A new aqueous suspension concentrate formulation of cis‐permethrin and its insecticidal activity

Isomers of pyrethroids usually have different insecticidal activities. Permethrin, a non‐cyano pyrethroid, is not an exception and cis‐permethrin is much more active than the trans‐isomer against Triatoma infestans, vector of Chagas' Disease in Argentina. The large‐scale separation of cis‐ and trans‐permethrin was performed by successive recrystallizations from ethanol‐water mixtures. An aqueous suspension concentrate (flowable) formulation of pure crystalline cis‐permethrin was prepared and assayed for its insecticidal activity on wood and ceramic surfaces against nymph V of T infestans. This formulation was at least three times more effective than deltamethrin, with LC₅₀ values on ceramic of 0.11 µg cm⁻² and 0.33 µg cm⁻² respectively. On wood surfaces, the LC₅₀ value was 0.57 µg cm⁻² compared with 3.20 µg cm⁻² for deltamethrin. Against other insect species such as Periplaneta americana, Aedes aegypti and Culex quinquefasciatus, the suspension concentrate formulation of cis‐permethrin was, however, less effective than similar formulations of deltamethrin or β‐cypermethrin. © 2000 Society of Chemical Industry     

Insecticidal compounds from the essential oil of Chinese medicinal herb Atractylodes chinensis

BACKGROUND: In a screening programme for new agrochemicals from Chinese medicinal herbs, the essential oil of Atractylodes chinensis (DC.) Koidz was found to possess strong insecticidal activity against the common vinegar fly, Drosophila melanogaster L. The essential oil was extracted via hydrodistillation, and its constituents were determined by GC‐MS analysis. RESULTS: The main components of A. chinensis essential oil were β‐eudesmol (21.05%), β‐selinene (11.75%), γ‐elemene (7.16%) and isopetasam (5.36%). Bioactivity‐directed chromatographic separation on repeated silica gel columns led to the isolation of five compounds, namely atractylon, α‐elemol, β‐eudesmol, hinesol and β‐selinene. β‐Selinene, α‐elemol and hinesol showed pronounced contact toxicity against D. melanogaster adults, with LD₅₀ values of 0.55, 0.65 and 0.71 µg adult^?1 respectively. Atractylon and β‐eudesmol were also toxic to the fruit flies (LD₅₀ = 1.63 and 2.65 µg adult^?1 respectively), while the crude oil had an LD₅₀ value of 2.44 µg adult^?1. CONCLUSION: The findings suggested that the essential oil of Atractylodes chinensis and its active constituents may be explored as natural potential insecticides. Copyright © 2011 Society of Chemical Industry     

Acaricidal activities of the active component of Lycopus lucidus oil and its derivatives against house dust and stored food mites (Arachnida: Acari)

BACKGROUND: Recent studies have focused on materials derived from plant extracts as mite control products against house dust and stored food mites because repeated use of synthetic acaricides had led to resistance and unwanted activities on non‐target organisms. The aim of this study was to evaluate the acaricidal activity of materials derived from Lycopus lucidus against Dermatophagoides farinae, D. pteronyssinus and Tyrophagus putrescentiae. RESULTS: The LD₅₀ values of L. lucidus oil were 2.19, 2.25 and 8.45 µg cm^?2 against D. farinae, D. pteronyssinus and T. putrescentiae. The acaricidal constituent of L. lucidus was isolated by chromatographic techniques and identified as 1‐octen‐3‐ol. In a fumigant method against D. farinae, the acaricidal activity of 1‐octen‐3‐ol (0.25 µg cm^?2) was more toxic than N,N‐diethyl‐m‐toluamide (DEET) (36.84 µg cm^?2), followed by 3,7‐dimethyl‐1‐octen‐3‐ol (0.29 µg cm^?2), 1‐octen‐3‐yl butyrate (2.32 µg cm^?2), 1‐octen‐3‐yl acetate (2.42 µg cm^?2), 3,7‐dimethyl‐1‐octene (9.34 µg cm^?2) and benzyl benzoate (10.02 µg cm^?2). In a filter paper bioassay against D. farinae, 1‐octen‐3‐ol (0.63 µg cm^?2) was more effective than DEET (20.64 µg cm^?2), followed by 3,7‐dimethyl‐1‐octen‐3‐ol (1.09 µg cm^?2). CONCLUSION: 1‐Octen‐3‐ol and 3,7‐dimethyl‐1‐octen‐3‐ol could be useful as natural agents for the management of three mite species. Copyright © 2011 Society of Chemical Industry     

