Search Results (147)

Polycyclic aromatic hydrocarbons (PAHs) in water are readily adsorbed onto microplastics, posing a combined threat to aquatic ecosystem safety. However, the role of microplastics in altering the toxicity of PAH derivatives remains largely unexplored. This study was conducted to investigate the individual and combined toxic effects of polystyrene (PS, 2 µm) microplastics with pyrene (Pyr) and its four derivatives, including 1-methylpyrene (Pyr–CH₃), 1-hydroxypyrene (Pyr–OH), 1-aminopyrene (Pyr–NH₂), and 1-pyrenecarboxylic acid (Pyr–COOH), on blue mussels (Mytilus edulis). After a seven-day exposure experiment, the variations in five biomarkers—superoxide dismutase (SOD), catalase (CAT), glutathione peroxidase (GPx), malondialdehyde (MDA), and acetylcholinesterase (AChE)—were measured in the hemolymph. Our results indicated a com-pound-specific toxicological profile: all derivatives exhibited higher toxicity than the parent Pyr. Specifically, Pyr–CH₃ primarily induced oxidative stress, whereas Pyr–OH, Pyr–NH₂, and Pyr–COOH mainly affected neuroregulatory function. More importantly, PS microplastics acted as a differential modulator under the mixture conditions: they exacerbated the neuroregulatory dis-turbance caused by parent Pyr but conversely alleviated the oxidative damage induced by all four derivatives. Notably, PS exacerbated the neuroregulatory disturbance induced by Pyr–CH₃. These compound-specific interactions highlight that microplastics alter the toxic effects of organic pollutants, thereby modifying environmental risk profiles. Our findings provide new insights for the ecological risk assessment of PAHs in aquatic environments. Full article

BODIPY derivatives are promising scaffolds for triplet photosensitizers because of their strong absorption and tunable absorption range, but their dominant fluorescence decay and weak spin–orbit coupling hinder efficient intersystem crossing (ISC). Here, we report iodine-substituted BODIPY photosensitizers bearing anthracene, pyrene, and perylene units (BI-Ant, BI-Pyr, and BI-Per), designed to combine the heavy-atom effect with the spin–orbit charge-transfer ISC (SOCT-ISC) process. Spectroscopic and computational analyses revealed charge-transfer character and efficient triplet formation in all three compounds. Transient absorption measurements showed that BI-Ant and BI-Pyr undergo an ISC process to BODIPY-centered triplet state, whereas BI-Per exhibits intermediate strong charge-transfer-state evolution and the fastest ISC process. Solvent-dependent results further indicate that charge-transfer-state stabilization accelerates ISC process, supporting an additional SOCT contribution. These findings provide an effective strategy for developing highly efficient metal-free triplet photosensitizers. Full article

Polycyclic aromatic hydrocarbons (PAHs), such as benzo[a]pyrene (B[a]P), are major risk factors for lung cancer and other diseases, acting through the aryl hydrocarbon receptor (AHR). Alveolar macrophages (AMs) help regulate the lung microenvironment by responding to inhaled toxicants and resident microbiota. Although small extracellular vesicles (sEVs, aka exosomes) released by AMs mediate intercellular communication and immune responses, the influence of lung microbiota on sEV biogenesis and the mechanisms underlying sEV dysregulation during PAH exposure remain unknown. Here, we investigated the interplay between AMs, B[a]P, and lung microbiota, focusing on sEV-associated miRNAs (exo-miRNAs). Murine AMs (MH-S) were exposed to varying B[a]P concentrations in the presence or absence of murine lung microbiota with or without an AHR antagonist. sEVs from each condition were characterized and profiled for miRNA. Distinct miRNA signatures emerged: high-dose B[a]P enriched miRNAs linked to cancer progression, whereas lung microbiota alone or with low-dose B[a]P induced tumor-suppressor miRNAs that limit proliferation and metastasis and promote apoptosis, an effect enhanced by AHR antagonism. Lung microbiota appeared to counteract high-dose B[a]P by modulating tumor-suppressive exo-miRNAs. This study demonstrates that lung microbiota-induced exo-miRNAs critically shape AM-derived sEV-miRNA signaling during PAH exposure. The identified exosomal miRNAs could serve as important exposure biomarkers and therapeutic targets for mitigating B[a]P-induced toxicity and cancer development. Full article

