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323
result(s) for
"Azo Compounds - toxicity"
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A user-friendly herbicide derived from photo-responsive supramolecular vesicles
2018
Paraquat, as one of the most widely used herbicides globally, is highly toxic to humans, and chronic exposure and acute ingestion leads to high morbidity and mortality rates. Here, we report user-friendly, photo-responsive paraquat-loaded supramolecular vesicles, prepared via one-pot self-assembly of amphiphilic, ternary host-guest complexes between cucurbit[8]uril, paraquat, and an azobenzene derivative. In this vesicle formulation, paraquat is only released upon UV or sunlight irradiation that converts the azobenzene derivative from its
trans
- to its
cis
- form, which in turn dissociates the ternary host-guest complexations and the vesicles. The cytotoxicity evaluation of this vesicle formulation of paraquat on in vitro cell models, in vivo zebrafish models, and mouse models demonstrates an enhanced safety profile. Additionally, the PQ-loaded vesicles’ herbicidal activity against a model of invasive weed is nearly identical to that of free paraquat under natural sunlight. This study provides a safe yet effective herbicide formulation.
Paraquat is a widely used herbicide that is highly toxic to humans upon acute ingestion or chronic exposure. Here, the authors generate a photosensitive formulation that releases paraquat upon exposure to UV light or sunlight, which shows an improved safety profile in zebrafish and mouse models, while maintaining substantial herbicidal activity.
Journal Article
Simultaneous bioremediation of cationic copper ions and anionic methyl orange azo dye by brown marine alga Fucus vesiculosus
by
Hamouda, Ragaa A.
,
Saddiq, Amna A.
,
Alkinani, Monagi H.
in
631/326/171
,
631/326/2522
,
631/61/168
2021
Textile wastewater contains large quantities of azo dyes mixed with various contaminants especially heavy metal ions. The discharge of effluents containing methyl orange (MO) dye and Cu
2+
ions into water is harmful because they have severe toxic effects to humans and the aquatic ecosystem. The dried algal biomass was used as a sustainable, cost-effective and eco-friendly for the treatment of the textile wastewater. Box–Behnken design (BBD) was used to identify the most significant factors for achieving maximum biosorption of Cu
2+
and MO from aqueous solutions using marine alga
Fucus vesiculosus
biomass. The experimental results indicated that 3 g/L of
F. vesiculosus
biomass was capable of removing 92.76% of copper and 50.27% of MO simultaneously from aqueous solution using MO (60 mg/L), copper (200 mg/L) at pH 7 within 60 min with agitation at 200 rpm. The dry biomass was also investigated using SEM, EDS, and FTIR before and after MO and copper biosorption. FTIR, EDS and SEM analyses revealed obvious changes in the characteristics of the algal biomass as a result of the biosorption process. The dry biomass of
F. vesiculosus
can eliminate MO and copper ions from aquatic effluents in a feasible and efficient method.
Journal Article
Solvent polarity effect on photophysical properties of some aromatic azo dyes with focus on tautomeric and toxicity competition
2025
Edible dyes have become an essential part of modern life, widely appreciated for their safety and effectiveness in food coloring. Given the fundamental role of hydrogen bonding in chemical and biological systems, this study explores the photophysical properties of three commonly used aromatic azo food dyes–Ponceau 4R, Sunset Yellow, and Tartrazine–across both isotropic solvents and anisotropic environments. To better understand their environmental interactions in ground and excited states, the influence of media polarity on these dyes was also explored. The study further evaluated the applicability of the Kamlet–Abboud–Taft polarity scale in capturing these effects. The results highlight the crucial role of hydrogen bonding in facilitating azo-hydrazone tautomerization and enhancing structural resonance. Additionally, the toxicity of these dyes on kidney cells was assessed using the MTT assay, revealing that Ponceau 4R exhibits notable toxicity, primarily due to solute–solvent interactions. Notably, the hydrazone tautomeric form was identified as the predominant species in this dye.
