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1.
Biochim Biophys Acta Biomembr ; 1866(5): 184320, 2024 Apr 06.
Artigo em Inglês | MEDLINE | ID: mdl-38583701

RESUMO

Ionic liquids (ILs) have recently gained significant attention in both the scientific community and industry, but there is a limited understanding of the potential risks they might pose to the environment and human health, including their potential to accumulate in organisms. While membrane and storage lipids have been considered as primary sorption phases driving bioaccumulation, in this study we used an in vitro tool known as solid-supported lipid membranes (SSLMs) to investigate the affinity of ILs to membrane lipid - phosphatidylcholine and compare the results with an existing in silico model. Our findings indicate that ILs may have a strong affinity for the lipids that form cell membranes, with the key factor being the length of the cation's side chain. For quaternary ammonium cations, increase in membrane affinity (logMA) was observed from 3.45 ± 0.06 at 10 carbon atoms in chain to 4.79 ± 0.06 at 14 carbon atoms. We also found that the anion can significantly affect the membrane partitioning of the cation, even though the anions themselves tend to have weaker interactions with phospholipids than the cations of ILs. For 1-methyl-3-octylimidazolium cation the presence of tricyanomethanide anion caused increase in logMA to 4.23 ± 0.06. Although some of our data proved to be consistent with predictions made by the COSMOmic model, there are also significant discrepancies. These results suggest that further research is needed to improve our understanding of the mechanisms and structure-activity relationships involved in ILs bioconcentration and to develop more accurate predictive models.

2.
Int J Biol Macromol ; 249: 125883, 2023 Sep 30.
Artigo em Inglês | MEDLINE | ID: mdl-37499721

RESUMO

Human serum albumin (HSA) effectively binds different types of low-molecular-weight compounds and thus enables their distribution in living organisms. Recently, it has been reported that the protein-ligand interactions play a crucial role in bioaccumulation processes and provide an important sorption phase, especially for ionogenic compounds. Therefore, the binding interactions of such compounds with proteins are the subject of an ongoing interest in environmental and life sciences. In this paper, the influence of some counter-ions, namely [B(CN)4]- and [C(CN)3]- on the affinity of the [IM1-12]+ towards HSA has been investigated and discussed based on experimental methods (isothermal titration calorimetry and steady-state fluorescence spectroscopy) and molecular dynamics-based computational approaches. Furthermore, the thermal stability of the resulting HSA/ligand complexes was assessed using DSC and CD spectroscopy. As an outcome of the work, it has been ascertained that the protein is able to bind simultaneously the ligands under study but in different regions of HSA. Thus, the presence in the system of [IM1-12]+ does not disturb the binding of [C(CN)3]- and [B(CN)4]-. The presented results provide important information on the presence of globular proteins and some ionogenic compounds in the distribution and bioaccumulation of ILs in the environment and living organisms.


Assuntos
Líquidos Iônicos , Albumina Sérica Humana , Humanos , Albumina Sérica Humana/química , Líquidos Iônicos/química , Ligantes , Sítios de Ligação , Dicroísmo Circular , Simulação de Acoplamento Molecular , Espectrometria de Fluorescência , Termodinâmica , Ligação Proteica
3.
Sci Total Environ ; 877: 162829, 2023 Jun 15.
Artigo em Inglês | MEDLINE | ID: mdl-36924950

