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Systemic insecticides (neonicotinoids and fipronil): trends, uses, mode of action and metabolites
2015
Simon-Delso, N | Amaral-Rogers, V. | Belzunces, Luc | Bonmatin, J-M. | Chagnon, M. | Downs, C. | Furlan, L. | Gibbons, D.W. | Giorio, C. | Girolami, V. | Goulson, D. | Kreutzweiser, D.P. | Krupke, C. | Liess, M. | Long, E. | Mcfield, M. | Mineau, P. | Mitchell, E.A.D. | Morrissey, C.A. | Noome, D.A. | Pisa, L | Settele, J. | Stark, J. D. | Tapparo, A. | van Dyck, H. | van Praagh, J.P. | van Der Sluijs, J. P. | Whitehorn, P.R. | Wiemers, M. | Universiteit Utrecht / Utrecht University [Utrecht] | Centre Apicole de Recherche et Information ; Partenaires INRAE | Buglife | Abeilles et environnement (AE) ; Institut National de la Recherche Agronomique (INRA) | Centre de biophysique moléculaire (CBM) ; Université d'Orléans (UO)-Université de Tours (UT)-Institut National de la Santé et de la Recherche Médicale (INSERM)-Institut de Chimie - CNRS Chimie (INC-CNRS)-Centre National de la Recherche Scientifique (CNRS) | Département des Sciences Biologiques ; Université du Québec à Montréal = University of Québec in Montréal (UQAM) | Haereticus Environmental Laboratory ; Partenaires INRAE | Veneto Agricoltura | Centre for Conservation Science | Department of Chemistry ; University of Cambridge [UK] (CAM) | Università degli Studi di Padova = University of Padua (Unipd) | School of Life Sciences ; University of Sussex | Canadian Forest Service ; Natural Resources Canada (NRCan) | Department of Entomology ; Michigan State University [East Lansing] ; Michigan State University System-Michigan State University System | Helmholtz Zentrum für Umweltforschung = Helmholtz Centre for Environmental Research (UFZ) | Smithsonian Institution | Pierre Mineau Consulting ; Partenaires INRAE | Laboratory of Soil Biology ; Université de Neuchâtel = University of Neuchatel (UNINE) | Jardin Botanique de Neuchâtel | University of Saskatchewan [Saskatoon, Canada] (U of S) | Kijani ; Partenaires INRAE | Department of Community Ecology ; Helmholtz Zentrum für Umweltforschung = Helmholtz Centre for Environmental Research (UFZ) | German Centre for Integrative Biodiversity Research (iDiv) | Washington State University (WSU) | Université Catholique de Louvain = Catholic University of Louvain (UCL) | Scientific Advisor ; Partenaires INRAE | University of Bergen (UiB) | School of Natural Sciences ; University of Stirling
International audience | Since their discovery in the late 1980s, neonicotinoid pesticides have become the most widely used class of insecticides worldwide, with large-scale applications ranging from plant protection (crops, vegetables, fruits), veterinary products, and biocides to invertebrate pest control in fish farming. In this review, we address the phenyl-pyrazole fipronil together with neonicotinoids because of similarities in their toxicity, physicochemical profiles, and presence in the environment. Neonicotinoids and fipronil currently account for approximately one third of the world insecticide market; the annual world production of the archetype neonicotinoid, imidacloprid, was estimated to be ca. 20,000 tonnes active substance in 2010. There were several reasons for the initial success of neonicotinoids and fipronil: (1) there was no known pesticide resistance in target pests, mainly because of their recent development, (2) their physicochemical properties included many advantages over previous generations of insecticides (i.e., organophosphates, carbamates, pyrethroids, etc.), and (3) they shared an assumed reduced operator and consumer risk. Due to their systemic nature, they are taken up by the roots or leaves and translocated to all parts of the plant, which, in turn, makes them effectively toxic to herbivorous insects. The toxicity persists for a variable period of time—depending on the plant, its growth stage, and the amount of pesticide applied. Awide variety of applications are available, including the most common prophylactic non-Good Agricultural Practices (GAP) application by seed coating. As a result of their extensive use and physicochemical properties, these substances can be found in all environmental compartments including soil, water, and air. Neonicotinoids and fipronil operate by disrupting neural transmission in the central nervous system of invertebrates. Neonicotinoids mimic the action of neurotransmitters, while fipronil inhibits neuronal receptors. In doing so, they continuously stimulate neurons leading ultimately to death of target invertebrates. Like virtually all insecticides, they can also have lethal and sublethal impacts on non-target organisms, including insect predators and vertebrates. Furthermore, a range of synergistic effects with other stressors have been documented. Here, we