Journal Article
Decolorization and Detoxification of Azo and Triphenylmethane Dyes Damaging Human Health by Crude Laccase from White-Rot Fungus Pleurotus ostreatus Yang1 and Molecular Docking Between Laccase and Structurally Diverse Dyes
by
Li, Qingchen
,
Feng, Yuguo
,
Kang, Linman
in
Azo Compounds - chemistry
,
Azo Compounds - metabolism
,
Azo Compounds - toxicity
2025
This study systematically investigated the decolorization efficacy and detoxification effect of crude laccase derived from Pleurotus ostreatus yang1 on azo and triphenylmethane dyes. This research encompassed decolorization efficiencies for 15 dyes (7 azo dyes and 8 triphenylmethane dyes), time course decolorization kinetics, and detoxification assessment using rice (Oryza sativa) and wheat (Triticum aestivum) seed germination as phytotoxicity indicators for both single-dye and mixed-dye systems. Molecular docking was employed to elucidate the laccase–dye interaction mechanisms. The results demonstrated that crude laccase from Pleurotus ostreatus yang1 exhibited significant decolorization efficiency and effective detoxification capacity toward both azo dyes and triphenylmethane dyes. It also displayed considerable decolorization efficiency for mixtures of azo and triphenylmethane dyes (mixture of two types of dyes), along with strong detoxification capability against the phytotoxicity of mixed dyes. Crude laccase showed robust continuous batch decolorization capability for azo dyes Alpha-naphthol Orange (α-NO) and Mordant Blue 13 (MB13). Similarly, it achieved high continuous batch decolorization efficiency for triphenylmethane dyes (e.g., Cresol Red, Acid Green 50) while maintaining stable laccase activity throughout the decolorization process. Crude laccase demonstrated excellent reusability and sustainable degradation performance during the continuous batch decolorization. The decolorization of crude laccase could significantly reduce or completely eliminate the phytotoxicity of both single dyes and mixtures of two dyes (pairwise mixtures of different types of dyes, totaling 18 different combinations). The results of molecular docking between the laccase protein and structurally diverse dyes further elucidated the underlying causes and potential mechanisms for variations in the catalytic ability of laccase toward different structural dyes. In summary, crude laccase from Pleurotus ostreatus yang1 possessed great application value and potential for efficiently degrading and detoxifying dye pollutants of different structural types.
Journal Article
Treatment of a simulated textile wastewater containing the Reactive Orange 16 azo dye by a combination of ozonation and moving-bed biofilm reactor: evaluating the performance, toxicity, and oxidation by-products
by
Castro, Francine D.
,
Bassin, João Paulo
,
Dezotti, Márcia
in
Ammonium
,
AOPs: Recent Advances to Overcome Barriers in the Treatment of Water
,
Aquatic Pollution
2017
In this study, an aqueous solution containing the azo dye Reactive Orange 16 (RO16) was subjected to two sequential treatment processes, namely: ozonation and biological treatment in a moving-bed biofilm reactor (MBBR). The most appropriate ozonation pretreatment conditions for the biological process and the toxicity of the by-products resulting from RO16 ozone oxidation were evaluated. The results showed that more than 97 % of color removal from the dye solutions with RO16 concentrations ranging from 25 to 100 mg/L was observed in 5 min of ozone exposure. However, the maximum total organic carbon removal achieved by ozonation was only 48 %, indicating partial mineralization of the dye. Eleven intermediate organic compounds resulting from ozone treatment of RO16 solution were identified by LC/MS analyses at different contact times. The toxicity of the dye-containing solution decreased after 2 min of ozonation, but increased at longer contact times. The results further demonstrated that the ozonolysis products did not affect the performance of the subsequent MBBR, which achieved an average chemical oxygen demand (COD) and ammonium removal of 93 ± 1 and 97 ± 2 %, respectively. A second MBBR system fed with non-ozonated dye-containing wastewater was run in parallel for comparison purposes. This reactor also showed an appreciable COD (90 ± 1 %) and ammonium removal (97 ± 2 %), but was not effective in removing color, which remained practically invariable over the system. The use of short ozonation times (5 min) and a compact MBBR has shown to be effective for the treatment of the simulated textile wastewater containing the RO16 azo dye.
