Investi̇gati̇on of pyrazoly derivatives schi̇ff base li̇gands and thei̇r metal complexes used as anti-cancer drug

Spectrochim Acta A Mol Biomol Spectrosc. 2020 Feb 15;227:117663. doi: 10.1016/j.saa.2019.117663. Epub 2019 Oct 15.


In this study, six pyrazole derivatives containing hetero atoms have been analyzed using theoretical calculation method. The ligands were tested by HF, B3LYP and M06-2X methods using 3-21G, 6-31G, 6-31G(d, p), and sdd basis sets. The results showed that Ligand 5 has a HOMO value of -7.470 at HF / 6-31g (d.p) level. These ligands were investigated in IR, NMR, and UV-VIS spectrum, then experimental values were compared with IR and NMR spectrum data. The solvents, whose effects were investigated in UV-VIS spectrum, were gas phase (ε = 1), toluene (ε = 2.3741), chloroform (ε = 4.7113), methanol (ε = 32.613), water (ε = 78.3553), and n-methylformamide-mixture (ε = 181.56). Metal complexes of tested ligands were produced with copper, nickel, and zinc. Lastly, the interactions between these six pyrazole derivatives and three proteins, namely 3dju, 2IJN, and 1JNX, were also examined. Biological and anti-cancer properties of six pyrazole derivatives were analyzed by DockingServer. In docking calculations, Estimated Free Energy of Binding value of Ligand 5 was found to be -4.87, -4.82, -1.73 respectively, which indicated the highest biological activity.

Keywords: DFT; Molecular docking; Pyrazole derivatives; Spectrum.

MeSH terms

  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Carbon-13 Magnetic Resonance Spectroscopy
  • Coordination Complexes / chemistry
  • Coordination Complexes / pharmacology*
  • Ligands
  • Models, Molecular
  • Molecular Docking Simulation
  • Proton Magnetic Resonance Spectroscopy
  • Pyrazoles / chemistry*
  • Quantum Theory
  • Schiff Bases / chemistry*
  • Thermodynamics


  • Antineoplastic Agents
  • Coordination Complexes
  • Ligands
  • Pyrazoles
  • Schiff Bases