review extensively their metabolic pathways, showing how they form both compound-specific and common metabolites which can themselves be toxic. These may result in prolonged toxicity. Considering their wide commercial expansion, mode of action, the systemic properties in plants, persistence and environmental fate, coupled with limited information about the toxicity profiles of these compounds and their metabolites, neonicotinoids and fipronil may entail significant risks to the environment. A global evaluation of the potential collateral effects of their use is therefore timely. The present paper and subsequent chapters in this review of the global literature explore these risks and show a growing body of evidence that persistent, low concentrations of these insecticides pose serious risks of undesirable environmental impacts.
Afficher plus [+] Moins [-]Effects of neonicotinoids and fipronil on non-target invertebrates
2015
Pisa, L.W. | Amaral-Rogers, V. | Belzunces, Luc | Bonmatin, J-M. | Downs, C.A. | Goulson, D. | Kreutzweiser, D.P. | Krupke, C. | Liess, M. | Mcfield, M. | Morrissey, C.A. | Noome, D.A. | Settele, J. | Simon-Delso, N. | Stark, J. D. | van Der Sluijs, Jeroen P. | van Dyck, H. | Wiemers, M. | Universiteit Utrecht / Utrecht University [Utrecht] | Buglife | Abeilles et environnement (AE) ; Institut National de la Recherche Agronomique (INRA) | Centre de biophysique moléculaire (CBM) ; Université d'Orléans (UO)-Université de Tours (UT)-Institut National de la Santé et de la Recherche Médicale (INSERM)-Institut de Chimie - CNRS Chimie (INC-CNRS)-Centre National de la Recherche Scientifique (CNRS) | Haereticus Environmental Laboratory ; Partenaires INRAE | School of Life Sciences ; University of Sussex | Canadian Forest Service ; Natural Resources Canada (NRCan) | Department of Entomology ; Michigan State University [East Lansing] ; Michigan State University System-Michigan State University System | Helmholtz Zentrum für Umweltforschung = Helmholtz Centre for Environmental Research (UFZ) | Smithsonian Institution | University of Saskatchewan [Saskatoon, Canada] (U of S) | Kijani, Kasungu national park ; Partenaires INRAE | Department of Community Ecology ; Helmholtz Zentrum für Umweltforschung = Helmholtz Centre for Environmental Research (UFZ) | German Centre for Integrative Biodiversity Research (iDiv) | Centre Apicole de Recherche et Information ; Partenaires INRAE | Washington State University (WSU) | Centre for the Study of the Sciences and the Humanities (SVT) ; University of Bergen (UiB) | Université Catholique de Louvain = Catholic University of Louvain (UCL)
International audience | We assessed the state of knowledge regarding the effects of large-scale pollution with neonicotinoid insecticides and fipronil on non-target invertebrate species of terrestrial, freshwater and marine environments. A large section of the assessment is dedicated to the state of knowledge on sublethal effects on honeybees (<em>Apis mellifera</em>) because this important pollinator is the most studied non-target invertebrate species. Lepidoptera (butterflies and moths), Lumbricidae (earthworms), Apoidae sensu lato (bumblebees, solitary bees) and the section “other invertebrates” review available studies on the other terrestrial species. The sections on freshwater and marine species are rather short as little is known so far about the impact of neonicotinoid insecticides and fipronil on the diverse invertebrate fauna of these widely exposed habitats. For terrestrial and aquatic invertebrate species, the known effects of neonicotinoid pesticides and fipronil are described ranging from organismal toxicology and behavioural effects to population-level effects. For earthworms, freshwater and marine species, the relation of findings to regulatory risk assessment is described. Neonicotinoid insecticides exhibit very high toxicity to a wide range of invertebrates, particularly insects, and field-realistic exposure is likely to result in both lethal and a broad range of important sublethal impacts. There is a major knowledge gap regarding impacts on the grand majority of invertebrates, many of which perform essential roles enabling healthy ecosystem functioning. The data on the few non-target species on which field tests have been performed are limited by major flaws in the outdated test protocols. Despite large knowledge gaps and uncertainties, enough knowledge exists to conclude that existing levels of pollution with neonicotinoids and fipronil resulting from presently authorized uses frequently exceed the lowest observed adverse effect concentrations and are thus likely to have large-scale and wide ranging negative biological and ecological impacts on a wide range of non-target invertebrates in terrestrial, aquatic, marine and benthic habitats.
