Synthesis, characterization, computational studies and biological activity evaluation of Cu, Fe, Co and Zn complexes with 2-butanone thiosemicarbazone and 1,10-phenanthroline ligands as anticancer and antibacterial agents

Authors

  • Tahmeena Khan Department of Chemistry, Integral University, Dasauli, P.O. Bas-ha, Kursi Road, Lucknow-226026, UP, India; Department of Chemistry, Isabella Thoburn College, 7, Faizabad Road, Lucknow-226007, UP, India
  • Iqbal Azad Department of Chemistry, Integral University, Dasauli, P.O. Bas-ha, Kursi Road, Lucknow-226026, UP, India
  • Rumana Ahmad Department of Biochemistry, Era's Lucknow Medical College and Hospital, Era University, Sarfarazganj, Hardoi Road, Lucknow-226003, UP, India
  • Saman Raza Department of Chemistry, Isabella Thoburn College, 7, Faizabad Road, Lucknow-226007, UP, India
  • Shalini Dixit Department of Analytical Chemistry, CSIR-Central Institute of Medicinal and Aromatic Plants, P.O.-CIMAP, Near Kukrail Picnic Spot, Lucknow-226015, UP, India
  • Seema Joshi Department of Chemistry, Isabella Thoburn College, 7, Faizabad Road, Lucknow-226007, UP, India
  • Abdul Rahman Khan Department of Chemistry, Integral University, Dasauli, P.O. Bas-ha, Kursi Road, Lucknow-226026, UP, India

DOI:

https://doi.org/10.17179/excli2017-984

Keywords:

thiosemicarbazone, mixed, 1,10-phenanthroline, docking, bioactivity

Abstract

Mixed-ligand metal (II) (M=Cu, Fe, Co and Zn) complexes containing 2-butanone thiosemicarbazone and 1, 10-phenanthroline have been synthesized and characterized by melting point, FT-IR, 1H-NMR, UV-spectrophotometry and molar conductance measurements. All the complexes were soluble in DMSO and DMF. They were thermally stable with high melting points. The computational studies of the complexes were also performed to assess toxicity potential, bioactivity score prediction and drug likeliness assessment based on various drug filters. All the complexes showed no Veber's violations whereas only Cu complex showed one Lipinski's violation. Almost all synthesized compounds were predicted to have no toxic effects. Some of them showed positive bioactivity as enzyme inhibitors. Molecular docking of the complexes was also performed against ribonucleotide diphosphate reductase (RR) and topoisomerase II (Topo II) for minimum binding energy (kcal/mol) calculations. Cu complex was found to have minimum binding energy (-101.13 kcal/mol) released on interaction with Topo II showing a high affinity towards the enzyme, whereas Fe complex had the lowest binding energy (-99.8349 kcal/mol) when docked with RR. The results were compared with two standard drugs i.e. doxorubicin HCl and tetracycline. The ligand was tested for its potential anticancer activity against MDA-MB-231 cell line using MTT assay. Antibacterial activity of the complexes was tested against Staphylococcus aureus and Escherichia coli using the disc diffusion method. Cu (II) complex showed maximum activity against the MDA cells and also exhibited mild antibacterial activity against S. aureus.

Downloads

Published

2018-03-29

How to Cite

Khan, T., Azad, I., Ahmad, R., Raza, S., Dixit, S., Joshi, S., & Khan, A. R. (2018). Synthesis, characterization, computational studies and biological activity evaluation of Cu, Fe, Co and Zn complexes with 2-butanone thiosemicarbazone and 1,10-phenanthroline ligands as anticancer and antibacterial agents. EXCLI Journal, 17, 331–348. https://doi.org/10.17179/excli2017-984

Issue

Vol. 17 (2018)

Section

Original articles

License

Authors who publish in this journal agree to the following terms:

  • The authors keep the copyright and grant the journal the right of first publication under the terms of the Creative Commons Attribution license, CC BY 4.0. This licencse permits unrestricted use, distribution and reproduction in any medium, provided that the original work is properly cited.
  • The use of general descriptive names, trade names, trademarks, and so forth in this publication, even if not specifically identified, does not imply that these names are not protected by the relevant laws and regulations.
  • Because the advice and information in this journal are believed to be true and accurate at the time of publication, neither the authors, the editors, nor the publisher accept any legal responsibility for any errors or omissions presented in the publication. The publisher makes no guarantee, express or implied, with respect to the material contained herein.
  • The authors can enter into additional contracts for the non-exclusive distribution of the journal's published version by citing the initial publication in this journal (e.g. publishing in an institutional repository or in a book).