Benz Anthracene Research Articles

Effect of different cooking methods on selected quality criteria and polycyclic aromatic hydrocarbon content of cultivated mushrooms (Agaricus bisporus)

SummaryThe effect of different cooking methods (boiling, sous‐vide cooking, pan‐frying, oven cooking, and barbecuing) on some quality criteria (dry matter content, pH value, cooking loss value, and antioxidant activity) and polycyclic aromatic hydrocarbon (PAH) contents of cultivated mushrooms (Agaricus bisporus) was investigated. Different cooking methods were found to have significant effects on the dry matter content, cooking loss, and pH value of the mushroom, whereas no significant effect was observed on the antioxidant activity (IC50). Benzo[a]anthracene (BaA) was detected in both raw and cooked mushroom samples, with no statistically significant difference in ∑PAH4 (BaA + Chry + BbF + BaP) content between samples. The ∑PAH4 content, initially 0.30 ng/g in raw samples, ranged from 0.34 to 3.50 ng/g across mushrooms cooked using different methods. Importantly, consumption of even 1 kg of pan‐fried mushrooms with the highest ∑PAH4 content remained within the limits defined by both the Turkish Food Codex Food Contaminants Regulation (TFC 2011) and the European Union Directive (EU 2011).

Development of a novel certified reference material for the determination of polycyclic aromatic hydrocarbons (PAHs) in whey protein powder

Matrix-based certified reference materials (CRMs) play a central role in the analysis of food contaminants for ensuring measurement accuracy and comparability, as they exhibit the same matrix effects during sample preparation and measurement as the food sample under investigation. However, the availability of such CRMs is still limited. This is also true for matrix CRMs containing polycyclic aromatic hydrocarbons (PAHs), for which maximum levels in food are set in the EU by the Commission Regulation (EU) 2023/915 and in Switzerland by the regulation SR 817.022.15. Therefore, a whey protein powder–based certified reference material (WP-CBR001) was developed according to the requirements of ISO 17034 and the recommendations of ISO Guide 35:2017 containing the four PAHs benz[a]anthracene (BaA), benzo[a]pyrene (BaP), benzo[b]fluoranthene (BbF), and chrysene (Chr). We show that the choice of solvent is of crucial importance to extract the PAHs completely from this matrix. Only polar and protic solvents such as methanol or water provided access for complete extraction of the PAHs. In contrast, nonpolar and polar aprotic solvents, such as n-hexane or ethyl acetate, exhibited only very low extraction efficiencies below 20%. The certified mass fractions and expanded uncertainties (k = 2) were (3.17 ± 0.32) µg/kg BaA, (4.18 ± 0.48) µg/kg BaP, (4.73 ± 0.49) µg/kg BbF, and (2.85 ± 0.33) µg/kg Chr. These values were verified by an interlaboratory comparison study and by the gravimetric mass fractions obtained from production data.Graphical abstract

Occurrence, sources and environmental risk assessment of organic micropollutants in coastal sediments from the Atacama Region (Chile)

Nowadays, there is still a scientific knowledge gap regarding occurrence and distribution of organic contaminants in remote areas. In this study, we have monitored for the first time the presence of a wide range of persistent and emerging organic pollutants in the Atacama Desert coastal region (Chile), a key area in the Humboldt Current System. Nonylphenols (NPs), polycyclic aromatic hydrocarbons (PAHs), pesticides, UV filters, synthetic fragrances, and organophosphate flame retardants (OPFRs) were determined in sediments along the >500 km length Atacama coastline. NPs, well-known endocrine disruptors, were the predominant pollutants in the area (up to 333.5 ng g−1 dw). We identified inputs of different classes of contaminants from anthropogenic activities such as mining, agriculture, direct effluent discharges, harbors, energy plants, recreational activities, and tourism occurring along the coastline. Environmental risk assessment through calculation of hazard quotients (HQs) showed a high ecological risk level for NPs in the three provinces of Atacama (HQ >1). In the case of PAHs, (pyrene, benz(a)anthracene, chrysene, acenaphthene, naphthalene and benzo(a)pyrene) HQ >1 was showed in Copiapó province. Furthermore, estradiol equivalent concentrations (EEQ) were determined to estimate estrogenicity of the environmental sediment samples. The maximum EEQ value was for NPs in H1 (Carrizal Bajo wetland), province of Huasco, where the highest concentration of NPs was found. The sampling point H1 is a particular location because it is the exit of a wetland and a tourist point used as a beach. The potential risks of anthropogenic chemical substances impacting remote regions such as the one studied here highlight the need of expand monitoring efforts worldwide for a better assessment of the global pollution status.

