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Synthesis and Acaricidal Activity of Aryl-Spirobutyrolactone Derivatives against Spider Mites under Greenhouse and Field Conditions

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Abstract

Propesticides play an important role in modern agrochemicals research and development. In the controlling of harmful insects and mites in agriculture, propesticide strategy offers a unique and modern approach to acaricide development. In this study, a series of aryl-spirobutyrolactone pharmacophore based alkylated compounds were synthesized and characterized by 1H NMR and ESI-MS. All of this compounds exhibited excellent acaricidal activities against Tetranychus cinnabarinus at 2.5 mg/L in greenhouse test, and some of them showed better activity than spirodiclofen against eggs of T. cinnabarinus at 0.625 mg/L. In the field trials, compounds (Vc), (Ve) and (Vf) were evaluated against Panonychus ulmi and Panonychus citri at three different concentrations. The results showed that compounds (Ve) and (Vf) have the potential to develop into new proacaricide with further test and toxicity evaluation.

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REFERENCES

  1. Jeschke, P., Pest Manage. Sci., 2015, vol. 72, pp. 210–215. https://doi.org/10.1002/ps.4170

    Article  CAS  Google Scholar 

  2. Köller, W., Pest Manage. Sci., 1987, vol. 18, pp. 129–147. https://doi.org/10.1002/ps.2780180206

    Article  Google Scholar 

  3. Komatsubara, K., Sekino, K., Yamada, Y., Koyanagi, H., and Nakahara, S., J. Pestic. Sci., 2009, vol. 34, pp. 113–114. https://doi.org/10.1584/jpestics.J09-01

    Article  CAS  Google Scholar 

  4. Kagabu, S., J. Pestic. Sci., 2011, vol. 36, pp. 205–211. https://doi.org/10.1584/jpestics.R11-01

    Article  CAS  Google Scholar 

  5. Hayashi, N., Sasama, Y., Takahashi, N., and Ikemi, N., Pest Manage. Sci., 2013, vol. 69, pp. 1080–1084. https://doi.org/10.1002/ps.3470

    Article  CAS  Google Scholar 

  6. Salgado, V. and David, M., Pest Manage. Sci., 2017, vol. 73, pp. 723–730. https://doi.org/10.1002/ps.4502

    Article  CAS  Google Scholar 

  7. Lamberth, C., Jeanmart, S., Luksch, T., and Plant, A., Science, 2013, vol. 341, pp. 742–746. https://doi.org/10.1126/science.1237227

    Article  CAS  PubMed  Google Scholar 

  8. Iskra, A., Woods, J., and Gent, D., Environ. Entomol., 2019, vol. 48, pp. 894–902. https://doi.org/10.1093/ee/nvz071

    Article  CAS  PubMed  Google Scholar 

  9. Bretschneider, T., Benet, J., Fischer, R., and Nauen, R., Chimia, 2003, vol. 57, pp. 697–701. https://doi.org/10.2533/000942903777678588

    Article  CAS  Google Scholar 

  10. Dekeyser, M., Pest Manage. Sci., 2004, vol. 61, pp. 103–110. https://doi.org/10.1002/ps.994

    Article  CAS  Google Scholar 

  11. Nauen, R., J. Pestic. Sci., 2005, vol. 30, pp. 272–274. https://doi.org/10.1584/jpestics.30.272

    Article  CAS  Google Scholar 

  12. Bretschneider, T., Fischer, R., and Nauen, R., in Bioactive Heterocyclic Compound Classes: Agrochemicals, Weinheim: Wiley-VCH Verlag and Co. KGaA, 2012, pp. 265–274.

