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An unusual cause of atrial fibrillation: exposure to insecticides.

BACKGROUND: Although there are many well-known cardiac results of insecticide poisoning, atrial fibrillation (AF) has not been reported as the result of insecticide intoxication. CASE: Twenty-six-year-old male, complaining of nausea and vomiting, presented to the emergency department with a history of methomyl dust exposure. All physical examination findings were normal except irregular heart rate on cardiac auscultation. The electrocardiogram of the patient showed AF with normal ventricular response. Patient's acetylcholinesterase (ACE) level was 3,319 IU/L in presentation and pralidoxim use was seen unnecessary for the treatment. The patient's rhythm spontaneously returned to sinus rhythm 24 hr after the presentation and no cardiopulmonary pathology was found during the follow-up. The patient was discharged without symptoms. CONCLUSION: AF is a rare complication of insecticide intoxication. In this case, treatment of symptoms was adequate until a normal sinus rhythm returned.

Acetylcholinesterase↗

Glutamate receptor inhibitors as potential insecticides.

Philanthotoxin (PhTX) is a neurotoxic constituent of the paralytic venom of the digger wasp, Philanthus triangulum. PhTX inhibits glutamate receptors of insect muscles mostly as a channel blocker, thereby producing muscle paralysis. Since glutamate receptor blockers may be of value as selective insect control agents, numerous derivatives of PhTX were synthesized and tested for their potencies as inhibitors of insect skeletal muscle glutamate receptors. Structure-activity relationship studies revealed that shortening the polyamine chain length reduced potency, and quaternarization of the nitrogen destroyed it. The potency was increased by a bulky anchoring group with moderate hydrophobicity at the end of the polyamine chain. The conversion of the tryosyl moiety to 3,5-diiodo-tyrosyl also increased potency and so did lengthening the butyryl chain from 4 to 10 carbons. Not only did PhTXs inhibit different subtypes of glutamate receptors, including the mammalian N-methyl-D-aspartate receptor, but also nicotinic receptors of insects and vertebrates. Because of this low selectively, and the hydrophilicity of the derivatives tested, which interferes with their penetration to the target receptor, these compounds cannot be used as insecticides. Nevertheless, the insect skeletal muscle glutamate receptor is a viable target for selective insecticides and major changes in PhTX structure may possibly produce derivatives that can be potential insecticides.

Animals↗

Synthesis of a series of new N1-[4-(4-nitrophenylthio)phenyl]-N3-(H/alkyl/acyl/aryl) thioureas and their antifungal, insecticidal and larvicidal activities.

A series of new mono and disubstituted thioureas, derived from 4-(4-nitrophenylthio) aniline, have been prepared and screened for antifungal activity against Alternaria alternata and Curvularia lunata. Their insecticidal and larvicidal activities have also been evaluated against adult male and female cockroaches (Periplanata americana) and mosquito larvae (Culex pipiens fatigans Wied) of IIIrd and early IVth instar stage, respectively. The tabulated results reveal that most of the thiourea derivatives, in general, possess marked antifungal, insecticidal and larvicidal properties, but the chlorosubstituted derivatives, in particular, are the most active compounds in the entire series. Compound 20, N1-[4-(4-nitrophenylthio)phenyl]-N3-(4-chlorophenyl) thiourea, was the most active antifungal compound, whereas, compound 12, N1-[4-(4-nitrophenylthio)phenyl]-N3-(4-chlorobenzoyl) thiourea, was the most potent insecticidal and larvicidal compound.

Alternaria↗

Incidence of residual levels of organophosphorus insecticides in farm produce in the Region of Murcia, Spain. Comparison of intake in the 1985-86 and 1989 campaigns.