RESUMO

An increase in the temperature and the acidification of the aquatic environment are among the many consequences of global warming. Climate change can also negatively affect aquatic organisms indirectly, by altering the toxicity of pollutants. Models of climate change impacts on the distribution, fate and ecotoxicity of persistent pollutants are now available. For pharmaceuticals, however, as new environmental pollutants, there are no predictions on this issue. Therefore, this paper organizes the existing knowledge on the effects of temperature, pH and both stressors combined on the toxicity of pharmaceuticals on aquatic organisms. Besides lethal toxicity, the molecular, physiological and behavioral biomarkers of sub-lethal stress were also assessed. Both acute and chronic toxicity, as well as bioaccumulation, were found to be affected. The direction and magnitude of these changes depend on the specific pharmaceutical, as well as the organism and conditions involved. Unfortunately, the response of organisms was enhanced by combined stressors. We compare the findings with those known for persistent organic pollutants, for which the pH has a relatively low effect on toxicity. The acid-base constant of molecules, as assumed, have an effect on the toxicity change with pH modulation. Studies with bivalves have been were overrepresented, while too little attention was paid to producers. Furthermore, the limited number of pharmaceuticals have been tested, and metabolites skipped altogether. Generally, the effects of warming and acidification were rather indicated than explored, and much more attention needs to be given to the ecotoxicology of pharmaceuticals in climate change conditions.


Assuntos
Poluentes Ambientais , Poluentes Químicos da Água , Mudança Climática , Organismos Aquáticos , Concentração de Íons de Hidrogênio , Preparações Farmacêuticas , Poluentes Químicos da Água/análise
4.
Chemosphere ; 310: 136868, 2023 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-36265709

RESUMO

Widespread use of the new generation neonicotinoids (NQs) results in their constant inflow to water bodies. Both their persistence in waters and mechanism of action similar to older compounds already banned in the EU raise concerns about potential ecotoxicological effects. Information about presence of the new NQs in the aquatic environment is still sparse, and the consequences for aquatic organisms remain mostly unknown, due to the lack of sensitive and selective analytical tools. Therefore, a method utilizing solid-phase extraction and liquid chromatography-tandem mass spectrometry (SPE-LC-MS/MS) has been developed and optimized, enabling the monitoring of EU-approved NQs: acetamiprid (ACT), sulfoxaflor (SFX) and flupyradifurone (FLU), and common NQ metabolite 6-chloronicotinoic acid (6-CNA) in surface waters. To optimize their extraction from natural water samples, the response surface methodology (RSM) was used. An increase in pH value favored higher absolute recoveries (AR) of ACT, SFX and FLU, while the opposite effect was observed for 6-CNA. Increasing water sample volume had adverse effect on the extraction of all compounds. The optimal conditions for simultaneous extraction of all compounds included the use of Oasis HLB sorbent, 200 mL of a water sample at pH of 4.6, and application of 0.3% HCOOH in acetonitrile as an eluent, allowing to obtain AR values above 80% in most cases. Further increase in pH value had positive impact on extraction effectiveness of ACT, SFX and FLU. The method was subjected to full matrix-matched validation and was proven to be fully reliable for the analysis of ACT, SFX and FLU, while the successful isolation of 6-CNA depends on the matrix composition. Finally, the method was applied to the analysis of NQs in surface water samples, proving its sensitivity and selectivity. It can be easily adapted as a tool for trace analysis of NQs and for NQ-associated risk assessment in aquatic ecosystems.


Assuntos
Espectrometria de Massas em Tandem , Poluentes Químicos da Água , Cromatografia Líquida/métodos , Espectrometria de Massas em Tandem/métodos , Neonicotinoides/análise , Ecossistema , Poluentes Químicos da Água/análise , Extração em Fase Sólida/métodos , Água/química , Cromatografia Líquida de Alta Pressão/métodos
5.
Sci Total Environ ; 858(Pt 1): 159388, 2023 Feb 01.
Artigo em Inglês | MEDLINE | ID: mdl-36240918

