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人尿液中 N,N'-取代对苯二胺衍生醌的存在。

Presence of N, N'-Substituted p-Phenylenediamine-Derived Quinones in Human Urine.

作者信息

Huang Juxiu, Jin Hangbiao, Zhu Yingying, Guo Ruyue, Zhou Lisha, Wu Xiaoyu

机构信息

Taizhou Central Hospital (Taizhou University Hospital), School of Medicine, Taizhou University, Taizhou 318000, China.

Key Laboratory of Microbial Technology for Industrial Pollution Control of Zhejiang Province, College of Environment, Zhejiang University of Technology, Hangzhou 310032, China.

出版信息

Toxics. 2024 Oct 11;12(10):733. doi: 10.3390/toxics12100733.

DOI:10.3390/toxics12100733
PMID:39453153
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11511057/
Abstract

Human exposure to various N,N'-substituted p-phenylenediamine-derived quinones (PPDQs) has been of increasing concern. Recent studies have examined N-phenyl-N'-(1,3-dimethylbutyl)-p-phenylenediamine-derived quinone (6PPDQ) in human urine to evaluate human exposure. However, other PPDQs in human urine have not been thoroughly investigated. This study analyzed six PPDQs in urine collected from 149 healthy individuals in Taizhou, China. All target PPDQs were detected, with 6PPDQ (mean 2.4 ng/mL, <limit of detection (LOD)-19 ng/mL) and 2-(cyclohexylamino)-5-(phenylamino)cyclohexa-2,5-diene-1,4-dione (CPPDQ; 2.1 ng/mL, <LOD-24 ng/mL) being the most prevalent. Human urinary concentrations of 2,5-bis((5-methylhexan-2-yl)amino)cyclohexa-2,5-diene-1,4-dione (77PDQ; mean 1.5 vs. 0.87 ng/mL; = 0.013) and 2,5-bis(o-tolylamino)cyclohexa-2,5-diene-1,4-dione (mean 1.1 vs. 0.62 ng/mL; = 0.027) were significantly higher in females compared to males. For CPPDQ ( < 0.01) and 6PPDQ ( < 0.01), a decrease was observed in urinary concentrations as participants aged. The daily excretion (DE) of PPDQs through urine was estimated for Chinese adults. The highest average DE was recorded for 6PPDQ at 81 ng/kg-bw/day, with a range from <0.5 to 475 ng/kg-bw/day. Following this, CPPDQ had a mean DE of 68 ng/kg-bw/day (range <0.5-516 ng/kg-bw/day), and 77PDQ had a mean DE of 30 ng/kg-bw/day (<0.5-481 ng/kg-bw/day). This study is the first to explore the presence of various PPDQs in human urinary samples, which is essential for assessing the potential health risks associated with these substances.

摘要

人类接触各种N,N'-取代对苯二胺衍生醌(PPDQs)的情况日益受到关注。最近的研究检测了人尿中的N-苯基-N'-(1,3-二甲基丁基)-对苯二胺衍生醌(6PPDQ)以评估人类接触情况。然而,人尿中的其他PPDQs尚未得到充分研究。本研究分析了从中国泰州149名健康个体收集的尿液中的六种PPDQs。所有目标PPDQs均被检测到,其中6PPDQ(平均2.4 ng/mL,<检测限(LOD)-19 ng/mL)和2-(环己基氨基)-5-(苯氨基)环己-2,5-二烯-1,4-二酮(CPPDQ;2.1 ng/mL,<LOD-24 ng/mL)最为普遍。女性尿液中2,5-双((5-甲基己-2-基)氨基)环己-2,5-二烯-1,4-二酮(77PDQ;平均1.5对0.87 ng/mL;P = 0.013)和2,5-双(邻甲苯基氨基)环己-2,5-二烯-1,4-二酮(平均1.1对0.62 ng/mL;P = 0.027)的浓度显著高于男性。对于CPPDQ(P < 0.01)和6PPDQ(P < 0.01),随着参与者年龄的增长,尿液浓度有所下降。估计了中国成年人通过尿液排泄PPDQs的每日排泄量(DE)。6PPDQ的平均每日排泄量最高,为81 ng/kg体重/天,范围为<0.5至475 ng/kg体重/天。其次,CPPDQ的平均每日排泄量为68 ng/kg体重/天(范围<0.5至516 ng/kg体重/天),77PDQ的平均每日排泄量为30 ng/kg体重/天(<0.5至481 ng/kg体重/天)。本研究首次探索了人尿样本中各种PPDQs的存在情况,这对于评估与这些物质相关的潜在健康风险至关重要。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/14c2/11511057/6fd3e6190719/toxics-12-00733-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/14c2/11511057/cb0e165a1b14/toxics-12-00733-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/14c2/11511057/aaf1421d0c8e/toxics-12-00733-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/14c2/11511057/6fd3e6190719/toxics-12-00733-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/14c2/11511057/cb0e165a1b14/toxics-12-00733-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/14c2/11511057/aaf1421d0c8e/toxics-12-00733-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/14c2/11511057/6fd3e6190719/toxics-12-00733-g003.jpg

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本文引用的文献

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Presence of N, N'-substituted p-phenylenediamine quinones in Tap Water: Implication for human exposure.自来水中 N,N’-取代的对苯二胺醌的存在:对人体暴露的影响。
Environ Res. 2024 Dec 1;262(Pt 1):119817. doi: 10.1016/j.envres.2024.119817. Epub 2024 Aug 20.
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Occurrence of bisphenol analogues and their conjugated metabolites in foodstuff.食品中双酚类似物及其共轭代谢物的存在情况。
Sci Total Environ. 2024 Oct 20;948:174922. doi: 10.1016/j.scitotenv.2024.174922. Epub 2024 Jul 20.
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P-phenylenediamine antioxidants and their quinone derivatives: A review of their environmental occurrence, accessibility, potential toxicity, and human exposure.
对苯二胺类抗氧化剂及其醌衍生物:环境出现、可及性、潜在毒性和人体暴露的综述。
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Automated, High-Throughput Analysis of Tire-Derived -Phenylenediamine Quinones (PPDQs) in Water by Online Membrane Sampling Coupled to MS/MS.通过在线膜采样与串联质谱联用对水中轮胎衍生的对苯二胺醌(PPDQs)进行自动化高通量分析。
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Occurrence of p-phenylenediamine antioxidants (PPDs) and PPDs-derived quinones in indoor dust.室内灰尘中对苯二胺类抗氧化剂(PPDs)和 PPDs 衍生醌类的出现。
Sci Total Environ. 2024 Feb 20;912:169325. doi: 10.1016/j.scitotenv.2023.169325. Epub 2023 Dec 14.
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Uptake and Biotransformation of the Tire Rubber-derived Contaminants 6-PPD and 6-PPD Quinone in the Zebrafish Embryo ().轮胎橡胶衍生污染物 6-PPD 和 6-PPD 醌在斑马鱼胚胎中的摄取和生物转化 ().
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Analysis, environmental occurrence, fate and potential toxicity of tire wear compounds 6PPD and 6PPD-quinone.轮胎磨损化合物 6PPD 和 6PPD-醌的分析、环境出现、命运和潜在毒性。
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Screening -Phenylenediamine Antioxidants, Their Transformation Products, and Industrial Chemical Additives in Crumb Rubber and Elastomeric Consumer Products.筛查-邻苯二胺抗氧化剂、其转化产物以及工业化学添加剂在橡胶颗粒和弹性体消费品中的含量。
Environ Sci Technol. 2023 Feb 21;57(7):2779-2791. doi: 10.1021/acs.est.2c07014. Epub 2023 Feb 9.
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