We calculated the effective dietary exposure to 20 organophosphorus insecticides in a sample of residents of the Region of Murcia (Spain). Calculations were based on the contamination of 2310 specimens of citrus fruits, pitted and seedy fruits and vegetables collected in the 1985-86 and 1989 campaigns. A comparison of the results from the two campaigns showed that the mean annual insecticide ingestion determined from the mean consumption of each type of farm produce fell from 7.82 mg to 5.55 mg over the 4-year period studied. The total annual ingestion of insecticides during the 1985-86 and 1989 campaigns was ca. 0.133 and 0.1 mg kg-1 body weight; these values are well below the admissible annual ingestion of 29.565 mg kg-1 body weight.

Agriculture↗

Relationship between insecticide-induced short and wry neck and cervical defects visible histologically shortly after treatment of chick embryos.

In order to clarify the anatomical precursor of short and wry neck, 48-hr chick embryos were injected with 6.25-200 micrograms of the organophosphate (OP) insecticide diazinon and recovered either at 96 hr for histological evaluation or at 19 days for gross observation. Among embryos recovered at 96 hr, all receiving a dose of 25-200 micrograms showed, in serial cross sections, the cervical notochord severely folded in the vertical, horizontal, and diagonal planes and the adjacent neural tube variously folded (often with branching of its canal), deformed by the notochord, rotated, and/or displaced from the midline. Virtually all embryos injected with 6.25 or 12.5 micrograms were fully free of such abnormalities. The coinjection of 2-pyridinealdoxime methochloride (2-PAM, which protects the embryo from certain OP insecticide-induced teratisms) along with 200 micrograms of diazinon markedly reduced the notochord and neural wry neck at 19 days paralleled the 96-hr cervical histology: pronounced in all embryos receiving greater than or equal to 25 micrograms, virtually nonexistent in those receiving 6.25 or 12.5 micrograms. Though more marked at higher doses, wry neck occurred to varying extents at all doses, 6.25-100 micrograms. We conclude that 1) the primary insecticide effect is upon the notochord rather than the neural tube, 2) short neck is a direct consequence of notochord folding, 3) wry neck is apparently not linked with notochord folding, and 4) vertebral fusion is not the consequence solely of muscle paralysis as argued elsewhere. We propose that the notochord folds because diazinon disrupts normal formation of its sheath.

Abnormalities, Drug-Induced↗

Insecticide resistance in Bemisia tabaci (Homoptera: Aleyrodidae) populations from Crete.

The resistance levels to alpha-cypermethrin, bifenthrin, pirimiphos-methyl, endosulfan and imidacloprid were determined in Bemisia tabaci (Gennadius) from Crete. Five B tabaci populations collected from greenhouse and outdoor crops were bioassayed and compared with a reference susceptible strain. Bemisia tabaci collected in a floriculture greenhouse exhibited the highest resistance against all insecticides: at LC50, resistance factors were 23-fold for bifenthrin, 80-fold for alpha-cypermethrin, 18-fold for pirimiphos-methyl, 58-fold for endosulfan and 730-fold for imidacloprid. A population collected on outdoor melons was more susceptible than the reference strain against all insecticides tested, suggesting the occurrence of local highly susceptible B tabaci populations in 'refugia'. In pairwise comparisons of resistance levels, correlation was observed between the LC50 values of the pyrethroid insecticides bifenthrin and alpha-cypermethrin.

Animals↗

Insecticidal and fungicidal activity of new synthesized chitosan derivatives.

