Structural variety of Cu (II), Ni (II), and Co (II) complexes of a hydrazone based on 5‐acetyl‐4‐hydroxy‐2H‐1,3‐thiazine‐2,6(3H)‐dione: Synthesis, spectroscopic, density functional theory, antitumor, and docking studies

Abstract

New nickel (II), cobalt (II), and several copper (II) complexes have been synthesized from the hydrazone ligand (AHTDSH; H2L); which obtained from 5‐acetyl‐4‐hydroxy‐2H‐1,3‐thiazine‐2,6(3H)‐dione with salicylaldehyde hydrazone. The structures of H2L ligand and the prepared complexes were confirmed by spectroscopic and analytical techniques. The ligand behaves as bis (monobasic bidentate) and dibasic tetradentate chelating agent via azomethine nitrogen and phenolic oxygen atoms. Octahedral geometries have been assigned for the prepared complexes. The Coats–Redfern equations were used to estimate the kinetic parameters (Ea, A, H, S, and G) of the thermal decomposition stages. The molecular structural characteristics of the ligand and its metal complexes were estimated based on density functional theory (DFT) level implemented in the Gaussian 09 software at B3LYP/6‐311G(d,p) level and the theoretical data were connected with the results of the experimental work. The anticancer activity of AHTDSH ligand and its complexes was demonstrated toward HepG2 cell lines. The interaction between the chemical and the active site of the CDK2 kinase was examined using a docking study of the hydrazone ligand and its complexes.

Copper (II) complexes of a hydrazone ligand bearing quinoline moiety: Preparation, spectral, antitumor, and molecular docking studies

“…The activity is ordered as sulfato > bromo > chloro > acetato‐complex, which is consistent with the recently studied hydrazone complexes 58 . In addition, the activity of AlloxHQ and AlloxHQ‐copper complexes are comparable with those reported for copper‐hydrazone complexes 58–60 . Furthermore, it is evident that the anion's nature influences the anticancer action of the present complexes 61 …”

“…The sulfato complex 3 in binary complexes exhibits the highest activity, whereas the acetato complex 4 exhibits the lowest. The activity is ordered as sulfato > bromo > chloro > acetato‐complex, which is consistent with the recently studied hydrazone complexes 58 . In addition, the activity of AlloxHQ and AlloxHQ‐copper complexes are comparable with those reported for copper‐hydrazone complexes 58–60 .…”

“…58 In addition, the activity of AlloxHQ and AlloxHQ-copper complexes are comparable with those reported for copper-hydrazone complexes. [58][59][60] Furthermore, it is evident that the anion's nature influences the anticancer action of the present complexes. 61 F I G U R E 8 (a) Coats-Redfern plots of complex (1).…”

Structural versatility in nickel (II) complexes of a hydrazone ligand based on alloxan: Preparation, spectroscopic, DFT, anticancer, and molecular docking studies

“…Furthermore, these results clearly demonstrate that the variation of anions mostly impacts the anticancer potency of the complexes, as observed in our previously studied hydrazone complexes. 75,76…”

Synthesis, spectroscopic, molecular docking, theoretical calculations, DNA‐binding, and anticancer activity studies of gold (III), platinum (II), palladium (II), and ruthenium (III) complexes with Girard‐T reagent

“…[14][15][16][17][18][19] Many of them demonstrate various biological activities, [20][21][22][23] making them potentially useful for medicinal applications. 24 Schiff bases have also been studied as coordination chemistry ligands. [25][26][27][28][29][30][31][32][33][34] Most of the biologically active metal (II) complexes have a mononuclear structure, with the most common being square planar.…”