Afficher plus [+] Moins [-]Comprehensive analyses of agrochemicals affecting aquatic ecosystems: A case study of Odonata communities and macrophytes in Saga Plain, northern Kyushu, Japan
2022
Tazunoki, Yuhei | Tokuda, Makoto | Sakuma, Ayumi | Nishimuta, Kou | Oba, Yutaro | Kadokami, Kiwao | Miyawaki, Takashi | Ikegami, Makihiko | Ueno, Daisuke
The negative influence of agrochemicals (pesticides: insecticide, fungicide, and herbicide) on biodiversity is a major ecological concern. In recent decades, many insect species are reported to have rapidly declined worldwide, and pesticides, including neonicotinoids and fipronil, are suspected to be partially responsible. In Japan, application of systemic insecticides to nursery boxes in rice paddies is considered to have caused rapid declines in Sympetrum (Odonata: Libellulidae) and other dragonfly and damselfly populations since the 1990s. In addition to the direct lethal effects of pesticides, agrochemicals indirectly affect Odonata populations through reductions in macrophytes, which provide a habitat, and prey organisms. Due to technical restrictions, most previous studies first selected target chemicals and then analyzed their influence on focal organisms at various levels, from the laboratory to the field. However, in natural and agricultural environments, various chemicals co-occur and can act synergistically. Under such circumstances, targeted analyses might lead to spurious correlations between a target chemical and the abundance of organisms. To address such problems, in this study we adopted a novel technique, “Comprehensive Target Analysis with an Automated Identification and Quantification System (CTA-AIQS)” to detect wide range of agrochemicals in water environment. The relationships between a wide range of pesticides and lentic Odonata communities were surveyed in agricultural and non-agricultural areas in Saga Plain, Kyushu, Japan. We detected significant negative relationships between several insecticides, i.e., acephate, clothianidin, dinotefuran, flubendiamide, pymetrozine, and thiametoxam (marginal for benthic odonates) and the abundance of lentic Epiprocta and benthic Odonates. In contrast, the herbicides we detected were not significantly related to the abundance of aquatic macrophytes, suggesting a lower impact of herbicides on aquatic vegetation at the field level. These results highlight the need for further assessments of the influence of non-neonicotinoid insecticides on aquatic organisms.
