First Report on the Occurrence of N-(1,3-Dimethylbutyl)-N′-phenyl-p-phenylenediamine (6PPD) and 6PPD-Quinone as Pervasive Pollutants in Human Urine from South China

Environmental Science & Technology Letters, Год журнала: 2022, Номер 9(12), С. 1056 - 1062

Опубликована: Ноя. 21, 2022

N-(1,3-Dimethylbutyl)-N′-phenyl-p-phenylenediamine (6PPD) and its quinone derivative, 6PPD-quinone (6PPD-Q), have been found to be prevalent in the environment, but there are currently no data on their presence humans. Herein, we conducted first human biomonitoring study of 6PPD 6PPD-Q by measuring 150 urine samples collected from three different populations (general adults, children, pregnant women) South China. Both were detected samples, with detection frequencies between 60% 100%. Urinary concentrations significantly higher than those correlated well (p < 0.01), indicating coexposure In vitro metabolic experiments demonstrated rapid depletion liver microsomes, which should responsible for lower urine. Additionally, women exhibited apparently (median 0.068 2.91 ng/mL, respectively) did adults (0.018 0.40 ng/mL) children (0.015 0.076 ng/mL). The high daily urinary excretion was estimated 273 (ng/kg bw)/day. Considering that a lethal toxicant multiple aquatic species, potential health risks posed long-term exposure require urgent attention.

Язык: Английский

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The Tire-Derived Chemical 6PPD-quinone Is Lethally Toxic to the White-Spotted Char Salvelinus leucomaenis pluvius but Not to Two Other Salmonid Species

Environmental Science & Technology Letters, Год журнала: 2022, Номер 9(12), С. 1050 - 1055

Опубликована: Ноя. 7, 2022

N-(1,3-Dimethylbutyl)-N′-phenyl-p-phenylenediamine-quinone, also known as 6PPD-quinone (6PPD-Q), was recently identified the toxic chemical that causes acute mortality in coho salmon following exposure to urban road runoff. Subsequent studies found there were large differences sensitivity 6PPD-Q (>100-fold) even among salmonid species. Here we performed 96 h toxicity tests of with three species (Salvelinus leucomaenis pluvius, Salvelinus curilus, and Oncorhynchus masou masou) lethally S. pluvius a 24 median lethal concentration (LC50) 0.51 μg/L but not other two at environmentally relevant concentrations (<3.8 μg/L). In addition, measured suspected monohydroxylated metabolite brain gill tissues for The internal (ILC50) estimated be 4.0 μg/kg wet weight 6.2 while tissue surviving exceeded ILC50 values pluvius. These results suggest might affected by toxicodynamic factors well toxicokinetics.

Язык: Английский

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Tire-rubber related pollutant 6-PPD quinone: A review of its transformation, environmental distribution, bioavailability, and toxicity

Journal of Hazardous Materials, Год журнала: 2023, Номер 459, С. 132265 - 132265

Опубликована: Авг. 15, 2023

Язык: Английский

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Transformation Products of Tire Rubber Antioxidant 6PPD in Heterogeneous Gas-Phase Ozonation: Identification and Environmental Occurrence

Environmental Science & Technology, Год журнала: 2023, Номер 57(14), С. 5621 - 5632

Опубликована: Март 30, 2023

6PPD, a tire rubber antioxidant, poses substantial ecological risks because it can form highly toxic quinone transformation product (TP), 6PPD-quinone (6PPDQ), during exposure to gas-phase ozone. Important data gaps exist regarding the structures, reaction mechanisms, and environmental occurrence of TPs from 6PPD ozonation. To address these gaps, ozonation was conducted over 24–168 h were characterized using high-resolution mass spectrometry. The probable structures proposed for 23 with 5 subsequently standard-verified. Consistent prior findings, 6PPDQ (C18H22N2O2) one major in (∼1 19% yield). Notably, not observed 6QDI (N-(1,3-dimethylbutyl)-N′-phenyl-p-quinonediimine), indicating that formation does proceed through or associated TPs. Other included multiple C18H22N2O C18H22N2O2 isomers, presumptive N-oxide, N,N′-dioxide, orthoquinone structures. Standard-verified quantified roadway-impacted samples, total concentrations 130 ± 3.2 μg/g methanol extracts tread wear particles (TWPs), 34 4 μg/g-TWP aqueous TWP leachates, 2700 1500 ng/L roadway runoff, 1900 1200 creeks. These demonstrate are likely an important ubiquitous class contaminants environments.

