol Reprod, 2019, 101(4): 854-867

[45]

LovekampTN, DavisBJ. Mono-(2-ethylhexyl) phthalate suppresses aromatase transcript levels and estradiol production in cultured rat granulosa cells. Toxicol Appl Pharmacol, 2001, 172(3): 217-224

[46]

KomarCM. Peroxisome proliferator-activated receptors (PPARs) and ovarian function — implications for regulating steroidogenesis, differentiation, and tissue remodeling. Reprod Biol Endocrin, 2005, 3: 41

[47]

ParkC, LeeJ, KongB, et al.. The effects of bisphenol A, benzyl butyl phthalate, and di(2-ethylhexyl) phthalate on estrogen receptor alpha in estrogen receptor-positive cells under hypoxia. Environ Pollut, 2019, 248: 774-781

[48]

XieY, LiS, ZhouL, et al.. Rapamycin preserves the primordial follicle pool during cisplatin treatment in vitro and in vivo. Mol Reprod Dev, 2020, 87(4): 442-453

[49]

ZhangXF, ZhangLJ, LiL, et al.. Diethylhexyl phthalate exposure impairs follicular development and affects oocyte maturation in the mouse. Environ Mol Mutagen, 2013, 54(5): 354-361

[50]

HannonPR, BrannickKE, WangW, et al.. Mono(2-Ethylhexyl) Phthalate Accelerates Early Folliculogenesis and Inhibits Steroidogenesis in Cultured Mouse Whole Ovaries and Antral Follicles. Biol Reprod, 2015, 92(5): 11

[51]

HannonPR, NiermannS, FlawsJA. Acute Exposure to Di(2-Ethylhexyl) Phthalate in Adulthood Causes Adverse Reproductive Outcomes Later in Life and Accelerates Reproductive Aging in Female Mice. Toxicol Sci, 2016, 150(1): 97-108

[52]

BerangerR, HoffmannP, Christin-MaitreS, et al.. Occupational exposures to chemicals as a possible etiology in premature ovarian failure: A critical analysis of the literature. Reprod Toxicol, 2012, 33(3): 269-279

[53]

PocarP, FiandaneseN, BerriniA, et al.. Maternal exposure to di(2-ethylhexyl)phthalate (DEHP) promotes the transgenerational inheritance of adult-onset reproductive dysfunctions through the female germline in mice. Toxicol Appl Pharmacol, 2017, 322: 113-121

[54]

RattanS, BeersHK, KannanA, et al.. Prenatal and ancestral exposure to di(2-ethylhexyl) phthalate alters gene expression and DNA methylation in mouse ovaries. Toxicol Appl Pharmacol, 2019, 379: 114629

[55]

OktemO, UrmanB. Understanding follicle growth in vivo. Hum Reprod, 2010, 25(12): 2944-2954

[56]

ReddyP, ZhengW, LiuK. Mechanisms maintaining the dormancy and survival of mammalian primordial follicles. Trends Endocrin Met, 2010, 21(2): 96-103

[57]

WanX, ZhuY, MaX, et al.. Effect of DEHP and its metabolite MEHP on in vitro rat follicular development. Wei Sheng Yan Jiu (Chinese), 2010, 39(3): 268-70

[58]

WarnerGR, LiZ, HoudeML, et al.. Ovarian Metabolism of an Environmentally Relevant Phthalate Mixture. Toxicol Sci, 2019, 169(1): 246-259

[59]

GuptaRK, SinghJM, LeslieTC, et al.. Di-(2-ethylhexyl) phthalate and mono- (2-ethylhexyl) phthalate inhibit growth and reduce estradiol levels of antral follicles in vitro. Toxicol Appl Pharmacol, 2010, 242(2): 224-230

[60]

WangW, CraigZR, BasavarajappaMS, et al.. Mono-(2-Ethylhexyl) Phthalate Induces Oxidative Stress and Inhibits Growth of Mouse Ovarian Antral Follicles. Biol Reprod, 2012, 87(6): 10

[61]