Afficher plus [+] Moins [-]Exposure to fipronil induces cell cycle arrest, DNA damage, and apoptosis in porcine trophectoderm and endometrial epithelium, leading to implantation defects during early pregnancy
2021
Park, Wonhyoung | Lim, Whasun | Song, Gwonhwa
Fipronil, a phenyl-pyrazole insecticide, has a wide range of uses, from agriculture to veterinary medicine. Due to its large-scale applications, the risk of environmental and occupational exposure and bioaccumulation raises concerns. Moreover, relatively little is known about the intracellular mechanisms of fipronil in trophoblasts and the endometrium involved in implantation. Here, we demonstrated that fipronil reduced the viability of porcine trophectoderm and luminal epithelial cells. Fipronil induced cell cycle arrest at the sub-G1 phase and apoptotic cell death through DNA fragmentation and inhibition of DNA replication. These reactions were accompanied by homeostatic changes, including mitochondrial depolarization and cytosolic calcium depletion. In addition, we found that exposure to fipronil compromised the migration and implantation ability of pTr and pLE cells. Moreover, alterations in PI3K-AKT and MAPK-ERK1/2 signal transduction were observed in fipronil-treated pTr and pLE cells. Finally, the antiproliferative and apoptotic effects of fipronil were also demonstrated in 3D cell culture conditions. In summary, our results suggest that fipronil impairs implantation potentials in fetal trophectoderm and maternal endometrial cells during early pregnancy.
Afficher plus [+] Moins [-]A full evaluation of chiral phenylpyrazole pesticide flufiprole and the metabolites to non-target organism in paddy field
2020
Gao, Jing | Wang, Fang | Jiang, Wenqi | Miao, Jingwen | Wang, Peng | Zhou, Zhiqiang | Liu, Donghui
Pesticides applied to paddy fields may pose considerable danger to non-target aquatic organisms and further threaten human health. Flufiprole is a pesticide used in rice fields; considering the widespread existence of rice-fish-farming ecosystems, the acute toxicities of flufiprole enantiomers and its six metabolites (fipronil, flufiprole sulfide, flufiprole sulfone, detrifluoromethylsulfinyl flufiprole, desulfinyl flufiprole, and flufiprole amide) to four common aquatic organisms in rice fields including Misgurnus anguillicaudatus (pond loach), Carassius gibelio (Prussian carp), Pelophylax nigromaculatus (black-spotted frog), and Daphnia magna (water flea) were investigated. Genotoxicity, pathological changes and the effects on the antioxidant system of M. anguillicaudatus were also evaluated after exposure. The LC₅₀ (EC₅₀) values showed that fipronil and desulfinyl flufiprole were the most toxic compounds and were approximately about six times as toxic as flufiprole. No enantioselective toxicity was observed between the two enantiomers. The activity of antioxidant defense enzymes and the content of malondialdehyde (MDA) in the liver and gills of M. anguillicaudatus were significantly increased by the chemicals in most cases. In addition, fipronil and desulfinyl flufiprole were found to induce an increase in the micronucleus rate in M. anguillicaudatus. Histopathological analysis showed that the liver of M. anguillicaudatus was not significantly affected by flufiprole. Our study demonstrated a potential negative effect on flufiprole-treated aquatic organisms. As an alternative to fipronil, the environmental risk of flufiprole and its metabolites to non-target organisms in rice fields cannot be ignored.
Afficher plus [+] Moins [-]Comparative analysis on the sorption kinetics and isotherms of fipronil on nondegradable and biodegradable microplastics
2019
Gong, Wenwen | Jiang, Mengyun | Han, Ping | Liang, Gang | Zhang, Tingting | Liu, Guannan
Biodegradable plastics have been introduced and widely used as a promising alternative to traditional nondegradable plastics. However, the differences in sorption behavior of pesticides on nondegradable and biodegradable microplastics has been insufficiently studied. Here, four types of nondegradable [polyethylene (PE), polystyrene (PS), polyvinyl chloride (PVC), polypropylene (PP)] and two types of biodegradable [polylactic acid (PLA), polybutylene succinate (PBS)] microplastics were selected to investigate the sorption mechanism of fipronil based on their sorption kinetics and isotherms. The results indicated that the sorption rates of PLA and PBS were much higher than those of PE, PP, PVC and PS and that the sorption capacities of fipronil on microplastics followed the order of PBS > PLA > PP > PE > PS > PVC. The sorption kinetics followed a pseudo-second-order kinetics model (R² = 0.953–0.998) for all tested microplastics. External mass transport and intraparticle diffusion were the main rate controlling steps of the sorption of fipronil on microplastics. Furthermore, isotherm results indicated that a Langmuir model provided the best fit for fipronil sorption on PE, PS, PVC and PP (R² = 0.997–0.999), while a Freundlich model was the most appropriate model for PLA and PBS (R² = 0.998–0.999). The presence of surface O-containing functional groups and the spatial arrangement of rubbery domains are likely to affect the sorption process. The results from this work suggest that microplastics, especially biodegradable ones, may play an important role in the fate and transport of pesticides, and their effects on soil organisms (e.g., earthworms) require further investigation.