Determination of Four PAHs and Formaldehyde in Traditionally Smoked Chicken Products.

The present study was conducted to analyze the level of four priority polycyclic aromatic hydrocarbons (PAHs), including benzo[a]pyrene (BaP), chrysene (Chr), benzo[a]anthracene (BaA), and benzo[b]fluoranthene (BbF), in traditionally smoked chicken products marketed in China. The results show that the amount of ƩPAH4 (the sum of four different PAHs: BaP, Chr, BaA, and BbF) was 30.43-225.17 and 18.75-129.54 µg/kg in the skin and meat of smoked chicken products, respectively. The content of ƩPAH4 in the smoked skin was significantly higher as compared to the smoked meat (p < 0.05). The calculation of MOE (margin of exposure) results suggested the possibilities of ingestion risk associated with the consumption of smoked chicken skin. Furthermore, the formaldehyde content in the skin of smoked chicken was 2.17-6.84 mg/kg and 0.86-2.95 mg/kg in the smoked meat. These results indicate that optimization or alternative methods for food processing should be developed to reduce the high level of harmful substances formed during processing to ensure the safety of smoked chicken products. Moreover, along with harmful substances, the moisture content and color of traditionally smoked chicken were analyzed to provide a practical reference for healthy, safe and green processing technology for smoked chicken.

Impact of lignin constituents on the bacterial community and polycyclic aromatic hydrocarbon co-metabolism in an agricultural soil

Lignin is a complex biopolymer comprising phenolic monomers with different degrees of methoxylation and may potentially enhance the degradation of soil pollutants such as polycyclic aromatic hydrocarbons (PAHs) through co-metabolism. However, the contribution of lignin constituents, including phenolic and methoxy subunits, to PAH biodegradation remains unclear. Here, p-hydroxybenzoate (pHBA), vanillate and methanol were selected to simulate phenolic units and methoxy groups of lignin. Soil microcosms receiving these compounds were established to evaluate their regulation on the bacterial community and PAH co-metabolism. There were different effects of different components on the biodegradation of a four-ring PAH, benzo(a)anthracene (BaA), as characterized using an isotopic tracer. Only vanillate significantly stimulated BaA mineralization to CO2, with pHBA and methanol leading to no appreciable change in the allocation of BaA in soil compartments. The lignin constituents had differential impacts on the soil bacterial community, with substantial enrichment of methylotrophs occurring in methanol-supplemented microcosms. Both vanillate and pHBA selected several aromatic degraders. Vanillate caused additional enrichment of methylotrophs, suggesting structure-dependent stimulation of bacterial functional guilds by lignin monomers. Compared with its constituents, lignin produced more extensive responses in terms of bacterial diversity and composition and the fate of BaA. However, it was difficult to link BaA co-metabolism to any specific bacterial taxa in the presence of lignin or its subunits. The results indicate that the co-metabolism effects of lignin may not be directly associated with phenolic or methoxy metabolism but with its regulation of the soil microbiome.

Surfactant enhanced thermally activated persulfate remediating PAHs-contaminated soil: Insight into compatibility, degradation processes and mechanisms