RESUMO

Although imidazolium ionic liquids (ILs) are beginning to be used more widely in many industrial fields e.g., as reaction media, electrolytes, stationary phases in gas chromatography), there is still little information about their potential environmental fate. Among the uncertainties regarding the risks associated with these compounds, bioconcentration is one of the key issues, about which many doubts have been raised in recent years. While in vitro data suggest that permanently charged compounds can also bioconcentrate, conclusive evidence in the form of studies on organisms, at least for selected compounds, is needed. Therefore, the main objective of this work was to determine whether imidazolium cations of ILs, namely 1-methyl-3-octylimidazolium ([IM18]+) and 1-methyl-3-dodecylimidazolium ([IM1-12]+), can bioconcentrate in marine invertebrates tissues. During 21-day experiments, Mytilus trossulus mussels were exposed to these cations individually, at a concentration of 10 µg/L. In our study, it has been demonstrated for the first time during in vivo study, that long-chain imidazolium ionic liquids can bioconcentrate. The determined BCF value for [IM1-12]+ of 21,901 ± 3400 L/kg makes this compound to be considered highly bioaccumulative according to commonly accepted criteria. However, the obtained BCF for [IM18]+ (with the value below 100) suggests that this cation has little potential for bioconcentration. On the other hand, no salinity or anion influence on the bioconcentration of the tested cations was observed. Our tests also confirm that imidazolium ILs exhibit acute toxicity only at relatively high concentration levels, as LC50 reached 0.68 mg/L for [IM1-12][Br], and 11.66 mg/L for [IM18][C(CN)3]. This further confirms that the risks associated with the potential presence of these compounds in the environment should be attributed to their high persistence and potential bioconcentration, rather than acute toxicity.


Assuntos
Líquidos Iônicos , Mytilus , Animais , Líquidos Iônicos/química , Bioacumulação , Alimentos Marinhos , Cátions
6.
Talanta ; 252: 123790, 2023 Jan 15.
Artigo em Inglês | MEDLINE | ID: mdl-36049337

RESUMO

Imidazolium ionic liquids (ILs) are chemical compounds beginning to be used on a mass scale. Although their presence in the environment is usually treated as only potential threat, there are already first evidences that this has become a real case. Taking into account their increasing use it might be expected that this problem will also increase in the nearest future. Given that some of the imidazolium cations exhibit high potential for bioconcentration, it is likely that they will accumulate in the tissues of wild organisms. Thus, there is no doubt that monitoring the presence of these compounds in organisms from potentially contaminated waters will be needed. Therefore, the aim of our study was to develop and fully validate a novel and reliable analytical procedure for the determination of the mixture of imidazolium ILs in Mytilus trossulus mussels. For this purpose, different extraction techniques were tested such as: microwave-assisted extraction (MAE), accelerated-solvent extraction (ASE) and bullet-blender homogenization (HOMO). Finally, the proposed procedure is based on the application of MAE technique for the extraction of imidazolium cations and SPE technique using Oasis HLB cartridges for the purification of the obtained extracts and LC-MS/MS technique with QqQ analyzer for their final determination. Absolute recoveries of the proposed analytical procedure reached 71-90%. The developed procedure is characterized with low limits of quantification, at 50-100 ng g-1 dry tissue and allows for reliable determination of trace amounts of the tested compounds in complex biological matrix. Matrix effects obtained for the optimized procedure ranged from 7.8 to 37.5%. As a result, this is the first study presenting the analytical procedure for the analysis of imidazolium ILs in aquatic animal tissues.


Assuntos
Líquidos Iônicos , Mytilus , Animais , Cromatografia Líquida/métodos , Espectrometria de Massas em Tandem/métodos , Mytilus/química , Micro-Ondas , Extração em Fase Sólida/métodos
7.
J Chromatogr A ; 1681: 463460, 2022 Oct 11.
Artigo em Inglês | MEDLINE | ID: mdl-36070641

RESUMO

Inherent in the use of almost any analytical technique is the need to improve the separation efficiency and extract purity. One possibility for enhancing analytical methods is the application of substances / materials that functionalize components of the separation system. They interact with the material to be modified, either permanently or temporarily. Typically, organic solvents or salts are used for this purpose. The ionic liquids (ILs) are salts that remain in the liquid phase at temperatures below 100 ℃, what gives them advantage compared to traditional modifiers. This paper presents the range of applications of ILs in functionalized materials in analytical chemistry, as presented in publications from the last five years. Several types of techniques in which ILs are used are presented (HPLC, GC, electrophoresis, supported liquid membranes, passive sampling, various modification of solid-phase extraction), along with most interesting exemplary studies. As expected, imidazolium ILs are most commonly used. The application of ILs for functionalization in analytical techniques is extremely useful, but the problem is their cost and the low recovery rate. However, the rapid development in this field of science and the promising results encourage further work on the issue of ILs in functionalized materials.