Afficher plus [+] Moins [-]Ecological risks of insecticide contamination in water and sediment around off-farm irrigated rice paddy fields
2019
Furihata, Shunsuke | Kasai, Atsushi | Hidaka, Kazumasa | Ikegami, Makihiko | Ohnishi, Hitoshi | Goka, Koichi
The ecological impacts of insecticides in aquatic areas around agricultural lands have long been ignored in the regulation scheme of pesticides in Japan. Upon the scheme, the predicted concentration of an insecticide in the main stream of a river is the only parameter considered, suggesting that the ecological impacts of insecticides on local biodiversity around agricultural fields are underestimated. To fill this knowledge gap, we measured insecticide concentrations in surface water and sediment in aquatic areas around paddy fields at 35 locations across Japan. Among the 18 insecticides considered, 15 were detected somewhere in Japan and their concentrations were generally higher in the southwestern region in Japan (e.g. Hiroshima, Saga, or Kagoshima prefectures). Most insecticides were accumulated at higher concentrations in sediment than in surface water, consistent with previous studies. We also detected insecticides applied to nursery boxes at high concentrations in surrounding aquatic areas, although such application is generally considered to have low environmental risks. In addition, derivatives of fipronil, which have similar toxicity as that of fipronil, were often detected in sediment at higher concentrations than fipronil itself. Concentrations of dinotefuran in water at two sampling points were higher than the 5% hazardous concentration (HC5), indicating a possibility of a risk of acute toxicity to aquatic organisms. Our findings indicate that ecological risk assessments of insecticides and their derivatives should be expanded to include concentrations in sediment and water around paddy fields as well.
Afficher plus [+] Moins [-]Occurrence of neonicotinoids and fipronil in estuaries and their potential risks to aquatic invertebrates
2019
Hano, Takeshi | Ito, Katsutoshi | Ohkubo, Nobuyuki | Sakaji, Hideo | Watanabe, Akio | Takashima, Kei | Satō, Taku | Sugaya, Takuma | Matsuki, Kosuke | Onduka, Toshimitsu | Ito, Mana | Somiya, Rei | Mochida, Kazuhiko
This study aimed to evaluate and qualify field-based potential risks of seven neonicotinoid and phenylpyrazole (fipronil) insecticides on aquatic invertebrates, including estuary-resident marine crustaceans. One hundred and ninety-three estuarine water samples, with salinity ranging from 0.5 to 32.7, were collected from four estuarine sites in the Seto Inland Sea of Japan, in 2015–2018 and the insecticide levels were measured. Five neonicotinoid and fipronil insecticides were successfully identified, and their occurrence varied temporally. Marine crustaceans were simultaneously harvested every month from one of the estuarine water sampling sites in 2015–2017. Three predominant crustacean species, kuruma prawn (Penaeus japonicus), sand shrimp (Crangon uritai), and mysid (Neomysis awatschensis), were captured and their seasonal presence was species independent. A 96-h laboratory toxicity study with the insecticides using kuruma prawn, sand shrimp, and a surrogate mysid species (Americamysis bahia) indicated that fipronil exerted the highest toxicity to the three crustaceans. Using both toxicity data and insecticide occurrence in estuarine water (salinity ≥10, n = 169), the potential risks on the three marine crustaceans were quantified by calculating the proportion of mixture toxicity effects (Pₘᵢₓ). The Pₘᵢₓ of seven neonicotinoids on the crustaceans was less than 0.8%, which is likely to be too low to indicate adverse effects caused by the insecticides. However, short temporal detection of fipronil (exclusively in June and July) significantly affected the Pₘᵢₓ, which presented the maximal Pₘᵢₓ values of 21%, 3.4%, and 72% for kuruma prawn, sand shrimp, and mysid, respectively, indicating a significant effect on the organisms. As for estuarine water (salinity <10), some water samples contained imidacloprid and fipronil exceeding the freshwater benchmarks for aquatic invertebrates. The present study provides novel insights into the seasonally varying risks of insecticides to estuarine crustaceans and highlights the importance of considering whether ecological risk periods coincide with crustacean presence.