Although advanced oxidation processes (AOPs) based on persulfate (PS) is an attractive approach for repairing polycyclic aromatic hydrocarbons (PAHs) contaminated soils, limited oxidizability of PAHs and efficient in-situ activation of PS hinder its practical applications. In this study, we comprehensively examined the contributions of five representative surfactants on the oxidative remediation of PAHs-contaminated soil in terms of degradation kinetics of the pollutants, and further proposed an innovative coupling strategy of surfactant-enhanced thermally activated PS remediating PAHs-contaminated soil. The results showed that the degradation process of PAHs in soil was significantly facilitated only via adding sodium dodecyl benzenesulfonate (SDBS) and fitted the pseudo-first-order kinetic pattern. The removal of phenanthrene (PHE) reached 98.56% at 50 mM PS, 50 °C, 5 g L−1 SDBS and 48 h reaction time, accompanying an increase of 25% in reaction rate constant from 0.0572 h−1 (without SDBS) to 0.0715 h−1. More importantly, SDBS-enhanced thermally activated PS degrading PAHs with higher benzene rings were more effective as the reaction rate constants of pyrene (PYR) and benzo(a)anthracene (BaA) were significantly increased by 49.40% and 56.86%. Additionally, only appropriate dosages (5–10 g L−1) of SDBS facilitated the oxidative degradation of PHE, as well as the aging time of contaminant-soil contact slowed down the enhancement of oxidative degradation of PHE by SDBS. Scavenger experiments demonstrated that SO4·- and 1O2 were the dominant reactive oxygen species. Finally, a possible oxidative degradation pathway of PHE was proposed, and the toxicity of derived intermediates got alleviation by the assessment using the Toxicity Estimation Software Tool. This investigation was promising for in situ scale-up remediation of PAHs-contaminated soil.

Effects of Alkylation on Potency of Benz[a]anthracene for AhR2 Transactivation in Nine Species of Freshwater Fish.

Polycyclic aromatic hydrocarbons (PAHs) are naturally occurring or anthropogenic organic chemicals that can activate the aryl hydrocarbon receptor 2 (AhR2) and induce toxicity in fishes. Alkyl PAHs are more abundant than nonalkylated PAHs in certain environmental matrices and there is growing evidence that alkylation can increase potency, dependent on the position of alkylation. However, it is unknown if the effect of alkylation on potency is conserved across species. In addition, relatively little is known regarding the extent of interspecies variation in sensitivity to PAHs and alkyl PAHs. Therefore, objectives of the present study were to characterize potency of benz[a]anthracene (BAA) and three alkylated homologues representing different alkylation positions in nine phylogenetically diverse species of fish using a standardized in vitro AhR2 transactivation assay. BAA and each alkylated homologue activated the AhR2 in a concentration-dependent manner in each species. Position-dependent effects on potency were observed in every species, but these effects were not consistent across species. Interspecies variation in sensitivity to AhR2 activation by each PAH was observed and ranged by up to 561-fold. Alkylation both increased and decreased the range of interspecies variation and sensitivity, but the potency of each alkylated homologue relative to BAA ranged by less than an order of magnitude among species. These results represent an early step toward the consideration of alkylated homologues for more objective ecological risk assessments of PAHs to native fishes. Environ Toxicol Chem 2023;42:1575-1585. © 2023 The Authors. Environmental Toxicology and Chemistry published by Wiley Periodicals LLC on behalf of SETAC.

Viologen-functionalized magnetic material for the removal of Iodine and benzanthracene in an aqueous solution.

The development of magnetically active adsorbents for effective iodine removal would be highly desirable to address environmental pollution and remediation. Herein, we demonstrated the synthesis of Vio@SiO2@Fe3O4 as an adsorbent via surface functionalisation of electron-deficient bipyridium (viologen) units on the surface of magnetically active silica-coated magnetite (Fe3O4) core. This adsorbent was characterised thoroughly using various analytical techniques, such as field emission scanning electron microscopy (FESEM), thermal gravimetric analysis, Fourier transform infrared spectroscopy (FTIR), field emission transmission electron microscopy (FETEM), Brunauer-Emmett-Teller (BET) analysis and X-ray photon analysis (XPS). The removal of triiodide from the aqueous solution was monitored via the batch method. It revealed that the complete removal was achieved upon stirring for 70 min. The thermally stable and crystalline Vio@SiO2@Fe3O4 displayed efficient removal capacity even in the presence of other competing ions and at different pHs. The adsorption kinetics data were analysed following the pseudo-first-order and pseudo-second-order models. Further, the isotherm experiment showed that the maximum uptake capacity of iodine is 1.38 g/g. It can be regenerated and reused over multiple cycles to capture iodine. Further, Vio@SiO2@Fe3O4 displayed a good removal capacity toward toxic polyaromatic, Benzanthracene (BzA) pollutant with an uptake capacity of 2445 μg/g. This effective removal of toxic pollutants iodine/benzanthracene was attributed to the strong non-covalent electrostatic and π-π interaction with electron-deficient bipyridium units.