Chitosan, the N-deacetylated derivative of chitin, is a potential biopolysaccharide owing to its specific structure and properties. In this paper, we report on the synthesis of 24 new chitosan derivatives, N-alkyl chitosans (NAC) and N-benzyl chitosans (NBC), that are soluble in dilute aqueous acetic acid. The different derivatives were synthesized by reductive amination and analyzed by 1H NMR spectroscopy. A high degree of substitution (DS) was obtained with N-(butyl)chitosan (DS 0.36) at a 1:1 mole ratio for NAC derivatives and N-(2,4-dichlorobenzyl)chitosan (DS 0.52) for NBC derivatives. Their insecticidal and fungicidal activities were tested against larvae of the cotton leafworm Spodoptera littoralis (Boisduval) (Lepidoptera: Noctuidae), the grey mould Botrytis cinerea Pers (Leotiales: Sclerotiniaceae) and the rice leaf blast Pyricularia grisea Cavara (Teleomorph: Magnaporthe grisea (Hebert) Barr). The oral feeding bioassay indicated that all the derivatives had significant insecticidal activity at 5 g kg(-1) in artificial diet. The most active was N-(2-chloro-6-fluorobenzyl)chitosan, which caused 100% mortality at 0.625 g kg(-1), with an estimated LC50 of 0.32 g kg(-1). Treated larvae ceased feeding after 2-3 days; the mechanism of action remains unknown. In a radial hyphal growth bioassay with both plant pathogens, all derivatives showed a higher fungicidal action than chitosan. N-Dodecylchitosan, N-(p-isopropylbenzyl)chitosan and N-(2,6-dichlorobenzyl)chitosan were the most active against B cinerea, with EC50 values of 0.57, 0.57 and 0.52 g litre(-1), respectively. Against P grisea, N-(m-nitrobenzyl)chitosan was the most active, with 77% inhibition at 5 g litre(-1). The effect of different substitutions is discussed in relation to insecticidal and fungicidal activity.

Animals↗

Evaluation of the time-concentration-mortality responses of Plutella xylostella larvae to the interaction of Beauveria bassiana with a nereistoxin analogue insecticide.

Six bioassays were conducted to evaluate the interaction between Beauveria bassiana SG8702 and a nereistoxin analogue insecticide, diammonium S,S'-(2-dimethylaminotrimethylene)di(thiosulfate), which is highly compatible with the fungal biocontrol agent against diamondback moth Plutella xylostella (L.). Second-instar larvae were exposed to sprays of B. bassiana alone (assay 1) at concentrations of 21-38, 157-232 and 822-1133 conidia mm(-2) or together with the insecticide at the low application rates of 5, 10, 25, 50 and 100 microg AI ml(-1) (assays 2-6), and then maintained at 25 degrees C and 12:12 h light:dark photoperiod for daily monitoring of mortality for 8 days. Based on the modelling of the resultant time-concentration-mortality data sets, the fungal agent was highly virulent to P. xylostella with an LC50 decreasing from 269 conidia mm(-2) on day 4 to 107 on day 8. Lower lethal concentrations or shorter median lethal times resulted from fungal sprays including the tested chemical rates; the latter never caused higher mortalities than the fungal treatments alone. The fungal action over 3-7 days after spray was significantly enhanced by including in the fungal sprays the chemical at rates of > or =25 microg ml(-1) for 2.6- to 1756-fold reduction of LC50 values, > or =50 microg ml(-1) for 4- to 274-fold reduction of LC70 values and 100 microg ml(-1) for 9- to 33-fold reduction of LC90 values respectively. These rates were equivalent to 5-20% of the chemical rate labelled for field application. The fungal and chemical interaction outlined above highlights the feasibility of combined formulation or application of B. bassiana and the chemical insecticide for P. xylostella control.

Animals↗

Effect of Bacillus thuringiensis subsp. israelensis and neonicotinoid insecticides on the fungus gnat Bradysia sp nr. coprophila (Lintner) (Diptera: Sciaridae).

The soil bacterium Bacillus thuringiensis Berliner subsp. israelensis (Bti), the neonicotinoid insecticides dinotefuran, imidacloprid, thiamethoxam and clothianidin and the insect growth regulator pyriproxyfen were evaluated to determine their efficacy against the larval stages of the fungus gnat Bradysia sp nr. coprophila (Lintner) in the laboratory. Treatments were applied as a drench to the growing medium in polypropylene deli containers. The Bti treatments had no effect on either instar tested, whereas all the other compounds negatively affected both the second and third instars. This study demonstrates that the soil bacterium B. thuringiensis var. israelensis may not be active on these larval stages, whereas the neonicotinoid insecticides and the insect growth regulator pyriproxyfen are effective on these stages. The fact that Bti is not effective on the second and third instars of the fungus gnat means that greenhouse producers using this insecticide must make applications before fungus gnat populations build up and before overlapping generations develop.