Assuntos
Líquidos Iônicos , Química Analítica , Cromatografia Líquida de Alta Pressão/métodos , Líquidos Iônicos/química , Sais , Solventes/química
8.
J Hazard Mater ; 437: 129353, 2022 09 05.
Artigo em Inglês | MEDLINE | ID: mdl-35738170

RESUMO

Ionic liquids (ILs) are considered to be very promising group of chemicals and the number of their potential applications is growing rapidly. However, while these compounds were originally proposed as a green alternative to classical solvents, there are certain doubts as to whether this classification is correct. Although in recent years there have been first reports published proving the presence of some ILs in the environment and even in human blood, at this point the scale of this possible problem is not yet fully understood. However, there is no doubt that as the number of ILs applications increases, analytical capabilities for rapid detection of possible environmental contamination should be also considered. Therefore, in this review paper, recent evidences for the ILs environmental contamination as well as analytical achievements related to the extraction of ILs from various environmental matrices have been summarized and important gaps and future perspectives have been pointed out. Based on the presented data it might be concluded that there is the urgent need for further development towards risk assessment of these potential environmental contaminants.


Assuntos
Poluentes Ambientais , Líquidos Iônicos , Poluentes Ambientais/análise , Humanos , Líquidos Iônicos/química , Líquidos Iônicos/toxicidade , Solventes/química
9.
Sci Total Environ ; 836: 155551, 2022 Aug 25.
Artigo em Inglês | MEDLINE | ID: mdl-35504373

RESUMO

Passive sampling is an interesting and cost-effective strategy for the quantification of micropollutants in the aquatic environment. When combined especially with a sensitive analytical method such as liquid chromatography coupled with triple quadrupole mass spectrometry (LC-MS/MS), the use of passive sampling devices (PSDs) enables long-term and reliable determination of a wide range of chemicals. In this study, carbon nanotubes (CNTs) were used as an innovative sorbent in POCIS-like samplers (Polar Organic Chemical Integrative Sampler). The developed CNTs-PSDs were calibrated by the flow-through method and the obtained sampling rates (Rs) of analytes were compared with the previously obtained Rs values using the semi-static method. Subsequently, passive samplers were placed in the Baltic Sea, the Nogat River, and the Sztumskie Pole Lake in order to sample and concentrate 28 chemical compounds belonging to the group of contaminants of emerging concern (CECs). For the first time, the effectiveness of the use of CNTs-PSDs in the field was proven by the quantification of carbamazepine, diclofenac, p-nitrophenol, bisphenol A, 3,5-dichlorophenol, 17-ß-estradiol, 17-α-ethinylestradiol and metoprolol in the tested surface waters. The obtained time-weighted average (TWA) concentrations of analytes ranged from 0.22 ± 0.12 ng/L (for metoprolol in the Nogat River) to 32.1 ± 2.4 ng/L (for bisphenol A in the Sztumskie Pole Lake). More importantly, CNTs-PSDs determined a greater amount of micropollutants than grab sampling and solid-phase extraction (SPE), which proves the advantage of passive sampling over grab sampling, especially when monitoring contaminants in the aquatic environment at low concentration levels.


