[en] Highlights: • The physicochemical property of triflumizole was regulated using different anions. • TILs could protect triflumizole against degradation under UV irradiation. • The IL forms of triflumizole reduced the toxicity to zebrafish. • TILs showed a higher bioactivity against Botrytis cinerea. -- Abstract: Triflumizole, a broad-spectrum systemic fungicide, has been widely used for the management of fungal diseases in plants. However, rapid photolysis and high risk to the aquatic environment limit its application. Ionic liquid (IL) forms of active pharmaceutical ingredients are innovative and promising agents that can optimize the application of the starting chemicals through the selection, or functionalization of the counterions (cation or anion). In this study, triflumizole was paired with various natural organic acids to develop novel ILs for improving the physicochemical properties and reducing the toxicity to fish. The results showed that the obtained ILs had low surface tension and lipophilicity and could protect triflumizole against degradation under UV irradiation as well as exhibit more excellent biological activity against Botrytis cinerea than triflumizole. The IL forms of triflumizole reduced the dosage and frequency of this fungicide, accordingly minimized the negative effect on environment. The IL contained salicylic acid as anion decreased > 4-fold toxicity to adult zebrafish over TFM. The results reported here create new application possibilities for imidazole fungicides and offer some heuristic rules for the design of active pharmaceutical ingredients-ionic liquids.

[en] Highlights: • The nanosilica copper complexes of amino acids had systematic activity in plants. • The prepared complexes had a satisfactory efficacy against phytopathogenic fungi. • The nanosilica copper complexes of amino acids promoted the growth of plant. • The toxicity of copper to plants was reduced by the prepared complexes. - Abstract: The frequent use of traditional copper-based microbicides has led to the growing risk of toxicity to non-target organisms in the environment. In this work, nanosilica was conjugated with copper(II) complexes of L-glutamate (or glycine) to develop novel copper-based microbicides with good microbicidal activity, systemicity and desired safety to plant, and the obtained nanosilica-L-glutamate copper complexes (Silica-Glu-Cu) and nanosilica-glycine copper complexes (Silica-Gly-Cu) were characterized and evaluated by FT-IR, SEM, TEM, and XPS. The results showed that Silica-Glu-Cu and Silica-Gly-Cu exhibited satisfactory activities and long effective periods against Phytophthora capsica and Botrytis cinereal and could move upward and downward freely in cucumber seedlings. Moreover, Silica-Glu-Cu increased the fresh weights of cucumber and wheat seedlings by 0.4–6.4% at the concentrations of 50–200 mg/L of copper. Thus, the novel copper-based microbicides can reduce the frequency of using copper-based bactericides and phytotoxicity to plants.