RESUMO
Implementation of cost-effective, reliable, and efficient technologies for the sensitive, rapid, and accurate detection of pesticide residues in agriproducts presents a promising solution to the escalating food safety concerns. Herein, a high-performance surface-enhanced Raman scattering (SERS) aptasensor based on nanotag (AuNS@4-MBN@Ag-aptamer) was introduced for ultrasensitive, reliable, and interference-free detection of chlorpyrifos (CPF). This aptasensor featured star-shaped bimetallic nanotag as the principal Raman signal enhancement material and 4-mercaptobenzonitrile (4-MBN) as "biological-silent"-window reporter (at 2228 cm-1). Moreover, cDNA-linked Fe3O4@AuNPs (FA-cDNA) served as magnetic substrates to simplify the separation process of FA-cDNA-combined nanotags. In the aptasensor, the formation of FA-cDNA-aptamer-AuNS@4-MBN@Ag hybrids was hindered by CPF, and its Raman intensity decreased with increasing CPF concentration. Under optimal SERS conditions, the aptasensor exhibited a broad linear detection range from 2.5 × 102 to 5.0 × 104 pgâ mL-1, with an impressively low limit of detection of 220.35 pgâ mL-1 (signal-to-noise ratio = 3). The selectivity and reproducibility assessments highlighted its exceptional sensitivity and interference-free capabilities. Furthermore, practical applications on wheat and apples demonstrated satisfactory spiked recovery rates, ranging from 89.61% to 107.33% (relative standard deviation ≤ 14.55%). Consequently, the high-performance "biological-silent"-window nanotag-based aptasensor is a promising tool for monitoring trace CPF in complex matrices.
Assuntos
Aptâmeros de Nucleotídeos , Técnicas Biossensoriais , Clorpirifos , Contaminação de Alimentos , Ouro , Limite de Detecção , Nanopartículas Metálicas , Prata , Análise Espectral Raman , Clorpirifos/análise , Aptâmeros de Nucleotídeos/química , Técnicas Biossensoriais/métodos , Ouro/química , Prata/química , Nanopartículas Metálicas/química , Contaminação de Alimentos/análise , Resíduos de Praguicidas/análise , Inseticidas/análise , Inseticidas/isolamento & purificaçãoRESUMO
Herein, a magnetic cationic Schiff base polymeric material (Fe3O4@SiO2-Schiff-TAPB-DA) was fabricated simply and rapidly, which was explored as a magnetic adsorbent for magnetic solid-phase extraction (MSPE) for enriching seven avermectins insecticides in surface water and milk matrices combined with ultra-high performance liquid chromatography mass spectrometry (UPLC-MS/MS). Under the optimized pretreatment and instrumental parameters, the analytes showed good linearity in the range of 0.5-200.0 ng·mL-1 with a correlation coefficient (R2) greater than 0.9990 and high precision. The limits of detection for the analytes were 0.004-0.047 µg·L-1 for surface water sample and 0.008-0.250 µg·kg-1 for milk samples. Satisfactory recoveries of spiked target compounds were in the range of 82.25- 100.87 % for surface water sample and 72.73- 119.62 % for milk samples. The results indicated powerfully Fe3O4@SiO2-Schiff-TAPB-DA was of significant potential as an MSPE adsorbent for the detection of avermectin insecticides in surface water and milk, which provides a quick and efficient idea for enriching avermectins insecticides in complicated matrices.
Assuntos
Inseticidas , Ivermectina , Limite de Detecção , Leite , Bases de Schiff , Extração em Fase Sólida , Espectrometria de Massas em Tandem , Leite/química , Animais , Bases de Schiff/química , Ivermectina/análogos & derivados , Ivermectina/análise , Ivermectina/isolamento & purificação , Extração em Fase Sólida/métodos , Espectrometria de Massas em Tandem/métodos , Inseticidas/análise , Inseticidas/isolamento & purificação , Cromatografia Líquida de Alta Pressão/métodos , Dióxido de Silício/química , Poluentes Químicos da Água/análise , Poluentes Químicos da Água/química , Poluentes Químicos da Água/isolamento & purificação , Adsorção , Polímeros/químicaRESUMO
Conjugated microporous polymers (CMPs) have unique characteristics and have been used in a range of fascinating applications in separation sciences. In this study, a CMP, designated as CMP-1, was synthesized via the Sonogashira-Hagihara coupling reaction using 1,3,5-triphenylbenzene and 1,4-dibromobenzene as building blocks. CMP-1 features a large surface area, abundant micropore structures, and excellent stability, making it a promising solid-phase extraction adsorbent for the efficient enrichment of neonicotinoid insecticides (NEOs). Under the optimized conditions, CMP-1 was combined with high-performance liquid chromatography and diode array detection to enable the detection of NEOs with a wide linear range (0.5-200 µg·L-1), a low detection limit (0.26-0.58 µg·L-1), and acceptable precision. The developed method was applied to determine spiked NEOs in three types of environmental water samples, with recoveries of 73.7%-112.0% and relative standard deviations of 0.6%-9.4%.
