Molecular features and toxicological properties of four common pesticides, acetamiprid, deltamethrin, chlorpyriphos and fipronil

Taillebois, Emiliane; Alamiddine, Zakaria; Brazier, C.; Graton, Jérôme; Laurent, Adèle D.; Thany, Steeve Hervé; Questel, Jean‐Yves Le

doi:10.1016/j.bmc.2015.02.006

Cited by 26 publications

(20 citation statements)

References 52 publications

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“…Notably, the LC 10 value for CHL was much higher than that of the other pesticides in the A. pisum LSR1 strain. The percent mortality ranged between 8.61% and 11.30%, which was consistent with theoretical data extrapolated from the toxicological curves [24]. Then, first instar pea aphid A. pisum larvae were exposed to the various combinations of ACE, DEL, CHL, and FIP at their LC 10 values.…”

Section: Resultssupporting

confidence: 79%

“…The pesticide concentrations tested in the current study were determined from concentration-response curves and the resulting LC 10 values [24]. As a control experiment, we first characterized the percent mortality of each insecticide using the extrapolated LC 10 values: 0.2345 µg/mL (ACE), 5.831 µg/mL (DEL), 107.0 µg/mL (CHL), and 3.775 µg/mL (FIP).…”

Section: Resultsmentioning

confidence: 99%

“…The mortality was scored after 24 h and 48 h. Corrected mortality percentages were calculated using Henderson Tilton’s formula after 24 h and 48 h of exposure. The LC 50 (concentration leading to 50% mortality) of each insecticide tested was previously determined using concentration-response curves [24]. Based on these previous results, we determined the LC 10 for the four insecticides, and we used these concentrations for insecticidal assays.…”

Section: Methodsmentioning

confidence: 99%

“…The LC 50 values were lower after 48 h despite the fact that CLT remained the least toxic (LC 50 = 0.118 µg/mL), whereas IMI and TMX showed similar effects (LC 50 values were 0.038 µg/mL and 0.034 µg/mL, respectively) [23]. Recently, by comparing the LC 50 values of the four compounds CHL, DEL, ACE, and FIP on pea aphid A. pisum larvae, we found that the four compounds had different toxicities, resulting in the following toxicity order: ACE > FIP > DEL > CHL [24]. FIP was the most toxic after 24 h of exposure, whereas ACE was the most toxic at 48 h [24].…”

Section: Introductionmentioning

confidence: 99%

“…Recently, by comparing the LC 50 values of the four compounds CHL, DEL, ACE, and FIP on pea aphid A. pisum larvae, we found that the four compounds had different toxicities, resulting in the following toxicity order: ACE > FIP > DEL > CHL [24]. FIP was the most toxic after 24 h of exposure, whereas ACE was the most toxic at 48 h [24]. Interestingly, these insecticides act by different modes of action, and some studies were conducted towards how to best use existing insecticides by combining their different modes of action.…”

Section: Introductionmentioning

confidence: 99%

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The Differential Effect of Low-Dose Mixtures of Four Pesticides on the Pea Aphid Acyrthosiphon pisum

Taillebois

Thany

2016

Insects

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The modes of action of most insecticides are known, but little information exists regarding the toxicological interactions involving insecticide mixtures at low doses. The effects of mixtures of four insecticides were investigated using LC10 values (concentration leading to 10% mortality), acetamiprid (ACE, 0.235 µg/mL), chlorpyriphos (CHL, 107.0 µg/mL), deltamethrin (DEL, 5.831 µg/mL), and fipronil (FIP, 3.775 µg/mL) on the larvae of the pea aphid, Acyrthosiphon pisum. After 24 h exposure, 6 of the 11 tested combinations, DEL/FIP, ACE/DEL, CHL/FIP, ACE/DEL/FIP, ACE/CHL/FIP, and ACE/DEL/CHL/FIP, were toxic through an additive effect. Four combinations, ACE/FIP, DEL/CHL, ACE/CHL, and ACE/DEL/CHL had a synergistic effect, whereas only one DEL/CHL/FIP showed an antagonistic effect. The toxic effect of these mixtures was confirmed after 48 h of exposure, revealing an enhanced toxicity of CHL, DEL, and FIP in combination with ACE. We suggest that an insect pest management strategy should be evaluated in the future using different combinations of insecticides.

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Section: Resultssupporting

confidence: 79%

Section: Resultsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

The Differential Effect of Low-Dose Mixtures of Four Pesticides on the Pea Aphid Acyrthosiphon pisum

Taillebois

Thany

2016

Insects

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4‐Oxo‐4,5,6,7‐tetrahydro‐1H‐pyrazolo[3,4‐d]pyrimidine Derivatives: Design, Synthesis, Insecticidal Assay and Binding Mode Studies

Xiao

Shi

et al. 2022

Chemistry & Biodiversity

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A series of 4-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-d]pyrimidine derivatives were designed and synthesized based on the fipronil low energy conformation by scaffold hopping strategy. Physicochemical properties calculation, insecticidal assay and binding mode studies were also performed. It was found that the target compounds displayed lower insecticidal activities than fipronil. The differences in binding modes between these compounds and fipronil may be the major reason for reduced insecticidal activities.

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Molecular recognition of thiaclopride by Aplysia californica AChBP: new insights from a computational investigation

Alamiddine

Selvam

Cerón‐Carrasco

et al. 2015

J Comput Aided Mol Des

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The binding of thiaclopride (THI), a neonicotinoid insecticide, with Aplysia californica acetylcholine binding protein (Ac-AChBP), the surrogate of the extracellular domain of insects nicotinic acetylcholine receptors, has been studied with a QM/QM' hybrid methodology using the ONIOM approach (M06-2X/6-311G(d):PM6). The contributions of Ac-AChBP key residues for THI binding are accurately quantified from a structural and energetic point of view. The importance of water mediated hydrogen-bond (H-bond) interactions involving two water molecules and Tyr55 and Ser189 residues in the vicinity of the THI nitrile group, is specially highlighted. A larger stabilization energy is obtained with the THI-Ac-AChBP complex compared to imidacloprid (IMI), the forerunner of neonicotinoid insecticides. Pairwise interaction energy calculations rationalize this result with, in particular, a significantly more important contribution of the pivotal aromatic residues Trp147 and Tyr188 with THI through CH···π/CH···O and π-π stacking interactions, respectively. These trends are confirmed through a complementary non-covalent interaction (NCI) analysis of selected THI-Ac-AChBP amino acid pairs.

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Molecular features and toxicological properties of four common pesticides, acetamiprid, deltamethrin, chlorpyriphos and fipronil

Cited by 26 publications

References 52 publications

The Differential Effect of Low-Dose Mixtures of Four Pesticides on the Pea Aphid Acyrthosiphon pisum

The Differential Effect of Low-Dose Mixtures of Four Pesticides on the Pea Aphid Acyrthosiphon pisum

4‐Oxo‐4,5,6,7‐tetrahydro‐1H‐pyrazolo[3,4‐d]pyrimidine Derivatives: Design, Synthesis, Insecticidal Assay and Binding Mode Studies

Molecular recognition of thiaclopride by Aplysia californica AChBP: new insights from a computational investigation

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