Combined effects of microplastics and benz[a]anthracene on cardiotoxicity in zebrafish (Danio rerio) larvae: Size matters

The size of microplastics (MPs) plays an important role in combined toxic effects including synergistic or antagonistic effects. However, the influence of the size of MPs on the combined toxicity of contaminants remains unclear. In this study, we employed a zebrafish model to investigate the effects of MP size on the combined toxicity of benz[a]anthracene (BaA), a representative polyaromatic hydrocarbon, using three different sizes of polystyrene MPs (PSMPs) (0.2, 1.0, and 10 μm). Treatment of all groups did not result in any mortality of the zebrafish larvae. However, small-sized PSMPs (0.2 μm) enhanced the toxic effect of BaA in larvae such as cardiac defect and disruption of vessel formation. Medium-sized PSMPs (1.0 μm) were boundary in terms of the combined toxic effect; however, large-sized PSMPs (10 μm) alleviated the cardiotoxicity of BaA, including cardiac defect, ROS levels, and cell death. The combined effects showed a correlation with the body burden of MPs and BaA in larvae according to particle size (in the order of 0.2 μm > 1.0 μm > 10 μm). The synergistic effects occurred likely because the small PSMPs facilitated the body burden of BaA, induced excessive ROS by Ahr-mediated activity, and caused cell death in the heart, resulting in increased heart defects in the larvae. In contrast, large PSMPs abated the combined toxic effect through decreased body burden, whereas medium PSMPs form a boundary in combined effects. Therefore, the combined toxic effects of MPs are dependent on their size, which plays an important role in the transport and accumulation of environmental pollutants.

Bacterial benz(a)anthracene catabolic networks in contaminated soils and their modulation by other co-occurring HMW-PAHs

Polycyclic aromatic hydrocarbons (PAHs) are major environmental pollutants in a number of point source contaminated sites, where they are found embedded in complex mixtures containing different polyaromatic compounds. The application of bioremediation technologies is often constrained by unpredictable end-point concentrations enriched in recalcitrant high molecular weight (HMW)-PAHs. The aim of this study was to elucidate the microbial populations and potential interactions involved in the biodegradation of benz(a)anthracene (BaA) in PAH-contaminated soils. The combination of DNA stable isotope probing (DNA-SIP) and shotgun metagenomics of 13C-labeled DNA identified a member of the recently described genus Immundisolibacter as the key BaA-degrading population. Analysis of the corresponding metagenome assembled genome (MAG) revealed a highly conserved and unique genetic organization in this genus, including novel aromatic ring-hydroxylating dioxygenases (RHD). The influence of other HMW-PAHs on BaA degradation was ascertained in soil microcosms spiked with BaA and fluoranthene (FT), pyrene (PY) or chrysene (CHY) in binary mixtures. The co-occurrence of PAHs resulted in a significant delay in the removal of PAHs that were more resistant to biodegradation, and this delay was associated with relevant microbial interactions. Members of Immundisolibacter, associated with the biodegradation of BaA and CHY, were outcompeted by Sphingobium and Mycobacterium, triggered by the presence of FT and PY, respectively. Our findings highlight that interacting microbial populations modulate the fate of PAHs during the biodegradation of contaminant mixtures in soils.

Pollution and Risk Assessment of Polycyclic Aromatic Hydrocarbons in Urban Rivers in a Northeastern Chinese City: Implications for Continuous Rainfall Events