Emamectin benzoate as a candidate for a trunk‐injection agent against the pine wood nematode,Bursaphelenchus xylophilus

In order to develop an effective trunk‐injection agent against pine wood nematode, Bursaphelenchus xylophilus, an in vitro assay was used to examine the antinematodal activity of 58 commercially available compounds with known modes of action. Among compounds tested, the GABA receptor agonists had better anti‐nematodal activity than compounds influencing glutamate, N‐methyl‐D ‐aspartate, β‐adrenergic, dopamine, muscarinic acetylcholine and nicotinic acetylcholine receptors, as well as those inhibiting acetylcholinesterase, monoamine oxidase, 5‐hydroxytryptamine uptake and Ca²⁺, K⁺, Na⁺ and Cl⁻ channels. Avermectins and milbemycins strongly inhibited propagation of the nematode. Emamectin benzoate proved to be the most active (IC₉₅ 0.050 µM ) being over 140 times more active than the active ingredient of conventional trunk‐injection agents. It is concluded that emamectin benzoate is a strong candidate for an anti‐nematodal trunk injection agent. © 2000 Society of Chemical Industry     

Methyl isothiocyanate volatilization from fields treated with metam‐sodium

Emission of methyl isothiocyanate (MITC) from fields treated with metam‐sodium (sodium N‐methyldithiocarbamate) is a potential environmental and human safety hazard. Concentrations of MITC at three heights above four arable fields were measured following the application of metam‐sodium at a rate of 480 litre ha⁻¹ (166 kg AI ha⁻¹). Two of these fields were treated by injection into a center‐pivot irrigation system (chemigation), while in the other two fields the fumigant was applied through injection directly into the soil. Generally, higher MITC air concentrations were observed above chemigated than above injected fields. Maximum MITC air concentrations were 11.2 and 7.4 µg m⁻³ recorded 10 cm above ground 6–8 h following application and the minimum concentrations were 0.7 and 0.2 µg m⁻³ observed at 200 cm 30–35 h after application above chemigated and injected fields, respectively. The estimated MITC respiratory exposure a worker might encounter during the re‐entry period ranged between 1.37 and 0.03 mg day⁻¹ in chemigated fields and between 0.35 and 0.02 mg day⁻¹ in the injected fields. These results suggest that application of the fumigant through injection reduced MITC volatilization losses in comparison with the chemigation method, thus posing a relatively lower risk of exposure to MITC emissions. © 2000 Society of Chemical Industry     

Mode of bleaching phytotoxicity of herbicidal diphenylpyrrolidinones

A mode of action study of herbicidal diphenylpyrrolidinones was carried out through carotenoid analyses in intact Scenedesmus cells and by a cell‐free plant‐type phytoene desaturase assay using Escherichia coli transformants. A series of forty‐eight diphenylpyrrolidinones decreased the carotenoid content of Scenedesmus cells in the light and inhibited phytoene desaturase. The relationship between substituents at various positions and inhibition of phytoene desaturase is discussed. Using very active bleaching diphenylpyrrolidinones, a 10⁻⁵ M concentration affected neither the ζ‐carotene desaturase nor the protoporphyrinogen‐IX oxidase. Although some differences in their inhibitory activity were found between the in vivo and cell‐free assays, it is concluded that the compounds are essentially bleachers affecting carotenoid biosynthesis in plants. Enzyme kinetics studies with recombinant phytoene desaturase revealed a non‐competitive inhibition with respect to the substrate phytoene. A competition against the inhibitor was shown by the cofactor NADP⁺, suggesting an interaction of pyrrolidinones at the cofactor‐binding site of phytoene desaturase. © 2001 Society of Chemical Industry     

Ovicidal,larvicidal and juvenilizing activity of a picolinephenoxyanilide against Cydia pomonella