CraigZR, HannonPR, WangW, et al.. Di-n-Butyl Phthalate Disrupts the Expression of Genes Involved in Cell Cycle and Apoptotic Pathways in Mouse Ovarian Antral Follicles. Biol Reprod, 2013, 88(1): 10

[62]

HannonPR, BrannickKE, WangW, et al.. Di(2-ethylhexyl) phthalate inhibits antral follicle growth, induces atresia, and inhibits steroid hormone production in cultured mouse antral follicles. Toxicol Appl Pharmacol, 2015, 284(1): 42-53

[63]

RasmussenLM, SenN, VeraJC, et al.. Effects of in vitro exposure to dibutyl phthalate, mono-butyl phthalate, and acetyl tributyl citrate on ovarian antral follicle growth and viability. Biol Reprod, 2017, 96(5): 13

[64]

ZhouCQ, FlawsJA. Effects of an Environmentally Relevant Phthalate Mixture on Cultured Mouse Antral Follicles. Toxicol Sci, 2017, 156(1): 217-229

[65]

ChenH, FengWW, ChenK, et al.. Transcriptomic analysis reveals potential mechanisms of toxicity in a combined exposure to dibutyl phthalate and diisobutyl phthalate in zebrafish (Danio rerio) ovary. Aquat Toxicol, 2019, 216: 105290

[66]

MelingDD, WarnerGR, SzumskiJR, et al.. The effects of a phthalate metabolite mixture on antral follicle growth and sex steroid synthesis in mice. Toxicol Appl Pharmacol, 2020, 388: 114875

[67]

SenN, LiuXS, CraigZR. Short term exposure to din-butyl phthalate (DBP) disrupts ovarian function in young CD-1 mice. Reprod Toxicol, 2015, 53: 15-22

[68]

LiL, LiuJC, LaiFN, et al.. Di (2-ethylhexyl) Phthalate Exposure Impairs Growth of Antral Follicle in Mice. Plos One, 2016, 11(2): 18

[69]

WangYA, YangQ, LiuW, et al.. DEHP exposure in utero disturbs sex determination and is potentially linked with precocious puberty in female mice. Toxicol Appl Pharmacol, 2016, 307: 123-129

[70]

LiuJ, WangW, ZhuJ, et al.. Di(2-ethylhexyl) phthalate (DEHP) influences follicular development in mice between the weaning period and maturity by interfering with ovarian development factors and microRNAs. Environ Toxicol, 2018, 33(5): 535-544

[71]

GrossmanD, KaloD, GendelmanM, et al.. Effect of di-(2-ethylhexyl) phthalate and mono-(2-ethylhexyl) phthalate on in vitro developmental competence of bovine oocytes. Cell Biol Toxicol, 2012, 28(6): 383-396

[72]

AbsalanF, SaremyS, MansouriE, et al.. Effects of Mono-(2-Ethylhexyl) Phthalate and Di-(2-Ethylhexyl) Phthalate Administrations on Oocyte Meiotic Maturation, Apoptosis and Gene Quantification in Mouse Model. Cell J, 2017, 18(4): 503-513

[73]

LiFP, ZhouJL, GuoAW, et al.. Di(n-butyl) phthalate exposure impairs meiotic competence and development of mouse oocyte. Environ Pollut, 2019, 246: 597-607

[74]

ZhangY, WangT, LanM, et al.. Melatonin protects oocytes from MEHP exposure-induced meiosis defects in porcine. Biol Reprod, 2018, 98(3): 286-298

[75]

AmbruosiB, UranioMF, SardanelliAM, et al.. In Vitro Acute Exposure to DEHP Affects Oocyte Meiotic Maturation, Energy and Oxidative Stress Parameters in a Large Animal Model. PLoS One, 2011, 11(2): e0148350

[76]

RayB, D’ SouzaAS, KumarV, et al.. Ovarian development in Wistar rat treated prenatally with single dose diisobutyl phthalate. Bratisl Med J, 2012, 113(10): 577-582

[77]

