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Synthesis and antimicrobial activity of some novel ferrocene-based Schiff bases containing a ferrocene unit

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Abstract

In the present investigation, a series of ferrocene-based Schiff bases 5a–m were synthesized by the condensation of various chalcones 3a–m with S-benzyl dithiocarbazate in absolute ethanol using catalytic amount of glacial acetic acid, and characterized by element analysis,1H NMR,13C NMR, and IR. The synthesized compounds were screened for their in vitro antimicrobial activity against four bacterias (Staphylococcus aureus ATCC 9144, Bacillus cereus ATCC 11778, Escherichia coli ATCC 25922, and Pseudomonas aeruginosa ATCC 43288) and two fungals (Aspergillus niger ATCC 9092 and Aspergillus fumigatus ATCC 46645) strains. The Schiff bases 5g, 5h, and 5m against Gram-positive bacterial (E. coli and P. aeruginosa) strains was found to be higher than that for the standard drug. They are potential new drugs in antibacterial activity aspects in further days.

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References

  1. T.J. Kealy, P.L. Pauson, Nature 168, 1039 (1951)

    Article  CAS  Google Scholar 

  2. S.A. Miller, A.J. Tebboth, J.F. Tremaine, J. Chem. Soc. 632 (1952)

  3. D.R. Van Staveren, N. Metzler-Nolte, Chem. Rev. 104, 5931 (2004)

    Article  Google Scholar 

  4. C.G. Hartinger, P. Dyson, J. Chem. Soc. Rev. 38, 391 (2009)

    Article  CAS  Google Scholar 

  5. N. Chavain, C. Biot, Curr. Med. Chem. 17, 2729 (2010)

    Article  CAS  Google Scholar 

  6. A.J. Salmon, M.L. Williams, A. Innocenti, D. Vullo, C.T. Supuran, S. Poulsen, Bioorg. Med. Chem. Lett. 17, 5032 (2007)

    Article  CAS  Google Scholar 

  7. D. Andrianina Ralambomanana, D. Razafimahefa-Ramilison, A.C. Rakotohova, J. Maugein, L. Pélinski, Bioorg. Med. Chem. 16, 9546 (2008)

    Article  CAS  Google Scholar 

  8. S. Gemma, L. Savini, M. Altarelli, P. Tripaldi, L. Chiasserini, S.S. Coccone, V. Kumar, C. Camodeca, G. Campiani, E. Novellino, S. Clarizio, G. Delogu, S. Butini, Bioorg. Med. Chem. 17, 6063 (2009)

    Article  CAS  Google Scholar 

  9. E. Hillard, A. Vessières, L. Thouin, G. Jaouen, C. Amatore, Angew. Chem. 45, 285 (2005)

    Google Scholar 

  10. F. Dubar, T.J. Egan, B. Pradines, D. Kuter, K.K. Ncokazi, D. Forge, J. Paul, C. Pierrot, H. Kalamou, J. Khalife, E. Buisine, C. Rogier, H. Vezin, I. Forfar, C. Slomianny, X. Trivelli, S. Kapishnikov, L. Leiserowitz, D. Dive, C. Biot, ACS Chem. Biol. 6, 275 (2011)

    Article  CAS  Google Scholar 

  11. M. Satyanarayana, P. Tiwari, B.K. Tripathi, A.K. Sriwastava, R. Pratap, Bioorg. Med. Chem. 12, 883 (2004)

    Article  CAS  Google Scholar 

  12. S. Mukherjee, N. Kumar, A.K. Parasad, H.G. Raj, M.E. Bracke, C.E. Olsen, S.C. Jain, V.S Parmar, Bioorg. Med. Chem. 9, 337 (2001)