Animals↗

The effect of indoxacarb and five other insecticides on Phytoseiulus persimilis (Acari: Phytoseiidae), Amblyseius fallacis (Acari: Phytoseiidae) and nymphs of Orius insidiosus (Hemiptera: Anthocoridae).

A laboratory study assessed the contact toxicity of indoxacarb, abamectin, endosulfan, insecticidal soap, S-kinoprene and dimethoate to Amblyseius fallacis (Garman), Phytoseiulus persimilis Athias-Henriot and nymphs of Orius insidiosus (Say). Amblyseius fallacis is a predacious phytoseiid mite and an integral part of integrated pest management (IPM) programmes in North American apple orchards. The other two beneficials are widely used in greenhouses to manage various arthropod pests infesting vegetable and ornamental crops. Indoxacarb is a slow-acting insecticide, so toxicity data were recorded 7 days post-treatment when the data had stabilised. It showed no toxicity to O. insidiosus nymphs or to A. fallacis or P. persimilis adults. The LC50 values for O. insidiosus nymphs and P. persimilis could not be estimated with their associated confidence limits, because the g values were greater than 0.5 and under such circumstances the lethal concentration would lie outside the limits. The LC50 for A. fallacis was 7.6x the label rate. The fecundity of P. persimilis was reduced by 26.7%. The eclosion of treated eggs from both species of beneficial mites was not affected adversely. Among the other pest control products, S-kinoprene and endosulfan affected adversely at least one species of the predators, whereas dimethoate, abamectin and insecticidal soap were very toxic to all three beneficials. Indoxacarb should be evaluated as a pest control product in IPM programmes.

Animals↗

Insecticidal arylalkylbenzhydrolpiperidines: novel inhibitors of voltage-sensitive sodium and calcium channels in mammalian brain.

Using preparations derived from whole mouse brain, we have demonstrated that insecticidal arylalkylbenzhydrolpiperidines inhibit the depolarization of synaptoneurosomes as measured by rhodamine 6G fluorescence and block 22Na+ uptake into synaptosomes, when veratridine is used as the activator. These insecticides also have the ability to potently displace the binding of [3H]batrachotoxinin A 20-alpha-benzoate ([3H]BTX-B) to neuronal sodium channels in a concentration-dependent manner. The study compounds can be classified as competitive inhibitors of radioligand binding, since they decrease the affinity of [3H]BTX-B for site 2 without affecting the concentration of sites labelled by this radioligand. Our kinetic analyses revealed that at its IC50, the 4-carbomethoxyaminobenzyl-piperidine analogue reduces the rate of association of [3H]BTX-B with site 2, whereas higher concentrations were required to accelerate dissociation of the [3H]BTX-B:sodium channel complex. These results indicate an ability to interact with both non-activated and persistently activated states of the voltage-sensitive sodium channel, but higher affinity for the former. Such a profile also implies that inhibition of [3H]BTX-B binding to site 2 occurs via an allosteric mechanism. In addition, arylalkylbenzhydrolpiperidines interact with presynaptic voltage-sensitive calcium channels, since we demonstrate that they inhibit increases in [free Ca++] and 45Ca++ uptake when evoked by high KC1 concentration in mouse brain synaptosomal preparations. Such effects generally occur at concentrations that are higher than those required to inhibit sodium channels. Blockade of sodium and calcium channels may therefore contribute to the in vivo neurological effects observed in rodents exposed to these insecticides.

Animals↗

Toxicity of a formulation of the insecticide indoxacarb to the tarnished plant bug, Lygus lineolaris (Hemiptera: Miridae), and the big-eyed bug, Geocoris punctipes (Hemiptera: Lygaeidae).

