Computational characterization of benzimidazolium-acridine-based gold N-heterocyclic carbene complexes and investigation of their anti-tumor properties.

In this study, the ligands were optimized at the B3LYP/6-31G(d) level and the complexes were optimized at the B3LYP/LANL2DZ/6-31G(d) level. Spectroscopic properties (IR, 1H NMR and 13C NMR) values ​​were taken from the calculation files. MOED was calculated using B3LYP/PBE0 methods. Egap values ​​were calculated and compared. Molecular docking study was applied to ligands and complexes and the results were interpreted. It was predicted that the ligands and complexes could be breast cancer drugs. [Display omitted] In this study, 1-(Acridin-9-yl)-3-methyl-benzimidazolium chloride (3a), 1-(Acridin-9-yl)-3-ethyl benzimidazolium bromide (3b), 1-(Acridin-9-yl)-3-benzyl benzimidazolium bromide (3c) and 1-(6-chloro-2-methoxyacridin-9-yl)-3-methyl benzimidazolium chloride (3d) ligands and Ag [1-(acridin-9-yl)- 3-methyl benzimidazolydiene] 2 (5a), Ag [1-(acridin-9-yl)-3-ethyl benzimidazolydiene] 2 (5b), Ag [1-(acridin-9-yl)-3-benzyl benzimidazolydiene] 2 (5c), Ag [1-(6-chloro-2-methoxy-acridin-9-yl)-3-methyl benzimidazolydiene] 2 (5d) complexes and hypothetical Au(I) complexes were analyzed by computational chemistry methods. The experimentally measured IR spectra of 3a, 3b, 3c, 3d ligands and their Ag(I) complexes were compared with the values calculated by the B3LYP, B3PW91, M062X methods. B3LYP/6-31G(d) for ligands and B3LYP/LANL2DZ/6-31G(d) for complexes were determined as the best computation level. By optimizing ligands and their Ag(I) and Au(I) type complexes in the gas phase, characterization calculations (IR and NMR spectra), electronic properties (MOED, HOMO and LUMO contour diagrams), some molecular properties (HOMO, LUMO, GAP, chemical hardness, chemical potential, ionization energy, electron affinity, electrophilicity index) were examined. Additionally, HOMO and LUMO energies were calculated with the PBE0 method. Energy gap values were calculated and proven by comparing with the B3LYP method.Using the Hex 8.0 docking program, the binding energies of the molecules against the breast cancer cell line (MCF7 (PDB: 3VHE)) were calculated. They were docked against the breast cancer cell line (MCF7 (PDB: 3VHE)) to predict their anticancer activities. By examining the binding energies of ligand and complexes, it was estimated that the anticancer activity of Au(I) complexes was higher. [ABSTRACT FROM AUTHOR]