Язык: Английский

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Screening p-Phenylenediamine Antioxidants, Their Transformation Products, and Industrial Chemical Additives in Crumb Rubber and Elastomeric Consumer Products

Environmental Science & Technology, Год журнала: 2023, Номер 57(7), С. 2779 - 2791

Опубликована: Фев. 9, 2023

Recently, roadway releases of

Язык: Английский

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Environmental Occurrence and Toxicity of 6PPD Quinone, an Emerging Tire Rubber-Derived Chemical: A Review

Environmental Science & Technology Letters, Год журнала: 2023, Номер 10(10), С. 815 - 823

Опубликована: Сен. 1, 2023

N-(1,3-Dimethylbutyl)-N′-phenyl-p-phenylenediamine (6PPD) is a chemical added to tires prevent their oxidative degradation. 6PPD highly reactive with ozone and oxygen, leading the formation of transformation products such as quinone (6PPDQ) on tire surfaces and, subsequently, in road wear particles. 6PPDQ toxicant that has been found roadway runoff receiving water systems. Its presence municipal stormwater led acute mortality coho salmon during migration urban creeks reproduce, generating global interest studying its occurrence toxicity environment. This review aims provide critical overview current state knowledge 6PPDQ, assisting researchers policymakers understanding potential impacts this emerging environment human health. As there are many unanswered questions surrounding further research needed. highlights importance including regulations for 6PPD, well all synthetic chemicals concern.

Язык: Английский

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Urine Excretion, Organ Distribution, and Placental Transfer of 6PPD and 6PPD-Quinone in Mice and Potential Developmental Toxicity through Nuclear Receptor Pathways

Environmental Science & Technology, Год журнала: 2023, Номер 57(36), С. 13429 - 13438

Опубликована: Авг. 29, 2023

The rubber antioxidant 6PPD has gained significant attention due to its highly toxic transformation product, 6PPD-quinone (6PPDQ). Despite their detection in urines of pregnant women, the placental transfer and developmental toxicity 6PPDQ are unknown. Here, we treated C57Bl/6 mice with 4 mg/kg or investigate urine excretion transfer. Female male exhibited sex difference profiles 6PPDQ. Urine concentrations were one order magnitude lower than those 6PPD, suggesting higher bioaccumulation In from embryonic day 11.5 15.5, showed ∼1.5–8 times placenta, embryo body, brain, Using vitro dual-luciferase reporter assays, revealed that activated human retinoic acid receptor α (RARα) retinoid X (RXRα) at as low 0.3 μM, which was ∼10-fold detected urines. RXRα 1.2 μM. These results demonstrate exposure risks during pregnancy emphasize need for further toxicological epidemiological investigations.

Язык: Английский

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A new toxicity mechanism of N-(1,3-Dimethylbutyl)-N′-phenyl-p-phenylenediamine quinone: Formation of DNA adducts in mammalian cells and aqueous organisms

The Science of The Total Environment, Год журнала: 2023, Номер 866, С. 161373 - 161373

Опубликована: Янв. 5, 2023

Язык: Английский

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Occurrence and Fate of Substituted p-Phenylenediamine-Derived Quinones in Hong Kong Wastewater Treatment Plants

Environmental Science & Technology, Год журнала: 2023, Номер 57(41), С. 15635 - 15643

Опубликована: Окт. 5, 2023

-Phenylenediamine quinones (PPD-Qs) are a newly discovered class of transformation products derived from

Язык: Английский

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Widespread occurrence of two typical N, N’-substituted p-phenylenediamines and their quinones in humans: Association with oxidative stress and liver damage

Journal of Hazardous Materials, Год журнала: 2024, Номер 468, С. 133835 - 133835

Опубликована: Фев. 19, 2024

Язык: Английский

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