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Synthesis, characterization, crystal structures and antibacterial activities of some Schiff bases with N2O2 donor sets

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Abstract

A series of Schiff base compounds were synthesized by the reaction of different 3,5-dihalosalicylaldehyde (halo atoms equal to Cl, Br and I) with polymethylenediamines of varying chain length. The Schiff bases were characterized using FT-IR, UV–Vis, 1H NMR, 13C NMR and mass spectroscopic techniques, and elemental analyses (CHN), and crystal structure of some compounds was determined by X-ray crystallography. The in vitro biological screening effects of the synthesized compounds were tested against different microbial kinds. The results revealed that all compounds were biologically active.

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References

  1. M.J. O’Donnell, Acc. Chem. Res. 37, 506 (2004)

    Article  CAS  PubMed  Google Scholar 

  2. S. Rana, S.K. Mittal, N. Singh, J. Singh, C.E. Banks, Sens. Actuators B Chem. 239, 17 (2016)

    Article  CAS  Google Scholar 

  3. G. Yuan, Y. Tian, J. Liu, H. Tu, J. Liao, J. Yang, Y. Yang, D. Wang, N. Liu, Chem. Eng. J. 326, 691 (2017)

    Article  CAS  Google Scholar 

  4. A.A. Isse, A. Gennaro, E. Vianello, Electrochim. Acta 42, 2065 (1997)

    Article  CAS  Google Scholar 

  5. P. Taylor, Synth. React. Inorg. Met. Chem. 32, 1729 (2002)

    Article  CAS  Google Scholar 

  6. R.K. Parashar, R.C. Sharma, A. Kumar, G. Mohan, Inorg. Chim. Acta 151, 201 (1988)

    Article  CAS  Google Scholar 

  7. S. Chandra, S. Gautam, H.K. Rajor, R. Bhatia, Spectrochim. Acta Part A Mol. Biomol. Spectrosc. 137, 749 (2015)

    Article  CAS  Google Scholar 

  8. H. Khojasteh, V. Mirkhani, M. Moghadam, S. Tangestaninejad, I. Mohammadpoor-Baltork, J. Iran. Chem. Soc. 14, 1139 (2017)

    Article  CAS  Google Scholar 

  9. M. Hatefi Ardakani, M. Moghadam, S. Saeednia, Z. Pakdin-Parizi, J. Iran. Chem. Soc. 13, 631 (2016)

    Article  CAS  Google Scholar 

  10. T. Jeewoth, H. Li Kam Wah, M.G. Bhowon, D. Ghoorohoo, K. Babooram, Synth. React. Inorg. Met. Chem. 30, 1023 (2000)

    Article  CAS  Google Scholar 

  11. L. Shi, H.-M. Ge, S.-H. Tan, H.-Q. Li, Y.-C. Song, H.-L. Zhu, R.-X. Tan, Eur. J. Med. Chem. 42, 558 (2007)

    Article  CAS  PubMed  Google Scholar 

  12. H.G. Aslan, S. Akkoç, Z. Kökbudak, L. Aydın, J. Iran. Chem. Soc. 14, 2263 (2017)

    Article  CAS  Google Scholar 

  13. Z. Guo, R. **ng, S. Liu, Z. Zhong, X. Ji, L. Wang, P. Li, Carbohydr. Res. 342, 1329 (2007)

    Article  CAS  PubMed  Google Scholar 

  14. M.M. Ali, M. Jesmin, J. Natl. Sci. Found. Sri Lanka 38, 145 (2010)

    Article  CAS  Google Scholar 

  15. H. Khanmohammadi, M. Salehifard, M.H. Abnosi, J. Iran. Chem. Soc. 6, 300 (2009)

    Article  CAS  Google Scholar 

  16. K. Neelima, S. Poonia, M. Siddiqui, D. Arshad, Kumar. Spectrochim. Acta A Mol. Biomol. Spectrosc. 155, 146 (2016)

    Article  CAS  PubMed  Google Scholar 

  17. T. Aboul-Fadl, F.A.S. Bin-Jubair, O. Aboul-Wafa, Eur. J. Med. Chem. 45, 4578 (2010)

    Article  CAS  PubMed  Google Scholar 

  18. M.J. Hearn, M.H. Cynamon, M.F. Chen, R. Coppins, J. Davis, H. Joo-On Kang, A. Noble, B. Tu-Sekine, M.S. Terrot, D. Trombino, M. Thai, E.R. Webster, R. Wilson, Eur. J. Med. Chem. 44, 4169 (2009)

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  19. K.S. Kumar, S. Ganguly, R. Veerasamy, E. De Clercq, Eur. J. Med. Chem. 45, 5474 (2010)

