Skip to main content
SpringerLink
Log in

Preparation, structural characterization and biological studies of some new levofloxacin metal complexes

  • Original Paper
  • Published:
Journal of the Iranian Chemical Society Aims and scope Submit manuscript

Abstract

A new series of metal complexes of Ti(IV), V(IV), Y(III), Zr(IV), Ce(IV) and U(VI) with levofloxacin (Levo) were synthesized and characterized by elemental analysis, molar conductivity, magnetic moment measurements, UV–Vis, FT-IR and 1H NMR, XRD as well as TG-DTG techniques. The data indicated that levofloxacin reacts as a bidentate ligand chelate to the metal ion through the pyridone oxygen and one carboxylato oxygen. The thermal dehydration and decomposition of the complexes were studied kinetically using Coats–Redfern and Horowitz–Metzger methods, and the thermodynamic data reflected the thermal stability for all complexes. The calculated bond length and the bond stretching force constant, F(U=O), values for UO2 bond are 1.86 Å and 690.67 N m−1. The biological activities of the levofloxacin, meta-salts and their metal complexes were assayed against different bacterial and fungal species as well as their effect on degradation of calf thymus DNA.

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

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Scheme 1
Fig. 1
Scheme 2
Fig. 2
Fig. 3
Fig. 4
Fig. 5

Similar content being viewed by others

References

  1. V. Uivarosi, Molecules 18, 11153 (2013)

    Article  CAS  Google Scholar 

  2. J.M. Nelson, T.M. Chiller, J.H. Powers, F.J. Angulo, Clin. Infect. Dis. 44, 977 (2007)

    Article  CAS  Google Scholar 

  3. I. Morrissey, K. Hoshino, K. Sato, A. Yoshida, I. Hayakawa, M.G. Bures, L.L. Shen, Antimicrob. Agents Chemother. 40, 1775 (1996)

    CAS  Google Scholar 

  4. W.A. Zordok, Spectrochim. Acta Part A 129, 519 (2014)

    Article  CAS  Google Scholar 

  5. I.S. Nava-Júnior, R.Q. Aucelio, Spectrochim. Acta Pa rt A 72, 429 (2009)

    Article  Google Scholar 

  6. K. Satoh, M. Inenaga, K. Kanai, Tetrahedron 9, 2657 (1998)

    Article  CAS  Google Scholar 

  7. I. Sousa, V. Claro, J.L. Pereira, A.L. Amaral, L. Cunha-Silva, B. de Castro, M.J. Feio, E. Pereira, P. Gameiro, J. Inorg. Biochem. 110, 64 (2012)

    Article  CAS  Google Scholar 

  8. P.C. Huber, G.P. Reis, M.C.K. Amstalden, M. Lancellotti, W.P. Almeida, Polyhedron 57, 14 (2013)

    Article  CAS  Google Scholar 

  9. P. Drevensêk, J. Koŝmrlj, G. Giester, T. Skauge, E. Sletten, K. Sepcὶć, I. Turel, J. Inorg. Biochem. 100, 1755 (2006)

    Article  Google Scholar 

  10. Y. Li, Y. Chai, R. Yuan, W. Liang, Russ. J. Inorg. Chem. 53, 704 (2008)

    Article  Google Scholar 

  11. N. Sultana, M.S. Arayne, S. Bushra, S. Rizvi, U. Haroon, M.A. Mesaik, Med. Chem. Res. 22, 1371 (2013)

    Article  CAS  Google Scholar 

  12. M.T. Alghamdi, A.A. Alsibaai, M.S. Shahawi, M.S. Refat, J. Mol. Liq. 224, 571 (2016)

    Article  CAS  Google Scholar 

  13. A. Rusu, G. Hancu, G. Tóth, S. Vancea, F. Toma, A.D. Mare, A. Man, G.M. Niţulescu, V. Uivarosi, J. Mol. Struct. 1123, 384 (2016)

    Article  CAS  Google Scholar 

  14. W.H. El-Shwiniy, M.S. El-Attar, S.A. Sadeek, J. Kor. Chem. Soc. 57, 52 (2013)

    Article  CAS  Google Scholar 

  15. S.A. Sadeek, W.H. El-Shwiniy, W.A. Zordok, E. Kotb, J. Mol. Struct. 1006, 192–194 (2011)

    Article  CAS  Google Scholar 

  16. F. María-José, A.G. de la Campa, Antimicrob. Agents Chemother. 58, 247–257 (2014)

    Article  Google Scholar 

  17. J. Meinkoth, G. Wahl, Analyt. Biochem. 138, 267 (1984)

    Article  CAS  Google Scholar 

  18. D.J. Beecher, A.C. Wong, Appl. Environ. Microbial. 60, 1646 (1994)

    CAS  Google Scholar 

  19. W.J. Geary, Coord. Chem. Rev. 7, 81 (1971)

    Article  CAS  Google Scholar 

  20. M.S. Refat, Spectrochim. Acta Part A 68, 1393 (2007)

    Article  Google Scholar 

  21. G.B. Deacon, R.J. Phillips, Coord. Chem. Rev. 33, 227 (1980)

    Article  CAS  Google Scholar 

  22. S. Sagdinc, S. Bayari, J. Mol. Struct. (Theochem) 668, 93 (2004)

    Article  CAS  Google Scholar 

  23. E.K. Efthimiadou, N. Katsaros, A. Karaliota, G. Psomas, Bioorg. Med. Chem. Lett. 17, 1238 (2007)

    Article  CAS  Google Scholar 

  24. S.A. Sadeek, S.M. Abd El-Hamid, W.H. El-Shwiniy, Res. Chem. Intermed. 42, 3183 (2016)

    Article  CAS  Google Scholar 

  25. K. Nakamoto, Infrared and Raman Spectra of Inorganic and Coordination Compounds, 4th edn. (Wiley, New York, 1986), pp. 230–233