YinJC, LiuR, JianZH, et al.. Di (2-ethylhexyl) phthalate-induced reproductive toxicity involved in dna damage-dependent oocyte apoptosis and oxidative stress in Caenorhabditis elegans. Ecotox Environ Safe, 2018, 163: 298-306

[78]

EdsonMA, NagarajaAK, MatzukMM. The Mammalian Ovary from Genesis to Revelation. Endocr Rev, 2009, 30(6): 624-712

[79]

LaiFN, LiuJC, LiL, et al.. Di (2-ethylhexyl) phthalate impairs steroidogenesis in ovarian follicular cells of prepuberal mice. Arch Toxicol, 2017, 91(3): 1279-1292

[80]

DavisBJ, MaronpotRR, HeindelJJ. Di-(2-Ethylhexyl) Phthalate Suppresses Estradiol And Ovulation In Cycling Rats. Toxicol Appl Pharmacol, 1994, 128(2): 216-223

[81]

DavisBJ, WeaverR, GainesLJ, et al.. Mono-(2-Ethylhexyl) Phthalate Suppresses Estradiol Production Independent Of Fsh-Camp Stimulation In Rat Granulosa-Cells. Toxicol Appl Pharmacol, 1994, 128(2): 224-228

[82]

MeltzerD, Martinez-ArguellesDB, CampioliE, et al.. In utero exposure to the endocrine disruptor di(2-ethylhexyl) phthalate targets ovarian theca cells and steroidogenesis in the adult female rat. Reprod Toxicol, 2015, 51: 47-56

[83]

LiN, LiuT, ZhouLT, et al.. Di-(2-ethylhcxyl) phthalate reduces progesterone levels and induces apoptosis of ovarian granulosa cell in adult female ICR mice. Environ Toxicol Pharmacol, 2012, 34(3): 869-875

[84]

LiN, LiuKQ, YuanHT, et al.. The effect of mono-(2-ethylhexyl) phthalate on apoptosis of rat ovarian granulosa cells in vitro. Environ Toxicol Pharmacol, 2015, 39(2): 643-650

[85]

KawanoM, QinXY, YoshidaM, et al.. Peroxisome proliferator-activated receptor a mediates di-(2-ethylhexyl) phthalate transgenerational repression of ovarian Esr1 expression in female mice. Toxicol Lett, 2014, 228(3): 235-240

[86]

WangXJ, XiongGP, LuoXM, et al.. Dibutyl Phthalate Inhibits the Effects of Follicle-Stimulating Hormone on Rat Granulosa Cells Through Down-Regulation of Follicle-Stimulating Hormone Receptor. Biol Reprod, 2016, 94(6): 13

[87]

LiN, LiuT, GuoK, et al.. Effect of mono-(2-ethylhexyl) phthalate (MEHP) on proliferation of and steroid hormone synthesis in rat ovarian granulosa cells in vitro. J Cell Physiol, 2018, 233(4): 3629-3637

[88]

TripathiA, PandeyV, SahuAN, et al.. Di-(2-ethylhexyl) phthalate (DEHP) inhibits steroidogenesis and induces mitochondria-ROS mediated apoptosis in rat ovarian granulosa cells. Toxicol Res, 2019, 8(3): 381-394

[89]

GuoM, LaiL, ZongT, et al.. Exposure to di(2-ethylhexyl) phthalate inhibits luteal function via dysregulation of CD31 and prostaglandin F2alpha in pregnant mice. Reprod Biol Endocrin, 2015, 13: 1-8

[90]

HerrerosMA, Gonzalez-BulnesA, Inigo-NunezS, et al.. Toxicokinetics of di(2-ethylhexyl) phthalate (DEHP) and its effects on luteal function in sheep. Reprod Biol, 2013, 13(1): 66-74

[91]

KurzynskaA, BogackiM, ChojnowskaK, et al.. Peroxisome Proliferator Activated Receptor Ligands Affect Progesterone And 17 Beta-Estradiol Secretion By Porcine Corpus Luteum During Early Pregnancy. J Physiol Pharmacol, 2014, 65(5): 709-717