Assuntos
Inseticidas , Limite de Detecção , Neonicotinoides , Polímeros , Extração em Fase Sólida , Poluentes Químicos da Água , Extração em Fase Sólida/métodos , Poluentes Químicos da Água/análise , Poluentes Químicos da Água/isolamento & purificação , Poluentes Químicos da Água/química , Inseticidas/análise , Inseticidas/isolamento & purificação , Inseticidas/química , Cromatografia Líquida de Alta Pressão/métodos , Neonicotinoides/análise , Neonicotinoides/isolamento & purificação , Neonicotinoides/química , Polímeros/química , Porosidade , AdsorçãoRESUMO
A novel bio-supramolecular solvent (bio-SUPRAS) based on rhamnolipids (RLs) was designed for efficient extraction of pyrethroid insecticides in water and food matrices. Benefiting from RLs as amphiphiles equipped with the attractive properties of bio-degradable, low toxicity and high stability, bio-SUPRAS was spontaneously generated through salt induced coagulation. The bio-SUPRAS was characterized by cryo-scanning electron microscope and main factors influencing the extraction performance were investigated in detail. Under the optimized conditions, the method was found to have desirable limits of detection (5â¼10 µg l-1), good precision (RSDs<16.9 %) and satisfactory recovery (75.2 %â¼94.3 %). More importantly, the extraction mechanism was studied by density functional theory systematically. Following greenness assessment, the technique was successfully used for enrichment of pyrethroid pesticides in real samples before HPLC-UV analysis. Thus, the method showed the outstanding merits of eco-efficient, green, time-saving, and had favorable application prospect to remove trace analytes from intricate sample matrices.
Assuntos
Glicolipídeos , Inseticidas , Piretrinas , Solventes , Poluentes Químicos da Água , Piretrinas/isolamento & purificação , Piretrinas/análise , Piretrinas/química , Inseticidas/isolamento & purificação , Inseticidas/análise , Inseticidas/química , Solventes/química , Glicolipídeos/química , Glicolipídeos/isolamento & purificação , Poluentes Químicos da Água/isolamento & purificação , Poluentes Químicos da Água/química , Poluentes Químicos da Água/análise , Cromatografia Líquida de Alta Pressão/métodos , Limite de Detecção , Química Verde/métodos , Contaminação de Alimentos/análiseRESUMO
In the past few decades, the employment of green analytical approaches in chromatographic method development has attracted the analytical separation community. The greenness of the developed method depends upon the toxicity of solvents and the amount of generated post-analysis waste generated. In this concern, micellar liquid chromatography (MLC) is a simple and rapid technique that generates very low toxic waste compared to traditional chromatographic pesticide detection methods. Here, MLC method has been validated and applied for the determination of monocrotofos (MCF), imidacloprid (ICP), dimethoate (DM) and profenofos (PFF) in spinach and chickpea leaves. The optimized mobile phase was 0.065 M SDS-2 % 1-propanol, 0.01 M NaH2PO4 buffered to pH 7. A C18 column was used for separation with a flow rate of 1 mL/min. The developed method has been validated following the guidelines of SANTE/11,312/2021 and ICH guidelines for; limit of quantification (0.05-0.20 mg/kg), linearity (r2> 0.997-0.999), precision (<6.3 %), accuracy (96.3 %-99.8 %) and robustness (<6) in real samples. ICP and MCF, apart from DM and PFF, were detected in the present work. After detecting insecticides in spinach and chickpea leaves both were washed with different household chemicals i.e. normal, lukewarm, common salt, lemon juice water and commercial ozonizer. Based on five washing techniques with insecticide concentration time intervals reduction rates were calculated for each washing treatment. The results show that lemon juice, common salt water, and ozonizer can be used as washing techniques for the reduction of superficial and systematic residues of ICP and MCF. Common salt and lemon juice water were better for washing over vinegar and potassium permanganate (KMnO4) as they enhance the colour of the green leafy vegetables and are available in every Indian kitchen. They can be easily used by lower socioeconomic classes who cannot afford KMnO4 and vinegar.
