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PubMed2003

Insecticidal activity of the enantiomers of fipronil.

The two enantiomers of the insecticide fipronil were made by preparative HPLC. The insecticidal activities of the racemic mixture and the two enantiomers against selected agricultural or household pests (cotton stainer, Dysdercus cingulatus F; grain weevil, Sitophilus granarius L and house fly, Musca domestica L) were determined. There was no significant difference in acute or residual activity between the racemic mixture and the enantiomers of fipronil, indicating that there is no preferred chiral form of the compound in these key species of important insects. This observation clearly suggests that there is no major scope for marketing the insecticide in a one-enantiomer form.

Animals↗
PubMed2004

The contact toxicity of indoxacarb and five other insecticides to Orius insidiosus (Hemiptera: Anthocoridae) and Aphidius colemani (Hymenoptera: Braconidae), beneficials used in the greenhouse industry.

The contact toxicity of indoxacarb, abamectin, endosulfan, insecticide soap, S-kinoprene and dimethoate to Orius insidiosus (Say) and Aphidius colemani Viereck were studied in the laboratory. These beneficials are often used in the greenhouses to manage various insect pests. Indoxacarb is slow acting and therefore, to estimate lethal dosages, observations should be continued for several days until data stabilize. Seven days after treatment, the LC50 was 0.119 g AI litre(-1) for O insidiosus adults and 0.019 g AI litre(-1) for A colemani. At that time, the recommended field concentration was 0.479 times the LC50 for O insidiosus adults and three times the LC50 for A colemani. In contrast, indoxacarb had no adverse effect on the reproductive capacity of wasps surviving a treatment or the developing wasps in the aphid mummy. Among the other insecticides S-kinoprene was the most innocuous while dimethoate was the most toxic to the two beneficials. The other insecticides had overlapping toxicities.

Animals↗
PubMed1982

Do organophosphate insecticides inhibit the conversion of tryptophan to NAD+ in ovo?

The hypothesis that organophosphate (OP) insecticides reduce the NAD+ levels of chick embryos by inhibiting kynurenine formamidase was tested. Fertile chicken eggs at 3 days of incubation were treated with a teratogenic dose of the organophosphate insecticide diazinon (DZN) in the presence or absence of exogenous L-tryptophan or nicotinamide, or one of the metabolic intermediates (L-kynurenine, 3-hydroxyanthranilic acid, quinolinic acid) between tryptophan and NAD+. By day 10 of development, DZN reduced the NAD+ content of the hind limbs of the embryos to less than 20% of normal and by day 15 it caused severe type I and type II teratogenic responses. The co-presence of tryptophan or one of its metabolites served to maintain the NAD+ levels of DZN-treated embryos close to or above normal and significantly alleviated the symptoms of type I teratisms. Tryptophan is virtually as effective as most of its metabolites in suppressing the effects of DZN on the NAD+ content and physical development of the embryos. This equivalence does not support the proposition that the inhibition of kynurenine formamidase causes the lowered NAD+ levels involved in OP-induced type I teratogenesis. It is consistent with the concept that the insecticide acts to decrease the availability of tryptophan to the embryo.

Abnormalities, Drug-Induced↗
PubMed2001

Effects of the organophosphorus insecticide fenitrothion on growth in five freshwater species of phytoplankton.

The acute toxicity of the insecticide fenitrothion was measured using four freshwater algae (Chlorella saccharophila, Chlorella vulgaris, Scenedesmus acutus, and Scenedesmus subspicatus) and one cyanobacteria (Pseudanabaena galeata). Insecticide concentrations eliciting 50% growth reduction over 96 hr (EC50) ranged from 0.84 to 11.9 mg/L. Fenitrothion was more toxic than other pesticides studied with the same algal species such as chlorsulfuron, molinate, and pyridaphenthion. The transformation of effective concentrations of fenitrothion and other pesticides obtained from toxicity measurements into percent of the saturation level in water is used as a first evaluation of potential hazard to aquatic systems. The insecticides fenitrothion and pyridaphenthion were less hazardous than the herbicides atrazine, benthiocarb, cinosulfuron, chlorsulfuron, methyl-bensulfuron, and molinate. The two species of Chlorella and the cyanobacterium Pseudanabaena were more tolerant to fenitrothion than the two species of Scenedesmus.

