Induced apoptosis against U937 cancer cells by Fe(II), Co(III) and Ni(II) complexes with a pyrazine-thiazole ligand: Synthesis, structure and biological evaluation
authors Bera, P; Aher, A; Brandao, P; Manna, SK; Mondal, G; Jana, A; Santra, A; Jana, H; Bera, P
nationality International
journal POLYHEDRON
author keywords Pyrazine thiazole; Iron(II) complex; Cobalt(III) complex; Nickel(II) complex; Cytotoxicity; DNA binding
keywords DENSITY-FUNCTIONAL THERMOCHEMISTRY; TRINUCLEAR COPPER(II) COMPLEX; X-RAY CRYSTALLOGRAPHY; CRYSTAL-STRUCTURES; ETHIDIUM-BROMIDE; DNA; DERIVATIVES; CYTOTOXICITY; CHEMISTRY; POTENT
abstract Complexes of iron(II), cobalt(III) and nickel(II) with 4-(4-methoxyphenyl)-2-(2-(1-(pyrazin-2yl)ethylidene)hydrazinyl)thiazole (PyztH) have been synthesized and characterized by elemental analyses, spectroscopic methods, CV measurements and a DFT study. The crystal and molecular structures were determined by the X-ray diffraction method. The complexes have the compositions [Fe(Pyzt)(2)]Br-2 (1), [Co(Pyzt)(2)]PF6 (2) and [Ni(Pyzt)(PyztH)IClO4 (3), with an approximate octahedral environment around the metal centre with NNN donor atoms from the two coordinating ligands. The complexes belong to the triclinic crystal system and crystallize in the space group P-1. Complex 1 is stabilized by strong hydrogen bonds, whereas the stability of complexes 2 and 3 is associated to pi-pi stacking interactions. The chemical reactivity, frontier orbital picture and energies of the HOMO and LUMO of the complexes have been estimated by a DFT study. The complexes are redox active species and respond with a quasi-reversible redox process. The cytotoxicity of the complexes was tested against U-937 human monocytic cells and shows IC50 values of 132 (for 1), 45 (for 2) and 162 mu M (for 3). A LDH release assay indicates that 2 and 3 show apoptosis in the tumour cell. Complex 2 induces apoptosis by disrupting the mitochondrial membrane potential and homeostasis leading to cytotoxicity, as envisaged by PARP cleavage. Complexes 1, 2 and 3 show high binding constants (2.01 x 10(6) M-1 for 1, 1.18 x 10(7) M-1 for 2 and 2.90 x 10(7) M-1 for 3) with CTDNA which attest the groove binding nature of the complexes with DNA. The compounds also exhibit a remarkable zone of inhibition against specific tested bacterial and fungal strains. Based on the results, the cobalt complex (2) shows the best antitumor and antimicrobial activity among the complexes under investigation. (C) 2020 Elsevier Ltd. All rights reserved.
publisher PERGAMON-ELSEVIER SCIENCE LTD
issn 0277-5387
year published 2020
volume 182
digital object identifier (doi) 10.1016/j.poly.2020.114503
web of science category Chemistry, Inorganic & Nuclear; Crystallography
subject category Chemistry; Crystallography
unique article identifier WOS:000528267000017
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journal impact factor 2.343
5 year journal impact factor 1.894
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