异菌脲在油菜植株、土壤和水中的代谢途径及代谢物3,5-DCA的毒性研究
Studies on Metabolic Pathways of Iprodione in Rape Plant, Soil, and Water and Toxicity of Metabolite 3,5-DCA
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摘要: 为了明确异菌脲在作物和环境中的代谢及代谢产物3，5-二氯苯胺（3，5-DCA）的生态风险，通过水培试验、土壤孵育和水解试验，采用UPLC-TOF-MS/MS，鉴定了异菌脲在油菜植株、土壤和水中的代谢产物，推测了代谢途径，并研究了3，5-DCA对细胞和蚯蚓的毒性。在油菜植株中检测到4种异菌脲代谢产物（M1、M3、M6和M7），在土壤中发现了5种代谢产物（M1、M3、M6、M7和M8），在水中发现了7种代谢产物（M1、M2、M4、M5、M7、M8和M9）。根据代谢产物的化学结构，明确了异菌脲的代谢主要通过酰胺键的断裂及脱烷基化反应，并推测了异菌脲在油菜植株、土壤和水中的代谢途径。代谢产物3，5-DCA对Hep G2的细胞毒性（IC50为99.7 mg·L-1）是异菌脲（IC50为304.8 mg·L-1）的3.1倍，对赤子爱胜蚓的14 d急性毒性（LC50为31.56 mg·kg-1）是母体的15倍以上（LC50>500 mg·kg-1），表明异菌脲的代谢为增毒代谢。研究结果对异菌脲的环境安全性评价具有重要的意义。Abstract: In order to clarify the metabolisms of iprodione in crop and environment and the ecological risk of metabolite 3,5-dichloroaniline (3,5-DCA), the metabolites of iprodione in rape plant, soil and water were identified by UPLC-TOF-MS/MS through the hydroponic experiment, soil incubation and hydrolytic experiment, and the metabolic pathways were speculated. In addition, the toxicity of 3,5-DCA was studied. Four metabolites (M1, M3, M6 and M7) were found in rape plants, five metabolites (M1, M3, M6, M7 and M8) were found in the soil, and seven metabolites (M1, M2, M4, M5, M7, M8 and M9) were found in water. According to the chemical structure of the metabolites, we found that iprodione are mainly metabolized by the cleavage of amide bond and dealkylation reaction, while the metabolic pathways of iprodione in rape plant, soil and water were speculated. The cytotoxicity of metabolite 3,5-DCA (IC50 was 99.7 mg·L-1) to Hep G2 was 3.1 times higher than that of iprodione (IC50 was 304.8 mg·L-1), and the 14 d acute toxicity of 3,5-DCA (LC50 was 31.56 mg·kg-1) to earthworm was more than 15 times greater than that of the parent (LC50>500 mg·kg-1), which indicated that the metabolic process of the iprodione was toxicity-increased metabolism. The results are of great significance for the environmental safety evaluation of iprodione.
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Key words:
- iprodione /
- metabolite /
- cytotoxicity /
- acute toxicity against earthworms /
- metabolic pathways
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