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Metabolic profiling offers huge potential to highlight markers and mechanisms in support of toxicology and pathology investigations during drug development. The main objective was to modify therapy with adamantane derivatives: amantadine and rimantadine, to increase their bioavailability and evaluate the influence of such therapy on drug metabolism using Saccharomyces cerevisiae as the model organism. In this study, the profile of endogenous metabolites of a model organism was measured and interpreted to provide an opportunity to investigate changes induced by treatment with amantadine and rimantadine. It was found that resveratrol supplementation synergistically enhanced the effects of amantadine treatment and increased rimantadine metabolism, potentially reducing side effects. The fingerprinting strategy was used as an efficient technique for qualitatively evaluating and monitoring changes in the profiles of endogenous components and their contents in a model organism. Chemometric tools were employed to find marker compounds that can be defined as characteristic indicators of a pharmacological response to a therapeutic intervention. An improved understanding of the mechanisms involved in drug effect and an increased ability to predict individual variations in the drug response of organisms will improve the treatment process and the development of new therapies.

Nitisinone (2-(2-nitro-4-trifluoromethylbenzoyl)-1,3-cyclohexanedione, NTBC) is considered a potentially effective drug for the treatment of various metabolic diseases associated with disorders of l -tyrosine metabolism however, side-effects impede its widespread use. This work aimed to broaden the knowledge of the influence of NTBC and its metabolites 2-amino-4-(trifluoromethyl)benzoic acid (ATFA), 2-nitro-4-(trifluoromethyl)benzoic acid (NTFA), and cyclohexane-1,3-dione (CHD) on the catabolism of l -tyrosine and other endogenous compounds in Saccharomyces cerevisiae. Based on a targeted analysis performed by LC–ESI–MS/MS, based on multiple reaction monitoring, it was found that the dissipation kinetics of the parent compound and its metabolites are compatible with a first-order reaction mechanism. Moreover, it has been proven that formed NTBC metabolites, such as CHD, cause a decrease in l -tyrosine, l -tryptophan, and l -phenylalanine concentrations by about 34%, 59% and 51%, respectively, compared to the untreated model organism. The overall changes in the metabolism of yeast exposed to NTBC or its derivatives were evaluated by non-targeted analysis via LC–ESI–MS/MS in the ion trap scanning mode. Based on principal components analysis, a statistically significant similarity between metabolic responses of yeast treated with ATFA or NTFA was observed. These findings facilitate further studies investigating the influence of NTBC on the human body and the mechanism of its action.

The sustainable management of the environment and crop production in modern agriculture involves dealing with challenges from climate change, environmental pollution, depletion of natural resources, as well as pressure to cope with dependence on agricultural inputs. Balancing crop productivity with environmental sustainability is one of the main challenges for agriculture worldwide. The emergence of weeds resistant to synthetic herbicides generates huge economic losses, so unconventional weed control strategies, especially those based on ecological principles, are very much needed in modern agriculture. Incorporating a natural eco-friendly approach—allelopathy—as a tool in an integrated weed control plan by growing specific crops or spraying fields with extracts containing allelopathic compounds can significantly reduce the use of herbicides. Allelopathy is considered a multi-dimensional phenomenon occurring constantly in natural and anthropogenic ecosystems, by which one organism produces biochemicals that influence the growth, survival, development, and reproduction of other organisms. The objective of this systematic literature review is to present a comprehensive overview of allelopathy, define this phenomenon, and classify allelochemicals. This paper also discusses and highlights recent advances, ongoing research, and prospects on plant allelopathy management practices applied in agriculture, and the underlying allelopathic mechanisms. The review suggested the holistic view of some allelochemicals as an ecological approach to integrated weed control and is an important contribution to future research directions of multidisciplinary programs, chemoinformatic tools, and novel biotechnology methods to plant breeding.