In this work, we demonstrate that both carbon nanotubes (CNT) and graphene nanosheets (G) were successfully modified by π-stacking interactions with a pyrene derivative (PY), yielding the functionalized nanofillers CNT-PY and G-PY, which were subsequently dispersed within an aeronautical epoxy matrix. This functionalization is highly effective in preserving the remarkable electronic properties of carbon nanotubes and graphene nanosheets. At the same time, the non-covalent functionalization reduces the resin viscosity, enabling a more effective dispersion of the nanofillers. This results in improved rheological behavior and an overall enhancement of the structural performance of the nanocomposites compared to the resin containing unfunctionalized carbon nanofillers (CNT and G). Additional improvements are also observed in electrical properties, self-healing efficiency, and thermal stability. In particular, the samples containing functionalized carbon nanotubes (TBD + 1%CNT-PY) and functionalized graphene nanosheets (TBD + 1%G-PY) exhibit higher conductivities—0.391 S/m and 0.1 S/m, respectively—than the samples loaded with unfunctionalized carbon nanotubes (TBD + 1%CNT) and unfunctionalized graphene nanosheets (TBD + 1%G), which show conductivity values of 0.292 S/m and 4.82 × 10⁻³ S/m, respectively. The functionalized graphene nanosheets (G-PY) display significantly greater thermal stability, with degradation temperatures reaching 670 °C, compared to 310 °C for unfunctionalized ones (G). The functionalized carbon nanotubes (CNT-PY) show a 10% weight loss at 520 °C due to the degradation of the pyrene groups. Significant improvements in the final properties can be achieved when carbon-based nanofillers are homogeneously dispersed in the matrix and the external load is efficiently transferred through strong filler–polymer interfacial interactions, leading to composites with superior characteristics suitable for advanced applications. Tunneling Atomic Force Microscopy (TUNA) highlights the morphological features of the two types of carbon nanofillers, their dispersion within the polymer matrix and the effect of the functionalization on the electrical pathways and conductivity of the samples at both the micro- and nanometer-scale. The measured electrical conductivities are consistent with the electric currents detected at the micro/nanoscale. Full article

This study investigated the characteristics and interrelationships of polycyclic aromatic hydrocarbons (PAHs), phthalate esters (PAEs), and microbial communities in coastal river sediments and benthic mollusks collected from an e-waste recycling area in Taizhou, Zhejiang Province. In sediments, 16 PAHs and six PAEs were detected, with concentrations ranging from 2.66 to 379.99 μg/kg and 76.5 to 3426.57 μg/kg, respectively. Four-ring PAHs (particularly fluoranthene and pyrene) and Bis(2-ethylhexyl) phthalate (DEHP) were dominant, with DEHP posing a potential risk, especially at site 10, warranting further attention. In contrast, only eight PAHs and four PAEs were detected in mollusks, with concentrations of 60.14–523.10 μg/kg and 144.55–3005.71 μg/kg, respectively. Two-ring PAHs (particularly naphthalene) and Dibutyl phthalate (DBP) were dominant, likely derived directly from the overlying water. The PAHs in sediments primarily originated from fossil fuel combustion, biomass burning, and coal combustion, while PAEs were likely derived from the release of plastic waste from solid waste recycling. Lower concentrations and fewer PAH and PAE species were observed in the sediments near the ocean and at greater distances from the e-waste recycling sites. Significant differences were observed in microbial communities between sediment and mollusk samples. Dominant phyla shared by both sample types include proteobacteria, bacteroidetes, firmicutes, and acidobacteria. The concentration of low-ring PAHs was correlated with the microbial communities, particularly in mollusk samples. Relationships were also identified between microbial communities and DEHP concentrations in sediments or DBP concentrations in mollusks. Full article

