((E)‐N′(3,5‐di‐tert‐butil‐2‐hedroxybenzilidene)‐2‐hydroxybenzohydrazide (H3sahz)₂ Copper (II) Complex: Synthesis, Crystal Structures, in silico Evaluations, and Enzymatic Inhibition

Abstract

In this study, (E)‐N′(3,5‐di‐tert‐butil‐2‐hedroxybenzilidene)‐2‐hydroxybenzohydrazide (H3sahz)2 and its copper (II) complex has been synthesized and evaluated by methods FTIR, UV–Vis, EPR, and single crystal X‐ray analysis. It has been shown, that H3sahz crystallizes as a dimer through hydrogen bonds. H3sahz with copper nitrate forms [Cu(H2sahz)(NO3)(H2O)] complex, which according to X‐ray diffraction analysis has a distorted square pyramidal structure. The complex was screened for α‐glucosidase (α‐Glu), acetylcholinesterase (AChE), and butyrylcholinesterase (BChE) inhibitory abilities. Results displayed that IC50 and Ki values of the novel complex for AChE, BChE, and α‐Glu enzymes were obtained at 0.93–2.14, 1.01–2.03, and 73.86–102.65 μM, respectively. The molecular docking outcomes have shown that the synthetic complex has a lower affinity for α‐glucosidase compared to acarbose. But the inhibition ability of H3sahz for acetylcholinesterase and butyrylcholinesterase enzymes was greater than that of tacrine. These findings indicate that the (H3sahz)2 complex may be considered a possible candidate for the development and discovery of compounds effective in inhibiting the relevant enzymes.

Exploring the Potential of ω3 Derivatives as Tyrosinase Inhibitors: A Comprehensive Study Combining Experimental, Computational, and Biological Approaches

“…To minimize the energy, the steepest descent method for 10,000 steps, followed by the conjugate gradient method for 10,000 steps, was applied for inconsistent contact releases. The equilibration phase of the system (Position‐restrained dynamics simulation, NVT/NPT) was carried out at 300 K for 200 ps, followed by MD production run for 50 ns [54,55] . The atomic coordinates were recorded every 2.0 ps within the MD simulation.…”

“…The equilibration phase of the system (Position-restrained dynamics simulation, NVT/NPT) was carried out at 300 K for 200 ps, followed by MD production run for 50 ns. [54,55] The atomic coordinates were recorded every 2.0 ps within the MD simulation.…”

Copper(II) Complex with (E)-N ′ (3,5-di-tert-butyl-2-hydroxybenzilidene)-2-Hydroxybenzohydrazide

“…(E)-N ′ (3,5-di-tert-butyl-2-hydroxybenzilidene)-2-hydroxybenzohydrazide [(H 3 sahz) 2 ] was prepared according to literature by the condensation of salicylhydrazide with 3,5-di-tert-butyl-2hydroxybenzaldehyde [23].…”