N‐(4‐phenoxyphenyl)‐2‐pyridinecarboxamide (1) was synthesized from commercially available materials and its ovicidal and larvicidal activity against Cydia pomonella (L) was tested. The compound showed a LC₅₀ of 0.98 mg ml⁻¹ when eggs less than 24 h were sprayed using a Potter Tower, but it had no effect when eggs older than this were sprayed. The compound did not have larvicidal activity when larvae were treated with 1200 µg g⁻¹. However, the larval head capsules were smaller than those in the controls when treated at this concentration. To assess its possible juvenile‐hormone‐like activity, the compound was topically applied to young pupae of Tribolium confusum duVal, where it produced clear juvenilization effects, which were dependent on the applied dose. © 2000 Society of Chemical Industry     

Mode of action of new diethylamines in lycopene cyclase inhibition and in photosystem II turnover

The new bleaching herbicidal compound N,N‐diethyl‐N‐(2‐undecynyl)amine (NDUA) is identified here as an inhibitor of lycopene cyclase and is compared with the known cyclase inhibitors N,N‐diethyl‐N‐[2‐(4‐chlorophenylthio)ethyl]amine (CPTA) and N,N‐diethyl‐N‐[2‐(4‐methylphenoxy)ethyl]amine (MTPA). HPLC separation of chloroplast pigments shows lycopene accumulation in NDUA treated tissue. Variation in chain length of the undecynylamine moeity of NDUA from 7 to 21 C atoms reveals an optimum of 11 to 14 C atoms for herbicidal activity. A series of seven further analogues of NDUA and CPTA reveals the structural elements necessary for inhibition of lycopene cyclase. The effect of NDUA derivatives on photosynthesis has been studied in Chlamydomonas reinhardtii. Photosynthesis is highly sensitive, particularly towards the C14 and longer chain length analogues at nanomolar concentrations. It is shown that the breakdown of photosynthesis by NDUA is due to interference with the turnover of the D1 protein of the photosystem II reaction centre that requires the continous biosynthesis of the two reaction‐centre β‐carotene moieties in the reassembly phase. The D1 protein disappearance is most marked under strong light conditions. The depletion of photosystem II occurs before total pigment bleaching. This newly recognized mechanism in herbicidal activity is also the basis for the mode of action of other lycopene cyclase inhibitors as well as phytoene desaturase inhibitors. © 2001 Society of Chemical Industry     

Herbicide pyrazolate causes cessation of carotenoids synthesis in early watergrass by inhibiting 4-hydroxyphenylpyruvate dioxygenase

In aqueous solution, the herbicide pyrazolate [4‐(2,4‐dichlorobenzoyl)‐1,3‐dimethyl‐5‐pyrazolyl p‐toluenesulfonate] is rapidly hydrolyzed to destosyl pyrazolate (DTP), 4‐(2,4‐dichlorobenzoyl)‐1,3‐dimethyl‐5‐hydroxypyrazole, which is an active form of the herbicide. The objective of this study was to examine the effect of pyrazolate and DTP on carotenoids synthesis in susceptible weed, early watergrass (Echinochloa oryzicola Vasing.). Furthermore, their in vitro effect on 4‐hydroxyphenylpyruvate dioxygenase (HPPD) was determined. Roots of the plants at the two‐leaf stage were soaked for 24 h into pyrazolate (5 × 10^–5 mol L^?1) or norflurazon (10^–6 mol L^?1) solution containing 0.5% volume of acetone. At the first sampling time (3 days after treatment: 3 DAT), the chlorophyll content in the third leaves of pyrazolate‐treated plants were not different compared with the untreated control, but it was decreased between 3 and 6 DAT. The declining pattern of β‐carotene in the third leaf of early watergrass was very similar to that of chlorophyll. Both herbicides induced greater accumulation of phytoene in the third leaves of early watergrass 3 DAT, and the levels were kept until 9 DAT. However, feeding of homogentisate reduced the phytoene accumulation only in pyrazolate‐treated plants, suggesting the site of action of the herbicide located in the pathway of plastoquinone synthesis. In a HPPD assay, DTP revealed to inhibit the enzyme with an IC₅₀ value of 13 nmol L^?1 and that of pyrazolate was 52 nmol L^?1. In the pyrazolate solution used in the assay, some of the herbicide possibly has been hydrolyzed to DTP. From the all results obtained, it is strongly suggested that pyrazolate inhibits carotenoids synthesis and causes bleaching on the developing leaves by the similar mechanism with norflurazon, but its action site is not phytoene desaturase and is HPPD.     