Assuntos
Nanotubos de Carbono , Poluentes Químicos da Água , Cromatografia Líquida/métodos , Monitoramento Ambiental/métodos , Metoprolol , Nanotubos de Carbono/análise , Espectrometria de Massas em Tandem , Poluentes Químicos da Água/análise
10.
Sci Rep ; 12(1): 7354, 2022 05 05.
Artigo em Inglês | MEDLINE | ID: mdl-35513687

RESUMO

Doxycycline (DOX), an antibiotic commonly used in medicine and veterinary, is frequently detected in natural waterways. Exposition of bacteria to DOX residuals poses a selective pressure leading to a common occurrence of DOX-resistance genetic determinants among microorganisms, including virulent human pathogens. In view of diminishment of the available therapeutic options, we developed a continuous-flow reaction-discharge system generating pulse-modulated radio-frequency atmospheric pressure glow discharge (pm-rf-APGD) intended for DOX removal from liquid solutions. A Design of Experiment and a Response Surface Methodology were implemented in the optimisation procedure. The removal efficiency of DOX equalling 79 ± 4.5% and the resultant degradation products were identified by High-Performance Liquid Chromatography-Diode Array Detection, Liquid Chromatography Quadruple Time of Flight Mass Spectrometry, Ultraperformance Liquid Chromatography-Tandem Mass Spectrometry, total organic carbon, total nitrogen, Attenuated Total Reflectance Furrier Transform-Infrared, and UV/Vis-based methods. The pm-rf-APGD-treated DOX solution due to the generated Reactive Oxygen and Nitrogen Species either lost its antimicrobial properties towards Escherichia coli ATCC25922 or significantly decreased biocidal activities by 37% and 29% in relation to Staphylococcus haemolyticus ATCC29970 and Staphylococcus aureus ATCC25904, respectively. Future implementation of this efficient and eco-friendly antibiotic-degradation technology into wastewater purification systems is predicted.


Assuntos
Líquidos Corporais , Doxiciclina , Antibacterianos/farmacologia , Pressão Atmosférica , Doxiciclina/farmacologia , Escherichia coli , Humanos , Nitrogênio
11.
Biomed Chromatogr ; 36(5): e5346, 2022 May.
Artigo em Inglês | MEDLINE | ID: mdl-35066890

RESUMO

This paper presents the effect of insecticides on the composition of the surface compounds of one of the most harmful insects, Tenebrio molitor, by analysis using GC-MS. As a result of the use of insecticides, the composition of the chemical compounds on the surface of insects changes, depending on the insecticides used. The most numerous groups of the marked compounds were fatty acids, alkanes, esters and sterols. The content of the identified compounds in the larvae increased at both 24 and 48 h after the application of insecticides, in comparison with the control samples. The content of identified compounds in the samples taken from the females increased 24, 48 and 72 h after the application of insecticides in comparison with the control samples. By contrast, in samples prepared from males, the content of identified compounds decreased 24 h after the application of insecticides, compared with the control samples. The highest content of chemical compounds was for fatty acids and alkanes after the use of insecticides. The content of fatty acids after the application of the insecticide with deltamethrin was 62.1 ± 3.3-466.9 ± 5.9 µg/g, and after the application of the insecticide with cyfluthrin was 49.9 ± 1.9-458.3 ± 4.2 µg/g. However, the content of alkanes after the use of deltamethrin was 115.6 ± 4.2-4672.0 ± 32.1 µg/g, and after the use of cyfluthrin was 189.4 ± 3.8-3975.0 ± 10.2 µg/g.


Assuntos
Inseticidas , Piretrinas , Tenebrio , Alcanos/farmacologia , Animais , Ácidos Graxos/farmacologia , Feminino , Inseticidas/farmacologia , Larva , Masculino , Nitrilas
12.
Environ Sci Pollut Res Int ; 29(18): 26977-26991, 2022 Apr.
Artigo em Inglês | MEDLINE | ID: mdl-34907475

RESUMO

As the knowledge on the joint effects of pharmaceuticals towards different non-target organisms is still limited, the aim of our study was to evaluate the toxicity of mixtures of pharmaceuticals, as well as their baseline toxicity towards three selected organisms, namely the bioluminescent bacteria Aliivibrio fischeri, the crustacean Daphnia magna, and the duckweed Lemna minor. Different mixtures composed of three up to five pharmaceuticals having the same or different mechanisms of action in terms of their therapeutic activity (non-steroidal anti-inflammatory drugs, opioid analgesic, antibacterial and anti-epileptic drugs) were investigated. The observed EC50s were compared with those predicted using the concentration addition (CA) and independent action (IA) models. In general, the EC50 values for mixtures predicted with the CA model were lower than those obtained with the IA model, although, in some cases, test predictions of these two models were almost identical. Most of the experimentally determined EC50 values for the specific mixtures were slightly higher than those predicted with the CA model; hence, a less than additive effect was noted. Based on the obtained results, it might be concluded that the CA model assumes the worst-case scenario and gives overall closer predictions; therefore, it should be recommended also for modeling the mixture toxicity of pharmaceuticals with different modes of action.