Dose-Response Relationship, Drug↗
PubMed1997

The expression of insecticide resistance-related cytochrome P450 forms is regulated by molting hormone in Drosophila melanogaster.

The expression and enzymatic activities of insecticide resistance-related cytochrome P450B are increased by the treatment with 20-hydroxyecdysone (20HE) in D. melanogaster Oregon R flies. We have explored the role of this hormone in the maintenance of P450B basal expression. Arrest of ecdysone synthesis led to a decrease in CYP6A2 mRNA level, as well as in P450B expression and activities. This effect occurred both in insecticide susceptible (ecd1) and resistant (IRED) strains carrying the temperature-sensitive ecd mutation. The role of the 20HE in the regulation of cytochrome P450-mediated insecticide resistance has been proposed.

Animals↗
PubMed1997

Assessment of the insecticide carbofuran's potential to contaminate groundwater through soils in the subtropics.

The possible contamination of groundwater by the insecticide carbofuran was assessed with the behavior assessment model (BAM) and groundwater pollution-potential model (GWP). Dissipation coefficients of this insecticide in two subtropical soils at different moisture contents and soil temperatures were studied by determining the degradation and adsorption of the herbicide in soils. Movement of carbofuran was studied by leaching the insecticide in a soil column in the laboratory. Under 40% field capacity and at 25 degrees C, more than 80% of carbofuran residue was found in both Luchu clay and Yuanlin silty clay loam after incubation for 63 days. The results indicate that the higher the moisture content in the soil, the less the carbofuran residue under the soil moisture below the field capacity. Carbofuran tends to dissipate more easily in Yuanlin soil than in Luchu soil. The distribution coefficient (Kd) with r2 of 0.69 and 0.92 for Luchu and Yuanlin soils, respectively, was found using the first-order kinetics law. In leaching experiment, carbofuran exhibited easier movement in Luchu than in Yuanlin soil.

Carbofuran↗
PubMed2000

Screening of organophosphate insecticide pollution in water by using Daphnia magna.

A simple and rapid screening method using Daphnia magna Straus (water fleas) on the basis of their immobilization was developed for detecting pesticide pollution. The laboratory testing of the toxicity of 11 organophosphate insecticides to D. magna determined 50% inhibition concentration of mobility at 48 h of exposure (48-h EC50) of 0.19 to 2.6 microg/L. The mobility of D. magna was inhibited in several river and stream waters sampled from May 1995 to February 1998 in Tokyo. Chemical analysis of the waters revealed that they were polluted by sub-ppb or ppb level of organophosphate insecticides. A significant relationship was observed between the immobilization of D. magna and the pollution level of the river and stream waters. The D. magna test could be used as a low-cost preliminary screening method for insecticide pollution.

Animals↗
PubMed1996

Time course of inhibition of cholinesterase and aliesterase activities, and nonprotein sulfhydryl levels following exposure to organophosphorus insecticides in mosquitofish (Gambusia affinis).

Cholinesterase (ChE) in brain and muscle was quickly inhibited during a 48-hr in vivo exposure to chlorpyrifos (0.1 ppm), parathion (0.15 ppm), and methyl parathion (8 ppm) in mosquitofish (Gambusia affinis). ChE remained inhibited during a 96-hr nonexposure period. Brain ChE reached peak inhibition by 12 hr after exposure to parathion and chlorpyrifos and by 4 hr after exposure to methyl parathion. All insecticides caused greater than 70% ChE inhibition by 4 hr in muscle. There was no recovery of ChE after 4 days of nonexposure in either brain or muscle. Hepatic aliesterases (AliE) were quickly and greatly inhibited (> 70% by 4 hr) after exposure to parathion and chlorpyrifos but not after exposure to methyl parathion. Exposure to methyl parathion required 24-36 hr to inhibit hepatic AliE to the same level as that following parathion and chlorpyrifos exposures at 4 hr. Exposure to all insecticides eventually resulted in greater than 80% inhibition of AliE. None of the test groups treated with insecticides showed any signs of significant recovery of AliE during the 4 days of nonexposure. Nonprotein sulfhydryl (NPSH) concentrations were lower than controls after 24 hr of exposure and 96 hr after recovery for all compounds. Exposure to methyl parathion lowered NPSH concentrations greater than the other compounds. Hepatic AliE appear capable of affording some protection of ChE from inhibition following parathion or chlorpyrifos exposures, but considerably less protection against methyl parathion.

