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The fungicide myclobutanil (MYC) is a common contaminant found in surface water. The aim of this study was to determine the acute toxicity, developmental effects, bioconcentration factor (BCF) and potential bio-molecular mechanisms of MYC toxicity in zebrafish. Susceptibility to MYC toxicity was life-stage dependent with adult fish being the most sensitive (96 h-LC 50 , 6.34 mg/L) followed by 72 h post-hatch (hph) larvae (8.90 mg/L), 12 hph larvae (20.53 mg/L) and embryos (42.54 mg/L). Zebrafish embryos and larvae (12 hph) responded with decreased hatching, heartbeat and growth, as well as abnormal spontaneous movement and development. BCFs were calculated by quantifying MYC concentrations from different tissues of adult zebrafish exposed to MYC for up to 11 days. Highest BCFs were obtained from gills (18.25 ± 0.07), followed by viscera (16.78 ± 0.04), head (13.13 ± 0.08) and muscle (8.96 ± 0.10). MYC (0.5 mg/L) inhibited gene expression related to cholesterol synthesis pathway, including 24-dehydrocholesterol reductase (DHCR24), 7-dehydrocholesterol reductase (DHCR7), 3-hydroxy-3-methylglutaryl-CoA reductase (HMGCRa), HMGCRb, farnesyl-diphosphate farnesyltransferase 1(FDFT1), squa-lene epoxidase (SQLE), isopentenyl-diphosphate delta isomerase 1 (IDI1) and CYP51, while no cholesterol changes were observed in the MYC treated group. These results will contribute to the literature assessing the environmental risk of MYC in aquatic environment. • Myclobutanil had different lethality to four life stages of zebrafish. • Myclobutanil could affect the development of zebrafish embryos and larvae fish. • Myclobutanil could be accumulated by zebrafish. [ABSTRACT FROM AUTHOR]

The excessive application of water-soluble pesticides poses enormous potential risks to groundwater by leaching or in runoff. Ionic liquids can regulate the physicochemical properties of pesticides and surmount their disadvantages. In this study, five herbicidal ionic liquids (HILs) based on clopyralid have been synthesized and characterized to reduce the risks to the aquatic environment and improve the herbicidal activity. The new HILs are prepared by pairing isopropylamine, 1-dodecylamine, 2-benzothiazolamine, 1-methylimidazole, benzyltriethylammonium chloride respectively. The results of the solubility, soil adsorption, surface activity, leaching characteristic and herbicidal activity of HILs show that the physicochemical properties can be optimized by selecting different counter cations. Compared with clopyralid potassium, HILs have better herbicidal activity, greater adsorption capacity and lower leaching characteristic. The HILs of clopyralid can reduce its hazardous impacts on the aquatic environment, suggesting a desirable candidate in clopyralid application in the future. [ABSTRACT FROM AUTHOR]