Nitisinone (NTBC) is used in the treatment of disorders affecting the tyrosine pathway, including hereditary tyrosinemia type I, alkaptonuria, and neuroblastoma. An inappropriate dosage of this therapeutic drug causes side effects; therefore, it is necessary to develop a rapid and sensitive method to monitor the content of NTBC in patients’ blood. This study aimed to develop anew polymeric sorbent containing β-cyclodextrin (β-CD) derivatives grafted on silica gel to effectively extract NTBC from model physiological fluids. The inclusion complex formed between β-CD and NTBC was examined by proton nuclear magnetic resonance spectroscopy. The novel sorbents with derivatives of β-CD were prepared on modified silica gel using styrene as a comonomer, ethylene glycol dimethacrylate as a crosslinking agent, and 2,2′-azo-bis-isobutyronitrile as a polymerization initiator. The obtained products were characterized via Fourier transform infrared spectroscopy and then used as sorbents as part of a solid phase extraction technique. High NTBC recovery (70%indicated that the developed polymeric sorbent may be suitable for extracting this compound from patients’ blood samples.

The aim of this study was to monitor the sediment, soil and surface water contamination with selected popular triketone herbicides (mesotrione (MES) and sulcotrione(SUL)), atrazine (ATR) classified as a possible carcinogen and endocrine disrupting chemical, as well as their degradation products, in Silesia (Poland). Seventeen sediment samples, 24 soil samples, and 64 surface water samples collected in 2014 were studied. After solid-liquid extraction (SLE) and solid phase extraction (SPE), analytes were determined by high-performance liquid chromatography (HPLC) with diode array detection (DAD). Ten years after the withdrawal from the use, ATR was not detected in any of the collected samples; however, its degradation products are still present in 41 % of sediment, 71 % of soil, and 8 % of surface water samples. SUL was determined in 85 % of soil samples; its degradation product (2-chloro-4-(methylosulfonyl) benzoic acid (CMBA)) was present in 43 % of soil samples. In 17 % of sediment samples, CMBA was detected. Triketones were detected occasionally in surface water samples. The chemometric analysis (clustering analysis (CA), single-factor analysis of variance (ANOVA), N-Way ANOVA) was applied to find relations between selected soil and sediment parameters and herbicides concentration. In neither of the studied cases a statistically significant relationship between the concentrations of examined herbicides, their degradation products and soil parameters (organic carbon (OC), pH) was observed.

The pesticide persistence, in particular in soils, often significantly exceeding the declarations of their manufacturers is surprising. There are many publications devoted to the explanation of this phenomenon in the field literature, but the diverse research methodologies used may lead to the ambiguous conclusions. On the basis of the collected literature, the attempt was made to systematize the available information on the interactions of commonly used groups of pesticides with individual soil components. The complex mechanisms of interactions between pesticides and soil based on van der Waals forces, ionic and covalent bonding, ligand exchange and charge transfer complexes formation were demonstrated. It was also proved that the nature of interactions is strictly dependent on the structure of the pesticide molecule. The conclusion of the review may contribute to the choice of plant protection products that, in addition to their effectiveness, are as little ballast for the environment as possible.

PurposeIn this paper, an attempt was made to explain the long-lasting occurrence of atrazine in soil. Despite the fact that this herbicide has been banned in European Union 10 years ago, it is still detected in the environment.Materials and methodsSoil samples (organic and mineral horizon), SiO2 and Al2O3 sorbents were spiked with atrazine. The ultrasound-assisted extraction coupled with gas chromatography-electron capture detector was performed to establish the atrazine recovery depending on the type of soil horizon and sorbent. Fourier transform infrared spectroscopy (FTIR) analysis was conducted to determine the type of interactions between atrazine and sorbents.Results and discussionThe atrazine recovery was lower for the mineral horizon (15%) compared to the organic horizon (63%). This finding suggests an interaction between atrazine and the mineral components of soil. Therefore, attempts have been made to explain atrazine’s interaction with the main mineral components of soil, SiO2 and Al2O3, and to investigate the influence of pH on atrazine’s behaviour in soil. The atrazine recoveries were 86.5 and 10.7% for Al2O3 and SiO2, respectively. The obtained results demonstrated that the protonated atrazine exhibits stronger interactions with the soil mineral layer (recovery below 0.1%) in comparison to molecular form of atrazine (recovery 86%). FTIR results suggested interactions between atrazine and SiO2. FTIR analysis revealed that 1,3,5-azidine ring interacts with SiO2 molecule.ConclusionsIn acidic soil, atrazine remediation is limited, especially if the soil contains minerals with high SiO2 contents. This situation may cause the long-lasting persistence of atrazine in soil.

