关键词: acute toxicity bioactivity environmental behavior etoxazole enantiomer

Mesh : Acaricides / chemistry toxicity Animals Fragaria / chemistry growth & development Fruit / chemistry growth & development Malus / chemistry growth & development Oxazoles / chemistry toxicity Soil / chemistry Soil Pollutants / chemistry toxicity Stereoisomerism Tetranychidae / drug effects Vitis / chemistry growth & development

来  源:   DOI:10.1021/acs.jafc.9b01257   PDF(Sci-hub)

Abstract:
This is the first systemic assessment of the stereoselectivity of etoxazole enantiomers. Etoxazole\'s stereoselective bioactivity was assessed against target organisms ( Tetranychus urticae eggs and Tetranychus cinnabarinus eggs), and its acute toxicity was assessed toward nontarget aquatic organisms ( Daphnia magna and Danio rerio). Additionally, stereoselective elimination was investigated in three species of fruits (grape and strawberry grown in a greenhouse and apple grown in an open field) and in field soil. The ovicidal activity of (+)-( S)-etoxazole against Tetranychus urticae and Tetranychus cinnabarinus eggs was about 16 and 24 times higher, respectively, than that of (-)-( R)-etoxazole. Inconsistent order of etoxazole isomer toxicity was found toward different aquatic organisms: (+)-( S)-etoxazole showed nearly 8.7 times higher acute toxicity than (-)-( R)-etoxazole toward Daphnia magna, whereas (-)-( R)-etoxazole was ∼4.5 times more toxic to Danio rerio than (+)-( S)-etoxazole. Stereoselective degradation of etoxazole enantiomers showed significant variation in various fruits and field soil. The (+)-( S)-etoxazole was preferentially dissipated in grape and strawberry fruits grown under greenhouse condition, whereas (-)-( R)-etoxazole degraded faster than its antipode in apple fruits and soils under open-field condition. Overall, the stereoselectivity of etoxazole enantiomers should be fully considered in comprehensive environmental health risk in future work.
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