Most studies have concentrated on the distribution of polycyclic aromatic hydrocarbons (PAHs) in air, water, and soil; however, little is known about their behavior during urban wet deposition. During frequent urban rainstorms, surface runoff carries large amounts of organic pollutants into water, which has a significant impact on the quality of the water environment. “Poseidon” made landfall in Jilin Province on 27 August, 3 September, and 7 September 2020, respectively, causing some impact on the surface water. Gas chromatography–mass spectrometry (GC–MS) was used to measure the concentrations of 16 major PAHs in stormwater and water samples from the Yitong River. The PAH concentrations in rainwater runoff gradually decreased with increasing rainfall duration. The PAHs in the Yitong River water samples were mainly composed of two to three rings, with total concentrations ranging 279.19–756.37 ng/L. Ratio characterization and principal component analysis of the sources of PAHs in the water samples revealed that some water bodies had also been contaminated by oil spills in addition to combustion emissions from coal and motor vehicle oil. Health and environmental risks were assessed for PAHs in water bodies from the Yitong River, and health risk assessment showed that exposure to PAHs in the water is not a health risk for human beings; however, the risk for children is higher than that for adults and requires attention. Although the environmental risk is moderate, the risk from Benzo(a)anthracene(BaA) alone is high and requires ongoing attention. In terms of the sustainability of drinking water sources, consideration should be given to taking necessary regulatory and protective measures to prevent further contamination. These results serve as a guide for managing PAHs in urban water bodies and managing water pollution.

The Effect of Direct and Indirect Barbecue Cooking on Polycyclic Aromatic Hydrocarbon Formation and Beef Quality.

Herein, the effect of direct and indirect barbecue cooking processes, including different cooking degrees (medium and well done), on the formation of polycyclic aromatic hydrocarbons (PAHs) and on certain quality parameters (water content, cooking loss, pH, lipid oxidation) of beef meat was examined. While no significant effect (p > 0.05) of the cooking method was detected on the water content, cooking loss, ∑PAH4 [the sum of benzo[a]pyrene (BaP), benzo[a]anthracene (BaA), chrysen (Chry), and benzo[b]fluoranthene (BbF)], and ∑PAH8 [the sum of BaP, BaA, Chry, benzo[k]fluoranthene (BkF), dibenzo[a,h]anthracene (DahA), benzo[g,h,i]perylene (Bghip), and indeno [1,2,3-cd]pyrene (IncdP)] content, it was determined that it had a significant effect on pH (p < 0.05) and lipid oxidation (TBARS, p < 0.01). While the cooking degree did not have a significant effect (p > 0.05) on the TBARS value, it had a significant effect (p < 0.05) on the water content and pH value, and a very significant effect (p < 0.01) on the cooking loss. While BaA and BaP compounds were detected in all barbecued samples, the DahA compound could not be detected in any of the samples. Varying levels of BaA (up to 5.62 ng/g), Chry (up to 0.43 ng/g), BbF (LOD-..-LOQ), BkF (LOD-..-LOQ), BaP (up to 0.49 ng/g), BghiP (up to 0.82 ng/g), and IncdP (up to 4.99 ng/g) compounds were determined in the samples. While the ∑PAH4 contents varied between 0.71 and 6.35 ng/g, the ∑PAH8 contents varied between 1.12 and 11.34 ng/g. While the increase in cooking level did not affect the ∑PAH4 content, it caused a significant increase in the ∑PAH8 content. The highest BaP (0.49 ng/g), ∑PAH4 (6.35 ng/g), and ∑PAH8 (11.34 ng/g) contents were detected in the meat samples that were well cooked on the barbecue by the direct method. The results have proven that PAHs are formed at varying levels in both meat samples cooked on the barbecue by the direct method and the indirect method. On the other hand, it has been determined that even if 100 g of the meat with the highest BaP and ∑PAH4 content is eaten, the exposure amount remains far below the limit values specified for PAHs. However, paying close attention to the barbecue cooking process is still recommended.

Polycyclic aromatic hydrocarbon (PAH) leachates from post-consumption waterpipe tobacco waste (PWTW) into aquatic environment- a primary study