Assuntos
Araceae , Poluentes Químicos da Água , Aliivibrio fischeri , Animais , Daphnia , Preparações Farmacêuticas , Poluentes Químicos da Água/toxicidade
13.
Crit Rev Anal Chem ; 52(6): 1386-1407, 2022.
Artigo em Inglês | MEDLINE | ID: mdl-33673780

RESUMO

This review starts with a presentation of the theory of kinetic uptake by passive sampling (PS), which is traditionally used to distinguish between integrative and equilibrium samplers. Demonstrated limitations of this model for the passive sampling of pharmaceuticals from water were presented. Most notably, the contribution of the protective membrane in the resistance to mass transfer of lipophilic analytes and the well documented effect of external parameters on sampling rates contributed to the greatest uncertainty in PS application. The diffusion gradient in thin layer (DGT) technique seems to reduce the effect of external parameters (e.g., flow rate) to some degree. The laboratory-determined integrative uptake periods over defined sampler deployments was compared, and the discrepancy found suggests that the most popular Polar Organic Chemical Integrative Sampler (POCIS) could in some cases utilized as an equilibrium sampler. This assertion is supported by own calculations for three pharmaceuticals with extremely different lipophilic characters. Finally, the reasons performance reference compounds (PRCs) are not recommended for the reduction in uncertainty of the TWAC found by adsorptive samplers were presented. It was concluded that techniques of passive sampling of pharmaceuticals need a new uptake model to fit the current situation.


Assuntos
Poluentes Químicos da Água , Monitoramento Ambiental/métodos , Cinética , Compostos Orgânicos/química , Preparações Farmacêuticas , Água , Poluentes Químicos da Água/análise
14.
Sci Total Environ ; 802: 149916, 2022 Jan 01.
Artigo em Inglês | MEDLINE | ID: mdl-34525754

RESUMO

Nowadays, a huge scientific attention is being paid to the chemicals of emerging concern, which may pose a significant risk to the human and whole ecosystems. Among them, residues of pharmaceuticals are a widely investigated group of chemicals. In recent years it has been repeatedly demonstrated that pharmaceuticals are present in the environment and that some of them can be toxic to organisms as well as accumulate in their tissues. However, even though the knowledge of the presence, fate and possible threats posed by the parent forms of pharmaceuticals is quite extensive, their transformation products (TPs) have been disregarded for long time. Since last few years, this aspect has gained more scientific attention and recently published papers proved their common presence in the environment. Also the interest in terms of their toxicity, bioconcentration and stability in the environment has increased. Therefore, the aim of our paper was to revise and assess the current state of knowledge on the fate and effects resulting from the presence of the pharmaceuticals' transformation drugs in the environment. This review discusses the metabolites of compounds belonging to six major pharmaceutical groups: SSRIs, anticancer drugs, antibiotics, antihistamines, NSAIDs and opioids, additionally discussing other individual compounds for which literature data exist. The data presented in this paper prove that some TPs may be as harmful as their native forms, however for many groups of drugs this data is still insufficient to assess the risk posed by their presence in the environment.