    Google Scholar 

  26. P.G. Roeges, A Guide to the Complete Interpretation of Infrared Spectra of Organic Structures (Wiley, Canada, 1994)

    Google Scholar 

  27. K. Nakamoto, Infrared and Raman Spectra of Inorganic and Coordination Compound, Part B (Wiley, New York, 1997)

    Google Scholar 

  28. W.A. Zordok, W.H. El-Shwiniy, M.S. El-Attar, S.A. Sadeek, J. Mol. Struct. 1047, 267 (2013)

    Article  CAS  Google Scholar 

  29. S.A. Sadeek, S.M. Teleb, M.S. Refat, M.A.F. Elmosallamy, J. Coord. Chem. 58, 1077 (2005)

    Article  CAS  Google Scholar 

  30. M. Ruiz, R. Ortiz, L. Perelló, Inorg. Chim. Acta 211, 133 (1993)

    Article  CAS  Google Scholar 

  31. M. Ruiz, L. Perelló, R. Ortiz, A. Castiñeiras, C. Maichle-Mössmer, E. Cantón, J. Inorg. Biochem. 59, 801 (1995)

    Article  CAS  Google Scholar 

  32. S.A. Sadeek, S.M. Teleb, A.M. Al-Kority, J. Indian Chem. Soc. 70, 63 (1993)

    Google Scholar 

  33. E.M. Nour, A.M. Al-Kority, S.A. Sadeek, S.M. Teleb, Synth. React. Inorg. Met. Org. Chem. 23, 39 (1993)

    Article  CAS  Google Scholar 

  34. G. Bandoli, D.A. Clemento, U. Croatto, M. Vidali, P.A. Vigato, J. Chem. Soc. Common. 21, 1330 (1971)

  35. S.P. Mcglynnm, J.K. Smith, W.C. Neely, J. Chem. Phys. 35, 105 (1961)

    Article  Google Scholar 

  36. L.H. Jones, Spectrochim. Acta Part A 10, 395 (1958)

    Article  CAS  Google Scholar 

  37. L.H. Jones, Spectrochim. Acta Part A 11, 409 (1959)

    Article  Google Scholar 

  38. W.H. El-Shwiniy, S.A. Sadeek, Spectrochim. Acta Part A 137, 535 (2015)

    Article  CAS  Google Scholar 

  39. E.M. Nour, I.S. Alnami, N.A. Alem, J. Phys. Chem. Solids 53, 197 (1992)

    Article  CAS  Google Scholar 

  40. N. Sultana, M.S. Arayne, S. Gul, S. Shamim, J. Mol. Struct. 975, 285 (2010)

    Article  CAS  Google Scholar 

  41. W.H. Mahmoud, G.G. Mohamed, M.M.I. El-Dessouky, J. Mol. Struct. 1082, 12 (2015)

    Article  CAS  Google Scholar 

  42. W.H. Mahmoud, G.G. Mohamed, M.M.I. El-Dessouky, Spectrochim. Acta Part A 122, 598 (2014)

    Article  CAS  Google Scholar 

  43. A.W. Coats, J.P. Redfern, Nature 201, 68 (1964)

    Article  CAS  Google Scholar 

  44. H.W. Horowitz, G. Metzger, Anal. Chem. 35, 1464 (1963)

    Article  CAS  Google Scholar 

  45. B.D. Cullity, Elements of X-ray Diffraction, 2nd edn. (Addison-Wesley, London, 1993)

    Google Scholar 

  46. M. Malik, X. Zhao, K. Drlica, Mol. Microb. 61, 810 (2006)

    Article  CAS  Google Scholar 

  47. A. Wohlkonig, P.F. Chan, A.P. Fosberry, P. Homes, J. Huang, M. Kranz, V.R. Leydon, A.J. Shillings, M.N. Gwynn, B.D. Bax, Nat. Struct. Mol. Biol. 17, 1152 (2010)

    Article  CAS  Google Scholar 

  48. B. Macias, M.V. Villa, I. Rubio, A. Castineiras, J. Inorg. Biochem. 84, 163 (2001)

    Article  CAS  Google Scholar 

  49. Q.L. Feng, J. Wu, G.Q. Chen, F.Z. Cui, T.N. Kim, J.O. Kim, J. Biomed. Mater. Res. 52, 662 (2000)

    Article  CAS  Google Scholar 

  50. N.M. El-Metwaly, Trans. Met. Chem. 32, 88 (2007)

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, Zagazig University, Zagazig, Egypt

    S. A. Sadeek & W. H. El-Shwiniy

Authors
  1. S. A. Sadeek
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. W. H. El-Shwiniy
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to W. H. El-Shwiniy.

Electronic supplementary material

Below is the link to the electronic supplementary material.

Supplementary material 1 (DOCX 313 kb)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Sadeek, S.A., El-Shwiniy, W.H. Preparation, structural characterization and biological studies of some new levofloxacin metal complexes. J IRAN CHEM SOC 14, 1711–1723 (2017). https://doi.org/10.1007/s13738-017-1112-2

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s13738-017-1112-2

Keywords

Search

Navigation