elucidating-the-metabolism-of-24-dibromophenol-in-plants

Elucidating the Metabolism of 2,4-Dibromophenol in Plants

Crops can be extensively exposed to organic pollutants, since soil is a major sink for pollutants discarded into the environment. This creates potential ...

Zhejiang University of Technology

Nonylphenol (NP), an environmental estrogen, is actually a complicated mixture of isomers, although it is commonly considered to be a single compound. There are many routes for crops to come into contact with NP; however, little is known about the plant uptake and metabolism of NP, especially at the isomer level. This study comparatively evaluated the uptake and in-planta metabolism of 4-n-NP and its 10 isomers using both carrot cells and intact plants. The rapid metabolism of 4-n-NP was observed in the callus tissues and intact plants with half-lives of 2 h and 4.72 d, respectively. Six conjugates of 4-n-NP were identified in the cell extracts using high resolution mass spectrometry. The primary transformation pathway was found to be the direct conjugation (Phase II metabolism) with the parent compound at the hydroxyl. Furthermore, 4-NP isomers with short side chains and/or bulky α-substituents were more resistant to plant metabolism and showed a greater tendency for accumulation. The influence of the side chains to the isomer selectivity was verified by the molecular docking between glycosyltransferase and 4-NP isomers. This study highlighted the necessity to consider isomer-specificity in the plant accumulation of NP and the environmental and human health implications of NP conjugates.

Uptake and metabolism of nonylphenol in plants: Isomer selectivity involved with direct conjugation.

As an ubiquitous carcinogen, polycyclic aromatic hydrocarbons (PAHs) are closely related to anthropogenic activities. The process of urbanization leads to the spatial interlacing of farmlands and urbanized zones. However, field evidence on the influence of urbanization on the accumulation of PAHs in crops of peri-urban farmlands is lacking. This study comparatively investigated the urbanization-driven levels, compositions, and sources of PAHs in 120 paired plant and soil samples collected from the Yangtze River Delta in China and their species-specific human intake risks. The concentrations of PAHs in crops and soils in the peri-urban areas were 2407.92 ng g and 546.64 ng g, respectively, which are significantly higher than those in the rural areas. The PAHs in the root were highly relevant to those in the soils (R = 0.63, p < 0.01), and the root bioconcentration factors were higher than 1.0, implying the contributions of root uptake to plant accumulations. However, the translocation factors in the peri-urban areas (1.57 ± 0.33) were higher than those in the rural areas (1.19 ± 0.14), indicating the enhanced influence through gaseous absorption. For the congeners, the 2- to 3-ring PAHs showed a higher plant accumulation potential than the 4- to 6-ring PAHs. Principal component analysis show that the PAHs in the peri-urban plants predominantly resulted from urbanization parameters, such as coal combustion, vehicle emissions, and biomass burning. The mean values of estimated dietary intake of PAHs from the consumption of peri-urban and rural crops were 9116 ng day and 6601.83 ng day, respectively. The intake risks of different crops followed the order rice > cabbage > carrot > pea. Given the significant input of PAHs from urban to farmland, the influence of many anthropogenic pollutants arising from rapid urbanization should be considered when assessing the agricultural food safety.

Elevated urbanization-driven plant accumulation and human intake risks of polycyclic aromatic hydrocarbons in crops of peri-urban farmlands.

The ubiquitous occurrence of phthalate esters (PAEs) in agricultural soil results in their inevitable accumulation in crops, potentially increasing the risk of human exposure to PAEs via daily food intake. Dietary health risk of PAEs not only depends on locally produced food but also the imported food from other regions. However, the impact of interregional food trade on human dietary exposure to PAEs has been seldom assessed. Herein, we investigated the impact of interregional food trade on the dietary exposure to PAEs that contributed from soil contamination in China. The average daily dietary intake of PAEs for the Chinese general population was 24.3 μg/kg/day when assuming the total consumption of crops from local market only, while the average daily dietary intake of PAEs for the Chinese general population was decreased by 2.9% when the effects of interregional food trade were involved into the calculation. Additionally, the interregional food trade remarkably increased the daily dietary intake of PAEs in the regions of Beijing-Tianjin region (47.8%), North (21.4%) and Central (4.26%). As a result, the hazard quotient value of PAEs in the regions of Beijing-Tianjin region, North and Central increased by 29.4%, 11.0% and 5.0%, respectively, owing to the consumption of imported crops from the highly PAEs contaminated regions. In contrast, the daily intake and hazard quotient value of PAEs in the regions of Central Coast, Northwest, Northeast and South Coast decreased due to the interregional trade. These results indicated that the interregional food trade promoted the transfer of PAEs between regions and thus altered the potential risk to the local population. Overall, this study highlights the importance of taking the interregional food trade into account to provide a more accurate risk assessment of dietary exposure to pollutants.

Human exposure to phthalate esters in soils embodied in interregional food trade in China.

Food consumption has been considered a key pathway of bisphenol compound (BP) exposure for humans. However, there is a lack of evidence concerning their congener-specific behavior and metabolism in plants. Herein, we examined the uptake and metabolism of five BPs in plants using carrot cells. Bisphenol S (BPS) and bisphenol AF (BPAF) exhibited substantially lower dissipation rates in the cells than the other BPs, indicating a strong selectivity in the uptake and metabolism among bisphenol congeners. For a total of 23 metabolites of BPs, the predominant biotransformation pathways were found to be glycosylation, methoxylation, and conjugation, while hydroxylation, methylation, and glutathionylation were only observed for some BPs. The changes in the mRNA expression of cytochrome P450 (P450) and the activities of glycosyltransferase and glutathione S-transferase were remarkably higher in cells exposed to bisphenol F, bisphenol A, and bisphenol B than in cells exposed to BPS and BPAF, indicating congener specificity in their effects on enzymes and the associated biotransformation processes. Consequently, the potential congener-specific differences in plant uptake, metabolism, and accumulation must be considered when assessing the environmental risks posed by these commonly used plasticizers.

Article	Year
Uptake and metabolism of nonylphenol in plants: Isomer selectivity involved with direct conjugation. Environmental pollution (Barking, Essex : 1987)\| PubMed ID: 33248833	2021
Elevated urbanization-driven plant accumulation and human intake risks of polycyclic aromatic hydrocarbons in crops of peri-urban farmlands. Environmental science and pollution research international\| PubMed ID: 35527307	2022
Human exposure to phthalate esters in soils embodied in interregional food trade in China. Environmental pollution (Barking, Essex : 1987)\| PubMed ID: 36220577	2022
Congener-Specific Uptake and Metabolism of Bisphenols in Carrot Cells: Dissipation Kinetics, Biotransformation, and Enzyme Responses. Journal of agricultural and food chemistry\| PubMed ID: 36649116	2023

Xindong Yang

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