Novel Vicinal Dioxime-based Thiosemicarbazone and Its Cobalt Complex: Synthesis, Structure Characterization, Molecular Docking and Theoretical Evaluation.

11.International Drug Conference, Antalya, Türkiye, 9 - 12 Mart 2023, sa.8356575, ss.61-65

Breast cancer, which is the second most common cancer among women [1], has been a

prominent health challenge worldwide. Thus, more studies are necessitated on this subject.

Hence, this study aims to examine the Spectroscopic Properties, Molecular Docking, and

Density Functional Theory (DFT) calculations of the new vicinal dioxime compound, LH2,

containing thiosemicarbazone, and its Cobalt(II) complex, in order to investigate if they can be

used as a chemotherapeutic medication for the treatment of breast cancer.

In the study, first of all, anti-chloroglyoxime and then novel vicinal compound bearing

thiosemicarbazone side groups N-((1E,2E)-1,2-bis(hydroxyimino)ethyl)-2-(2-hydroxy-4-

methoxybenzylidene)hydrazinecarbothioamide,) were synthesized. The ligand afforded the

corresponding thiosemicarbazone-based vicinal dioxime. Transition metal complex of this

ligand was complexed with divalent Cobalt(II) chloride salt to yield the complex: Co(LH)2. New

compounds were characterized by a combination of 1H and 13C Nuclear Magnetic Resonance

(NMR), Fourier Transform-Infrared Spectroscopy (FTIR), Elemental Analysis and Magnetic

Susceptibility measurements. The effects of varying pH and solvent on the absorption

behavior of both ligand and Co(LH)2 complex have been investigated. Furthermore, Molecular

Docking studies were performed against two different target proteins (PDB IDs: 2IOK, 2A91).

The docking results of two different proteins (2IOK, 2A91) with Co(LH)2 showed higher binding

affinities, when compared to LH2. The self-dockings were also performed with the own ligands

of the target proteins in order to validate the accuracy of the method. Moreover, the Frontier

Molecular Orbitals (FMOs) were obtained by using DFT at 6–311++G (d, p) for the investigation

of the molecular structural properties. From DFT calculations, Co(LH)2 was observed to have

good electrophile ability.

In conclusion, the results indicated that, especially the Co(LH)2 has a good chemotherapeutic

potential for the treatment of breast cancer.