The fluorescence properties of organic molecules are largely determined by molecular architecture, π-conjugation, and electronic substituent effects. In this study, three novel pyrene-chromone Schiff base derivatives were designed and synthesized to investigate substituent-driven modulation of photophysical behavior. The compounds were obtained via condensation of 1-aminopyrene with three different chromone-based aldehydes and fully characterized by FT-IR, ¹H-NMR, and mass spectrometry. The molecular design involves a donor-π-acceptor architecture: pyrene donates electrons, while the chromene moiety accepts them, enabling charge transfer upon excitation. UV-Vis and fluorescence spectroscopy revealed intense absorption in the 430–440 nm range and tunable emission in the 540–565 nm region, corresponding to large Stokes shifts (107–125 nm). Substituent effects significantly influenced optical band gaps and emission intensities, with the nitro-substituted derivative exhibiting a reduced band gap and pronounced fluorescence quenching due to enhanced intramolecular charge transfer. Concentration-dependent absorption studies demonstrated linear Beer–Lambert behavior, indicating the absence of aggregation within the investigated range. These results establish clear structure–property relationships in pyrene-chromene Schiff bases and highlight their potential as promising candidates for optoelectronic and fluorescence-based sensing applications. Full article

Chronic exposure to benzo[a]pyrene (BaP), a Group 1 IARC carcinogen, is a major driver of lung carcinogenesis; however, how sustained subcytotoxic exposure reprograms bronchial epithelium toward preneoplastic states remains poorly defined. Here, we subjected BEAS-2B human bronchial epithelial cells to 12 weeks of continuous BaP at environmentally relevant concentrations (0.1 and 1.0 µM) and interrogated the resulting phenotypes using an integrated multi-scale framework encompassing functional toxicology, RT-qPCR, RNA-seq, phospho-kinase/NF-κB arrays, and organotypic air–liquid interface (ALI) cultures. Cells maintained metabolic competence throughout, evidenced by sustained CYP1A1 and CYP1B1 induction at both acute (4 h) and chronic (12-week) timepoints, while accumulating genotoxic stress as demonstrated by dose-dependent nuclear γ-H2AX foci formation and ATM phosphorylation (Ser1981). RNA-seq revealed a dose-dependent transcriptional shift: 0.1 µM BaP yielded 119 differentially expressed genes (DEGs; |log2FC| ≥ 1, FDR < 0.05), whereas 1.0 µM generated 255 DEGs. Downregulated transcripts were enriched for extracellular matrix and cell-adhesion programs (COL14A1, ADAMTS2, CSMD3, CADM3), while upregulated genes encompassed inflammatory, calcium-signaling, and vesicle-trafficking modules (NFATC4, CSF2RA, SYT1, PCLO). Phospho-kinase/NF-κB arrays confirmed a p53/NF-κB signaling nexus, with concurrent activation of MAPK/ERK (Thr202/Tyr204) and PI3K/Akt (Ser473) pathways. Despite persistent genotoxic stress, cells did not acquire anchorage-independent growth and remained non-tumorigenic in vivo. Critically, ALI organotypic cultures derived from BaP-exposed cells exhibited histological dysplasia, nuclear pleomorphism, and disrupted apical-basal polarity. These findings mechanistically link chronic BaP exposure to an initiation-like preneoplastic state and establish a validated 2D/3D multi-omics platform for PAH-driven lung carcinogenesis research. Full article

We present a modular building block strategy for synthesizing phosphonated polyaromatic systems as an alternative to the conventional late-stage phosphonation of prefabricated aromatic scaffolds, which often requires harsh conditions and has limited tolerance for functional groups. A monophosphonated biphenyl building block was obtained via nickel-catalyzed phosphonation of dibromobiphenyl at 170 °C for three hours. This synthesis is more economical and milder than typical high-temperature palladium systems. In parallel, a borated pyrene derivative was prepared by Suzuki–Miyaura borylation. The final palladium-catalyzed Suzuki cross-coupling reaction produced the target compound, octaethyl(pyrene-tetrakis(biphenyl))tetrakis(phosphonate), Et₈-PyTPPE. Single-crystal X-ray diffraction reveals a centrosymmetric molecule that crystallizes in the triclinic space group P–1, with the inversion center located at the central C–C bond of the pyrene core. The pyrene unit is essentially planar, while the biphenylphosphonate arms are highly twisted relative to the core and to each other. The crystal packing is dominated by weak intermolecular interactions, and no significant π–π stacking is observed. Hirshfeld surface analysis shows that H···H (60.5%) and C···H (22.5%) contacts predominate, while O···H interactions (14.4%) with phosphoryl oxygen atoms represent the most relevant directed contacts. From photophysical investigations, Et₈-PyTPPE exhibits blue fluorescence (λ_em. = 452 nm) in solution and aggregation-induced red-shifted emission with nanosecond lifetimes in the solid state, confirming purely fluorescent behavior. Full article

