Spectroscopic investigation, DFT, fluorescence, molecular docking and biological studies of divalent and trivalent binuclear complexes prepared from benzoyl thiosemicarbazide derivative of 2‐benzylmalonohydrazide

Abstract

The binuclear Cr (III), Mn (II) and Fe (III) complexes of N,N′‐(2,2′‐(2‐benzylmalonyl)bis (hydrazine‐1‐carbonothioyl))dibenzamide (H4BPCD), which derived from the combination of 2‐benzylmalonohydrazide suspension with benzoyl‐isothiocyanate, have been isolated and investigated by the necessary analytical and spectroscopic techniques. The IR studies show that H4BPCD dispose as a mono‐negative hexadentate ligand (NOS)2 towards Mn (II) ion and tetra‐negative hexadentate (NOS)2 towards both Cr (III) and Fe (III) ions. The values of molar conductance in DMSO suggested the non‐electrolytic nature for all complexes. The magnetic measurements and the electronic transitions data confirmed the hexa‐coordinate geometry of complexes. The DFT geometry optimization of all compounds and IR comparative study of both theoretical and experimental of H4BPCD were carried out. Moreover, the H4BPCD and its Cr (III) complex displayed intra ligand (π → π*) fluorescence emission spectra which corroborate their photoactive nature. The coordinated and crystalline water molecules have been investigated by (TG/DTG) studies. The kinetic and thermodynamic parameters were computed using Horowitz‐ Metzger, Coats‐Redfern and Broido methods. Biological studies of DNA binding, minimum inhibitory concentration, in vitro determination of SOD‐like activity and MTT‐cytotoxicity assay as well as molecular docking studies were tested for the ligand and its complexes.

Divalent manganese, cobalt, copper and cadmium complexes of (Z)‐N‐benzoyl‐N′‐(1H‐1,2,4‐triazol‐3‐yl)carbamimidothioic acid: Preparation, characterization, computational and biological studies

“…Comparing the data of the ligand with the formed complexes, One can conclude the following remarks: As expected, all complexes except Cd(II) complex have bond angles similar to those expected for the octahedral complexes having sp 3 d 2 hybridization. [ 50,51 ] On the other hand, the optimized structure of Cd(II) complex seems to be tetrahedral. [ 48 ] (=C–O) enolic , (C=N) ring and (C=N) azomethine groups have longer bond lengths than those present in the parent ligand, resulting from the formation of M–N and M–O bonds.…”

“…As expected, all complexes except Cd(II) complex have bond angles similar to those expected for the octahedral complexes having sp 3 d 2 hybridization. [50,51] On the other hand, the optimized structure of Cd(II) complex seems to be tetrahedral. [48] ii.…”

First Report on Several NO-Donor Sets and Bidentate Schiff Base and Its Metal Complexes: Characterization and Antimicrobial Investigation

“…A vibration band occurring at 1612 cm −1 was credited to the stretching vibration of the C=N bond in the azomethine group of the L compound. However, this band shifted to lower wavenumbers in the chelate spectra around 1601 cm −1 ; this demonstrated the azomethine nitrogen involvement in the coordination [37][38][39][40][41]. The ν(Zr=O) in complex (4) was found as a medium band at 832 cm −1 [42].…”

Synthesis, characterization, and anticancer activity of new binuclear complexes of 2,2′‐malonylbis(N‐phenylhydrazine‐1‐carbothioamide)

“…Also, the activity against human tumor cells of hepatocellular carcinoma (HePG‐2) studies showed that the ligand has greater response than Cr (III) and Mn (II) complexes. [ 25 ] The chloro derivative, 2,2′‐malonylbis( N ‐(4‐chlorophenyl)hydrazine‐1‐carbothioamide), was utilized in electrochemical synthesis of binuclear metal complexes in anhydrous acetone solutions. The spectral studies revealed that the ligand acts in an SNO binegative tridentate fashion from each side through the enolic oxygen of the carbonyl group, the azomethine nitrogen and the thioenol of the thiocarbonyl group.…”