Designing of some VO(II), Co(II) and Hg(II) Schiff base complexes: Synthesis, structure elucidation, anticancer and biopesticidal activities, DFT and docking approaches

Abstract

New VO(II), Co(II) and Hg(II) chelates of bi- or tetradentate isatin based ligand i.e.:-2-(((E)-2-oxo-1,4-dihydrocyclohepta [b]pyrrol-3(2H)-ylidene)amino)-N-(8-((1-(2-((E)-2-oxoindolin-3-phenyl)vinyl) amino) naphthalen-1-yl) benzamide (H2L) were synthesized and well characterized. The reaction between N,N′-(naphthalene-1,8-diyl)bis(2-aminobenzamide) and di-oxazine-2,4 dione (isatin) yielded the Schiff base (H2L). The compounds have been identified by different physicochemical and spectroscopic approaches and DFT as well. From all measurements square pyramidal, distorted octahedral or square planar configurations have been suggested for the chelates 1, 2 and 3, respectively. The Coats-Redfern equations were used to calculate and define the dynamics properties of decomposition stages from TGA (Ea, A, ΔH*, ΔS*, and ΔG*). The in vitro anticancer property of the obtained compounds towards human hepato (HepG2) and human breast (MCF-7) carcinoma cell lines has been screened. Also, the biopesticidal effect of these compounds against spodoptera littoralis has been examined. Data showed that, the tested [Hg(H2L)(L)] complex (3) possesses the most anticancer efficacy against both HepG2 and MCF-7 cells, with half inhibitory concentration (IC50) = 5.78 ± 0.029, 11.24 ± 0.58 μg/mL, respectively also, this complex considered as good an insecticide with the concentration lethal to 50 percent of test organisms (LC50) = 27585.45 ppm after 72 h. The insecticide and tumor inhibition properties were compared with the theoretical molecular docking findings with the specification of the active species in the designated proteins.

Keywords

• Schiff base complexes
• TGA
• DFT
• Anticancer activity
• Biopesticidal activity
• Molecular docking