New Look on 3-Hydroxyiminoflavanone and Its Palladium(II) Complex: Crystallographic and Spectroscopic Studies, Theoretical Calculations and Cytotoxic Activity

Abstract

This work presents the synthesis, spectroscopic properties and single-crystal X-ray examination of the structure of 3-hydroxyiminoflavanone and its palladium complex. It presents the results of NMR (Nuclear Magnetic Resonance) spectroscopy, electron-density studies based on X-ray wavefunction refinement and theoretical calculations combined with QTAIM (Quantum Theory of Atoms in Molecules) and ELI-D (Electron Localizability Indicator) analyses. These offer an interesting new insight into the structures and behavior of flavanone and its complex, in solid state and in solution. The study also examines the cytotoxicity of the ligand and its complex against three human ovarian and lung cancer cell lines.

trans-Platinum(ii) complex of 3-aminoflavone – synthesis, X-ray crystal structure and biological activities in vitro

“…Free 3-aminoflavone was not cytotoxic at concentration up to 100 µM. 35 These results are very promising, as they indicate that TCAP has beneficial features for potential anticancer agents.…”

Synthesis, structure and in vitro anticancer, DNA binding and cleavage activity of palladium (II) complexes based on isatin thiosemicarbazone derivatives

“…Similarity between the coordination chemistry of platinum(II) and palladium(II) compounds also supports the theory that palladium complexes can act successfully as anti‐tumour drugs . Thus, some palladium complexes with aromatic N‐containing Schiff bases have shown very promising anti‐tumour characteristics . With similar structural features, a study in 2015 investigated the interaction between isatin β‐thiosemicarbazone and calf thymus DNA (CT DNA) using UV–visible absorption and fluorescence spectroscopy, as well as viscosity measurements.…”

Synthesis, enantioseparation, and absolute configuration assignment of iminoflavans by chiral high‐performance liquid chromatography combined with online chiroptical detection

“…In particular, iminoflavan derivatives have been used as ligands and intermediates for the syntheses of some potential anticancer agents in a field with many emerging metal‐based drug candidates [7]. The complexation with ligands containing nitrogen is the subject of intensive evaluation in the search for less toxic and more selective anticancer agents [8]. Recently, we reported the simple and efficient reduction synthesis of new iminoflavan derivatives in one step with high yield and no side products [3].…”