This study explores the potential of two marine-derived bacteria, Cytobacillus kochii and Marinobacter, through in silico analysis of their catechol 2,3-dioxygenase (C23O) enzymes. Molecular docking simulations were conducted using AutoDock Vina to assess the binding interactions between C23O enzymes and ten hydrocarbon pollutants, including monocyclic and polycyclic aromatic hydrocarbons (PAHs). Binding affinities ranged from −4 to −8.7 kcal/mol for Cytobacillus kochii, with the highest affinity observed for fluoranthene (−8.7 kcal/mol), followed by pyrene (−8.5 kcal/mol) and phenanthrene (−8.2 kcal/mol). In comparison, Marinobacter’s C23O showed binding affinities between −4.1 and −8 kcal/mol, with fluoranthene (−8 kcal/mol) and phenanthrene (−7.9 kcal/mol) being top performers. Despite slightly lower affinity, Marinobacter exhibits superior environmental resilience under high salinity and temperature, making it valuable for application in fluctuating marine conditions. Structural interaction analysis revealed consistent pi-pi stacking and hydrogen bonding within the active sites, further supporting enzyme–substrate compatibility. These computational findings underscore Cytobacillus kochii ’s superior catalytic potential and Marinobacter’s ecological robustness. The integration of both strains into a microbial consortium offers a promising synergistic approach, combining enzymatic efficiency and environmental adaptability for effective hydrocarbon degradation. While these computational assessments offer valuable predictive insights, further validation through in vitro and in vivo experiments would be beneficial to determine the actual hydrocarbon degradation efficiencies. Full article

Environmental stressors such as pollution and ultraviolet (UV) radiation contribute significantly to skin aging and skin photo-aging, alongside intrinsic chronological factors. Recent insights into longevity science have emphasized mitochondrial health, proteostasis, and autophagic balance as critical processes for maintaining skin integrity. This study investigates the protective potential of a natural product, Rose-derived PolyDeoxyRiboNucleotide (PDRN), against mitochondrial dysfunction and dysregulated autophagy in primary human keratinocytes subjected to environmental stress (benzo-a-pyrene and UV-A). PDRN was evaluated at 0.1%, 0.05%, and 0.01% concentrations. Mitochondrial function was assessed through membrane polarization, ATP/ADP ratio, Complex V (CV-ATP5A) levels, and citrate synthase levels. LAMP2A levels were quantified to evaluate the autophagic pathway. Complementary analyses were performed on ex vivo human skin explants, evaluating oxidative protein damage (carbonylation), Collagen I/III integrity, MMP1 and IL1a levels, and mitophagy markers (PINK1, PARK2). The results confirm significant protection of mitochondrial function, attenuation of oxidative stress, and modulation of autophagy-related pathways by PDRN across all models tested. These findings underscore the capacity of this novel natural product, a plant-derived PDRN, to mitigate environmental skin aging (and photo-aging) through mitochondrial maintenance and proteostasis regulation, positioning Rose-PDRN as a key active ingredient for dermocosmetic formulations targeting skin longevity biomarkers. Full article