Assuntos
Cicer , Inseticidas , Micelas , Folhas de Planta , Spinacia oleracea , Cicer/química , Spinacia oleracea/química , Inseticidas/análise , Inseticidas/isolamento & purificação , Folhas de Planta/química , Resíduos de Praguicidas/análise , Resíduos de Praguicidas/isolamento & purificação , Cromatografia Líquida/métodos , Limite de Detecção , Reprodutibilidade dos TestesRESUMO
Tribolium castaneum, also known as the red flour beetle, is a polyphagous pest that seriously damages agricultural products, including stored and processed grains. Researchers have aimed to discover alternative pest control mechanisms that are less harmful to the ecosystem than those currently used. We conduct the purification and characterization of a protease inhibitor from C. plumieri seeds and an in vitro evaluation of its insecticidal potential against the insect pest T. castaneum. The trypsin inhibitor was isolated from C. plumieri seeds in a single-step DEAE-Sepharose column chromatography and had a molecular mass of 50 kDA. When analyzed for interaction with different proteolytic enzymes, the inhibitor exhibited specificity against trypsin and no activity against other serine proteases such as chymotrypsin and elastase-2. The isolated inhibitor was able to inhibit digestive enzymes of T. castaneum from extracts of the intestine of this insect. Therefore, we conclude that the new protease inhibitor, specific in tryptic inhibition, of protein nature from the seeds of C. plumieri was effective in inhibiting the digestive enzymes of T. castaneum and is a promising candidate in the ecological control of pests.
Assuntos
Tribolium , Inibidores da Tripsina , Animais , Inibidores da Tripsina/farmacologia , Inibidores da Tripsina/química , Inibidores da Tripsina/isolamento & purificação , Tribolium/enzimologia , Tribolium/efeitos dos fármacos , Proteínas de Insetos/química , Proteínas de Insetos/isolamento & purificação , Proteínas de Insetos/antagonistas & inibidores , Sementes/química , Inseticidas/farmacologia , Inseticidas/química , Inseticidas/isolamento & purificação , Proteínas de Plantas/farmacologia , Proteínas de Plantas/isolamento & purificação , Proteínas de Plantas/químicaRESUMO
Two previously uncharacterized compounds, an aconitine-type C19-diterpenoid alkaloid (1) and a napelline-type diterpenoid alkaloid C20-diterpenoid alkaloid (2), as well as ten known compounds (3-12), were isolated from Aconitum pendulum. Their structures were elucidated based on spectroscopic data, including 1D and 2Dâ NMR, IR, HR-ESI-MS, and single-crystal X-ray diffraction analysis. The anti-insecticidal activities of these compounds were evaluated by contact toxicity tests against two-spotted spider mites, and compounds 1, 2, and 9 showed moderate contact toxicity, with LC50 values of 0.86±0.09, 0.95±0.23, and 0.89±0.19â mg/mL, respectively. This study highlights the potential use of diterpenoid alkaloids as natural plant-derived pesticides for the management of plant pests.
Assuntos
Aconitum , Alcaloides , Diterpenos , Aconitum/química , Diterpenos/química , Diterpenos/isolamento & purificação , Diterpenos/farmacologia , Alcaloides/química , Alcaloides/isolamento & purificação , Alcaloides/farmacologia , Animais , Tetranychidae/efeitos dos fármacos , Estrutura Molecular , Conformação Molecular , Cristalografia por Raios X , Inseticidas/química , Inseticidas/isolamento & purificação , Inseticidas/farmacologia , Modelos MolecularesRESUMO
Four new cyclic pentapeptides, avellanins D-G (1-4), together with four known compounds (5-8), were isolated from a mangrove-derived Aspergillus fumigatus GXIMD 03099 fungus from Acanthus ilicifolius L. Their structures were elucidated by analysis of HRESIMS, NMR, and ESI-MS/MS data. Their absolute configurations were determined by X-ray diffraction analysis and Marfey's method. Compounds 1-8 were screened for insecticidal and antibacterial activities. Compound 2 showed insecticidal activity against newly hatched larvae of Culex quinquefasciatus with an LC50 value of 86.6 µM; compound 4 had weak activity against Vibrio harveyi with an MIC value of 5.85 µM.