Post-consumption waterpipe tobacco waste (PWTW) is an unrecognized type of hazardous waste that is produced and released in large quantities into the aquatic environment. It may contain high amounts of various pollutants including PAH, and to date, there has been no research on the potential for contamination by PAH from PWTW leaching into aquatic environments. In this study, the concentrations of PAH via PWTW of fruit-flavored and traditional tobacco leachate into three water types, including distilled water (DW), tap water (TW) and sea water (SW) at different contact times were evaluated. There were significantly higher concentration levels of ƩPAH in waters with leachates from fruit-flavored PWTW than traditional tobacco (P-value<0.05). The concentration levels of ƩPAH in DW, TW and SW at a total contact time of two months ranged from 0.13 to 3.51, 0.12 to 3.63 and 0.11–3.64 μg/L, respectively. Lower molecular weight PAH such as naphthalene (Naph), acenaphthylene (Acen) and fluorine (Flu) were detected in leachates immediately after a short contact time of 15 min. Higher molecular weight PAH including benzo [a]anthracene (BaA), benzo [b]fluoranthene (BbF), benzo [k]fluoranthene (BkF), chrysene (Chr), and benzo [a]pyrene (BaP) were detected after one month contact time, while indeno [1,2,3-cd] pyrene (Indp), benzo [ghi]perylene (BghiP) and dibenz [a,h]anthracene (DahA) were only observed at the contact time measurement of two months. By adding sodium azide as an antimicrobial agent and chemical preservative to SW samples, higher concentrations of PAH including IP, DahA and BghiP were observed. The concentration levels of PAH in water samples after two months contact time were higher than water quality standards provided by the World Health Organization (WHO) and other international organizations.

Polycyclic Aromatic Hydrocarbons in Popcorn Corn Varieties and Popcorns

Popping corn is a widespread activity and popcorns are one of the most consumed snacks in the world. As popcorn corn is exposed to environmental conditions and agrotechnical measures in the field, polycyclic aromatic hydrocarbons (PAHs) can end up in corn kernels. Since popcorns are popped at higher temperatures, ca. 180 °C, it is reasonable to assume that PAHs can be found in popcorns. The objective of this paper was to preliminarily determine and quantify the incidence of various PAHs in different popcorn varieties and popcorns popped from them, during two consecutive years. PAHs were determined by using GC-MS. Popcorn corn contained only light PAHs, naphthalene (Nap), acenaphthene (Ane), and fluorene (Fln). However, popped popcorns contained heavier PAHs, such as benz[a]anthracene (BaA), chrysene (Chry), and benzo[a]pyrene (BaP) whose ∑PAH4 was 8.39 µg/kg in sample 1 in 2020. The results indicate that popcorns can be a significant source of PAHs and further studies should be conducted. This is concerning since popcorns are favored snacks in all age groups, including children.

Simultaneous Heavy Metal-Polycyclic Aromatic Hydrocarbon Removal by Native Tunisian Fungal Species.

Multi-contamination by organic pollutants and toxic metals is common in anthropogenic and industrial environments. In this study, the five fungal strains Chaetomium jodhpurense (MH667651.1), Chaetomium maderasense (MH665977.1), Paraconiothyrium variabile (MH667653.1), Emmia lacerata, and Phoma betae (MH667655.1), previously isolated in Tunisia, were investigated for the simultaneous removal and detoxification of phenanthrene (PHE) and benzo[a]anthracene (BAA), as well as heavy metals (HMs) (Cu, Zn, Pb and Ag) in Kirk's media. The removal was analysed using HPLC, ultra-high performance liquid chromatography (UHPLC) coupled to a QToF mass spectrometer, transmission electron microscopy, and toxicology was assessed using phytotoxicity (Lepidium sativum seeds) and Microtox® (Allivibrio fisherii) assays. The PHE and BAA degradation rates, in free HMs cultures, reached 78.8% and 70.7%, respectively. However, the addition of HMs considerably affected the BAA degradation rate. The highest degradation rates were associated with the significant production of manganese-peroxidase, lignin peroxidase, and unspecific peroxygenase. The Zn and Cu removal efficacy was considerably higher with live cells than dead cells. Transmission electron microscopy confirmed the involvement of both bioaccumulation and biosorption processes in fungal HM removal. The environmental toxicological assays proved that simultaneous PAH and HM removal was accompanied by detoxification. The metabolites produced during co-treatment were not toxic for plant tissues, and the acute toxicity was reduced. The obtained results indicate that the tested fungi can be applied in the remediation of sites simultaneously contaminated with PAHs and HMs.

