Synthesis, crystal structure, computational study and anti-virus effect of mixed ligand copper (II) complex with ONS donor Schiff base and 1, 10-phenanthroline

Abstract

This work deals with the synthesis, crystal structure, computational study and antiviral potential of mixed ligand copper(II) complex [Cu(L)(phen)]( 1 ), (where, H 2 L = ( Z )- N ’-(( E )-2-hydroxy-3,5-diiodobenzylidene)- N,N- dimethylcarbamohydrazonothioic acid, phen = 1,10-phenanthroline). The Schiff base ligand (H 2 L) is coordinated with Cu(II) ion in O, N, S-tridentate mode. The copper complex ( 1 ) crystallized in the monoclinic system of the space group P21/c with eight molecules in the unit cell and reveals a square pyramidal geometry. Furthermore, we also perform quantum chemical calculations to get insights into the structure-property relationship and functional properties of ligand (H 2 L) and its copper (II) complex [Cu(L)(phen)]( 1 ). Complex [Cu(L)(phen)]( 1 ) was also virtually designed in-silico evaluation by Swiss-ADME. Additionally, inspiring by recent developments to find a potential inhibitor for the COVID-19 virus, we have also performed molecular docking study of ligand and its copper complex ( 1 ) to see if our compounds shows an affinity for the main protease (M pro ) of COVID-19 spike protein (PDB ID: 7C8U ). Interestingly, the results are found quite encouraging where the binding affinity and inhibition constant were found to be -7.14 kcal/mol and 5.82 μM for ligand (H 2 L) and -6.18 kcal/mol and 0.76 μM for complex [Cu(L)(phen)]( 1 ) with M pro protein. This binding affinity is reasonably well as compared to recently known antiviral drugs. For instance, the binding affinity of ligand and complex was found to be better than docking results of chloroquine (-6.293 kcal/mol), hydroxychloroquine (-5.573 kcal/mol) and remdesivir (-6.352 kcal/mol) with M pro protein. The present study may offer the technological solutions and potential inhibition to the COVID-19 virus in the ongoing and future challenges of the global community. In the framework of synthesis and characterization of mixed ligand copper (II) complex; the major conclusions can be drawn as follow:

Synthesis and crystal structures of new mixed-ligand schiff base complexes containing N-donor heterocyclic co-ligands: Molecular docking and pharmacophore modeling studies on the main proteases of SARS-CoV-2 virus (COVID-19 disease)

“…Another structure of coronavirus is papain-like protease of SARS CoV-2 (6W9C) [ 19 ]. We examined, in this study, the effect of the ligand (SB) and complexes (1) , (2) , and (3) , as well as Favipiravir with 6W9C.…”

“…We looked at the constructions and chose the ones with the lowest energy among those that were similar. The interactions of 6LU7/6W9C/6WQF with the complexes, as well as their binding modalities, were then investigated using the AutoDock program, UCSF Chimera 1.5.1 software, Accelrys Discovery Studio 3.0, and DS Visualizer, LigPlus [ [12] , [19] , [20] , [21] ].…”

Synthesis and characterization of two new mixed‐ligand Cu(II) complexes of a tridentate NN'O type Schiff base ligand and N‐donor heterocyclic co‐ligands: In vitro anticancer assay, DNA/human leukemia/COVID‐19 molecular docking studies, and pharmacophore modeling

“…In complex (2), six H. bondings between NH 2 , H18, and H19 to ASN142, GLU166, and BTZ were found at 2. 69 F I G U R E 5 Docking conformation of complexes ( 1), ( 2), (SB), (BTZ), lenalidomide, and 5-fluorouracil (5-FU) with LIF T A B L E 6 Docking results ± SD of (1), ( 2), (SB), (BTZ), and anticancer drugs to LIF (1emr) (kcal mol À1 ) 1.77 Å. One π-lone pair bonding between a ring of ligand and TYR101 was found at 2.99 Å.…”

Two ionic oxo‐vanadate and dioxo‐molybdate complexes of dinitro‐aroylhydrazone derivative: Effective catalysts for epoxidation reactions, biological activity, ctDNA binding, density functional theory, andin silicoinvestigations

“…Inhibition of these iso-enzymes was one of the most common causes of pharmacokinetics in drug interactions. [63] Despite its lower lipophilicity, the ligand had an efficient therapeutic function. Interestingly, this software could be used to estimate the HLZNa targets in biological systems inside the infected cells.…”