Assuntos
Preparações Farmacêuticas , Poluentes Químicos da Água , Anti-Inflamatórios não Esteroides , Bioacumulação , Ecossistema , Humanos , Poluentes Químicos da Água/análise
15.
Molecules ; 26(22)2021 Nov 18.
Artigo em Inglês | MEDLINE | ID: mdl-34834057

RESUMO

Phthalic acid esters (PAEs) have a negative impact on living organisms in the environment, therefore, are among the group of Endocrine Disrupting Compounds (ECDs). Unfortunately, conventional methods used in municipal wastewater treatment plants (MWWTPs) are not designed to eliminate PAEs. For this reason, the development of cheap and simple but very effective techniques for the removal of such residues from wastewater is crucial. The main aim of this study was the evaluation of the removal of six selected PAEs: diethyl phthalate (DEP), di-n-octyl phthalate (DOP), di-n-butyl phthalate (DBP), benzyl butyl phthalate (BBP), bis(2-ethylhexyl) phthalate (DEHP) and dimethyl phthalate (DMP), in real MWWTPs supported by constructed wetlands (MWWTP-CW system). For the first time, the possibility of using three new plants for this purpose, Cyperus papyrus (papyrus), Lysimachia nemorum (yellow pimpernel) and Euonymus europaeus (European spindle), has been presented. For determining the target PAEs in wastewater samples, a method of SPE (Solid-Phase Extraction)-GC-MS(SIM) was developed and validated, and for plant materials, a method of UAE (Ultrasound-Assisted Extraction)-SPE-GC-MS(SIM) was proposed. The obtained data showed that the application of the MWWTP-CW system allows a significant increase in the removal of DEP, DBP, BBP and DEHP from the wastewater stream. Euonymus europaeus was the most effective among the tested plant species for the uptake of analytes (8938 ng × g-1 dry weight), thus, this plant was found to be optimal for supporting conventional MWWTPs.


Assuntos
Ácidos Ftálicos/isolamento & purificação , Poluentes Químicos da Água/isolamento & purificação , Purificação da Água/métodos , Ésteres/isolamento & purificação
16.
Chem Rev ; 121(21): 13132-13173, 2021 11 10.
Artigo em Inglês | MEDLINE | ID: mdl-34523909

RESUMO

The tailorable and often unique properties of ionic liquids (ILs) drive their implementation into a broad variety of seminal technologies. The modular design of ILs allows in this context a proactive selection of structures that favor environmental sustainability─ideally without compromising their technological performance. To achieve this objective, the whole life cycle must be taken into account and various aspects considered simultaneously. In this review, we discuss how the structural design of ILs affects their environmental impacts throughout all stages of their life cycles and scrutinize the available data in order to point out knowledge gaps that need further research activities. The design of more sustainable ILs starts with the selection of the most beneficial precursors and synthesis routes, takes their technical properties and application specific performance into due account, and considers its environmental fate particularly in terms of their (eco)toxicity, biotic and abiotic degradability, mobility, and bioaccumulation potential. Special emphasis is placed on reported structure-activity relationships and suggested mechanisms on a molecular level that might rationalize the empirically found design criteria.


Assuntos
Líquidos Iônicos , Líquidos Iônicos/química , Relação Estrutura-Atividade
18.
Environ Sci Pollut Res Int ; 28(41): 57939-57951, 2021 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-34105071

RESUMO

Due to the genotoxic, carcinogenic and teratogenic mechanism of action, anticancer drugs are highly hazardous compounds. Their occurrence, fate, and effects in the environment have not been systematically studied as compared to other medicaments. Therefore, reliable data, including their stability and persistency, is required in order to assess it. Taking into account, that hydrolysis is one of the most important factors regarding stability of chemicals in water, the aim of our study was to investigate the hydrolytic stability of five commonly used anticancer drugs (ifosfamide, cyclophosphamide, 5-fluorouracil, imatinib, and methotrexate) and one metabolite (7-hydroxymethotrexate), as the systematized and coherent data available is limited. The hydrolysis studies have been prepared according to the OECD 111 procedure to obtain standardized and comparable results. The preliminary tests at pH 4, 7, and 9 and 50 °C show that only cyclophosphamide and ifosfamide are unstable, whereas the estimated t1/2 at 25 °C is >1 year for other investigated compounds. Moreover, much more detailed experiments were performed and indicate that at environmentally relevant temperatures, cyclophosphamide, and ifosfamide would be quite persistent in the terms of hydrolytic stability. Moreover, the preliminary investigation on the hydrolysis products was performed.


