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Synthesis and fungicidal activity of some novel thiazole Schiff bases derived from benzo[d][1,3]dioxole

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Abstract

A series of novel thiazole Schiff base derivatives containing benzo[d][1,3]dioxole moiety was designed, synthesized and screened for their fungicidal activities. The preliminary results demonstrated that compounds 6p, 6q and 6r possessed potent activities against Phytophthora infestans, Pyricularia oryzae and Septoria tritici in vitro. Compounds 6d and 6r exhibited remarkable activities against Botrytis cinerea(whole plant) and Phytophthora infestans(leaf disk) respectively in vivo, which were identified as the most promising candidates for further study and could be used as possible lead compounds for developing new fungicides.

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References

  1. Owen W. J., Sullenberger M. T., Loso M. R., Meyer K. G., Slanec T. J., Pest. Manag. Sci., 2015, 71, 83

    Article  CAS  Google Scholar 

  2. Al-Ani I., Zimmermann S., Reichling J., Wink M., Phytomedicine, 2015, 22, 245

    Article  CAS  Google Scholar 

  3. Wu C. C., Wu C. L., Huang S. L., Chang H. T., Wood Sci. Technol., 2011, 46, 737

    Article  Google Scholar 

  4. Li X., Ma S., Eur. J. Med. Chem., 2015, 95, 1

    Article  Google Scholar 

  5. Ayati A., Emami S., Asadipour A., Shafiee A., Foroumadi A., Eur. J. Med. Chem., 2015, 97, 699

    Article  CAS  Google Scholar 

  6. Siddiqui N., Arshad M. F., Ahsan W., Alam M. S., Int. J. Pharm. Sci. Drug. Res., 2009, 1, 136

    CAS  Google Scholar 

  7. Peng J. M., Li W., Shen K., Huo S. F., Ye J., Hu A. X., Chem. J. Chinese Universities, 2013, 34(7), 1646

    CAS  Google Scholar 

  8. Luo X. F., Hu A. X., Wang Y., Ye J., Wang X., G., Ou X. M., Chem. J. Chinese Universities, 2011, 32(12), 2800

    CAS  Google Scholar 

  9. Altintop M. D., Ozdemir A., Turan-Zitouni G., Ilgin S., Atli O., Demirel R., Kaplancikli Z. A., Eur. J. Med. Chem., 2015, 92, 342

    Article  CAS  Google Scholar 

  10. Amnerkar N. D., Bhongade B. A., Bhusari K. P., Arab. J. Chem., 2015, 8, 545

    Article  CAS  Google Scholar 

  11. Farghaly T. A., Abdallah M. A., Masaret G. S., Muhammad Z. A., Eur. J. Med. Chem., 2015, 97, 320

    Article  CAS  Google Scholar 

  12. Bharti S. K., Nath G., Tilak R., Singh S. K., Eur. J. Med. Chem., 2010, 45, 651

    Article  CAS  Google Scholar 

  13. Aboul-Fadl T., Bin-Jubair F. A., Aboul-Wafa O., Eur. J. Med. Chem., 2010, 45, 4578

    Article  CAS  Google Scholar 

  14. da Silva C. M., da Silva D. L., Modolo L. V., Alves R. B., de Resende M. A., Martins C. V. B., de Fátima Â., J. Adv. Res., 2011, 2, 1

    Article  Google Scholar 

  15. Break M. K., Tahir M. I., Crouse K. A., Khoo T. J., Bioinorg. Chem. Appl., 2013, 2013, 1

    Article  Google Scholar 

  16. Prakash C. R., Raja S., J. Saudi. Chem. Soc., 2013, 17, 337

    Article  CAS  Google Scholar 

  17. Bohm H. J., Flohr A., Stahl M., Drug Discov. Today Technol., 2004, 1, 217

    Article  Google Scholar 

  18. Vainio M. J., Kogej T., Raubacher F., Sadowsk J., J. Chem. Inf. Model., 2013, 53, 1825

    Article  CAS  Google Scholar 

  19. Brown N., Mol. Inform., 2014, 33, 458

    Article  CAS  Google Scholar 

  20. Jones G., Stanforth S. P., Organic Reactions, John Wiley & Sons, New Jersey, 1997, 1

    Google Scholar 

  21. Lin C. K., Lu T. J., Tetrahedron, 2010, 66, 9688

    Article  CAS  Google Scholar 

  22. Wang Y., Hu A. X., Cao G., Li G. X., Zhang J. Y, Xia L., Ou X. M., Xu J., Chin. J. Org. Chem., 2008, 28, 443

    Google Scholar 

  23. Powell S., Wasserman W. J., J. Am. Chem. Soc., 1957, 79, 1934

    Article  CAS  Google Scholar 

  24. Hu A. X., Qin Z., Chen P., Ye J., Chin. J. Org. Chem., 2010, 30, 923

    CAS  Google Scholar 

  25. Winter C., Rheinheimer J., Wolf A., Terteryan V., Poonoth M., Wiebe C., Kremzow-Graw D., Röhl F., Rohrer S. G., Wieja A., Strobilurin Type Compounds for Combating Phytopathogenic Fungi, WO2014202703 A1, 2014

    Google Scholar 

  26. Gewehr M., Stierl R., Niedenbruck M., Hunger U., Fungicidal Mixtures, US20080045414 A1, 2008

    Google Scholar 

  27. Ye J., Qiu S. Y., Hu A. X., Peng J. M., Qin Z., Chem. Res. Chinese Universities, 2014, 30(1), 49

    Article  CAS  Google Scholar 

  28. Goswami S., Kaur R., Nagrale D. T., J. Appl. Nat. Sci., 2012, 4, 264

    CAS  Google Scholar 

  29. Binks P. R., Robson G. D., Goosey M. W., Trinci A. P. J., J. Gen. Microbiol., 1993, 139, 1371

    Article  CAS  Google Scholar 

  30. Tvaruek L., Horáková P., Ji L., Acta Agrobot., 2005, 58, 79

    Article  Google Scholar 

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Correspondence to Aixi Hu.

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Supported by the National Key Technology R&D Program of China(No.2011BAE06B01).

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Wu, Z., Ding, N., Lin, D. et al. Synthesis and fungicidal activity of some novel thiazole Schiff bases derived from benzo[d][1,3]dioxole. Chem. Res. Chin. Univ. 32, 49–54 (2016). https://doi.org/10.1007/s40242-016-5284-6

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  • DOI: https://doi.org/10.1007/s40242-016-5284-6

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