Assuntos
Antibacterianos , Aspergillus fumigatus , Inseticidas , Testes de Sensibilidade Microbiana , Peptídeos Cíclicos , Aspergillus fumigatus/efeitos dos fármacos , Peptídeos Cíclicos/farmacologia , Peptídeos Cíclicos/química , Peptídeos Cíclicos/isolamento & purificação , Animais , Antibacterianos/farmacologia , Antibacterianos/química , Antibacterianos/isolamento & purificação , Inseticidas/farmacologia , Inseticidas/química , Inseticidas/isolamento & purificação , Vibrio/efeitos dos fármacos , Culex/efeitos dos fármacos , Larva/efeitos dos fármacos , Estrutura MolecularRESUMO
Volatile secondary metabolites of plants interact with environments heavily. In this work, characteristic components of Michelia yunnanensis essential oils (EOs) were isolated, purified and identified by column chromatography, GC-MS and NMR. Leaves of M. yunnanensis were collected monthly and extracted for EOs to investigate chemical and insecticidal activity variations as well as potential influencing environments. Different organs were employed to reveal distribution strategies of characteristic components. Results of insecticidal activities showed that all EOs samples exerted stronger contact activity to Lasioderma serricorne, but repellent effect was more efficient on Tribolium castaneum. One oxygenated sesquiterpene was isolated from EOs, basically it could be confirmed as (+)-cyclocolorenone (1). It exerted contact toxicity to L. serricorne (LD 50 = 28.8 µg/adult). Chemical analysis showed that M. yunnanensis leaves in reproductive period would produce and accumulate more 1 than in vegetative period. Moreover, reproductive organs (flowers and fruits) contained more 1 than vegetative organs (leaves and twigs). Partial correlation analysis indicated that temperature-related elements positively correlated with the relative content of 1.
Assuntos
Inseticidas , Óleos Voláteis , Folhas de Planta , Tribolium , Animais , Inseticidas/isolamento & purificação , Inseticidas/análise , Folhas de Planta/química , Óleos Voláteis/farmacologia , Óleos Voláteis/química , Óleos Voláteis/isolamento & purificação , Tribolium/efeitos dos fármacos , Sesquiterpenos/isolamento & purificação , Sesquiterpenos/análise , Repelentes de Insetos/análise , Repelentes de Insetos/isolamento & purificação , Repelentes de Insetos/farmacologia , TemperaturaRESUMO
Benzoylurea (BU) insecticides have been widely used for pest control as third-generation insecticides. Considering that their residues in food may cause adverse effects on human health, the upper limits of BUs remaining in food have been set by the administration. Therefore, it is essential to develop a sensitive and efficient analytical method to determine the residues of BUs in food. Stir bar sorptive extraction (SBSE) is a novel sample preparation technique, and stainless steel wire (SSW) is an ideal substrate for an SBSE device. In this work, a novel SBSE device of SSW jacket-free stir bar with a dumbbell shape was designed and prepared. The conjugated microporous polymer CMP-F6, which possesses a porous structure, high hydrophobicity and rich fluorine-containing functional groups, was immobilized on the surface of SSW by the method of polyacrylonitrile glue adhesion. Compared with previous studies, which used SSW as a substrate, the method of etching partial SSW with hydrochloric acid, on the one hand, made the surface of SSW rough and easy to modify the extraction coating, and on the other hand, converted itself into a dumbbell-shaped structure, which is conducive to improving the extraction efficiency and stability of the SBSE device. The method of SBSE-HPLC-UV was established for determining five BUs. Owing to the hydrophobic interaction and F-F interaction between CMP-F6 and analytes, this method showed good extraction efficiency and had good linearity (R2 ≥ 0.9945) and high sensitivity (LODs in the range of 0.1-0.2 ng mL-1). It was used for the analysis of benzoylurea in an apple juice sample, and the recoveries were 74.3-117.9%.