Indoxacarb is a new oxadiazine insecticide that has shown outstanding field insecticidal activity. The toxicity of a 145 g litre-1 indoxacarb SC formulation (Steward) was studied on the tarnished plant bug Lygus lineolaris and the big-eyed bug Geocoris punctipes. Both insect species responded very similarly to indoxacarb in topical, tarsal contact and plant feeding toxicity studies. The topical LD50 of the formulation was c 35 ng AI per insect for both species. Prolonged tarsal contact with dry indoxacarb residues did not result in mortality for either insect species. However, both species were susceptible to feeding through dried residues of indoxacarb after spraying on young cotton plants. Feeding on water-washed plants resulted in lower mortality than that observed with unwashed plants, and toxicity declined even more dramatically after a, detergent rinse, indicating that much of the indoxacarb probably resides on the cotton leaf surface or in the waxy cuticle. These results were corroborated by HPLC-mass spectrometry measurements of indoxacarb residues on the plants. Greater mortality for both species was observed in a higher relative humidity environment. Higher levels of accumulated indoxacarb and its active metabolite were detected in dead G punctipes than in L lineolaris after feeding on sprayed, unwashed plants. When female G punctipes ate indoxacarb-treated Heliothis zea eggs, there was significant toxicity. However, only c 15% of the females consumed indoxacarb-treated eggs, and the rest of the females showed a significant diminution of feeding in response to the insecticide. Cotton field studies have shown that indoxacarb treatments at labelled rates lead to a dramatic decline in L lineolaris, with negligible declines in beneficial populations. A major route of intoxication of L lineolaris in indoxacarb-treated cotton fields thus appears to be via oral, and not cuticular, uptake of residues from treated cotton plants. The mechanisms for selectivity/safety for G punctipes are currently under investigation and may be a combination of differential feeding behavior and diminution of feeding by females exposed to indoxacarb-treated eggs.

Animals↗

Efficacy of the organic-certified insecticide Diatect II against the boll weevil (Anthonomus grandis) in cotton.

The efficacy of the organic insecticide Diatect II against boll weevil (Anthonomus grandis Boheman) in cotton (Gossypium hirsutum L) in the Lower Rio Grande Valley of Texas were assessed in small-plot field trials and greenhouse cage tests using azinphos-methyl treatments as a standard for comparison. Plastic sheets were placed in the furrows of the treated plots to retrieve boll weevils which dropped from the plants after being killed by the insecticides. Samples of live weevils taken by a tractor-mounted vacuum sampler revealed a modest, but significant, reduction in boll weevil populations in Diatect II plots. However, samples of dead weevils indicated that this reduction was due to movement of weevils out of the plots rather than to mortality. This interpretation is supported by greenhouse cage studies, where mortality in Diatect II treated cages was no greater than that in untreated control cages. The effects of insecticide treatments in small plots can be confounded easily and quickly by interplot movement of target insects. Although the relative effects of various compounds can usually be assessed by sampling the populations in plots soon after treatment, the best measure of efficacy is obtained by directly sampling insects that have died in the plot. This parameter is insulated from the effects of interplot movement, unless the toxicant is slow to immobilize the target insect. Taken together, our results indicate little efficacy by Diatect II against boll weevil under our test conditions.

Agriculture↗

Synthesis and insecticidal activity of benzoheterocyclic analogues of N'-benzoyl-N-(tert-butyl)benzohydrazide: Part 2. Introduction of substituents on the benzene rings of the benzoheterocycle moiety.

A series of N'-benzoheterocyclecarbonyl-N-tert-butyl-3,5-dimethylbenzohydrazide analogues possessing a variety of substituents on the benzene rings of the benzoheterocyle moieties were synthesized and tested for their insecticidal activity. The introduction of a methyl group at the R1 position of the benzoheterocycle moiety strongly increased the insecticidal activity. Among the analogues synthesized, N'-tert-butyl-N'-(3,5-dimethylbenzoyl)-5-methyl-6-chromanecarbohydrazide showed the highest insecticidal activity (LC50 = 0.89 mg litre(-1)).

Animals↗

Synthesis and insecticidal activity of benzoheterocyclic analogues of N'-benzoyl-N-(tert-butyl)benzohydrazide: Part 3. Modification of N-tert-butylhydrazine moiety.