[92]

ParilloF, MaranesiM, BrecchiaG, et al.. In Vivo Chronic and In Vitro Acute Effects of Di(2-Ethylhexyl) Phthalate on Pseudopregnant Rabbit Corpora Lutea: Possible Involvement of Peroxisome Proliferator-Activated Receptor Gamma. Biol Reprod, 2014, 90(2): 14

[93]

DolinoyDC, WeidmanJR, JirtleRL. Epigenetic gene regulation: Linking early developmental environment to adult disease. Reprod Toxicol, 2007, 23(3): 297-307

[94]

XieX, GaoY, ZhangY, et al.. Genome-wide analysis of DNA methylation changes in the rat ovary after prenatal exposure to di-(2-ethylhexyl)-phthalate. Zhonghua Yu Fang Yi Xue Za Zhi (Chinese), 2012, 46(9): 840-844

[95]

WiklundED, KjemsJ, ClarkSJ. Epigenetic architecture and miRNA: reciprocal regulators. Epigenomics, 2010, 2(6): 823-840

[96]

ReikW, DeanW, WalterJ. Epigenetic reprogramming in mammalian development. Science, 2001, 293(5532): 1089-1093

[97]

ChoudhuriS, CuiY, KlaassenCD. Molecular targets of epigenetic regulation and effectors of environmental influences. Toxicol Appl Pharmacol, 2010, 245(3): 378-393

[98]

SinghS, LiSSL. Epigenetic Effects of Environmental Chemicals Bisphenol A and Phthalates. Int J Mol Sci, 2012, 13(8): 10143-10153

[99]

ReikW. Stability and flexibility of epigenetic gene regulation in mammalian development. Nature, 2007, 447(7143): 425-432

[100]

TindulaG, MurphySK, GrenierC, et al.. DNA methylation of imprinted genes in Mexican-American newborn children with prenatal phthalate exposure. Epigenomics, 2018, 10(7): 1011-1026

[101]

Ferguson-SmithAC, SuraniMA. Imprinting and the epigenetic asymmetry between parental genomes. Science, 2001, 293(5532): 1086-1089

[102]

ReikW, WalterJ. Genomic imprinting: Parental influence on the genome. Nat Rev Genet, 2001, 2(1): 21-32

[103]

Clayton-SmithJ. Genomic imprinting as a cause of disease — Is increasingly recognised, especially after assisted reproduction. Br Med J, 2003, 327(7424): 1121-1122

[104]

LiL, ZhangT, QinXS, et al.. Exposure to diethylhexyl phthalate (DEHP) results in a heritable modification of imprint genes DNA methylation in mouse oocytes. Mol Biol Rep, 2014, 41(3): 1227-1235

[105]

ChaoHH, ZhangXF, ChenB, et al.. Bisphenol A exposure modifies methylation of imprinted genes in mouse oocytes via the estrogen receptor signaling pathway. Histochem Cell Biol, 2012, 137(2): 249-259

[106]

HudderA, NovakRF. miRNAs: Effectors of environmental influences on gene expression and disease. Toxicol Sci, 2008, 103(2): 228-240

[107]

Yanez-MoM, SiljanderPRM, AndreuZ, et al.. Biological properties of extracellular vesicles and their physiological functions. J Extracell Vesicles, 2015, 4: 27066

[108]

MartinezRM, HauserR, LiangL, et al.. Urinary concentrations of phenols and phthalate metabolites reflect extracellular vesicle microRNA expression in follicular fluid. Environ Int, 2019, 123: 20-28

[109]

BrehmE, FlawsJA. Transgenerational Effects of Endocrine-Disrupting Chemicals on Male and Female Reproduction. Endocrinology, 2019, 160(6): 1421-1435

[110]

DodgeLE, WilliamsPL, WilliamsMA, et al.. Associations between paternal urinary phthalate metabolite concentrations and reproductive outcomes among couples seeking fertility treatment. Reprod Toxicol, 2015, 58: 184-193