A novel fluorescent probe (PYB) for selective and sensitive detection of Cu²⁺ ions was rationally designed and synthesized via a multi-step organic reaction using pyrene as the fluorophore and salicylaldehyde-diethylenetriamine Schiff base as the recognition moiety. The structural characterization of PYB was confirmed by ¹H NMR, ¹³C NMR, and high-resolution mass spectrometry (HRMS). Photophysical properties investigation revealed that the probe exhibited strong fluorescence emission at 362 nm in DMF/HEPES-NaOH buffer solution (v:v = 1:1, pH 7.4), which underwent a significant fluorescence quenching response (quenching efficiency up to 77%) upon the addition of Cu²⁺, attributed to the formation of a 1:1 PYB-Cu²⁺ complex (binding constant K = 799.65 M⁻¹). The probe showed excellent selectivity for Cu²⁺ over other common metal ions (Ba²⁺, Na⁺, Mg²⁺, Zn²⁺, Cd²⁺, Ca²⁺, Mn²⁺, Pb²⁺, Hg²⁺, Fe³⁺, Co²⁺), with a low detection limit of 8.35 × 10⁻⁷ M, which is well below the maximum allowable concentration of Cu²⁺ in drinking water specified by the World Health Organization (WHO). Furthermore, a portable fluorescent test strip based on PYB was successfully fabricated, enabling rapid and visual detection of Cu²⁺ under UV light. Fluorescence imaging experiments in living HepG2 cells demonstrated that PYB could penetrate cell membranes efficiently and realize the intracellular detection of exogenous Cu²⁺. These results collectively indicate that PYB holds great potential as a practical tool for Cu²⁺ detection in environmental monitoring, food safety, and biological systems. Full article

This study explored the potential of bacterial consortia to remediate real diesel-contaminated agricultural soils. Two consortia were tested: a native consortium isolated from contaminated soil and an exogenous consortium derived from vermicompost. Bacterial communities (consortia and soils) were characterized through high-throughput sequencing. Within 30 days, total petroleum hydrocarbons (TPH) were removed most efficiently by bioaugmentation with the native consortium (53.32%), followed by the exogenous vermicompost consortium (47.14%) and the indigenous microbiota (42.52%). Gas chromatography confirmed the reduction of polycyclic aromatic hydrocarbons (PAHs) with 2–5 rings; however, terphenyl, chrysene, and pyrene persisted. The highest TPH biodegradation rate was observed in the treatment inoculated with the native consortium (208.5 mg/kg per day), followed by the treatment with indigenous microbiota (181.8 mg/kg per day) and the exogenous consortium (161.9 mg/kg per day). Furthermore, hydrocarbon-degrading bacterial populations increased significantly during the first week but declined after day 21, showing a negative correlation with TPH concentrations across all treatments, indicating that the highest bacterial activity and degradation occurred during the first 14 days. Taxonomic analysis identified Actinobacteria as the most abundant phylum in the initial soil, whereas Proteobacteria dominated both the consortia and the bioremediated soils. Significant differences in community structure and composition were observed between the consortia according to their origin, influencing removal efficiency. Dominant genera shifted from Nocardioides and Streptomyces in untreated soil to Pseudomonas, Sphingobium, and Pseudoxanthomonas following biological treatments, while Nocardia, Rhodococcus, and Bacillus remained nearly constant. These findings underscore the effectiveness of adapted bacterial consortia in restoring real diesel-contaminated agricultural soils and highlight potential microbial succession patterns associated with biodegradation and soil ecological recovery. Full article