Animals↗
PubMed1994

The evaluation of carcinogenic risk to humans: occupational exposures in the spraying and application of insecticides.

The International Agency for Research on Cancer (IARC) has reviewed the carcinogenic risk to man of the occupation of spraying or applying insecticides. IARC was unable to conclude that a causal relationship had been established (category 1), but there was some evidence which led them to consider the occupation to be probably carcinogenic (in category 2A). These conclusions have been reviewed by a working group of the International Group of National Associations of Manufacturers of Agrochemical Products (GIFAP) to determine what steps needed to be taken which might improve safety for those working with insecticides. The working group reinforced the view that a causal relationship could not be established. In addition, the usage rate of insecticides has decreased since the time of the studies that IARC considered, their general toxicity has decreased, and the products themselves have been the subject of close regulatory scrutiny. It is considered that these changes are addressing any concerns that may be raised by the IARC report.

Epidemiologic Methods↗
PubMed1995

Toxic interactions between fungicides that inhibit ergosterol biosynthesis and phosphorothioate insecticides in the male rat and bobwhite quail (Colinus virginianus).

The potential for toxic interactions between ergosterol biosynthesis-inhibiting fungicides (EBIFs), used in U.S. agriculture or clinically, and phosphorothioate insecticides was assessed in adult male rats and adult male bobwhite quail (Colinus virginianus) by measuring inhibition of plasma butyryl cholinesterase (BChE) following fungicide and insecticide treatment. Male Sprague-Dawley rats (300 g) were administered corn oil or the following EBIFs: propiconazole (400 mg/kg/day), vinclozolin (400 mg/kg/day), clotrimazole (100 mg/kg/day), or ketoconazole (100 mg/kg/day) for 3 days by oral gavage. Forty-eight hours following the final dose, a single bolus of parathion (0.4 mg/kg in corn oil) or malathion (150 mg/kg in corn oil) or corn oil alone was given po. The rats were terminated 12 hr following parathion or 4 hr following malathion dosing. Significant (p < 0.05) inhibition of BChE was observed with parathion and malathion only following clotrimazole treatment. In contrast, when a similar experiment was performed in bobwhite quail dosed with 12 mg/kg malathion following EBIF treatment, significant BChE inhibition was observed following treatment with vinclozolin or ketoconazole, but not with propiconazole or clotrimazole. Induction of cytochrome P450 in rat and quail liver by EBIFs was accompanied by enhanced oxidative desulfuration of malathion, parathion, and diazinon to toxic oxon products. Increased detoxication via oxidative dearylation/esterolytic clevage also occurred. However, while enhanced acute in vivo insecticide toxicity was observed in both species with a number of EBIF-phosphorothioate combinations, EBIF-induced oxidative activation of phosphorothioates by liver microsomes in vitro was not a good predictor of this effect.

Administration, Oral↗
PubMed2001

Analgesic and toxic effects of neonicotinoid insecticides in mice.

Several nicotinic agonists with the 6-chloro-3-pyridinyl moiety are potent insecticides (e.g., the neonicotinoids imidacloprid and thiacloprid) while others are candidate nonopioid and nonantiinflammatory analgesics (i.e., epibatidine and several heterocyclic analogs). This study examines the hypothesis for the first time that the neonicotinoid insecticides and their imine metabolites and analogs display analgesic (antinociceptive) activity or adverse toxic effects associated with their action on binding to the alpha 4 beta 2 nicotinic acetylcholine receptor (AChR) subtype. Seven 6-chloro-3-pyridinyl compounds were studied, i.e., imidacloprid and thiacloprid, the corresponding imines and an olefin derivative, a nitromethylene analog, and (+/-)-epibatidine. Like (-)-nicotine and carbachol, they all act as full agonists in the (86)rubidium ion efflux experiment with intact mouse fibroblast M10 cells stably expressing the alpha 4 beta 2 nicotinic AChR. Their agonist action is correlated with binding affinity to the alpha 4 beta 2 receptor from M10 cells. Imidacloprid, thiacloprid, and their imine analogs are not antinociceptive agents in mice by abdominal constriction and hot plate analgesic tests. Their agonist actions at the alpha 4 beta 2 receptor correlate instead with their toxicity. Surprisingly, the nitromethylene analog, a weak agonist, is as potent as (-)-nicotine in inducing antinociception, and the effect persists longer than that caused by (-)-nicotine. However, mecamylamine (1 mg/kg) prevents antinociception induced by (-)-nicotine but not by the nitromethylene analog. Interestingly, this nitromethylene neonicotinoid insecticide gives 80-100% mortality within 15 min at 3 mg/kg with mecamylamine pretreatment at 2 mg/kg, doses at which each agent alone gives no lethality. Therefore, analgesic and toxic effects of the nitromethylene analog differ in their mechanism of action from (-)-nicotine and (+/-)-epibatidine.