    Google Scholar 

  13. H.K. Hsieh, L.T. Tsao, J.P. Wang, C.N. Lin, J. Pharm. Pharmacol. 52, 163 (2000)

    Article  CAS  Google Scholar 

  14. V.J. Ram, A.S. Saxena, S. Srivastava, S. Chandra, Bioorg. Med. Chem. Lett. 10, 2159 (2000)

    Article  CAS  Google Scholar 

  15. L. Zhai, M. Chen, J. Blam, T.G. Theander, S.B. Chiristensen, A. Kharazmi, J. Antimicrob, Chemotherapy 43, 793 (1999)

    CAS  Google Scholar 

  16. R.J. Anto, K. Sukumuran, G. Kuttan, M.N.A. Rao, V. Subbaraju, R. Kuttan, Cancer Lett. 97, 33 (1995)

    Article  CAS  Google Scholar 

  17. S.K. Kumar, E. Hager, P. Catherine, H. Gurulingappa, N.E. Davidson, S.R. Khan, J. Med. Chem. 46, 2813 (2003)

    Article  CAS  Google Scholar 

  18. S.J. Ji, Z.L. Shen, D.G. Gu, S.Y. Wang, J. Organomet. Chem. 689, 1843 (2004)

    Article  CAS  Google Scholar 

  19. M. Prokesova, E. Solcaniova, S. Toma, K.W. Muir, A.A. Torabi, G. Knox, J. Org. Chem. 61, 3392 (1996)

    Article  CAS  Google Scholar 

  20. A.G. Nagy, P. Sohar, J. Marton, J. Organomet. Chem. 410, 357 (1991)

    Article  CAS  Google Scholar 

  21. A.G. Nagy, J. Organomet. Chem. 291, 335 (1985)

    Article  CAS  Google Scholar 

  22. A.G. Nagy, S. Toma, J. Organomet. Chem. 266, 257 (1984)

    Article  CAS  Google Scholar 

  23. A.N. Nesmeyanov, G.B. Shulp’in, L.V. Rybin, N.T. Gubenko, M.I. Rybinskaya, P.V. Petrovkii, V.I. Robas, J. Gener Chem 44, 1994 (1974)

    Google Scholar 

  24. S. Stankovianski, A. Beno, S. Toma, E. Gono, Chemistry 24, 19 (1970)

    Google Scholar 

  25. W.L.F. Armarego, C.L.L. Chai, Purification of laboratory chemicals, 5th edn. (Butterworth-Heinemann, London, 2003)

    Google Scholar 

  26. F.X. Zhu, J.F. Zhou, H.Q. Xiao, Y.L. Zhu, Chem. Reag. 29, 434 (2007)

    CAS  Google Scholar 

  27. J. Lu, W.Y. Chen, Chem. Res. Appl. 15, 265 (2003)

    CAS  Google Scholar 

  28. D. Villemin, B. Martin, M. Puciova, S. Toma, J. Organomet. Chem. 484, 27 (1994)

    Article  CAS  Google Scholar 

  29. S.J. Ji, Z.L. Shen, S.Y. Wang, Chin. Chem. Lett. 14, 663 (2003)

    CAS  Google Scholar 

  30. Y.P. Tian, Z.L. Lu, X.Z. You, Acta. Chim. Sinica. 57, 1068 (1999)

    CAS  Google Scholar 

  31. J. Meletiadis, J.F. Meis, J.W. Mouton, J.P. Donnelly, P.E. Verweij, J. Clin. Microbiol. 38, 2949 (2000)

    CAS  Google Scholar 

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Acknowledgments

The authors are indebted to Prof. Yuting Liu for her constant support and encouragement. The authors also thank Prof. Zhiwei Zhang for having carried out all the antimicrobial activity tests. The authors are thankful to Shaanxi University of Science & Technology for FTIR, elemental, 13C-NMR and 1H-NMR analysis.

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Authors and Affiliations

  1. Key Laboratory of Auxiliary Chemistry & Technology for Chemical Industry, Ministry of Education, Shaanxi University of Science & Technology, Xi’an, 710021, China

    Yu-Ting Liu & Da-Wei Yin

  2. School of Chemistry and Chemical Engineering, Shaanxi University of Science & Technology, Xi’an, 710021, China

    Gui-Dan Lian & Bao-Jun Su

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  1. Yu-Ting Liu
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  2. Gui-Dan Lian
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  3. Da-Wei Yin
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  4. Bao-Jun Su
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Correspondence to Yu-Ting Liu or Gui-Dan Lian.

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Liu, YT., Lian, GD., Yin, DW. et al. Synthesis and antimicrobial activity of some novel ferrocene-based Schiff bases containing a ferrocene unit. Res Chem Intermed 38, 1043–1053 (2012). https://doi.org/10.1007/s11164-011-0440-6

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  • DOI: https://doi.org/10.1007/s11164-011-0440-6

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