Synergistic and antagonistic interactions of terpenes against Meloidogyne incognita and the nematicidal activity of essential oils from seven plants indigenous to Greece

BACKGROUND: Biorational means for phytonematode control were studied within the context of an increasingly ecofriendly pest management global approach. The nematicidal activity and the chemical composition of essential oils (EOs) isolated from seven plants grown in Greece and ten selected compounds extracted from them against second‐stage juveniles (J2) of Meloidogyne incognita (Kof. & White) Chitwood were evaluated using juvenile paralysis experiments. Additionally, synergistic and antagonistic interactions between nematicidal terpenes were studied using an effect addition model, with the comparison made at one concentration level. RESULTS: The 96 h EC₅₀ values of Foeniculum vulgare Mill., Pimpinella anisum L., Eucalyptus meliodora A Cunn ex Schauer and Pistacia terebinthus L. were 231, 269, 807 and 1116 µg mL^?1, respectively, in an immersion bioassay. Benzaldehyde (9 µg mL^?1) was the most toxic compound, followed by γ‐eudesmol (50 µg mL^?1) and estragole (180 µg mL^?1), based on 96 h EC₅₀ values. The most potent terpene pairs between which synergistic actions were found, in decreasing order, were: trans‐anethole/geraniol, trans‐anethole/eugenol, carvacrol/eugenol and geraniol/carvacrol. CONCLUSION: This is the first report on the activity of F. vulgare, P. anisum, E. meliodora and P. terebinthus, and additionally on synergistic/antagonistic nematicidal terpene interactions, against M. incognita, providing alternative methods for nematode control. Copyright © 2010 Society of Chemical Industry     

Contact and fumigant toxicity of Armoracia rusticana essential oil, allyl isothiocyanate and related compounds to Dermatophagoides farinae

BACKGROUND: The toxicity to adult Dermatophagoides farinae of allyl isothiocyanate identified in horseradish, Armoracia rusticana, oil and another 27 organic isothiocyanates was evaluated using contact + fumigant and vapour‐phase mortality bioassays. Results were compared with those of two conventional acaricides, benzyl benzoate and dibutyl phthalate. RESULTS: Horseradish oil (24 h LC₅₀, 1.54 µg cm^?2) and allyl isothiocyanate (2.52 µg cm^?2) were highly toxic. Benzyl isothiocyanate (LC₅₀, 0.62 µg cm^?2) was the most toxic compound, followed by 4‐chlorophenyl, 3‐bromophenyl, 3,5‐bis(trifluoromethyl)phenyl, cyclohexyl, 2‐chlorophenyl, 4‐bromophenyl and 2‐bromophenyl isothiocyanates (0.93–1.41 µg cm^?2). All were more effective than either benzyl benzoate (LC₅₀, 4.58 µg cm^?2) or dibutyl phthalate (24.49 µg cm^?2). The structure‐activity relationship indicates that types of functional group and chemical structure appear to play a role in determining the isothiocyanate toxicities to adult D. farinae. In the vapour‐phase mortality bioassay, these isothiocyanates were consistently more toxic in closed versus open containers, indicating that their mode of delivery was, in part, a result of vapour action. CONCLUSION: In the light of global efforts to reduce the level of highly toxic synthetic acaricides in indoor environments, the horseradish oil‐derived compounds and the isothiocyanates described herein merit further study as potential acaricides for the control of house dust mite populations as fumigants with contact action. Copyright © 2011 Society of Chemical Industry     

Aqueous solubilities,photolysis rates and partition coefficients of benzoylphenylurea insecticides