Analgesics, Non-Narcotic↗
PubMed1991

Molecular cloning of a glutathione S-transferase overproduced in an insecticide-resistant strain of the housefly (Musca domestica).

We report the cloning and sequencing of a glutathione S-transferase (GST) gene from the housefly Musca domestica. A cDNA lambda gt11 library was prepared from the organophosphate insecticide-resistant housefly strain Cornell-R--a variant that has elevated GST activity. The lambda phage GST clone was identified on the basis of its ability to cross-hybridize to a GST DNA probe from Drosophila melanogaster. Based on amino acid homology to other GSTs and expression of GST activity in Escherichia coli, the Musca GST gene (MdGST-1) belongs to the GST gene family. Although organophosphate resistance in Cornell-R is largely due to one of the GSTs, MdGST-1 is probably not the enzyme responsible for resistance. The mutation that controls resistance to organophosphate insecticides in Cornell-R is highly unstable and we isolated spontaneous variants to both insecticide sensitivity and to even higher levels of resistance. This provided us with an isogenic set of three strains. We found that MdGST-1 transcript levels as measured by Northern assays are higher in all three Cornell-R strains relative to the sensitive wild type, but that the sensitive Cornell-R strain has more MdGST-1 transcript than does the highly resistant Cornell-R strain. These data as well as Southern analysis of genomic DNA allow us to conclude: (1) there are multiple GST genes in M. domestica; (2) the natural variant Cornell-R overproduces excess transcript from two and probably more of these genes; and (3) the unstable mutation in Cornell-R influences the levels of multiple GSTs.

Amino Acid Sequence↗
PubMed1982

The neutrophil function and infectious diseases in workers occupationally exposed to organochloride insecticides.

The function of polymorphonuclear leucocytes (PMNs) was examined in 33 workers with occupational exposure to organochloride insecticides. A deep impairment of chemotaxis, adhesion, phagocytosis and nitroblue tetrazolium-dye reduction was found. A simultaneous increase of random migration and stimulated migration was observed. Perhaps the increase of the surface migration of leucocytes can partially compensate for the decrease of chemotaxis. However, no correlation between chemotaxis and spontaneous or stimulated migration could be demonstrated. The failure of PMN incubation in autologous serum to affect leucocyte migration and the fact that chemo-attractant generated from the plasma of both workers and controls show similar activity both suggest that the damaged PMN chemotaxis is not serum but cell-dependent. The simultaneous increase of infectious disease, especially of the upper respiratory tract, was found in the group of workers chronically exposed to organochloride insecticides. This kind of infection in the examined group of workers depends mainly on the chronic exposure to insecticides and only partially on the observed impairment of leucocyte function. A possible cause for the frequency of infections in workers is discussed.

Adult↗
PubMed2000

Novel insecticidal toxins from nematode-symbiotic bacteria.

The current strategy of using transgenic crops expressing insecticidal protein toxins is placing increasing emphasis on the discovery of novel toxins, beyond those already derived from the bacterium Bacillus thuringiensis. Here we review the cloning of four insecticidal toxin complex (tc) encoding genes from a different bacterium Photorhabdus luminescens and of similar gene sequences from Xenorhabdus nematophilus. Both these bacteria occupy the gut of entomopathogenic nematodes and are released into the insect upon invasion by the nematode. In the insect the bacteria presumably secrete these insecticidal toxins, as well as a range of other antimicrobials, to establish the insect cadaver as a monocultural breeding ground for both bacteria and nematodes. In this review, the protein biochemistry and structure of the tc encoding loci are discussed in relation to their observed toxicity and histopathology. These toxins may prove useful as alternatives to those derived from B. thuringiensis for deployment in insect-resistant transgenic plants.

Agriculture↗
PubMed2002

Validation of an SPME method, using PDMS, PA, PDMS-DVB, and CW-DVB SPME fiber coatings, for analysis of organophosphorus insecticides in natural waters.