  13. Ke, S.Y., Sun, T.T., Zhang, Z.G., Zhang, Y.N., Liang, Y., Wang, K.M., and Yang, Z.W., B. Korean Chem. Soc., 2010, vol. 31, pp. 2315–2321. https://doi.org/10.5012/bkcs.2010.31.8.2315

    Article  CAS  Google Scholar 

  14. Feng, X.G., Xu, L.Z., Kong, F.R., Li, H.X., and Yin, R.F., Chem. Res. Chinese U., 2011, vol. 27, pp. 968–972. https://doi.org/10.1016/B978-0-444-53599-3.10005-8

    Article  CAS  Google Scholar 

  15. Ke, S.Y., Ke, T., Zhang, Z.G., Shi, L.Q., Huang, D.Y., Wang, K.M., Yang, Z.W., and Yang, N.N., J. Asia-Pac. Entomol., 2018, vol. 21, pp. 926–929. https://doi.org/10.1016/j.aspen.2018.07.006

    Article  Google Scholar 

  16. Tretiakova, D.S., Onishchenko, N.R., Vostrova, A.G., and Vodovozova, E.L., Russ. J. Bioorg. Chem., 2017, vol. 43, pp. 678–689. https://doi.org/10.1134/S1068162017060139

    Article  CAS  Google Scholar 

  17. Rautio, J., Karkkainen, J., and Sloan, K., Eur. J. Pharm. Sci., 2017, vol. 109, pp. 146–161. https://doi.org/10.1016/j.ejps.2017.08.002

    Article  CAS  PubMed  Google Scholar 

  18. Benoit, L., Soltani, N., Hooker, D., Robinson, D., and Sikkema, P., Can. J. Plant Sci., 2019, vol. 99, pp. 379–383. https://doi.org/10.1139/CJPS-2018-0320

    Article  CAS  Google Scholar 

  19. Tice, C., Pest Manage Sci., 2001, vol. 57, pp. 3–16. https://doi.org/10.1002/1526-4998(200101)57:1<3::AID-PS269>3.0.CO;2-6

    Article  CAS  Google Scholar 

  20. Yu, P.C., Kim, Y.S., and Tong, L., Proc. Natl. Acad. Sci. U. S. A., 2010, vol. 107, pp. 22 072–22077. https://doi.org/10.1073/pnas.1000526107

    Article  Google Scholar 

  21. Yao, T.T., Cheng, J.L., Xu, B.R., Zhang, M.Z., Hu, Y.Z., Zhao, J.H., and Dong, X.W., RSC Adv., 2015, vol. 5, pp. 49 195–49 203. https://doi.org/10.1039/C5RA05663B

    Article  CAS  Google Scholar 

  22. Abbott, W., J. Econ. Entomol., 1925, vol. 18, pp. 265–267. https://doi.org/10.1093/jee/18.2.265a

    Article  CAS  Google Scholar 

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ACKNOWLEDGMENTS

This work was supported by Collaboration Innovation Center of Zhejiang Green Pesticide.

Funding

This work was partly funded by the Key Research and Development Program of Zhejiang Province (no. 2019C02024).

Author information

Authors and Affiliations

  1. College of Chemical Engineering, Zhejiang University of Technology, 310014, Hangzhou, China

    L. K. Zhong, X. H. Liu & C. X. Tan

  2. Zhejiang Base of National Southern Pesticide Research Centre, Zhejiang Research Institute of Chemical Industry, 310023, Hangzhou, China

    L. K. Zhong, J. Yuan & T. M. Xu

  3. School of Forestry and Biotechnology, Zhejiang A&F University, 311300, Hangzhou, China

    J. Yuan

Authors
  1. L. K. Zhong
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  2. J. Yuan
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  3. X. H. Liu
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  4. T. M. Xu
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  5. C. X. Tan
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Corresponding authors

Correspondence to J. Yuan or C. X. Tan.

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This article does not contain any studies involving human participants performed by any of the authors and does not contain any studies involving animals performed by any of the authors.

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The authors have declared that no conflict of interest exists.

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Zhong, L.K., Yuan, J., Liu, X.H. et al. Synthesis and Acaricidal Activity of Aryl-Spirobutyrolactone Derivatives against Spider Mites under Greenhouse and Field Conditions. Russ J Bioorg Chem 47, 221–229 (2021). https://doi.org/10.1134/S1068162021010295

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  • DOI: https://doi.org/10.1134/S1068162021010295

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