This study reports the construction and validation of a CAFLUX (Chemically Activated Fluorescent Expression) HepG2 reporter cell line engineered to express a histone H2B–green fluorescent protein (H2B–GFP) fusion protein under the control of a dioxin-responsive cytochrome P450 1A1 (CYP1A1) promoter. A lentiviral construct containing a synthetic promoter with multiple dioxin-responsive elements (DREs) upstream of the H2B–EGFP coding sequence was cloned into the pFUGW vector, packaged in human embryonic kidney (HEK) 293FT cells, and used to transduce HepG2 hepatocellular carcinoma cells. Stable clones obtained by limiting dilution were screened for GFP expression in response to 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD). The resulting CAFLUX HepG2 cells exhibited dose-dependent nuclear GFP fluorescence when exposed to aryl hydrocarbon receptor (AhR) agonists, with limits of detection of approximately 0.01 pM for TCDD and 0.1 pM for benzo[a]pyrene (B[a]P), a polycyclic aromatic hydrocarbon (PAH). This reporter activity correlated with endogenous CYP1A1 mRNA expression as determined by quantitative polymerase chain reaction (qPCR), confirming that GFP signals reflected native transcriptional responses. In functional assays, curcumin suppressed GFP expression in a concentration-dependent manner and induced apoptotic morphology at higher doses, while extracellular vesicles (EVs) derived from adipose-derived stem cells (ADSCs) significantly reduced both GFP fluorescence and CYP1A1 mRNA levels, suggesting an inhibitory effect on AhR-driven transcription. The CAFLUX HepG2 reporter system therefore provides a sensitive and reproducible platform for real-time, nuclear-localized monitoring of AhR-mediated gene expression. Its responsiveness to both agonists and antagonists underscores its potential utility in toxicological evaluation, drug discovery, and the investigation of EV-mediated signaling in liver cancer models. Full article

Ultrafine particles (UFPs) containing polycyclic aromatic hydrocarbons (PAHs) benzo[a]pyrene (BaP), are linked to pollution-induced health concerns, with skin being highly susceptible to contamination. Understanding the metabolic fate of these environmental pollutants in the skin is crucial. Moreover, traditional in vitro models often lack metabolic competency, while animal testing raises ethical concerns. This study introduces a novel approach combining stable isotope labeling (SIL) and liquid chromatography–high-resolution mass spectrometry (LC-HRMS) to investigate BaP metabolism. The physiologically relevant 3D reconstructed human epidermis (RHE) model was used. RHE models were exposed to BaP and deuterium-labeled BaP (BaP-d12). These analyses, followed by data analysis incorporating stable isotope filtering, revealed the presence of five distinct BaP phase I metabolites, including mono-hydroxylated, dihydroxylated, and quinone derivatives. This study demonstrates the power of coupling stable isotope labeling with LC-HRMS for the comprehensive characterization of BaP metabolic pathways in human skin. The identification of specific metabolites enhances our understanding of BaP detoxification mechanisms and their potential adverse effects. This analytical approach holds promise for investigating the metabolic fate of various other environmental pollutants. Full article

High-molecular-weight polycyclic aromatic hydrocarbons (PAHs), such as pyrene, are persistent environmental pollutants that threaten soil health and agricultural productivity due to their resistance to degradation. This study evaluated the efficacy of domesticated bacteria isolated from contaminated farmland soil and activated sludge, used alone and in combination with corn (Zea mays L.), to remove pyrene from soil, enhance plant growth, improve tolerance, and ensure crop safety. Six bacterial strains were isolated: three from polluted farmland soil (WB1, WB2, and WF2) and three from activated sludge (WNB, WNC, and WH2). High-throughput 16S rRNA amplicon sequencing profiled bacterial communities after 30 days of treatment. Analytical tools, including LEfSe, random forest, and ZiPi analyses, identified biomarkers and core bacteria associated with pyrene degradation, assessing their correlations with plant growth, tolerance, and pyrene accumulation in corn straw. Bacteria from activated sludge (WNB, WNC, and WH2) outperformed farmland soil-derived strains and the inoculant strain ETN19, with WH2 and WNC achieving 65.06% and 87.69% pyrene degradation by days 15 and 30, respectively. The corn–bacteria consortium achieved up to 97% degradation. Activated sewage sludge (ASS)-derived bacteria were more effective at degrading pyrene and enhancing microbial activity, while soil-derived bacteria better promoted plant growth and reduced pyrene accumulation in straw. Microbial communities, dominated by Proteobacteria, exhibited high species richness and resilience, contributing to xenobiotic degradation. The corn-domesticated bacteria consortia effectively degraded pyrene, promoted plant growth, and minimized pollutant accumulation in crops. This remediation technology offers a promising strategy for rapid and sustainable bioremediation of agricultural soils contaminated with organic compounds such as PAHs or other complex pollutants, while promoting the development of efficient bacterial communities that enhance crop growth. Full article