[111]

HauserR, GaskinsAJ, SouterI, et al.. Urinary Phthalate Metabolite Concentrations and Reproductive Outcomes among Women Undergoing in Vitro Fertilization: Results from the EARTH Study. Environ Health Perspect, 2016, 124(6): 831-839

[112]

WuHT, AshcraftL, WhitcombBW, et al.. Parental contributions to early embryo development: influences of urinary phthalate and phthalate alternatives among couples undergoing IVF treatment. Hum Reprod, 2017, 32(1): 65-75

[113]

CaoMF, PanWY, ShenXY, et al.. Urinary levels of phthalate metabolites in women associated with risk of premature ovarian failure and reproductive hormones. Chemosphere, 2020, 242: 125206

[114]

HatcherKM, SmithRL, ChiangC, et al.. Association of phthalate exposure and endogenous hormones with self-reported sleep disruptions: results from the Midlife Women’s Health Study. Menopause, 2020, 27(11): 1251-1264

[115]

SathyanarayanaS, BarrettE, ButtsS, et al.. Phthalate exposure and reproductive hormone concentrations in pregnancy. Reproduction, 2014, 147(4): 401-409

[116]

MeekerJD, FergusonKK. Urinary Phthalate Metabolites Are Associated With Decreased Serum Testosterone in Men, Women, and Children From NHANES 2011–2012. J Clin Endocrinol Metab, 2014, 99(11): 4346-4352

[117]

LinS, KuHY, SuPH, et al.. Phthalate exposure in pregnant women and their children in central Taiwan. Chemosphere, 2011, 82(7): 947-955

[118]

HuangPC, KuoPL, ChouYY, et al.. Association between prenatal exposure to phthalates and the health of newborns. Environ Int, 2009, 35(1): 14-20

[119]

SuPH, ChenJY, LinCY, et al.. Sex Steroid Hormone Levels and Reproductive Development of Eight-Year-Old Children following In Utero and Environmental Exposure to Phthalates. PLoS One, 2014, 9(9): e102788

[120]

WenHJ, ChenCC, WuMT, et al.. Phthalate exposure and reproductive hormones and sex-hormone binding globulin before puberty — Phthalate contaminated-foodstuff episode in Taiwan. Plos One, 2017, 12(4): e0175536

[121]

WenHJ, SieL, SuPH, et al.. Prenatal and childhood exposure to phthalate diesters and sex steroid hormones in 2-, 5-, 8-, and 11-year-old children: A pilot study of the Taiwan Maternal and Infant Cohort Study. J Epidemiol, 2017, 27(11): 516-523

[122]

DuYY, GuoN, WangYX, et al.. Urinary phthalate metabolites in relation to serum anti-Mullerian hormone and inhibin B levels among women from a fertility center: a retrospective analysis. Reprod Health, 2018, 15(1): 33

[123]

LiN, LiY, MengH, et al.. Associations between Urinary Phthalate Metabolites and Serum Anti-Muller Hormone Levels in US Men Based on National Health and Nutrition Examination Survey 2003–2004. Int J Environ Res Public Health, 2017, 14(12): 1513

[124]

NishimuraY, MoriyaK, KobayashiS, et al.. Association of exposure to prenatal phthalate esters and bisphenol A and polymorphisms in the ESR1 gene with the second to fourth digit ratio in school-aged children: Data from the Hokkaido study. Steroids, 2020, 159: 108637

[125]

Martinez-NavaGA, Burguete-GarciaAI, Lopez-CarrilloL, et al.. PPAR gamma and PPARGC1B polymorphisms modify the association between phthalate metabolites and breast cancer risk. Biomarkers, 2013, 18(6): 493-501

[126]

JoensenUN, JorgensenN, MeldgaardM, et al.. Associations of Filaggrin Gene Loss-of-Function Variants with Urinary Phthalate Metabolites and Testicular Function in Young Danish Men. Environ Health Perspect, 2014, 122(4): 345-350

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