Journal Article
Multi-omics bioactivity profile-based chemical grouping and read-across: a case study with Daphnia magna and azo dyes
by
Sostare, Elena
,
Viant, Mark R
,
Barnett, Rosemary E
in
Aquatic organisms
,
Azo dyes
,
Biocompatibility
2024
Grouping/read-across is widely used for predicting the toxicity of data-poor target substance(s) using data-rich source substance(s). While the chemical industry and the regulators recognise its benefits, registration dossiers are often rejected due to weak analogue/category justifications based largely on the structural similarity of source and target substances. Here we demonstrate how multi-omics measurements can improve confidence in grouping via a statistical assessment of the similarity of molecular effects. Six azo dyes provided a pool of potential source substances to predict long-term toxicity to aquatic invertebrates (Daphnia magna) for the dye Disperse Yellow 3 (DY3) as the target substance. First, we assessed the structural similarities of the dyes, generating a grouping hypothesis with DY3 and two Sudan dyes within one group. Daphnia magna were exposed acutely to equi-effective doses of all seven dyes (each at 3 doses and 3 time points), transcriptomics and metabolomics data were generated from 760 samples. Multi-omics bioactivity profile-based grouping uniquely revealed that Sudan 1 (S1) is the most suitable analogue for read-across to DY3. Mapping ToxPrint structural fingerprints of the dyes onto the bioactivity profile-based grouping indicated an aromatic alcohol moiety could be responsible for this bioactivity similarity. The long-term reproductive toxicity to aquatic invertebrates of DY3 was predicted from S1 (21-day NOEC, 40 µg/L). This prediction was confirmed experimentally by measuring the toxicity of DY3 in D. magna. While limitations of this ‘omics approach are identified, the study illustrates an effective statistical approach for building chemical groups.
Journal Article
Efficient Decolorization of the Poly-Azo Dye Sirius Grey by Coriolopsis gallica Laccase-Mediator System: Process Optimization and Toxicity Assessment
by
Benali, Jihen
,
Hadrich, Bilel
,
Mechichi, Tahar
in
1-hydroxybenzotriazole
,
Azo Compounds - toxicity
,
azo dyes
2024
The textile industry produces high volumes of colored effluents that require multiple treatments to remove non-adsorbed dyes, which could be recalcitrant due to their complex chemical structure. Most of the studies have dealt with the biodegradation of mono or diazo dyes but rarely with poly-azo dyes. Therefore, the aim of this paper was to study the biodegradation of a four azo-bond dye (Sirius grey) and to optimize its decolorization conditions. Laccase-containing cell-free supernatant from the culture of a newly isolated fungal strain, Coriolopsis gallica strain BS9 was used in the presence of 1-hydroxybenzotriazol (HBT) to optimize the dye decolorization conditions. A Box–Benken design with four factors, namely pH, enzyme concentration, HBT concentration, and dye concentration, was performed to determine optimal conditions for the decolorization of Sirius grey. The optimal conditions were pH 5, 1 U/mL of laccase, 1 mM of HBT, and 50 mg/L of initial dye concentration, ensuring a decolorization yield and rate of 87.56% and 2.95%/min, respectively. The decolorized dye solution showed a decrease in its phytotoxicity (Germination index GI = 80%) compared to the non-treated solution (GI = 29%). This study suggests that the laccase-mediator system could be a promising alternative for dye removal from textile wastewater.