Assuntos
Sucos de Frutas e Vegetais , Polímeros , Aço Inoxidável , Aço Inoxidável/química , Porosidade , Sucos de Frutas e Vegetais/análise , Polímeros/química , Limite de Detecção , Contaminação de Alimentos/análise , Ureia/química , Ureia/análise , Inseticidas/análise , Inseticidas/isolamento & purificação , Inseticidas/química , Extração em Fase Sólida/métodos , Cromatografia Líquida de Alta Pressão/métodos , Adsorção , Resíduos de Praguicidas/análise , Resíduos de Praguicidas/isolamento & purificaçãoRESUMO
A fast and effective analytical method with biomass solid-phase microextraction sorbent combined with a high-performance liquid chromatography-ultraviolet detector was proposed for the determination of benzoylurea (BU) insecticides in tea products. The novel sorbent was prepared by activating and then carbonizing water hyacinth with a fast growth rate and low application value as raw material and showed a high specific surface area and multiple interactions with analytes, such as electrostatic action, hydrogen bonding, and π-π conjugation. After optimizing the three most important extraction parameters (pH [X1], sample loading rate [X2], and solution volume [X3]) by Box-Behnken design, the as-established analytical method showed good extraction performance: excellent recovery (80.13%-106.66%) and wide linear range (1-400 µg/L) with a determination coefficient of 0.9992-0.9999, a low limit of detection of 0.02-0.1 µg/L and the satisfactory practical application results in tea products. All these indicate that the water hyacinth-derived material has the potential as a solid-phase extraction sorbent for the detection and removal of BU insecticides from tea products, and at the same time, it can also achieve the effect of rational use of biological resources, maintaining ecological balance, turning waste into treasure, and achieving industrial production.
Assuntos
Biomassa , Eichhornia , Inseticidas , Chá , Inseticidas/análise , Inseticidas/química , Inseticidas/isolamento & purificação , Eichhornia/química , Chá/química , Adsorção , Cromatografia Líquida de Alta Pressão , Microextração em Fase Sólida , Compostos de Fenilureia/análise , Compostos de Fenilureia/química , Compostos de Fenilureia/isolamento & purificaçãoRESUMO
The extensive usage of neonicotinoid insecticides (NIs) has raised many concerns about their potential harm to environment and human health. Thus, it is of great importance to develop an efficient and reliable method to determine NIs in food samples. In this work, three Zr4+-based metal-organic frameworks functionalized with various numbers of hydroxyl groups were fabricated with a facile one-pot solvothermal method. Among them, dihydroxy modified UiO-66 (UiO-66-(OH)2) exhibited best adsorption performance towards five target NIs. Then, a sensitive and efficient method for detection of NIs from vegetable and fruit samples was established based on dispersive solid phase extraction (dSPE) with UiO-66-(OH)2 as adsorbent coupled with ultra-high performance liquid chromatography tandem mass spectrometry (UHPLC-MS/MS). Key parameters affecting the dSPE procedure including amounts of adsorbent, adsorption time, eluent solvents and desorption time were investigated. Under the optimal conditions, rapid adsorption of NIs within five minutes was achieved due to the high affinity of UiO-66-(OH)2 towards NIs. The developed method exhibited high sensitivity with limits of detection (LODs) varied from 0.003 to 0.03 ng/mL and wide linearity range over 3-4 orders of magnitude from 0.01 to 500 ng/mL. Furthermore, the established method was applied for determining trace NIs from complex matrices with recoveries ranging from 74.6 to 99.6 % and 77.0-106.8 % for pear and tomato samples, respectively. The results indicate the potential of UiO-66-(OH)2 for efficient enrichment of trace NIs from complex matrices.
Assuntos
Inseticidas , Limite de Detecção , Estruturas Metalorgânicas , Extração em Fase Sólida , Espectrometria de Massas em Tandem , Verduras , Espectrometria de Massas em Tandem/métodos , Extração em Fase Sólida/métodos , Cromatografia Líquida de Alta Pressão/métodos , Inseticidas/análise , Inseticidas/isolamento & purificação , Inseticidas/química , Estruturas Metalorgânicas/química , Adsorção , Verduras/química , Neonicotinoides/análise , Neonicotinoides/química , Neonicotinoides/isolamento & purificação , Frutas/química , Anabasina/análise , Anabasina/química , Contaminação de Alimentos/análise , Zircônio/química , Ácidos FtálicosRESUMO
A novel dispersive solid-phase microextraction method based on a metal-organic framework (MIL-100(Fe)) combined with a dispersive liquid-liquid microextraction technique was proposed for the extraction and enrichment of four insecticides in beverages. The qualitative and quantitative analysis of these insecticides was conducted using HPLC-MS/MS. To optimize the extraction process, several parameters were investigated, and the main variables were optimized using CCD-based RSM. The developed method displayed a wide linear range of 1.000-1000 ng/L and R2 values >0.993 for all four calibration curves. The method demonstrated high sensitivity, with LODs and LOQs of 0.3-0.6 ng/L and 0.8-1.0 ng/L, respectively. In addition, the greenness of the proposed method was assessed using the Complex GAPI tool, and the results showed that the proposed method exhibits benefits, such as minimal usage of organic solvents and negligible matrix influence, making it a suitable method for the detection of insecticide residues in beverages.
