The dissipation and microbial ecotoxicity of tebuconazole and its transformation products in soil under standard laboratory and simulated winter conditions

Tebuconazole (TBZ) is a widely used triazole fungicide at EU level on cereals and vines. It is relatively persistent in soil where it is transformed to various transformation products (TPs) which might be environmentally relevant. We assessed the dissipation of TBZ in soil under contrasting incubation conditions (standard vs winter simulated) that are relevant to its application scheme, determined its transformation pathway using advanced analytical tools and C-14-labeled TBZ and assessed its soil microbial toxicity. Mineralization of C-14-triazole-ring-labeled TBZ was negligible but up to 11% of C-14-penyl-ring-labeled TBZ evolved as (CO2)-C-14 within 150 days of incubation. TBZ persistence increased at higher dose rates (x10 compared to the recommended agronomical dose x1) and under winter simulated conditions compared to standard incubation conditions (at x1 dose rate DT50 of 202 and 88 days, respectively). Non-target suspect screening enabled the detection of 22 TPs of TBZ, among which 17 were unknown. Mass spectrometry analysis led to the identification of 1-(4-chlorophenyl) ethanone, a novel TP of TBZ, the formation of which and decay in soil was determined by gas chromatography mass spectrometry. Three hypothetical transformation pathways of TBZ, all converging to H-1-1,2,4-triazole are proposed based on suspect screening. The ecotoxicological effect of TBZ and of its TPs was assessed by measuring by qPCR the abundance of the total bacteria and the relative abundance of 11 prokaryotic taxa and 4 functional groups. A transient impact of TBZ on the relative abundance of all prokaryotic taxa (except alpha-proteobacteria and Bacteroidetes) and one functionalmicrobial group (pcaH-carrying microorganisms) was observed. However the direction of the effect (positive or negative) varied, and in certain cases, depended on the incubation conditions. Proteobacteria was the most responsive phylum to TBZ with recovery observed 20 days after treatment. The ecotoxicological effects on the soil microorganisms were not correlated with 1-(4-chlorophenyl) ethanone. (C) 2018 Elsevier B.V. All rights reserved.