Journal Article
Exposure to the azo dye Direct blue 15 produces toxic effects on microalgae, cladocerans, and zebrafish embryos
2019
Aquatic pollution caused by dyes has increased together with the growth of activities using colorants such as the textile, leather, food, and agrochemicals industries. Because most popular azo dyes are synthesized from benzidine, a carcinogenic compound, a threat to aquatic biota could be expected. The use of single species for toxicity assessment provides limited data, so a battery of test organisms, including representatives of different trophic levels such as algae, zooplankters, and fish, could undoubtedly provide more information. Therefore, our study was aimed at evaluating the toxic effect of the azo dye Direct blue 15 (DB15) on a battery of bioassays using a primary producer (Pseudokirchneriella subcapitata), a primary consumer (Ceriodaphnia dubia), and a secondary consumer (Danio rerio). P. subcapitata was more sensitive to DB15 (IC50 = 15.99 mg L−1) than C. dubia (LC50: 450 mg L−1). In the algae exposed to DB15, chlorophyll-a and -b were significantly increased, and carotenoids were reduced. The concentrations of protein, carbohydrates, and lipids per cell in P. subcapitata exposed to all DB15 concentrations were significantly higher than that measured in control. At 25 mg L−1 of DB15, survival, total progeny, and the number of released clutches were significantly decreased, and the start of reproduction was delayed in C. dubia. DB15 did not induce lethal or sublethal effects in D. rerio embryos at any of the tested concentrations from 24 to 72 h post-fertilization (hpf), but from 96 to 144 hpf, the larvae exposed to 100 and 500 mg L−1 developed yolk sac edema, curved tail, and skeletal deformations. After 144 hpf, DB15 produced a significant increase in embryos without a heartbeat, as the concentration of dye raised. The textile-used, azo dye DB15, caused toxic effects of different magnitude on microalgae, cladocerans, and zebrafish embryos; for this reason, the discharge of this colorant into waterbodies should be regulated to prevent environmental impacts.
Journal Article
Textile azo dye, Sudan Black B, inducing hepatotoxicity demonstrated in in vivo zebrafish larval model
by
Arokiyaraj, Selvaraj
,
Madesh, Selvam
,
Ayub, Rashid
in
Apoptosis
,
Aquatic ecosystems
,
Aquatic life
2024
Environmental pollution, particularly from textile industry effluents, raises concerns globally. The aim of this study is to investigate the hepatotoxicity of Sudan Black B (SBB), a commonly used textile azo dye, on embryonic zebrafish. SBB exposure led to concentration-dependent mortality, reaching 100% at 0.8 mM, accompanied by growth retardation and diverse malformations in zebrafish. Biochemical marker analysis indicated adaptive responses to SBB, including increased SOD, CAT, NO, and LDH, alongside decreased GSH levels. Liver morphology analysis unveiled significant alterations, impacting metabolism and detoxification. Also, glucose level was declined and lipid level elevated in SBB-exposed in vivo zebrafish. Inflammatory gene expressions (TNF-α, IL-10, and INOS) showcased a complex regulatory interplay, suggesting an organismal attempt to counteract pro-inflammatory states during SBB exposure. The increased apoptosis revealed a robust hepatic cellular response due to SBB, aligning with observed liver tissue damage and inflammatory events. This multidimensional study highlights the intricate web of responses due to SBB exposure, which is emphasizing the need for comprehensive understanding and targeted mitigation strategies. The findings bear the implications for both aquatic ecosystems and potentially parallels to human health, underscoring the imperative for sustained research in this critical domain.
Journal Article
Biosorptive removal of acid orange 74 dye by HCl-pretreated Lemna sp
by
Uribe-Ramírez, Daniel
,
Cristiani-Urbina, Eliseo
,
Morales-Barrera, Liliana
in
Acid dyes
,
Acids
,
Adsorption
2020
Acid orange 74 (AO74) is a chromium-complex monoazo acid dye widely used in the textile industry. Due to being highly toxic and non-biodegradable, it must be removed from polluted water to protect the health of people and the environment. The aim of this study was two-fold: to evaluate the biosorption of AO74 from an aqueous solution by utilizing HCl-pretreated Lemna sp. (HPL), and to examine dye desorption from the plant material. The maximum capacity of AO74 biosorption (64.24 mg g-1) was reached after 4 h at the most adequate pH, which was 2. The biosorption capacity decreased 25% (to 48.18 mg g-1) during the second biosorption/desorption cycle and remained essentially unchanged during the third cycle. The pseudo-second-order kinetics model concurred well with the experimental results of assays involving various levels of pH in the eluent solution and distinct initial concentrations of AO74. NaOH (0.01 M) was the best eluent solution. The Toth isotherm model best described AO74 biosorption equilibrium data. FTIR analysis confirmed the crucial role of HPL proteins in AO74 biosorption. SEM-EDX and CLSM techniques verified the effective biosorption/desorption of the dye during the three cycles. Therefore, HPL has potential for the removal of AO74 dye from wastewaters.
Journal Article