Synthesis, crystal structure and cytotoxicity assays of a copper(II) nitrate complex with a tridentate ONO acylhydrazone ligand. Spectroscopic and theoretical studies of the complex and its ligand

Abstract

Synthesis, crystal structure and cytotoxicity assays of a copper(II) nitrate complex with a tridentate ONO acylhydrazone ligand. Spectroscopic and theoretical studies of the complex and its ligand, Inorganica Chimica Acta (2018), doi:

Synthesis, Crystal Structure, Spectroscopic Characterization, DFT Calculations and Cytotoxicity Assays of a New Cu(II) Complex with an Acylhydrazone Ligand Derived from Thiophene

“…Scientific reports showed that copper complexes with IC 50 values in the low micromolar range (<10 µM) have been recognized as potent cytotoxic agents against different human cancer cell lines [8]. In this sense, previous results of our group on a copper(II) complex with a tridentate ONO acylhydrazone ligand with benzene rings [50], showed higher IC 50 values than CuHL for MG-63 (8.8 ± 0.3 µM) and A549 (12 ± 1.2 µM), hence suggesting that the thiophene ring may play some role in the anti-cancer activity of the metal complex. Besides, the biological effects of four Cu(II) complexes with Schiff base ligands on human colon carcinoma cells (HT-29) have been also investigated.…”

“…Besides, the biological effects of four Cu(II) complexes with Schiff base ligands on human colon carcinoma cells (HT-29) have been also investigated. All of them exhibited cytotoxic effects, with IC 50 values between 0.6 to 31 µM [50], and induced the mitochondria-dependent pathway of apoptosis [51]. Another Schiff base compound, Cu(BrHAP) 2 , demonstrated a potent anti-tumor effect in HT-29 cells (IC 50 = 2.87 ± 0.2) and induced elevation of reactive oxygen species (ROS) production and activation of caspases 3/7 and 9 [52].…”

Synthesis and characterization of four N-acylhydrazones as potential O,N,O donors for Cu2+: An experimental and theoretical study

“…drug development [40], catalysis [9], electronics and magnetism [41]. There have been several reports of monomeric and dimeric copper(II) complexes bearing this type of donor, acting as neutral, mono or dianionic ligands [6,8]. Therefore, it was decided to evaluate as a first approach the complexation potential of the synthesized molecules using Job's method.…”

“…NAHs are Schiff base-type compounds whose characteristic structural motif is the CH N NH C( O)-linkage. They are mainly synthesized by the condensation of a hydrazide and an aldehyde or ketone in the presence of a catalytic amount of glacial acetic acid [6]. Therefore, these types of compounds can act as effective O,N,O-chelating ligands when the corresponding aldehyde or ketone is o-hydroxy-substituted [7].…”

“…Therefore, these types of compounds can act as effective O,N,O-chelating ligands when the corresponding aldehyde or ketone is o-hydroxy-substituted [7]. Additionally, NAHs are highly versatile systems because they can exist as a mixture of conformers in solution and, depending on the pH, can also exhibit keto-enol tautomerism [6]. Then, from a complexation perspective, NAHs can coordinate in neutral, monoanionic or dianionic forms and produce monomeric, dimeric or even tetrameric complexes (see Figure 1) [8,9].…”