Assuntos
Bebidas , Contaminação de Alimentos , Inseticidas , Microextração em Fase Líquida , Resíduos de Praguicidas , Microextração em Fase Sólida , Espectrometria de Massas em Tandem , Microextração em Fase Líquida/métodos , Cromatografia Líquida de Alta Pressão , Inseticidas/análise , Inseticidas/isolamento & purificação , Inseticidas/química , Resíduos de Praguicidas/análise , Resíduos de Praguicidas/isolamento & purificação , Resíduos de Praguicidas/química , Espectrometria de Massas em Tandem/métodos , Contaminação de Alimentos/análise , Bebidas/análise , Microextração em Fase Sólida/métodos , Estruturas Metalorgânicas/química , Espectrometria de Massa com Cromatografia LíquidaRESUMO
Plant extracts and essential oils can be alternative environmentally friendly agents to combat pathogenic microbes and malaria vectors. Myrrh is an aromatic oligum resin that is extracted from the stem of Commiphora spp. It is used in medicine as an insecticide, cytotoxic, and aromatic. The current study assessed the effect of Commiphora myrrha resin extracts on the biological potency of the third larval stage of Aedes aegypti, as well as its antioxidant and cytotoxic properties against two types of tumor cells (HepG-2 and Hela cell lines). It also used GC-MS to determine the chemical composition of the C. myrrha resin extracts. Fifty components from the extracted plant were tentatively identified using the GC-MS method, with curzerene (33.57%) typically listed as the primary ingredient, but other compounds also make up a significant portion of the mixture, including 1-Methoxy-3,4,5,7-tetramethylnaphthalene (15.50%), ß-Elemene (5.80%), 2-Methoxyfuranodiene (5.42%), 2-Isopropyl-4,7-Dimethyl-1-Naphthol (4.71%), and germacrene B (4.35%). The resin extracts obtained from C. myrrha exhibited significant efficacy in DPPH antioxidant activity, as evidenced by an IC50 value of 26.86 mg/L and a radical scavenging activity percentage of 75.06%. The 50% methanol extract derived from C. myrrha resins exhibited heightened potential for anticancer activity. It demonstrated substantial cytotoxicity against HepG-2 and Hela cells, with IC50 values of 39.73 and 29.41 µg mL-1, respectively. Notably, the extract showed non-cytotoxic activity against WI-38 normal cells, with an IC50 value exceeding 100 µg mL-1. Moreover, the selectivity index for HepG-2 cancer cells (2.52) was lower compared to Hela cancer cells (3.40). Additionally, MeOH resin extracts were more efficient against the different growth stages of the mosquito A. aegypti, with lower LC50, LC90, and LC95 values of 251.83, 923.76, and 1293.35 mg/L, respectively. In comparison to untreated groups (1454 eggs/10 females), the average daily number of eggs deposited (424 eggs/L) decreases at higher doses (1000 mg/L). Finally, we advise continued study into the possible use of C. myrrha resins against additional pests that have medical and veterinary value, and novel chemicals from this extract should be isolated and purified for use in medicines.
Assuntos
Antioxidantes , Commiphora , Cromatografia Gasosa-Espectrometria de Massas , Larva , Extratos Vegetais , Resinas Vegetais , Commiphora/química , Humanos , Cromatografia Gasosa-Espectrometria de Massas/métodos , Antioxidantes/farmacologia , Antioxidantes/química , Animais , Extratos Vegetais/farmacologia , Extratos Vegetais/química , Células HeLa , Resinas Vegetais/química , Larva/efeitos dos fármacos , Células Hep G2 , Inseticidas/farmacologia , Inseticidas/química , Inseticidas/isolamento & purificação , Aedes/efeitos dos fármacos , Sobrevivência Celular/efeitos dos fármacosRESUMO
Misuse of synthetic pesticides and antimicrobials in agriculture and the food industry has resulted in food contamination, promoting resistant pests and pathogen strains and hazards for humanity and the environment. Therefore, ever-increasing concern about synthetic chemicals has stimulated interest in eco-friendly compounds. Ferulago angulata (Schltdl.) Boiss. and Ferula assa-foetida L., as medicinal species with restricted natural distribution and unknown biological potential, aimed at investigation of their essential oil (EO) biological properties, were subjected. Z-ß-Ocimene and Z-1-Propenyl-sec-butyl disulfide molecules were identified as the major composition of the essential oil of the fruits of F. angulata and F. assa-foetida, respectively. In vitro antimicrobial activity and membrane destruction investigation by scanning electron microscopy imaging illustrated that F. angulata EO had potent antibacterial activity. Besides, the EOs of both plants exhibited significant anti-yeast activity against Candida albicans. In relation to insecticidal activity, both EOs indicated appropriate potential against Ephestia kuehniella; however, the F. assa-foetida EO had more toxicity on the studied pest. Among several insecticidal-related targets, acetylcholinesterase was identified as the main target of EO based on the molecular docking approach. Hence, in line with in vitro results, in silico evaluation determined that F. assa-foetida has a higher potential for inhibiting acetylcholinesterase and, consequently, better insecticide properties. Overall, in addition to the antioxidant properties of both EO, F. angulata EO could serve as an effective prevention against microbial spoilage and foodborne pathogens, and F. assa-foetida EO holds promise as a multi-purpose and natural biocide for yeast contamination and pest management particularly against E. kuehniella.
