Environmental Science and Pollution Research

, Volume 25, Issue 25, pp 25468–25475 | Cite as

Chiral triazole fungicide tebuconazole: enantioselective bioaccumulation, bioactivity, acute toxicity, and dissipation in soils

  • Ning Cui
  • Haoyu Xu
  • Shijie Yao
  • Yiwen He
  • Hongchao Zhang
  • Yunlong YuEmail author
Research Article


Enantioselectivity in environmental behavior and toxic effect of chiral pesticides has been received much attention. In this study, enantioselective bioactivity towards target organism Botrytis cinerea, acute toxicity and bioaccumulation in Eisenia fetida, and degradation in five kinds of soil under laboratory conditions regarding triazole fungicide tebuconazole were investigated. The results showed that fungicidal activity to Botrytis cinerea of R-(−)-tebuconazole was 44 times higher than S-(+)-tebuconazole with an order of R-(−)-tebuconazole > rac-tebuconazole > S-(+)-tebuconazole. No significant difference was found in acute toxicity of rac-, R-, and S-tebuconazole to E. fetida with 48-h EC50 of 10.78, 10.48, and 10.84 μg/cm2, respectively. Dissipation of tebuconazole in the five tested soils varied upon soil characteristics with half-life ranging from 32.2 to 216.6 days. Enantioselective and rapid dissipation of tebuconazole were observed in soils Hainan and Huajiachi, compared to the other soils. Enantioselective accumulation of tebuconazole in E. fetida was found with a preferential of S-(+)-tebuconazole although no significant difference in acute toxicity to E. fetida between rac-tebuconazole and enantiomers. The results indicated that S-(+)-tebuconazole with less fungicidal activity may be more likely to be accumulated in earthworm E. fetida. This research is helpful to better evaluate the environmental and ecological risk of tebuconazole on enantiomeric level.


Enantioselective Tebuconazole Bioaccumulation Toxicity Dissipation 



This work was supported by the National Key Research and Development Program of China (no. 2016YFD0200201) and the National Natural Science Foundation of China (nos. 21477112 and 41271489).

Supplementary material

11356_2018_2587_MOESM1_ESM.doc (434 kb)
ESM 1 (DOC 434 kb)


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Copyright information

© Springer-Verlag GmbH Germany, part of Springer Nature 2018

Authors and Affiliations

  • Ning Cui
    • 1
  • Haoyu Xu
    • 1
  • Shijie Yao
    • 1
  • Yiwen He
    • 1
  • Hongchao Zhang
    • 1
  • Yunlong Yu
    • 1
    Email author
  1. 1.Institute of Pesticide and Environmental Toxicology, College of Agriculture and BiotechnologyZhejiang UniversityHangzhouChina

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