Synthesis, physicochemical characterization, geometric structure and molecular docking of new biologically active ferrocene based Schiff base ligand with transition metal ions

Abstract

Physicochemical studies were performed to study new ferrocene based Schiff base ligand (HL), (Z)-(4-(1-((2-carboxycyclohexa-2,4-dien-1-yl)imino)ethyl) [bis(η 5 cyclopenta-1,3-dien-1 yl)]iron with some transition metal ions to form a series of ferrocenyl derivatives bearing transition metal complexes of the type [M(L)Cl(H 2 O) 3 ] (M = Ni(II), Cu(II)), [M(L)Cl(H 2 O) 3 ]nH 2 O (M = Mn(II) (n = 1), Co(II) (n = 1), Zn(II) (n = 2) and Cd(II) (n = 3)) and [M(L)Cl(H 2 O) 3 ]Cl.nH 2 O(M = Cr(III) (n = 2) and Fe(III) (n = 1)). The new ligand and metal ion complexes have been prepared and characterized by IR, UV-Vis, 1 H-NMR, TG/DTA, elemental analysis and mass spectrometry. The TGA/DTG analysis revealed that the ferrocene precursors decompose spontaneously to form iron(II) oxide. The molecular and electronic structure of the ligand (HL) was optimized theoretically and the quantum chemical parameters were calculated. The molecular structure with a variety of functionalities can be used to investigate the coordination sites and the total charge density around each atom. DFT-based molecular orbital energy calculations of the new ligand have been also studied. All of the complexes were screened against a panel of Gram (+) bacteria: Streptococcus pneumoniae and Bacillis subtilis, Gram (−) bacteria: Pseudomonas aeruginosa and Escherichia coli and panel of fungi: Aspergillus fumigatu, Syncephalastrum racemosum, Geotricum candidum and Candida albicans. Anticancer activity screening for the tested compounds using 4 different concentrations of HL ligand against human tumor cells of breast cancer cell line MCF-7 were obtained. Molecular docking was used to predict the binding between HL ligand and human-DNA-Topo I complex (PDB ID: 1SC7), the receptors of breast cancer mutant oxidoreductase (PDB ID: 3HB5), crystal structure of Escherichia coli (PDB ID: 3T88), to identify the binding mode and the crucial functional groups interacting with the three proteins.

Chemoprotective effects of inositol hexaphosphate against cyclophosphamide-induced testicular damage in rats

“…9 and 10 . These plots show that multi-central docking ligands have mutable potential for hydrogen bonding interactions 21 , 22 . Interaction types with molecules in docking pockets were demonstrated using 3D plots Figs.…”

Theoretical and experimental investigations of new bis (amino triazole) schiff base ligand: Preparation of its UO2(II), Er (III), and La (III) complexes, studying of their antibacterial, anticancer, and molecular docking

“…The Mulliken electronegativity (Figure 7 and Table 4) also indicated the increase of electronegativity of sulfur and nitrogen atoms than the carbon atoms as represented from the results. These data indicated the favorable sites of donation (electrophilic attack) and the high probability of electron transfer from these atoms to the uranyl, erbium, and lanthanum ions in the proposed complexes [55] , where the nitrogen and sulfur atoms had more negative charges than the other atoms. The C1, C2, C9, and C10 atoms had higher positive atomic charges than the other carbon atoms.…”

Synthesis, characterization, antimicrobial, and MOE evaluation of nano 1,2,4‐triazole‐based Schiff base ligand with some d‐block metal ions

“…64.38 C%, 4.28 H % and 20.0 N%; (Found) 64.22 C%, 4.16 H% and 19.8 N %. [34][35][36][37] T In characterizing the molecular structure of the prepared compounds, calculating theoretical parameters would help. So using the DFT process, the structure of the 1,2,4-triazole Schiff base ligand has been optimized.…”