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Dufulin is a promising chiral antiviral agent, but little is known about its fate in soils. In this study, the fate of dufulin enantiomers in aerobic soils was investigated using radioisotope tracing techniques. The result of the four-compartment model showed no significant differences in dissipation, generation of bound residues (BR) and mineralization between S-dufulin and R-dufulin during incubation. Dufulin dissipated most quickly in cinnamon soils, followed by fluvo-aquic and black soils and the half-lives of dufulin in these soils obtained by the modified model were 4.92-5.23, 32.39-33.32 and 60.80-61.34 d, respectively. After 120 d incubation, the percentage of radioactivity of BR increased to 18.2-38.4 % in the three soils. Dufulin formed most bound residues in the black soil, least in the cinnamon soil, and BRs rapidly formed in the cinnamon soil during the early culture period. In these three soils, the cumulative mineralization of 14 CO 2 ranged from 25.0 to 26.7 %, 42.1 to 43.4 % and 33.8 to 34.4 %, respectively, which indicated that the environmental fate of dufulin was primarily influenced by soil characteristics. The study of microbial community structure revealed that the phyla Ascomycota, Proteobacteria and genus Mortierella might be related to the degradation of dufulin. These findings provide a reference for assessing the environmental impact and ecological safety of dufulin application., Competing Interests: Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper., (Copyright © 2023 Elsevier B.V. All rights reserved.)

Dufulin (DFL), a plant antiviral agent synthesized in China, has been widely used to control viral diseases in rice, tobacco, tomato, and other crops. However, its fate in flooded anaerobic soils, which is essential for environmental risk assessment, remains unknown. Using the 14 C tracer technique, the fate of 14 C-labeled DFL isomers in flooded anaerobic soils was systematically investigated in this study. Over the 100-day incubation, a small part of 14 C-DFL enantiomer was mineralized to 14 CO 2 (< 10.44 %) or entered the surface water phase (< 6.69 %), with most of the 14 C (> 80.40 %) remaining in the subsoil. The residues in all tested soils were gradually converted from extractable residues (ERs) to nonextractable residues (NERs). At the end of incubation, the fraction of 14 C-NERs reached 5.38-23.77 %. The half-life (t 1/2 ) of the DFL parent in soil is relatively long under submerged anaerobic conditions, especially in Fluvo-aquic soil, up to 277.26-315.07 days, which exceeds the risk threshold recommended by the Stockholm Convention (< 180 days). Soil type and microbial activity influenced the fate of DFL in flooded soils and microbial analysis showed that 2.0 mg kg -1 DFL had no obvious impact on soil bacterial richness and function. Pseudomonas spp. was estimated to be a potentially efficient degrading genus for DFL. No enantioselective behaviors were detected in this study. This research provides a theoretical basis for evaluating the environmental impact and ecological safety of DFL application., Competing Interests: Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper., (Copyright © 2023 Elsevier B.V. All rights reserved.)

In the present study, the dose-effect and time-effect relationships of Dufulin racemate (rac-DFL) and its R(S)-enantiomers in rats were investigated after oral administration to evaluate their safety. A total of six doses (2.5, 5.0, 10.0, 20.0, 50.0, and 100.0 mg/kg) were administered and seven time-intervals (1 h, 3 h, 1 d, 3 d, 5 d, 7 d, and 14 d) were considered to observe the effects of rac-DFL, (R)-DFL, and (S)-DFL on general behavioral characteristics, liver and kidney functions, pathological changes, and lipid metabolism in rats. The results showed that the rats in each group exhibited a good mental state, agile activity, smooth and shiny fur, and normal diet. Viscera indices of heart, liver, spleen, lung, and kidney were 5.10-5.56, 4.15-4.59, 0.24-0.28, 6.08-6.48, and 11.02-11.98 mg/g for dose-effect relationships, and 5.01-5.94, 4.11-4.79, 0.24-0.30, 6.00-6.87, and 11.02-11.99 mg/g for time-effect relationships, respectively. Values of ALT, AST, TBil, DBil, IBil, BUN, Scr, β2-MG, and UA were 33.02-38.93 U/L, 108.17-126.53 U/L, 16.22-17.94 μmol/L, 5.75-8.12 μmol/L, 9.50-10.94 μmol/L, 4.03-5.85 mmol/L, 19.42-21.61 μmol/L, 48.16-52.73 mg/L, and 68.51-78.65 μmol/L, respectively. The statistical results showed that there were no significant differences in organ indices as well as liver and kidney function indices among different groups. In terms of pathological morphology, liver and kidney tissue sections of different groups of rats demonstrated normalcy. Rac-DFL, (R)-DFL, and (S)-DFL in the range of 2.5-100.0 mg/kg exerted no significant effect on lipid metabolism. Compared with the blank group, 35, 55, and 14 differential lipids were screened from rac-DFL, (S)-DFL, and (R)-DFL groups, respectively. These lipid changes completely returned to normalcy within 3 h. There were no significant differences at 1, 3, 5, 7, and 14 d after gavage. These results will aid further evaluation of the safety of dufulin and for provision of scientific evidence for its application as a pesticide., (Copyright © 2021 Elsevier B.V. All rights reserved.)