Differences in structure and composition of soil humic substances and their binding for polycyclic aromatic hydrocarbons in different climatic zones

Humic substances (HSs) play important roles in the transport and bioavailability of hydrophobic organic compounds (HOCs) in soils. The sorption of HOCs depends on the compositions and structures of HSs which may differ in different climatic zones, however, the sorption behavior of HOCs by HSs in soils from different climatic zones is poorly understood. In this study, different HS fractions (humic acids-HAs, fulvic acids-FAs and humin-HM) in soils from different climatic zones were extracted and used as sorbents for polycyclic aromatic hydrocarbons (PAHs). The results indicated that HSs (including HA, FA and HM fractions) from colder climatic zones contained more oxygen-containing functional groups and exhibited smaller molecular weight as well as higher aliphaticity and polarity than those from warmer climatic zones. The sorption affinity of HAs at the low given concentration (0.05 Sw) of naphthalene (Nap), phenanthrene (Phe), pyrene (Pyr) and benz(α)anthracene (BaA) from warmer climatic zones to colder ones increased from 26.3 to 43.9, from 36.7 to 114.0, from 125.8 to 388.8, and from 322.5 to 876.1, respectively, and the same trends were obtained for FAs and HM at the same PAH concentration. The results indicated that HSs from colder climatic zones showed higher sorption affinity than those from warmer climatic zones. Moreover, the weighted contributions of FAs, HAs and HM to the overall sorption from different climatic zones were 9.1–28.4%, 13.5–59.2% and 23.4–76.9%, respectively. This indicates FA fraction, a previously neglected component, is also an important contributor to binding PAHs in soils. This study suggests that the difference in sorption behaviors of HOCs to HSs among different climatic zones should be considered when predicting HOC fates and bioavailability in soils.

The role of receptor-mediated activities of 4- and 5-ring unsubstituted and methylated polycyclic aromatic hydrocarbons (PAHs) in developmental toxicity.

The present study evaluated the aryl hydrocarbon receptor (AhR), estrogen receptor-α (ER-α), and retinoic acid receptor (RAR) mediated activities of nine 4- and 5-ring unsubstituted and monomethylated polycyclic aromatic hydrocarbons (PAHs) using a series of Chemical-Activated LUciferase gene eXpression (CALUX) assays. The potential role of these aforementioned receptors in relation to the developmental toxicity of these PAHs was further assessed in the zebrafish embryotoxicity test (ZET). The results show that all nine tested PAHs were AhR agonists, benz[a]anthracene (BaA) and 8-methyl-benz[a]anthracene (8-MeBaA) were ER-α agonists, and none of the tested PAHs induced ER-α antagonistic or RAR (ant)agonistic activities. In the AhR CALUX assay, all the methylated PAHs showed higher potency (lower EC50) in activating the AhR than their respective unsubstituted PAHs, implying that the addition of a methyl substituent on the aromatic ring of PAHs could enhance their AhR-mediated activities. Co-exposure of zebrafish embryos with each individual PAH and an AhR antagonist (CH223191) counteracted the observed developmental retardations and embryo lethality to a certain extent, except for 8-methyl-benzo[a]pyrene (8-MeBaP). Co-exposure of zebrafish embryos with either of the two estrogenic PAHs (i.e., BaA and 8-MeBaA) and an ER-α antagonist (fulvestrant) neutralized embryo lethality induced by 50 μM BaA and the developmental retardations induced by 15 μM 8-MeBaA. Altogether, our findings suggest that the observed developmental retardations in zebrafish embryos by the PAH tested may partially be AhR- and/or ER-α-mediated, whereas the RAR seems not to be relevant for the PAH-induced developmental toxicity in the ZET.

Contamination and Health Risk Assessment of Polycyclic Aromatic Hydrocarbons in Seasoning Flour Products in Hunan, China.