The aqueous solubilities and octanol–water partition coefficients (K_OW) of the benzoylphenylurea (BPU) insecticides teflubenzuron, chlorfluazuron, flufenoxuron and hexaflumuron were determined in comparison with the more extensively studied diflubenzuron. Both teflubenzuron and hexaflumuron were substantially less water‐soluble (9.4 (± 0.3) µg litre⁻¹ and 16.2 (± 0.5) µg litre⁻¹ in water, respectively) than the value previously reported for diflubenzuron (89 (± 4) µg litre⁻¹ in water). Log K_OW values for diflubenzuron, teflubenzuron, hexaflumuron, flufenoxuron and chlorfluazuron were 3.8, 5.4, 5.4, 6.2 and 6.6, respectively, as determined using reverse‐phase HPLC. Photodegradation of hexaflumuron, teflubenzuron and diflubenzuron in water indicated hexaflumuron to be the most rapidly degraded of the three compounds at pH 7.0 (t_1/2 = 8.6 (± 0.4) h) and pH 9.0 (t_1/2 = 5 (± 1) h); diflubenzuron was the slowest of the three pesticides to degrade in pH 7.0 (17 (± 4) h) and pH 9.0 (8 (± 2) h) buffered water. In a solar simulator using river water buffered to pH 9.0, teflubenzuron, hexaflumuron and diflubenzuron half‐lives were 20 (± 4), 15 (± 2) and 12 (± 1) h, respectively; dark controls showed no loss of parent BPU over similar time periods. © 2000 Society of Chemical Industry     

Co‐solvent effects on the adsorption of carbofuran by two Indian soils

The adsorption of carbofuran on soils from water‐methanol mixtures has been evaluated by batch shake testing. Two uncontaminated soils having different physicochemical properties were used in these experiments. The volume fraction of methanol in the liquid phase (f_s) was varied from 0.25 to 1.0. Higher adsorption of carbofuran was observed in medium black (silt loam) soil than in alluvial (sandy loam) soil; calculated values of the Freundlich constant (K^m) and distribution coefficient (K_d) showed that adsorption of carbofuran in both soils decreased with increase in f_S values. The decreased carbofuran adsorption in methanol–water mixtures meant a greater potential of ground‐water contamination through leaching from potential sites. The data have been used to evaluate the co‐solvent theory for describing adsorption of carbofuran in methanol–water mixtures. The aqueous phase partition coefficient K_dw (mol g⁻¹) normalized with respect to f_oc and the aqueous phase adsorption constant K_w for carbofuran were evaluated by extrapolating to f_S = 0. © 2000 Society of Chemical Industry     

Residues in apples and sweet cherries after methyl bromide fumigation

Methyl bromide fumigations are used to treat apples, Malus domestica Borkh, and sweet cherries, Prunus avium (L), before export to Japan. In order to expand existing markets, additional cultivars are being prepared for export to Japan. As part of the approval process, residue analyses must be conducted and residues must be at acceptable levels. Five apple cultivars (‘Braeburn,’ ‘Fuji,’ ‘Gala,’ ‘Jonagold,’ and ‘Granny Smith’) were fumigated at 40 g m⁻³ for 2 h at 10 °C, and six sweet cherry cultivars (‘Brooks,’ ‘Garnet,’ ‘Lapin,’ ‘Rainier,’ ‘Sweetheart,’ and ‘Tulare’) were fumigated for 2 h with 64 g m⁻³ at 6 °C, 48 g m⁻³ at 12 °C, 40 g m⁻³ at 17 °C, and 32 g m⁻³ at 22 °C. Three replicates of fruit from each fumigation were analyzed for methyl bromide and bromide ion residues periodically with time. Methyl bromide residues for both apples and cherries were the highest immediately after fumigation, but rapidly declined so that only ‘Braeburn’ had residues >8 µg kg⁻¹ after 13 days and, except for ‘Lapin,’ all cherries were <1 µg kg⁻¹ after seven days. Average bromide ion residues were between 3.3 and 4.9 mg kg⁻¹ among apple cultivars, and between 3.7 and 8.0 µg kg⁻¹ among cherry cultivars. Published in 2000 for SCI by John Wiley & Sons, Ltd     

Fumigant toxicity of volatile natural products from Korean spices and medicinal plants towards the rice weevil,Sitophilus oryzae (L)

The fumigant toxicity of various volatile constituents of essential oils extracted from sixteen Korean spices and medicinal plants towards the rice weevil, Sitophilus oryzae L (Coleoptera: Curculionidae), was determined. The most potent toxicity was found in the essential oil from Mentha arvensis L var piperascens (LC₅₀ = 45.5 µl litre^?1 air). GC–MS analysis of essential oil from M arvensis showed it to be rich in menthol (63.2%), menthone (13.1%) and limonene (1.5%), followed in abundance by β‐pinene (0.7%), α‐pinene (0.6%) and linalool (0.2%). Treatment of S oryzae with each of these terpenes showed menthone to be most active (LC₅₀ = 12.7 µl litre^?1 air) followed by linalool (LC₅₀ = 39.2 µl litre^?1 air) and α‐pinene (LC₅₀ = 54.9 µl litre^?1 air). Studies on inhibition of acetylcholinesterase activity of S oryzae showed menthone to have a nine‐fold lower inhibitory effect than menthol, despite menthone being 8.1‐fold more toxic than menthol to the rice weevil. Different modes of toxicity of these monoterpenes towards S oryzae are discussed. © 2001 Society of Chemical Industry     