Assuntos
Antineoplásicos , Ciclofosfamida , Hidrólise , Ifosfamida , Mesilato de Imatinib
19.
Sci Total Environ ; 791: 148251, 2021 Oct 15.
Artigo em Inglês | MEDLINE | ID: mdl-34139498

RESUMO

The presence of the non-steroidal anti-inflammatory drugs (NSAIDs) in the environment is a fact, and aquatic and soil organisms are chronically exposed to trace levels of these emerging pollutants. This review presents the current state of knowledge on the metabolic pathways of NSAIDs in organisms at various levels of biological organisation. More than 150 publications dealing with target or non-target analysis of selected NSAIDs (mainly diclofenac, ibuprofen, and naproxen) were collected. The metabolites of phase I and phase II are presented. The similarity of NSAIDs metabolism to that in mammals was observed in bacteria, microalgae, fungi, higher plants, invertebrates, and vertebrates. The differences, such as newly detected metabolites, the extracellular metabolism observed in bacteria and fungi, or phase III metabolism in plants, are highlighted. Metabolites detected in plants (conjugates with sugars and amino acids) but not found in any other organisms are described. Selected, in-depth studies with isolated bacterial strains showed the possibility of transforming NSAIDs into assimilable carbon sources. It has been found that some of the metabolites show higher toxicity than their parent forms. The presence of metabolites of NSAIDs in the environment is the cumulative effect of their introduction with wastewaters, their formation in wastewater treatment plants, and their transformation by non-target wild-living organisms.


Assuntos
Anti-Inflamatórios não Esteroides , Preparações Farmacêuticas , Animais , Diclofenaco , Ibuprofeno , Naproxeno
20.
Molecules ; 26(6)2021 Mar 17.
Artigo em Inglês | MEDLINE | ID: mdl-33802784

RESUMO

Nowadays anticancer drugs (ADs), like other pharmaceuticals, are recognized as new emerging pollutants, meaning that they are not commonly monitored in the environment; however, they have great potential to enter the environment and cause adverse effects there. The current scientific literature highlights the problem of their presence in the aquatic environment by publishing more and more results on their analytics and ecotoxicological evaluation. In order to properly assess the risk associated with the presence of ADs in the environment, it is also necessary to investigate the processes that are important in understanding the environmental fate of these compounds. However, the state of knowledge on mobility of ADs in the environment is still very limited. Therefore, the main aim of our study was to investigate the sorption potential of two anticancer drugs, 5-fluorouracil (5-FU) and methotrexate (MTX), onto different soils. Special attention was paid to the determination of the influence of pH and ionic strength as well as presence of co-contaminants (cadmium (Cd2+) and another pharmaceutical-metoprolol (MET)) on the sorption of 5-FU and MTX onto soil. The obtained distribution coefficient values (Kd) ranged from 2.52 to 6.36 L·kg-1 and from 6.79 to 12.94 L·kg-1 for 5-FU and MTX, respectively. Investigated compounds may be classified as slightly or low mobile in the soil matrix (depending on soil). 5-FU may be recognized as more mobile in comparison to MET. It was proved that presence of other soil contaminants may strongly influence their mobility in soil structures. The investigated co-contaminant (MET) caused around 25-fold increased sorption of 5-FU, whereas diminished sorption of MTX. Moreover, the influence of environmental conditions such as pH and ionic strength on their sorption has been clearly demonstrated.


Assuntos
Monitoramento Ambiental/métodos , Poluentes Ambientais/química , Fluoruracila/química , Metotrexato/química , Extratos Vegetais/química , Poluentes do Solo/química , Solo/química , Adsorção , Cádmio/química , Monitoramento Ambiental/instrumentação , Poluentes Ambientais/análise , Concentração de Íons de Hidrogênio , Metoprolol/química , Concentração Osmolar
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