Synthesis, physicochemical characterization and structural studies of new Schiff base ligand and its metal (II) complexes: In silico molecular docking analysis, antimicrobial activity and cytotoxicity

Abstract

A new Schiff base ligand, namely 2-((4-(diethylamino)phenylimino)methyl)-4,6-di-tert-butylphenol (HL), and its derived metal (II) complexes [Cu (L) 2 ] (1), [Co (L) 2 ] (2) and [Zn (L) 2 ] (3) have been synthesized and characterized using various physicochemical techniques. Single-crystal X-ray diffraction studies confirm the structure of newly synthesized HL and complex 2. Density functional theory analysis was used to investigate their electronic structures and properties. In silico docking analysis revealed that complex 1 has significant DNA binding ability (atomic contact energy of −1008.26 kcal mol −1 ) and complex 2 has a greater affinity with human serum albumin (binding energy of −901.61 kcal mol −1 ). Complex 2 reveals the highest antimicrobial activity against both fungi and bacteria, whereas complex 1 shows greater cytotoxicity (IC 50 = 14.3 ±0.9 μg ml −1 ) to MCF-7 cancer cells.

Characterization, theoretical investigation, and biological applications of Mn(II), Co(II), Ni(II), Cu(II), and Zn(II) complexes of a triazene ligand containing a benzothiazole ring

“…However, if g‖ is less than 2.3, a covalent environment is present in the metal–ligand bonding. [ 27 ] The observed g‖ value was less than 2.3, indicating covalent character of the metal–ligand bond.…”

Various coordination modes of new coumarin Schiff bases toward Cobalt (III) ion: Synthesis, spectral characterization, in vitro cytotoxic activity, and investigation of apoptosis

“…Furthermore, the IC 50 values of our Co (III) complexes are significant than those previously reported for other Cobalt Schiff bases complexes. [ 33,38,50,51 ] The anticancer efficacy (IC 50 Value) of these Cobalt (III) complexes is significant than the cobalt (III) complexes containing tetradentate Schiffbases on A549 Cells (15.5 ± 1.3–27.4 ± 1.5 μM; Cisplatin 61.0 ± 1.5 μM). [ 20 ] Anticancer activity of the cobalt (III) complexes was found to be higher than the cobalt (II) complexes containing 2‐(5‐[trifluoromethyl]‐2‐methoxyphenylimino)methyl)‐4,6‐dichlorophenol or 2‐(5‐[trifluoromethyl]‐2 methoxyphenylimino)methyl)‐4‐bromo‐ 6‐methoxyphenol with A549 cells (21.80–23.99 μM; Cisplatin 6.95 μM).…”

Oxidative DNA cleavage mediated by a new unexpected [Pd(BAPP)][PdCl4] complex (BAPP = 1,4-bis(3-aminopropyl)piperazine): crystal structure, DNA binding and cytotoxic behavior

“…[65][66][67][68] This indicates that the activity is not depending solely on the existence of metal ions but rather a synergistic effect of many factors. 69…”