Fumigant toxicity of lemon eucalyptus oil constituents to acaricide-susceptible and acaricide-resistant Tetranychus urticae

BACKGROUND: This study was aimed at assessing the fumigant toxicity of 14 essential oil constituents from lemon eucalyptus, Eucalyptus citriodora Hook, and another ten known compounds to females of acaricide‐susceptible, chlorfenapyr‐resistant, fenpropathrin‐resistant, pyridaben‐resistant and abamectin‐resistant strains of Tetranychus urticae Koch. RESULTS: Menthol (LC₅₀, 12.9 µg cm^?3) was the most toxic compound, followed by citronellyl acetate (16.8 µg cm^?3), against the susceptible females. High toxicity was also produced by β‐citronellol, citral, geranyl acetate and eugenol (LC₅₀, 21.7–24.6 µg cm^?3). The fumigant toxicity of these compounds was almost identical against females from either of the susceptible and resistant strains, indicating that the compounds and acaricides do not share a common mode of action or elicit cross‐resistance. CONCLUSION: Global efforts to reduce the level of highly toxic synthetic acaricides in the agricultural environment justify further studies on materials derived from lemon eucalyptus oil, particularly menthol and citronellyl acetate, as potential acaricides for the control of acaricide‐resistant T. urticae as fumigants with contact action. Copyright © 2011 Society of Chemical Industry     

Acaricidal activity of triketone analogues derived from Leptospermum scoparium oil against house‐dust and stored‐food mites

BACKGROUND: Various attempts to control the populations of house‐dust and stored‐food mites have been implemented using synthetic chemicals. Although effective, the repeated use of these chemicals has led to resistance owing to the mite's high reproductive potential and short life cycle. Therefore, this study aimed to develop natural acaricides using oils derived from Leptospermum scoparium JR & G Forst., which may affect the overall biological activity of a mite without adverse effects. Results were compared with those from using benzyl benzoate and N,N‐diethyl‐3‐methylbenzamide (DEET). RESULTS: The LD₅₀ values of L. scoparium oil were 0.54, 0.67 and 1.12 µg cm^?2 against Dermatophagoides farinae (Hughes), D. pteronyssinus (Troussart) and Tyrophagus putrescentiae (Schrank) respectively. The active constituent isolated from L. scoparium was identified as leptospermone (6‐isovaleryl‐2,2,4,4‐tetramethyl‐1,3,5‐cyclohexanetrione) by spectroscopic analysis. Based on the LD₅₀ values of leptospermone and its derivatives, the most toxic compound against D. farinae was leptospermone (0.07 µg cm^?2), followed by 2,2,4,4,6,6‐hexamethyl‐1,3,5‐cyclohexanetrione (1.21 µg cm^?2), benzyl benzoate (10.03 µg cm^?2) and DEET (37.12 µg cm^?2). Furthermore, similar results were observed when the leptospermone and its derivatives were tested against D. pteronyssinus and T. putrescentiae. CONCLUSIONS: These results indicate that L. scoparium oil‐derived materials, particularly leptospermone and 2,2,4,4,6,6‐hexamethyl‐1,3,5‐cyclohexanetrione, have potential for development as new agents for the control of three species of mite. Copyright © 2008 Society of Chemical Industry     

Insecticidal activity against Aedes aegypti of m-pentadecadienyl-phenol isolated from Myracrodruon urundeuva seeds