Polycyclic aromatic hydrocarbons (PAHs) are persistent organic pollutants with carcinogenic, teratogenic, and mutagenic effects. Dietary intake is one of the significant exposure pathways of PAHs. In this study, gas chromatography-triple quadrupole mass spectrometry (GC-MS/MS) was used to detect 16 priority PAHs listed by the United States Environmental Protection Agency (USEPA) in seasoning flour products distributed in Hunan Province. The consumption of seasoning flour products by the Hunan population was investigated by questionnaire. The results showed that the detection rate of PAHs in seasoning flour products in Hunan Province was 92.41%. Among them, benzo[a]anthracene (BaA), phenanthrene (PHE), fluoranthene (FLA), and chrysene (CHR) were dominant. The total PAHs and benzo[a]pyrene (BaP) contents of soggy seasoning flour product samples were higher than those of crisp samples and chewy samples. The total amount of PAHs in rod-shaped and flaky samples were higher than that in filamentous and granular samples. The margin of exposure (MOE) values of various seasoning flour products and all age groups (children, adolescents, and adults) was much more significant than 10,000. Moreover, the incremental lifetime of cancer risk (ILCR) values of all age groups were below 1 × 10-5. The above results indicate that PAHs in seasoning flour products have a relatively low health risk for the Hunan population. Still, it is recommended that susceptible populations (children, adolescents, etc.) should control their intake of flour products.

Co-crystals of polynuclear aromatic hydrocarbons and 9H-carbazole with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone acceptor: Varieties in crystal packing, Hirshfeld surface analysis and quantum-chemical studies

Co-crystals formed by polynuclear aromatic hydrocarbons (PAH) chrysene, benz(a)anthracene, triphenylene(9,10-benzophenanthrene), benzo(a)pyrene, dibenz[a,c]anthracene, and 9H-carbazole as π-electron-donor (D) molecules, with π-electron acceptor, 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) were synthesized, and their crystal structures were determined using single-crystal X-ray diffraction analysis. All co-crystals exhibit 1:1 donor / acceptor ratio and adopt mixed-stacking motifs. The donor(D)-acceptor (DDQ) π-π interactions in stacks are complemented by different sets of D…D, D…DDQ and DDQ…DDQ intermolecular interactions between stacks whose diversity originates from different degree of D/DDQ mismatch and manifests in dissimilar crystal packing motifs. The parallel face-to-face stacking was registered in chrysene-DDQ, while benz(a)anthracene-DDQ reveals brickwork crystal packing with significant parallel slippage. The rest four co-crystals show fairly different herringbone-type crystal packing with rearrangement of intermolecular interactions. The distribution of intermolecular contacts and impact of π-π interactions were evaluated through Hirshfeld surface analysis. Molecular orbital energies as well as bandgaps were calculated using DFT. Degree of charge-transfer was estimated based on bond length distribution in the acceptor molecule for each of the co-crystals.

Therapeutic impact of Nano diosgenin on metabolic reprogramming in an animal model of mammary oncogenesis via modulating carbohydrate metabolizing enzymes

Objectives: The primary target of this study is to explore a novel therapeutic pathway of nano Diosgenin (DG) by pinpointing the metabolic enzymes that underlies its anti-breast cancer impacts. Methods: A single dosage of 7.12 Dimethyl Benz(a)anthracene (DMBA) (25 mg/kg b.wt) was injected to induce breast cancer. Oral administration of DG (10 mg/kg b.wt) and DG encapsulated chitosan nanoparticle (DG@CS-NP) (5 mg/kg b.wt) was used to medicate DMBA induced tumor bearing rats just after the emergence of a tumor. After the experimental period, biochemical analyses were carried out. Results: Mammary carcinoma bearing rats showed a significant rise in the levels of glycolytic enzymes (hexokinase, phosphoglucoisomerase, and aldolase) and the pentose phosphate pathway enzyme (glucose-6-phosphate dehydrogenase). It also elicits a drop in gluconeogenic enzymes (glucose-6-phosphatase and fructose 1, 6- diphosphatase) and mitochondrial enzymes (succinate dehydrogenase and malate dehydrogenase). Contrarily, nano DG dramatically reverted the rates of glycolytic enzymes, pentose phosphate pathway enzymes, gluconeogenic enzymes, and mitochondrial enzymes in the mammary, liver and kidney tissues to near normal tiers on compared to plain DG treated rats. Thereby, confirming its chemotherapeutic prospects on metabolic rewiring. Conclusion: Thus, our observations suggested that nano DG is a potent therapeutic agent that might have a significant influence on metabolic complications of breast cancer than free DG. Keywords: 7,12 Dimethyl benz(a)anthracene, cancer cell metabolism, carbohydrate metabolizing enzymes, mammary carcinoma, Nano diosgenin