Assuntos
Ferula , Inseticidas , Óleos Voláteis , Óleos Voláteis/farmacologia , Óleos Voláteis/química , Ferula/química , Inseticidas/farmacologia , Inseticidas/isolamento & purificação , Inseticidas/química , Animais , Candida albicans/efeitos dos fármacos , Frutas/química , Anti-Infecciosos/farmacologia , Anti-Infecciosos/isolamento & purificação , Simulação de Acoplamento Molecular , Microbiologia de Alimentos , Testes de Sensibilidade Microbiana , Óleos de Plantas/farmacologia , Óleos de Plantas/química , Óleos de Plantas/isolamento & purificação , Simulação por Computador , Antifúngicos/farmacologia , Antifúngicos/isolamento & purificação , Antifúngicos/químicaRESUMO
Six undescribed bisindole alkaloids, namely taberdisines A-F (1-6), were isolated from the leaves of Tabernaemontana divaricata 'Dwaft'. Among them, alkaloids 1 and 2 were the first examples of strychnos-iboga type alkaloid with both C-C linkage patterns. Alkaloid 3, a new type of aspidosperma-iboga with a furan-ring, as well as other three undescribed ones was disclosed. Their structures were elucidated by comprehensive spectroscopic analyses. Alkaloids 1 and 5 showed insecticide activity on Sf9 cell and eggs of Spodoptera frugiperda in vivo, which might explain the potential of the plants for insect resistance.
Assuntos
Alcaloides Indólicos , Inseticidas , Folhas de Planta , Spodoptera , Tabernaemontana , Tabernaemontana/química , Folhas de Planta/química , Inseticidas/química , Inseticidas/farmacologia , Inseticidas/isolamento & purificação , Animais , Spodoptera/efeitos dos fármacos , Alcaloides Indólicos/química , Alcaloides Indólicos/isolamento & purificação , Alcaloides Indólicos/farmacologia , Estrutura Molecular , Células Sf9RESUMO
Phytochemical study of the fruits of Chisocheton erythrocarpus (Hiern) allowed the identification of eight undescribed limonoids, namely erythrocarpines O - V (1-6, 7a and 7b), along with seven known compounds. The structures of these compounds were elucidated based on spectroscopic and HRMS data, along with electronic circular dichroism to configure the absolute configuration. Erythrocarpines O and P are γ-hydroxybutenolide analogs of mexicanolide-type limonoids while erythrocarpine Q - V are phragmalin-type limonoids possessing a 1,29-oxymethylene bridge with either benzoyl or cinnamoyl moiety in their structures. Mosquito larvicidal activity revealed that crude DCM extract of C. erythrocarpus possessed a good larvicidal effect against Aedes aegypti larvae in 48 h (LC50 = 153.0 ppm). Subsequent larvicidal activity of isolated compounds indicated that erythrocarpine G (10) and 14-deoxyxyloccensin K (11) were responsible for the enhanced larvicidal effect of the extract, reporting LC50 values of 18.55 ppm and 41.16 ppm, respectively. Moreover, residual activity testing of the crude DCM extract revealed that the duration of its larvicidal effects is up to 14 days, where it maintained a 98 % larval mortality throughout the test period, under laboratory conditions.
