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Synthesis and biological evaluation of novel saccharin derivatives containing 1,2,3-triazole moiety

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Abstract

A series of novel saccharin derivatives containing 1,2,3-triazole moiety was synthesized in satisfactory yields. The structures of all the compounds were elucidated and confirmed by Fourier transform infrared(FTIR) spectroscopy, 1H and 13C nuclear magnetic resonance(1H NMR, 13C NMR) spectroscopy, and high resolution mass spectrometry(HRMS). The bioassays indicated that most of the title compounds displayed some extent herbicidal activities at 100 μg/mL.

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References

  1. Han L. Q., Wang L., Hou X. B., Fu H. S., Song W. G., Tang W. Q., Fan H., Bioorg. Med. Chem., 2014, 22, 1529

    Article  CAS  Google Scholar 

  2. D’Ascenzio M., Carradori S., Monte C. D., Secci D., Ceruso M., Supuran C. T., Bioorg. Med. Chem., 2014, 22, 1821

    Article  Google Scholar 

  3. Elsayed M. S. A., El-araby M. E., Serya R. A. T., El-Khatib A. H., Linscheid M. W., Abouzid K. A. M., Eur. J. Med. Chem., 2013, 61, 122

    Article  CAS  Google Scholar 

  4. Combrink K. D., Gulgeze H. B., Meanwell N. A., Pearce B. C., Zulan P., Bisacchi G. S., Roberts D. G. M., Stanley P., Seiler S. M., J. Med. Chem., 1998, 41, 4854

    Article  CAS  Google Scholar 

  5. Gençer N., Demir D., Sonmez F., Kucukislamoglu M., Bioorg. Med. Chem., 2012, 20, 2811

    Article  Google Scholar 

  6. Patane M. A., Dipardo R. M., Price R. P., Chang R. S. L., Ransom R. W., O’Malley S. S., Di Salvo J., Bock M. G., Bioorg. Med. Chem. Lett., 1998, 8, 2495

    Article  CAS  Google Scholar 

  7. Sunkel C. E., Fau de Casa-Juana M., Cillero F. J., Priego J. G., Ortega M. P., J. Med. Chem., 1988, 31, 1886

    Article  CAS  Google Scholar 

  8. Sommermeyer H., Schreiber R., Greuel J. M., De Vry J., Glaser T., Eur. J. Pharmacol., 1993, 240, 29

    Article  CAS  Google Scholar 

  9. Blanchet J., Macklin T., Ang P., Metallinos C., Snieckus V., J. Org. Chem., 2007, 72, 3199

    Article  CAS  Google Scholar 

  10. Youdim M. B., Ashkenazi R., Eur. J. Pharmacol., 1985, 119, 39

    Article  CAS  Google Scholar 

  11. TsUeda T., Konishi H., Manabe K., Angew. Chem. Int. Ed., 2013, 52, 8611

    Article  Google Scholar 

  12. Cochet T., Bellosta V., Greiner A., Roche D., Cossy J., Synlett., 2011, 13, 1920

    Google Scholar 

  13. Xu J. M., Zhang E., Shi X. J., Wang Y. C., Yu B., Jia W. W., Guo Y. Z., Liu H. M., Eur. J. Med. Chem., 2014, 80, 593

    Article  CAS  Google Scholar 

  14. Kaushik C. P., Lal K., Kumar A., Kumar S., Med. Chem. Res., 2014, 23, 2995

    Article  CAS  Google Scholar 

  15. Ashok D., Gandhi D. M., Srinivas G., Kumar A. V., Med. Chem. Res., 2014, 23, 3005

    Article  CAS  Google Scholar 

  16. Mao M. Z., Li Y. X., Zhou Y. Y., Yang X. P., Zhang X. L., Zhang X., Li Z. M., Chem. Res. Chinese Universities, 2013, 29(5), 900

    Article  CAS  Google Scholar 

  17. Kolb H. C., Sharpless K. B., Drug Discovery Today, 2003, 8(24), 1128

    Article  CAS  Google Scholar 

  18. Hlasta D. J., Ackerman J. H., J. Org. Chem., 1994, 59, 6184

    Article  CAS  Google Scholar 

  19. Jung P. J. M., Hueter O. F., Renold P., Pitterna T., Insecticidal Compounds, WO2012080376-A1, 2012

    Google Scholar 

  20. Moeker J., Peat T. S., Bornaghi L. F., Vullo D., Supuran C. T., Poulsen S. A., J. Med. Chem., 2014, 57, 3522

    Article  CAS  Google Scholar 

  21. Zhao H. P., Liu Y. X., Cui Z. P., Beattie D., Gu Y. C., Wang Q. M., J. Agric. Food Chem., 2011, 59, 11711

    Article  CAS  Google Scholar 

  22. Zhao Q. Q., Liu S. H., Li Y. H., Wang Q. M., J. Agric. Food Chem., 2009, 57, 2849

    Article  CAS  Google Scholar 

  23. Kim S. H., Ramu R., Kwon S. W., Lee S. H., Kim C. H., Kang S. K., Rhee S. D., Bae M. A., Ahn S. H., Ha D. C., Cheon H. G., Kim K. Y., Ahn J. H., Bioorg. Med. Chem. Lett., 2010, 20, 1065

    Article  CAS  Google Scholar 

  24. Kwok S. W., Fotsing J. R., Fraser R. J., Rodionov V. O., Fokin V. V., Org. Lett., 2010, 12(19), 4217

    Article  CAS  Google Scholar 

  25. Kempe K., Krieg A., Becer C. R, Schubert U. S., Chem. Soc. Rev., 2012, 41, 176

    Article  CAS  Google Scholar 

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Correspondence to Wei Liu.

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Supported by the National Natural Science Foundation of China(No.21302139).

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Tang, X., Li, Z., Li, Y. et al. Synthesis and biological evaluation of novel saccharin derivatives containing 1,2,3-triazole moiety. Chem. Res. Chin. Univ. 31, 71–77 (2015). https://doi.org/10.1007/s40242-015-4309-x

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  • DOI: https://doi.org/10.1007/s40242-015-4309-x

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