BACKGROUND: Myracrodruon urundeuva Fr. Allemao is a common tree in the Caatinga that has been widely used for various medical purposes. Previous studies showed that the ethanol seed extract of M. urundeuva has potent activity against the larval stage of the dengue vector Aedes aegypti. Given this potential insecticidal activity, bioguided separation steps were performed in order to isolate the active compound(s). RESULTS: The isolation process resulted in only one active chemical compound, identified by infrared spectroscopy and mass spectrometry as m-pentadecadienyl-phenol. This compound presented potent larvicidal and pupicidal activity (LC₅₀ 10.16 and 99.06 µg mL⁻¹ respectively) and great egg hatching inhibitory activity (IC₅₀ 49.79 µg mL⁻¹). The mode of action was investigated through observations of behavioural and morphological changes performed in third-instar larvae treated with m-pentadecadienyl-phenol solution after 1, 6, 12, 16 and 20 h of exposure. Some changes were observed as flooding of the tracheal system, alterations in siphonal valves and anal gills and lethargy, probably caused by the strong anticholinesterasic activity reported previously. CONCLUSION: The compound isolated from M. urundeuva seeds, m-pentadecadienyl-phenol, showed potent activity against immature stages of dengue vector, Ae. aegypti, being considered the main larvicidal principle. Copyright © 2012 Society of Chemical Industry     

Toxicity of formic acid to red imported fire ants, Solenopsis invicta Buren

BACKGROUND: Ants often compete with other ants for resources. Although formic acid is a common defensive chemical of formicine ants, it does not occur in any other subfamilies in Formicidae. No information on toxicity of formic acid to red imported fire ants, Solenopsis invicta, is available. This study examined its contact and fumigation toxicity to S. invicta in the laboratory. RESULTS: In a contact toxicity bioassay, 24 h LD₅₀ values of formic acid for workers ranged from 124.54 to 197.71 µg ant⁻¹. Female alates and queens were much less sensitive to formic acid than workers. At a concentration of 271.72 µg ant⁻¹, which killed 81.09 ± 16.04% of workers, the 24 h mortality was up to 39.64% for female alates and 38.89% for queens. In fumigation bioassays, 24 h LC₅₀ values ranged from 0.26 to 0.50 µg mL⁻¹ for workers, 0.32 µg mL⁻¹ for male alates and 0.70 µg mL⁻¹ for female alates. Complete mortality (100%) in queens occurred 24 h after they had been exposed to 1.57 µg mL⁻¹ of formic acid. At a concentration of 2.09 µg mL⁻¹, KT₅₀ values ranged from 23.03 to 43.85 min for workers, from 37.84 to 58.37 min for male alates, from 86.06 to 121.05 min for female alates and from 68.00 to 85.92 min for queens. CONCLUSION: When applied topically, formic acid was significantly less toxic than bifenthrin to red imported fire ants. Although its fumigation toxicity was lower than that of dichlorvos, formic acid had about an order of magnitude higher toxicity to S. invicta than to other insects studied so far. It may be worth investigating the use of formic acid for managing imported fire ants. Published 2012 by John Wiley & Sons, Ltd.     

Insecticidal activities of leaf and twig essential oils from Clausena excavata against Aedes aegypti and Aedes albopictus larvae

BACKGROUND: The current study investigates, for the first time, the mosquito larvicidal activities of leaf and twig essential oils from Clausena excavata Burm. f. and their individual constituents against Aedes aegypti L. and Aedes albopictus Skuse larvae. The yields of essential oils obtained from hydrodistillation were compared, and their constituents were determined by GC‐MS analyses. RESULTS: The LC₅₀ values of leaf and twig essential oils against fourth‐instar larvae of Ae. aegypti and Ae. albopictus were 37.1–40.1 µg mL^?1 and 41.1–41.2 µg mL^?1 respectively. This study demonstrated that C. excavata leaf and twig essential oils possess mosquito larvicidal activity, inhibiting the growth of mosquito larvae for both species at a low concentration. In addition, results of larvicidal assays showed that the effective constituents in leaf and twig essential oils were limonene, γ‐terpinene, terpinolene, β‐myrcene, 3‐carene and p‐cymene. The LC₅₀ values of these constituents against both mosquito larvae were below 50 µg mL^?1. Among these effective constituents, limonene had the best mosquito larvicidal activity, with LC₅₀ of 19.4 µg mL^?1 and 15.0 µg mL^?1 against Ae. aegypti and Ae. albopictus larvae respectively. CONCLUSION: The findings suggested that the essential oils from Clausena excavata leaf and twig and their effective constituents may be explored as a potential natural larvicide. Copyright © 2008 Society of Chemical Industry