Assuntos
Aedes , Frutas , Inseticidas , Larva , Limoninas , Meliaceae , Animais , Larva/efeitos dos fármacos , Limoninas/farmacologia , Limoninas/isolamento & purificação , Limoninas/química , Inseticidas/farmacologia , Inseticidas/química , Inseticidas/isolamento & purificação , Frutas/química , Aedes/efeitos dos fármacos , Meliaceae/química , Estrutura Molecular , Relação Estrutura-Atividade , Relação Dose-Resposta a DrogaRESUMO
The resin essential oil (REO) of the Tunisian Araucaria heterophylla trunk bark was investigated for its chemical composition. Then, it was evaluated for its insecticidal and allelopathic activities. The REO was obtained by hydrodistillation for 9â h (yield of 4.2 % w/w). Moreover, fractional hydrodistillation was carried out at 3-hour intervals, resulting in 3 fractions (R1-R3), to facilitate chemical identification and localization of the aforementioned biological activities. GC/MS analysis of the obtained samples allowed the identification of 25 compounds, representing between 91.2 and 96.3 % of their total constituents, which consisted predominantly of sesquiterpene hydrocarbons, oxygenated sesquiterpenes and diterpene hydrocarbons. α-Copaene (10.8 %), γ-muurolene (5.8 %), α-copaen-11-ol (7.8 %), spathulenol (10.5 %), 15-copaenol (8.2 %), ylangenal (10.3 %), dehydrosaussurea lactone (7.7 %), and sandaracopimaradiene (11.4 %) were identified as major compounds. The second part aimed to assess the impact of the A. heterophylla EO and its three fractions for their insecticidal and repellent activity against Tribolium castaneum (Herbst), a stored grain pest, of which a strong repellent activity was noted. In addition, the studied samples showed high phytotoxic effects against Lactuca sativa. The third fraction (R3) performed a total inhibitory potential on seed germination and seedling growth of the target plant. Furthermore, alongside this discovery, an estimation was conducted through molecular docking analysis. Wherein the main compounds of the studied samples were docked into the active pocket of protoporphyrinogen IX oxidase (PDB: 1SEZ), a key enzyme in chlorophyll biosynthesis. Thus, it is recommended to use the REO of A. heterophylla as a natural herbicide.
Assuntos
Araucaria , Inseticidas , Óleos Voláteis , Óleos Voláteis/farmacologia , Óleos Voláteis/química , Óleos Voláteis/isolamento & purificação , Tunísia , Animais , Inseticidas/farmacologia , Inseticidas/química , Inseticidas/isolamento & purificação , Araucaria/efeitos dos fármacos , Araucaria/química , Araucaria/metabolismo , Repelentes de Insetos/farmacologia , Repelentes de Insetos/química , Repelentes de Insetos/isolamento & purificação , Resinas Vegetais/química , Simulação de Acoplamento Molecular , Cromatografia Gasosa-Espectrometria de MassasRESUMO
Abstract INTRODUCTION: The larvicidal potential of Saussurea costus (Falc.) Lipsch. was studied against the early 4th instar larvae of Anopheles stephensi Liston., Aedes aegypti Linn.,and Culex quinquefasciatus Say. because of the emergence of mosquito resistance to conventional synthetic insecticides. METHODS: At concentrations of 12.5-200 ppm, larvicidal activities were studied under laboratory conditions. RESULTS: After 24 h of exposure, the methanol extract of the roots recorded the highest larvicidal activity against An. stephensi, with LC50 and LC90values of 7.96 and 34.39 ppm, respectively. CONCLUSIONS: We are developing potent larvicidal compound(s) from S. costus for controlling the mosquito larval population.
Assuntos
Animais , Extratos Vegetais/farmacologia , Aedes/efeitos dos fármacos , Culex/efeitos dos fármacos , Saussurea/química , Inseticidas/farmacologia , Larva/efeitos dos fármacos , Anopheles/efeitos dos fármacos , Inseticidas/isolamento & purificaçãoRESUMO
Abstract INTRODUCTION Anopheles stephensi is the main malaria vector in Southeast Asia. Recently, plant-sourced larvicides are attracting great interests. METHODS: The essential oil was extracted from the leaf of Cinnamomum camphora (L.), and a bioassay was conducted to determine the larvicidal efficacy. The chemical composition of the essential oil was determined by GC-MS analysis. RESULTS: The oil showed strong, dose-dependent larvicidal activities. The onset of larvicidal efficiency was rapid. The LC50 and LC95 were determined as 0.146% and 1.057% at 1 h, 0.031% and 0.237% at 12 h, 0.026% and 0.128% at 24 h, respectively. The oil contains 32 compounds. CONCLUSIONS The essential oil of C. camphora leaf has an excellent larvicidal potential for the control of A. stephensi.