SpringerLink
Log in

Design, Synthesis and Insecticidal Activities of Novel 5-Alkoxyfuran-2(5H)-one Derivatives

  • Published:
Chemical Research in Chinese Universities Aims and scope

Abstract

A series of novel 5-alkoxyfuran-2(5H)-one derivatives was synthesized, and characterized by 1H NMR, 13C NMR and HRMS. Biological activities of all the title compounds were evaluated systematically. Preliminary bioassays indicated that most of the compounds exhibited moderate insecticidal activities against Aphis craccivora and Nilaparvata lugens at 100 mg/L. Compounds 4h and 4w exhibited 100% mortality rate against Aphis craccivora at 100 mg/L, and compound h exhibited good mortality rate against Aphis craccivora and Nilaparvata lugens (60% and 75%, respectively) even at 4 mg/L. The results demonstrated the impact of various chemical groups on insecticidal activities and provided a potential clue for further exploring novel high-effective broad-spectrum insecticides.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Subscribe and save

Springer+ Basic
EUR 32.99 /Month
  • Get 10 units per month
  • Download Article/Chapter or Ebook
  • 1 Unit = 1 Article or 1 Chapter
  • Cancel anytime
Subscribe now

Buy Now

Price includes VAT (Canada)

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. Klein A. M., Vaissiere B. E., Cane J. H., Steffan-Dewenter I., Cunningham S. A., Kremen C., Tscharntke T., Proc. R. Soc. B, 2007, 274, 303

    Article  PubMed  Google Scholar 

  2. Aizen M. A., Harder L. D., Curr. Biol., 2009, 19, 915

    Article  CAS  PubMed  Google Scholar 

  3. Gallai N., Salles J. M., Settele J., Vaissiere B. E., Ecol. Econ., 2009, 68, 810

    Article  Google Scholar 

  4. Aizen M. A., Garibaldi L. A., Cunningham S. A., Klein A. M., Curr. Biol., 2008, 18, 1572

    Article  CAS  PubMed  Google Scholar 

  5. Breeze T. D., Bailey A. P., Balcombe K. G., Potts S. G., Agric. Eco-syst. Environ., 2011, 142, 137

    Article  Google Scholar 

  6. Cresswell J. E., Robert F. X. L., Florance H., Smirnoff N., Pest. Ma-nag. Sci., 2014, 70, 332

    Article  CAS  Google Scholar 

  7. Fang T., Sun C. W., Xu Y. Y., Yuan J., Wang Y. F., **ng J. H., Chem. Res. Chinese Universities, 2014, 30(6), 931

    Article  CAS  Google Scholar 

  8. Whitehorn P. R., O’Connor S., Wackers F. L., Goulson D., Science, 2012, 336, 351

    Article  CAS  Google Scholar 

  9. Alkassab A. T., Kirchner W. H., Ecotoxicology, 2016, 25, 1000

    Article  CAS  PubMed  Google Scholar 

  10. Aliouane Y., Hassani A. K., Gary V., Armengaud C., Lambin M., Gauthier M., Environ. Toxicol. Chem., 2009, 28, 113

    Article  CAS  PubMed  Google Scholar 

  11. Hesselbach H., Scheiner R., Ecotoxicology, 2019, 28, 354

    Article  CAS  PubMed  Google Scholar 

  12. Campbell J. W., Cabrera A. R., Stanley-Stahr C., Ellis J. D., J. Econ. Entomol., 2016, 109, 1967

    Article  CAS  PubMed  Google Scholar 

  13. Hesselbach H., Scheiner R., Sci. Rep., 2018, 8, 4954

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  14. Nauen R., Jeschke P., Velten R., Beck M. E., Ebbinghaus-Kintscher U., Thielert W., Wölfel K., Haas M., Kunz K., Raupach G., Pest. Manag. Sci., 2015, 71, 850

    Article  CAS  PubMed  Google Scholar 

  15. Jeschke P., Nauen R., Gutbrod O., Beck M. E., Matthiesen S., Haas M., Velten R., Pestic. Biochem. Phys., 2015, 121, 31

    Article  CAS  Google Scholar 

  16. **ao H., Parkin K. L., Phytochemistry, 2007, 68, 1059

    Article  CAS  PubMed  Google Scholar 

  17. Xu X. Y., Zhang X. Y., He F., Peng J., Nong X. H., Qi S. H., Nat. Prod. Commun., 2013, 8, 1069

    CAS  PubMed  Google Scholar 

  18. Seto Y., Kameoka H., Yamaguchi S., Kyozuka J., Plant. Cell. Phy-siol., 2012, 53, 1843

    Article  CAS  Google Scholar 

  19. Lattmann E., Sattayasai N., Schwalbe C. S., Niamsanit S., Billington D. C., Lattmann P., Langley C. A., Singh H., Dunn S., Curr. Drug. Discov. Technol., 2006, 3, 125

    Article  CAS  PubMed  Google Scholar 

  20. Lu S. Y., Shao X. S., Li Z., Xu Z. P., Zhao S. H., Wu Y. L., Xu X. Y., J. Agric. Food. Chem., 2012, 60, 322

    Article  CAS  PubMed  Google Scholar 

  21. Lizos D., Weiler S., Stiefl N. J., Organic Compounds, WO 2009013335, 2009

    Google Scholar 

  22. Byczek-Wyrostek A., Kitel R., Rumak K., Skonieczna M., Kasprzycka A., Walczak K., Eur. J. Med. Chem., 2018, 150, 687

    Article  CAS  PubMed  Google Scholar 

  23. Tian Z. Z., Shao X. S., Li Z., Qian X. H., Huang Q. C., J. Agric. Food. Chem., 2007, 55, 2288

    Article  CAS  PubMed  Google Scholar 

  24. Zhang D. D., Cui, S. X., Xu Z. P., Li D. M., Tian Z. Z., Chin. Chem. Lett., 2017, 28, 1743

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Shandong Provincial Key Laboratory of Fluorine Chemistry and Chemical Materials, School of Chemistry and Chemical Engineering, University of **an, **an, 266042, P. R. China

    **anhao Wang, Dongmei Li & Zhongzhen Tian

  2. Research and Development Center, Hailir Pesticides and Chemicals Group Co., Ltd., Qingdao, 266109, P. R. China

    Jianguo Li & **anzheng Han

  3. State Key Laboratory Base for Eco-Chemical Engineering in College of Chemical Engineering, Qingdao University of Science and Technology, Qingdao, 266042, P. R. China

    Guangjian Wang

Authors
  1. **anhao Wang
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Jianguo Li
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Guangjian Wang
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. **anzheng Han
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Dongmei Li
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Zhongzhen Tian
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Zhongzhen Tian.

Additional information

Supported by the Natural Science Foundation of Shandong Province, China(No.ZR2018MB013), the National Natural Science Foundation of China(No.21501066) and the Key Research and Development Program of Shandong Province, China (No.2016GGX107006).

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Wang, X., Li, J., Wang, G. et al. Design, Synthesis and Insecticidal Activities of Novel 5-Alkoxyfuran-2(5H)-one Derivatives. Chem. Res. Chin. Univ. 35, 799–805 (2019). https://doi.org/10.1007/s40242-019-9122-5

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s40242-019-9122-5

Keywords

Search

Navigation