Enantioselectivity in aquatic toxicity of synthetic pyrethroid insecticide fenvalerate

Ma, Yi; Chen, Linhua; Lu, Xianju; Chu, Huadong; Xu, Chao; Liu, Weiping

doi:10.1016/j.ecoenv.2009.07.005

Cited by 41 publications

(22 citation statements)

References 21 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…This is well observed to the four isomeric forms of fenvalerate in Danio rerio (Ma et al, 2009); to γ-cyhalothrin and λ-cyhalothrin in Macrobrachium nippoensis (Wang et al 2007); and to cis-cypermethrin e trans-cypermethrin in Salmo gairdneri (Edwards et al, 1987). All those differences among the LC 50 ;96h values for The initial number of fish was n=9; * a.i.-active ingredient concentration of the commercial formulation.…”

Section: Discussionmentioning

confidence: 70%

Acute toxicity of pyrethroid-based insecticides in the Neotropical freshwater fish Brycon amazonicus

Moraes

Cortella

Rossi

et al. 2024

Ecotoxicol. Environ. Contam.

View full text Add to dashboard Cite

Pyrethroids are insecticides widely used in agriculture to control ectoparasites and biological vectors. They can reach the water bodies by leaching and or runoff. Fishes are highly sensitive to pyrethroids and the nervous system sensibility and the deficient drug metabolism are the clues but the toxicity mechanisms are yet unclear. The acute toxicity assays allow evaluating the potential, environmental risks of specific pesticides. Type II pyrethroids are becoming widely used and there is no law concerning the limits of use to this kind of pesticide in Brazil. The LC 50 ;96h was evaluated for three pyrethroid basedinsecticides (PBI): cypermethrin, deltamethrin and λ-cyhalothrin in fish Brycon amazonicus. The LC 50 ;96h for the cypermethrin based-insecticide (CBI) was 36 µg L -1 ; for deltamethrin based-insecticide (DBI) was 2.6 µg L -1 ; and for λ-cyhalothrin (LBI) was 6.5 µg L -1 . During the tests some behavioral alterations were registered just after the exposure; they were more evident at the highest xenobiotics concentrations. These alterations were indicative of asphyxia and nervous system damages. The three insecticides are highly toxics to B. amazonicus and the degree of toxicity is: deltamethrin> λ-cyhalothrin> cypermethrin. The behavioral alterations observed are worrying since long-term exposure to sublethal concentrations can affect survival and reproductive ratios.

show abstract

Section: Discussionmentioning

confidence: 70%

Acute toxicity of pyrethroid-based insecticides in the Neotropical freshwater fish Brycon amazonicus

Moraes

Cortella

Rossi

et al. 2024

Ecotoxicol. Environ. Contam.

View full text Add to dashboard Cite

show abstract

“…Enantiomeric separation and absolute configuration establishment were performed as our previously published work [22,23]. The resolution work was accomplished on HPLC system, and the sign of (+) or () was used to compare the elution order of each enantiomer on Chiroptical detection (CD).…”

Section: Preparation and Identification Of Testing Chemicalsmentioning

confidence: 99%

“…The chromatographic conditions such as the mobile phase and flow rate were determined as previously described [22,23]. A typical chromatogram is shown in Figure 2 …”

Section: Preparation and Identification Of Enantiomersmentioning

confidence: 99%

Understanding the endocrine disruption of chiral pesticides: The enantioselectivity in estrogenic activity of synthetic pyrethroids

Wang

Zhang

et al. 2010

Sci. China Chem.

Self Cite

View full text Add to dashboard Cite

Synthetic pyrethroids (SPs), a family of chiral insecticides consisting of multiple stereoismers, have been regarded as estrogenic endocrine-disrupting chemicals (EDCs). In this study, we applied the yeast two-hybrid and molecular docking (MD) assay to assess the enantioselective estrogenic activities of three commonly used SPs, bifenthrin (cis-BF), permethrin (PM) and fenvalerate (Fen). The -galactosidase analyses indicated that all of the testing pyrethroids displayed significant (p<0.05) enantioselectivity. The results showed that the estrogenic potential of cis-BF was mainly attributed to 1S-cis-BF. Neither PM nor Fen showed estrogenic effects. However, two stereoisomers of PM possessed estrogenic potential activities. R-2R-Fen and S-2S-Fen also induced the -galactosidase activity. The inability to initiate the reporter gene expression by the racemic chemicals may be due to the low ratios of these isomers or the antagonism among them. The strong hydrophobic interaction and the hydrogen bond between positive estrogenic isomers and ER support our biological testing results. This research demonstrated that the enantioselective estrogenic activity of chiral SPs was due to selective binding between their isomers and the ER receptor. The data suggests that enantioselectivity of these chiral pesticides is significant to their estrogenic activities. enantioselectivity, synthetic pyrethroids (SPs), endocrine disruption, yeast, molecular docking

show abstract

“…Synthetic pyrethroids have been widely used as pesticide in agriculture, forestry and public health due to their high insecticidal activity, long-term stability, and good compatibility [1] and [2]. Fenvalerate is one of the most potent pyrethroid insecticides, controlling a wide range of insect pests [3]. It has two chiral centers, in the acid and alcohol moieties, and thus contains four stereoisomers with [3].…”

Section: Introductionmentioning

confidence: 99%

“…Fenvalerate is one of the most potent pyrethroid insecticides, controlling a wide range of insect pests [3]. It has two chiral centers, in the acid and alcohol moieties, and thus contains four stereoisomers with [3]. Fenvalerate has the potential to accumulate in soil, while its potential to pollute ground water is expected to be minimal because of its extreme lipophilic.…”

Section: Introductionmentioning

confidence: 99%

UV/ozone Treatment of the Pyrethroid Insecticide Fenvalerate in Aqueous Solutions

et al. 2014

View full text Add to dashboard Cite

Fenvalerate is a common Pyrethroid insecticide exits stably in water and soil. This study subjected to enhance the degradation of fenvalerate (in the form of aqueous emulsion of a commercial formulation) using UV/ozone process. Experiment results indicated that fenvalerate was decomposed rapidly under UV irradiation (99% within 10 minutes). Degradation yield also showed an increase when ozone was applied. UV/ozone degradation rates of fenvalerate followed first-order kinetics. In alkaline medium, there was a slight increase in yield. Sodium nitrate acted as a photo-sensitizer for UV irradiation process so it helped to increase reaction rate at an optimum concentration of 2.5 mM. Moreover, some degradation products were identified and tentatively assigned by GC-MS.

show abstract

Enantioselectivity in aquatic toxicity of synthetic pyrethroid insecticide fenvalerate

Cited by 41 publications

References 21 publications

Acute toxicity of pyrethroid-based insecticides in the Neotropical freshwater fish Brycon amazonicus

Acute toxicity of pyrethroid-based insecticides in the Neotropical freshwater fish Brycon amazonicus

Understanding the endocrine disruption of chiral pesticides: The enantioselectivity in estrogenic activity of synthetic pyrethroids

UV/ozone Treatment of the Pyrethroid Insecticide Fenvalerate in Aqueous Solutions

Contact Info

Product

Resources

About