PURPOSE: Triketone compounds are considered to be less stable in the ecosystems in comparison with other herbicides. However, their degradation processes in environment are under investigation as both parents and degradation products can exhibit toxicity on non-target organisms. The objective of this research was to investigate the degradation of triketone herbicides: mesotrione, sulcotrione, and tembotrione, as well as their degradation products in soils and sediments. MATERIALS AND METHODS: The degradation studies were conducted in soil and sediment samples with different physicochemical properties. All experiments were conducted under standard experimental conditions; therefore, it was possible to assess the influence of pH, organic carbon (OC) content of soils and sediments, and the sunlight on the stability of triketones and their degradation products. The conditions of extraction and chromatographic determination were optimized for the determination of triketones and their degradation products in laboratory-spiked sediment and soil samples. RESULTS AND DISCUSSION: The triketone degradation products exhibited higher stability in soil and sediment samples in comparison with parent herbicides. Soil microorganisms accelerated the degradation of all investigated compounds. In alkaline soil and sediments, all analytes exhibited higher stability in comparison with the acidic sorbents. The influence of OC content in sorbents was not evident. Photodegradation was the main path of triketones decomposition in soils and sediments. CONCLUSIONS: Since the stability of triketone herbicides may be significant, depending on the environmental conditions, the monitoring of the concentration of these compounds and in particular their degradation products should be conducted under the field conditions.

A method for the determination of residues of mesotrione, atrazine and its degradation products: deethylatrazine, hydroxyatrazine, deisopropylatrazine, desethyldesisopropylatrazine in a variety of water and soil matrices has been developed. Mesotrione is a new selective herbicide for use in corn, which has been substituted for atrazine, which has been banned in European Union countries since 2007. Although atrazine has not been used for three vegetative periods, it is still detected in the environment. The analysis was conducted by means of ultra-high-pressure liquid chromatography with ultraviolet detection and liquid chromatography with diode array detection. The procedures for analyte separation from water and soil matrices were also established. The optimal conditions for solid-phase extraction (SPE) were determined. The recoveries were compared with that obtained by means of SPE. Method fortification recoveries from water samples averaged 78–97% and for soil 80–97% depending on the analyte and type of sample. The limits of detection were 0.04–0.61 μg/L for water samples and for soil samples 0.02–0.88 μg/g. The soil samples were collected in spring 2009 from three different fields with water samples being made from effluents from these fields. Samples collection was conducted in the day of mesotrione (Callisto 100SC) application and then done weekly, until the mesotrione concentration was below the limit of quantification. The results enabled the monitoring of mesotrione degradation in soil and its permeability into surface waters; simultaneously, the same studies were conducted for atrazine.

Simple and effective extraction methods based on matrix solid-phase dispersion (MSPD), dispersive liquid–liquid microextraction (DLLME), and solid-phase extraction (SPE) coupled with high-performance liquid chromatography with diode array detector (HPLC-DAD) were developed to determine triketone herbicides—sulcotrione (SUL), mesotrione (MES), tembotrione (TEMB), and their degradation products—in plant tissues and water samples. The extraction procedures were employed to enable quantification of the accumulation of selected triketone herbicides and their degradation products in a model aquatic plant, Egeria densa. To obtain comprehensive information about the triketones' influence on an aquatic plant, changes in chlorophyll concentration in plants exposed to these triketones were monitored. The average recovery ranged from 58 to 115 % (coefficients of variation 7–12 %) for plant tissues and from 52 to 96 % (coefficients of variation 8–20 %) for water samples. The limit of detection (LOD) for the MSPD–HPLC-DAD procedure was in the range of 0.06–0.23 μg/g, whereas for DLLME–HPLC-DAD and SPE–HPLC-DAD, LOD was in the range of 0.06–0.26 μg/mL. Symptoms of the phytotoxicity of sulcotrione, mesotrione, tembotrione, and their degradation products (decrease of chlorophyll concentration in plant sprouts) were observed for E. densa cultivated in water with herbicide concentrations of 100 μg/L. Moreover, the tembotrione degradation product exhibited a high level of accumulation and low metabolism in plant tissues in comparison to the other triketones and their degradation products.