Are natural-based isothiocyanate derivatives alternative antioxidant additives used in petrochemical products? DOI Creative Commons
Thị Chinh Ngo, Dinh Hieu Truong, Thi Lê Anh Nguyen

et al.

Royal Society Open Science, Journal Year: 2025, Volume and Issue: 12(2)

Published: Feb. 1, 2025

Synthetic additives used in petrochemical products, such as plastics, rubbers, resins and polymers, can enter the environment contaminants pollute aquatic soil environment. Thus, using natural-based alternative compounds has excellent potential to reduce negative impact. In this study, role of isothiocyanate derivatives Cp 1 –Cp 4 , i.e. allylisothiocyanate, 1-isothiocyanate-3-methylbutane, 4-methylphenyl 2-phenylethyl use primary antioxidant was studied via their HO • -radical scavenging activity. Formal hydrogen transfer, radical adduct formation single electron transfer mechanisms were investigated water pentyl ethanoate (PEA) density functional theory at M06-2X/6-311++G(3df,3pd)//M06-2X/6-311++G(d,p) level theory. The results illustrated high -scavenging activity with rate constants about 10 8 –10 9 M −1 s . Allylisothiocyanate represents most efficient -scavenger k overall 5.20 × 1.85 PEA. These allow us enrich data on effective from natural sources radicals-induced oxidation processes different environmental conditions.

Language: Английский

Comparison of intestinal toxicity in enhancing intestinal permeability and in causing ROS production of six PPD quinones in Caenorhabditis elegans DOI
Yuxing Wang, Geyu Liang, Jie Chao

et al.

The Science of The Total Environment, Journal Year: 2024, Volume and Issue: 927, P. 172306 - 172306

Published: April 7, 2024

Language: Английский

Citations

25
p-Phenylenediamine Derivatives in Tap Water: Implications for Human Exposure DOI Open Access
Jianqiang Zhu,

Ruyue Guo,

Fangfang Ren

et al.

Water, Journal Year: 2024, Volume and Issue: 16(8), P. 1128 - 1128

Published: April 16, 2024

Human exposure to p-phenylenediamine derivatives (PPDs) may induce hepatotoxicity and altered glycolipid metabolism. Recent studies have demonstrated the wide presence of PPDs in environmental matrixes. However, until now, occurrence tap water has not been well known. This study analyzed nine collected from Hangzhou Taizhou, China. The results showed that seven were detected samples (n = 131), with concentration total ranging 0.29 7.9 ng/L (mean: 1.6 ng/L). N-(1, 3-dimethylbutyl)-N′-phenyl-p-phenylenediamine (6PPD; mean: 0.79 ng/L, <LOD−5.7 ng/L) was predominant PPD Hangzhou, followed by N, N′-di-2-butyl-p-phenylenediamine (44PD; 0.39 <LOD−2.2 N-isopropyl-N′-phenyl-1, 4-phenylenediamine (IPPD; 0.31 <LOD−1.4 Five Taizhou 30). N-phenyl-N′-cyclohexyl-p-phenylenediamine (CPPD; 1.0 <LOD−4.2 6PPD (0.93 <LOD−2.6 44PD (0.78 <LOD−1.8 mean daily intake (DI) for adults children estimated be 4.9–24 6.4–32 pg/kg bw/day, respectively. Meanwhile, DI living 11–31 14–40 To our knowledge, this provides first data on water, which is vital human risk assessment.

Language: Английский

Citations

21
Environmental profiles, hazard identification, and toxicological hallmarks of emerging tire rubber-related contaminants 6PPD and 6PPD-quinone DOI Creative Commons

Yang Jiang,

Chunzhi Wang,

Ling Ma

et al.

Environment International, Journal Year: 2024, Volume and Issue: 187, P. 108677 - 108677

Published: April 21, 2024

N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine (6PPD) is commonly used in rubber compounds as antioxidants to protect against degradation from heat, oxygen, and ozone exposure. This practice extends the lifespan of products, including tires, by preventing cracking, aging, deterioration. However, environmental consequences waste generated during product use, particularly formation 6PPD-quinone (6PPD-Q) through reaction 6PPD with ozone, have raised significant concerns due their detrimental effects on ecosystems. Extensive research has revealed widespread occurrence its derivate 6PPD-Q various compartments, air, water, soil. The emerging substance been shown pose acute mortality long-term hazards aquatic terrestrial organisms at concentrations below environmentally relevant levels. Studies demonstrated toxic a range organisms, zebrafish, nematodes, mammals. These include neurobehavioral changes, reproductive dysfunction, digestive damage exposure pathways. Mechanistic insights suggest that mitochondrial stress, DNA adduct formation, disruption lipid metabolism contribute toxicity induced 6PPD-Q. Recent findings human samples, such blood, urine, cerebrospinal fluid, underscore importance further public health toxicological implications these compounds. distribution, fate, biological effects, underlying mechanisms environment highlight urgent need for additional understand address impacts

Language: Английский

Citations

21
Prediction of p-phenylenediamine antioxidant concentrations in human urine using machine learning models DOI

Jianli Qu,

Weili Mao, Mei Chen

et al.