Solid-phase microextraction (SPME) has been optimized and applied to the determination of the organophosphorus insecticides diazinon, dichlofenthion, parathion methyl, malathion, fenitrothion, fenthion, parathion ethyl, bromophos methyl, bromophos ethyl, and ethion in natural waters. Four types of SPME fiber coated with different stationary phases (PDMS, PA, PDMS-DVB, and CW-DVB) were used to examine their extraction efficiencies for the compounds tested. Conditions that might affect the SPME procedure, such as extraction time and salt content, were investigated to determine the analytical performance of these fiber coatings for organophosphorus insecticides. The optimized procedure was applied to natural waters - tap, sea, river, and lake water - spiked in the concentration range 0.5 to 50 micro g L(-1) to obtain the analytical characteristics. Recoveries were relatively high - >80% for all types of aqueous sample matrix - and the calibration plots were reproducible and linear (R(2)>0.982) for all analytes with all the fibers tested. The limits of detection ranged from 2 to 90 ng L(-1), depending on the detector and the compound investigated, with relative standard deviations in the range 3-15% at all the concentration levels tested. The SPME partition coefficients (K(f)) of the organophosphorus insecticides were calculated experimentally for all the polymer coatings. The effect of organic matter such as humic acids on extraction efficiency was also studied. The analytical performance of the SPME procedure using all the fibers in the tested natural waters proved effective for the compounds.

Acrylic Resins↗
PubMed2005

Increase of the behavioral response to kairomones by the parasitoid wasp Leptopilina heterotoma surviving insecticides.

Hymenopterous parasitoids are key species involved in the regulation of insect populations. Kairomone perception is an important step leading to host parasitization. The massive use of insecticides induces environmental pollution that can interact with the reproduction of parasitoids. In this work, we have determined the sublethal effects of two insecticides, an organophosphorus (chlorpyrifos) and a pyrethroid (deltamethrin), on the arrestment, by host kairomones, of female parasitoids surviving an LD 20 for 24 h. The behavior of the parasitoids has been recorded with a video-computerized system. The analysis of the behaviors in control conditions versus exposed to an LD 20 have shown that both insecticides significantly increased the arrestment of parasitoids by kairomones. This increase was not followed up by a modification of the kinetics of the behavior. In both control and exposed conditions, parasitoids regularly increased their residence time on the kairomone patch indicating that no saturation to kairomones had occurred. In a field situation where hosts could be scarce, this increase in arrestment could be advantageous for parasitoids by increasing their host finding.

Animals↗
PubMed1997

Impacts on nontarget insects of a new insecticide compound used against the desert locust [Schistocerca gregaria (Forskål 1775)].

In 1994, the effects of fipronil, a new insecticide compound of the phenyl-pyrazol chemical group, was tested against desert locusts during a field experiment in Mauritania. The impacts of these spray treatments on nontarget Coleoptera and Hymenoptera were also studied. In relation to organophosphorous insecticides usually used against grasshoppers and locusts, fipronil appeared more effective and persistent. Similar results were obtained for nontarget Carabidae and Tenebrionidae which were almost totally eliminated from the treated plot. The effects on Hymenoptera varied according the family; Scelionidae and Sphecidae seemed to be more affected than Apoidea. Positive and negative aspects of fipronil treatments are discussed. Appearing as one of the most convenient insecticides to successfully prevent locust outbreaks, at a very early stage of invasion under Saharan conditions, fipronil simultaneously induces heavy mortality in some nontarget insect groups.

Africa, Northern↗
PubMed1997

Recovery following pulsed exposure to organophosphorus and carbamate insecticides in the midge, Chironomus riparius.

The importance of recovery following pulsed and continuous exposure was determined by measuring the acute toxicity of two organophosphorus (parathion and malathion) and four carbamate (aldicarb, carbaryl, carbofuran and propoxur) insecticides. Two 1-h pulses caused significantly fewer symptoms of intoxication than 2 h of continuous exposure if at least 2 to 6 h in clean water were provided between doses for the four carbamates. Two 1-h pulses were equally toxic as a single 2-h continuous exposure for the two organophosphorus insecticides. Acetylcholinesterase activity in midges given two 1-h pulses of carbaryl separated by 24 h in clean water showed reactivation to control levels between the two exposures. These results contribute to the belief that episodic exposure to insecticides is less toxic if recovery in clean water is provided.

Animals↗