Afficher plus [+] Moins [-]Degradation of various insecticides in cooked eggs during in vitro human digestion
2018
Kim, Hyeong Sang | Hur, Sun Jin
The objective of this study was to determine the effects of cooking and in vitro human digestion on the changes of five insecticides—fipronil, bifenthrin, 1,1,1-trichloro-2,2-bis(p-chlorophenyl)ethane (DDT), 1,1-dichloro-2,2-bis(p-chlorophenyl)ethane (DDD), and 2,2-bis(p-chlorophenyl)-1,1-dichloroethylene (DDE)—in egg whites and yolks. Each insecticide was applied to egg whites and yolks at a concentration of 1000 μg/g. After cooking the egg whites and yolks, concentrations of bifenthrin, DDD, and DDE decreased (P < 0.05), whereas those of fipronil and DDT were unchanged (P > 0.05) in both egg whites and yolks. Next, an in vitro human digestion model that simulates all the steps of human digestion was employed. Until digestion in the small intestine, the concentrations of fipronil and DDT in the cooked egg whites and yolks were unchanged (P > 0.05), whereas those of bifenthrin, DDD, and DDE decreased (P < 0.05) at each digestion step. In the large intestinal digestion step with Escherichia coli and Lactobacillus sakei as enterobacteria, the concentrations of all the insecticides decreased (P < 0.05) in the cooked egg whites and yolks. Among the insecticides, bifenthrin showed the lowest concentration (P < 0.05). In conclusion, the use of bifenthrin as an insecticide would be comparatively less toxic than other insecticides in terms of environmental pollution and human health, because of its easy degradation.
Afficher plus [+] Moins [-]Development of polyurethane-based passive samplers for ambient monitoring of urban-use insecticides in water
2017
Liao, Chunyang | Richards, Jaben | Taylor, Allison R. | Gan, Jay
Widespread use of insecticides for the control of urban pests such as ants, termites, and spiders has resulted in contamination and toxicity in urban aquatic ecosystems in different regions of the world. Passive samplers are a convenient and integrative tool for in situ monitoring of trace contaminants in surface water. However, the performance of a passive sampler depends closely on its affinity for the target analytes, making passive samplers highly specific to the types of contaminants being monitored. The goal of this study was to develop a passive sampler compatible with a wide range of insecticides, including the strongly hydrophobic pyrethroids and the weakly hydrophobic fipronil and organophosphates. Of six candidate polymeric thin films, polyurethane film (PU) was identified to be the best at enriching the test compounds. The inclusion of stable isotope labeled analogs as performance reference compounds (PRCs) further allowed the use of PU film for pyrethroids under non-equilibrium conditions. The PU sampler was tested in a large aquarium with circulatory water flow, and also deployed at multiple sites in surface streams in southern California. The concentrations of pesticides derived from the PU sampler ranged from 0.5 to 18.5 ng/L, which were generally lower than the total chemical concentration measured by grab samples, suggesting that suspended particles and dissolved organic matter in water rendered them less available. The influence of suspended particles and dissolved organic matter on bioavailability was more pronounced for pyrethroids than for fipronils. The results show that the developed PU film sampler, when coupled with PRCs, may be used for rapid and sensitive in-situ monitoring of a wide range of insecticides in surface water.
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