Nineteen analogues were synthesized by modifying the tert-butylhydrazine moieties of N'-tert-butyl-N'-(3,5-dimethylbenzoyl)-5-methyl-2,3-dihydro-1,4-benzodioxine-6-carbohydrazide and N'-tert-butyl-N'-(3,5-dimethylbenzoyl)-5-methylchromane-6-carbohydrazide (chromafenozide), and the synthesized analogues were evaluated for their insecticidal activity against Spodoptera litura F. While all of the synthesized analogues had insecticidal activity inferior to those of the lead compounds, several of the analogues nonetheless showed high insecticidal activity. Chromafenozide has shown very high selectivity toward lepidopteran species.

Animals↗

Insecticidal activity and nicotinic acetylcholine receptor binding of dinotefuran and its analogues in the housefly, Musca domestica.

The insecticidal activity of dinotefuran and 23 related compounds against the housefly, Musca domestica (L) was measured by injection with metabolic inhibitors. Dinotefuran was less active than imidacloprid and clothianidin by a factor of 10 in molar concentrations. Their binding activities to the fly-head membrane preparation were measured by using [125I]alpha-bungarotoxin ([125I]alpha-BGTX) and [3H]imidacloprid ([3H]IMI) as radioligands. The activity of some selected compounds measured with [3H]IMI was 10(4)-fold higher than that measured with [125I]alpha-BGTX. With [3H]IMI as a radioligand, dinotefuran was 13-fold less active than imidacloprid. The inhibitory effect of dinotefuran on the binding of [3H]IMI to the membrane preparation was in a competitive manner. Quantitative analysis of the insecticidal activity of the test compounds with the binding activity measured with [3H]IMI showed that the higher the binding activity, the higher was the insecticidal activity.

Animals↗

Partial characterization and insecticidal properties of Ricinus communis L foliage flavonoids.

Aqueous leaf extract of Ricinus communis L (Euphorbiaceae), a cultivated plant in tropical countries, showed excellent insecticidal activity against Callosobruchus chinensis L (Coleoptera: Bruchidae). We have isolated and tested flavonoids as insecticidal and antimicrobial agents. The isolated flavonoids showed potential insecticidal, ovicidal and oviposition deterrent activities against C chinensis L. However, antimicrobial activity against the common microbial infestants of stored pulses, of which C chinensis is a major pest, was found to be insignificant. Two bands having Rf 0.63 and 0.69 were seen on HPTLC plates using mobile phase benzene + ethyl acetate + methanol + formic acid (12 + 4.5 + 2 + 1.5 by volume) as eluant. The Rf values and scanning of the spectrum in the ultraviolet region, showed identity with the flavonoids quercetin and kaempferol. This was further confirmed using HPLC and IR and UV spectrometry. HPLC and HPTLC chromatograms also suggested quercetin to be the major flavonoid present in the hydrolyzed aqueous leaf extract of R communis.

Animals↗

The relationship between the chemical composition of three essential oils and their insecticidal activity against Acanthoscelides obtectus (Say).

The chemical composition of the essential oils isolated from various parts of three Greek aromatic plants (Lavandula hybrida Rev, Rosmarinus officinalis L and Eucalyptus globulus Labill) collected at different seasons was determined by GC/MS analysis. The insecticidal action of these oils and of their main constituents on Acanthoscelides obtectus (Say) adults was evaluated and their LC50 values were estimated. All essential oils tested exhibited strong activity against A. obtectus adults, with varying LC50 values depending on insect sex and the composition of the essential oils. A correlation between total oxygenated monoterpenoid content and activity was observed, with oxygenated compounds exhibiting higher activity than hydrocarbons. Among the main constituents, only linalyl and terpinyl acetate were not active against A. obtectus, while all the others exhibited insecticidal activity against both male and female adults, with LC50 values ranging from 0.8 to 47.1 mg litre(-1) air. An attempt to correlate the insecticidal activity to the monoterpenoid's structure is presented, and the difference in sensitivity between male and female individuals is also explored.

Animals↗