    Article  CAS  PubMed  Google Scholar 

  20. M.S. Alam, J.H. Choi, D.U. Lee, Bioorg. Med. Chem. 20, 4103 (2012)

    Article  CAS  PubMed  Google Scholar 

  21. A. Noureen, S. Saleem, T. Fatima, H.M. Siddiqi, B. Mirza, Pak. J. Pharm. Sci. 26, 113 (2013)

    PubMed  Google Scholar 

  22. P. Paneerselvam, T. Raj, M.P.S. Ishar, B. Singh, V.D. Sharma, B.A. Rather, Indian J. Pharm. Sci. 72, 375 (2010)

    Article  Google Scholar 

  23. M. Verma, S.N. Pandeya, K.N. Singh, J.P. Stables, Acta Pharm. 54, 49 (2004)

    CAS  PubMed  Google Scholar 

  24. S.E. Harpstrite, S.D. Collins, A. Oksman, D.E. Goldberg, V. Sharma, Med. Chem. 4, 392 (2008)

    Article  CAS  PubMed  Google Scholar 

  25. C. Liang, J. **a, D. Lei, X. Li, Q. Yao, J. Gao, Eur. J. Med. Chem. 74, 742 (2013)

    Article  CAS  PubMed  Google Scholar 

  26. Z. Asadi, M. Asadi, F. Dehghani Firuzabadi, R. Yousefi, M. Jamshidi, J. Iran. Chem. Soc. 11, 423 (2014)

    Article  CAS  Google Scholar 

  27. S.P. Xu, L. Shi, Y. Pei, Y. Yang, G. Xu, H.L. Zhu, J. Coord. Chem. 63, 3463 (2010)

    Article  CAS  Google Scholar 

  28. H. Kargar, Transit. Met. Chem. 39, 811 (2014)

    Article  CAS  Google Scholar 

  29. Bruker and W. AXS Programs: SMART, version 5.625; SAINT, version 6.45; SADABS, version 2.10; XPREP, version 6.14. Bruker AXS Inc.: Madison, (2003)

  30. G.M. Sheldrick, Acta Crystallogr. A 64, 112 (2008)

    Article  CAS  PubMed  Google Scholar 

  31. S. Al, Acta Crystallogr D 65, 148 (2009)

    Article  CAS  Google Scholar 

  32. B. Ambrozini, E. Dockal, É. Cavalheiro, J. Therm. Anal. 115, 979 (2014)

    Article  CAS  Google Scholar 

  33. D. Gürbüz, A. Cinarli, A. Tavman, A.S. Birteksz, Chin. J. Chem. 30, 970 (2012)

    Article  CAS  Google Scholar 

  34. Y. Cui, X. Dong, Y. Li, Z. Li, W. Chen, Eur. J. Med. Chem. 58, 323 (2012)

    Article  CAS  PubMed  Google Scholar 

  35. M. Yıldız, Ö. Karpuz, C.T. Zeyrek, B. Boyacıoğlu, H. Dal, N. Demir, N. Yıldırım, H. Ünver, J. Mol. Struct. 1094, 148 (2015)

    Article  CAS  Google Scholar 

  36. M. Asadi, H. Sepehrpour, K. Mohammadi, J. Serbian Chem. Soc. 76, 63 (2011)

    Article  CAS  Google Scholar 

  37. H.H. Hammud, A. Ghannoum, M.S. Masoud, Spectrochim. Acta. Part A Mol. Biomol. Spectrosc. 63, 255 (2006)

    Article  CAS  Google Scholar 

  38. A. Cinarli, D. Gürbüz, A. Tavman, A. Seher Birteksöz, Bull. Chem. Soc. Ethiop. 25, 407 (2011)

    Article  CAS  Google Scholar 

  39. E.G. Bakirdere, M.F. Fellah, M. Kaya, J. Serb. Chem. Soc. 81, 509 (2016)

    CAS  Google Scholar 

  40. M. Malathy, Int. J. Sci. Technol. 2, 157 (2014)

    Google Scholar 

  41. F. Bagheri, A. Olyaei, J. Serb. Chem. Soc. 81, 1111 (2016)

    Article  CAS  Google Scholar 

  42. A. Golcu, M. Tumer, H. Demirelli, R.A. Wheatley, Inorg. Chim. Acta. 358, 1785 (2005)

    Article  CAS  Google Scholar 

  43. A.N. Kursunlu, E. Guler, F. Sevgi, B. Ozkalp, J. Mol. Struct. 1048, 476 (2013)

    Article  CAS  Google Scholar 

  44. S.P. Xu, L. Shi, P.C. Lv, X.L. Li, H.L. Zhu, J. Coord. Chem. 62, 3198 (2009)

    Article  CAS  Google Scholar 

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Acknowledgements

The support of this work by Payame Noor University Council of Research is gratefully acknowledged.

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Correspondence to Hadi Kargar.

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Ardakani, A.A., Kargar, H., Feizi, N. et al. Synthesis, characterization, crystal structures and antibacterial activities of some Schiff bases with N2O2 donor sets. J IRAN CHEM SOC 15, 1495–1504 (2018). https://doi.org/10.1007/s13738-018-1347-6

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