Journal of Hazardous Materials, Journal Year: 2025, Volume and Issue: 487, P. 137184 - 137184

Published: Jan. 11, 2025

Language: Английский

Citations

6
P-phenylenediamine antioxidants and their quinone derivatives: A review of their environmental occurrence, accessibility, potential toxicity, and human exposure DOI

Yuting Liang,

Feng Zhu, Jie Li

et al.

The Science of The Total Environment, Journal Year: 2024, Volume and Issue: 948, P. 174449 - 174449

Published: July 3, 2024

Language: Английский

Citations

14
Emerging N-(1,3-dimethylbutyl)-N′-phenyl-p-phenylenediamine (6PPD) and 6PPD quinone in paired human plasma and urine from Tianjin, China: Preliminary assessment with demographic factors DOI
Chunyu Liu, Xingchen Zhao, Li Guo

et al.

Journal of Hazardous Materials, Journal Year: 2024, Volume and Issue: 476, P. 134818 - 134818

Published: June 5, 2024

Language: Английский

Citations

12
Navigating the environmental dynamics, toxicity to aquatic organisms and human associated risks of an emerging tire wear contaminant 6PPD-quinone DOI
Syed Shabi Ul Hassan Kazmi, Qiao Xu, Muhammad Tayyab

et al.

Environmental Pollution, Journal Year: 2024, Volume and Issue: 356, P. 124313 - 124313

Published: June 3, 2024

Language: Английский

Citations

11
A Review of N-(1,3-Dimethylbutyl)-N′-phenyl-p-Phenylenediamine (6PPD) and Its Derivative 6PPD-Quinone in the Environment DOI Creative Commons
Yi Li,

Jingjing Zeng,

Yongjin Liang

et al.

Toxics, Journal Year: 2024, Volume and Issue: 12(6), P. 394 - 394

Published: May 28, 2024

As an antioxidant and antiozonant, N-(1,3-Dimethylbutyl)-N′-phenyl-p-phenylenediamine (6PPD) is predominantly used in the rubber industry to prevent degradation. However, 6PPD can be ozonated generate a highly toxic transformation product called quinone (6PPD-quinone), which aquatic terrestrial organisms. Thus, 6PPD-quinone, two emerging contaminants, have attracted extensive attention recently. This review discussed levels distribution of 6PPD-quinone environment investigated their effects on series been widely found air, water, dust, while data soil, sediment, biota are scarce. cause teratogenic, developmental, reproductive, neuronal, genetic toxicity for organisms, at environmentally relevant concentrations. Future research should pay more bioaccumulation, biomagnification, transformation, mechanisms 6PPD-quinone.

Language: Английский

Citations

4
Presence of N, N’-substituted p-phenylenediamine quinones in Tap Water: Implication for human exposure DOI
Zhijia Miao,

Zhirui Zhao,

Xueqiang Song

et al.

Environmental Research, Journal Year: 2024, Volume and Issue: 262, P. 119817 - 119817

Published: Aug. 20, 2024

Language: Английский

Citations

4
Tire rubber-derived contaminants 6PPD and 6PPD-quinone reduce attachment and outgrowth of trophoblast spheroids onto endometrial epithelial cells DOI Creative Commons
Jong Geol Lee, Seon Min Lee, Moonjung Hyun

et al.

Ecotoxicology and Environmental Safety, Journal Year: 2025, Volume and Issue: 290, P. 117744 - 117744

Published: Jan. 1, 2025

N-(1,3-Dimethylbutyl)-N'-phenyl-p-phenylenediamine (6PPD), a synthetic additive widely used in the rubber industry, and its oxidized product 6PPD-quinone (6PPDQ), have garnered widespread attention as an emerging hazardous chemicals owing to their potential detrimental effects on aquatic ecosystem human health. The of 6PPD 6PPDq female reproductive tract, especially embryo implantation, remain unknown were investigated this study. We spheroid attachment outgrowth models BeWo trophoblastic spheroids Ishikawa cells surrogates for blastocyst endometrial epithelium, respectively. Treatment with up 48 h decreased viability dose- cell line-dependent manner (20-100 μM 10-100 6PPDQ both lines). At noncytotoxic concentration, exposure 1 10 reduced further inhibited invasion epithelial monolayer. A similar result was observed 6PPDQ-exposed groups. Gene expression profiling 6PPD- revealed that differentially regulated panel transcript markers toward overall downregulation receptivity invasion. study provides first proof adverse trophoblast during window warranting need vivo clinical studies.

Language: Английский

Citations

0