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Macrocyclic Cr 3+ , Mn 2+ and Fe 3+ complexes of a mimic SOD moiety: Design, structural aspects, DFT, XRD, optical properties and biological activity
Author(s) -
ElGammal O.A.,
ElBrashy S.A.,
Abu ElReash G.M.
Publication year - 2020
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.5456
Subject(s) - chemistry , homo/lumo , monoclinic crystal system , crystallography , octahedron , moiety , octahedral molecular geometry , manganese , bond length , zindo , stereochemistry , molecular geometry , natural bond orbital , chromium , reactivity (psychology) , density functional theory , crystal structure , molecule , computational chemistry , organic chemistry , medicine , alternative medicine , pathology
A novel SOD‐like macrocycle “H 2 DPD” and its trivalent chromium, iron and divalent manganese complexes have been isolated and characterized using the conventional tools. The macrocycle was prepared by 2:2 condensation of P‐phenylenediamine with 5,5‐dimethyl1,3‐cyclohexanedione. IR and electronic spectral data suggested that H 2 DPD coordinates to the metal ion as N 4 tetradentate donor with two Cl − occupying the remaining two sites of the distorted octahedron. XRD spectrum of Cr 3+ complex indicated that the complex crystallizes in a face‐centered monoclinic structure with lattice parameters: a = 10.9380 Å; b = 12.4870 Å; c = 12.4600 Å, α = γ = 90° and β = 111.430 with space group P 1 21/c 1 (14). The energy gap (E HOMO ‐E LUMO ), molecular electrostatic potential map (EPM) of title compounds, bond length, bond angle, as well as global and local reactivity were estimated using DFT method. The E g values obtained from electronic spectra of Cr 3+ , Mn 2+ and Fe 3+ complexes were found to be 1.284, 1.220 and 1.138 eV, respectively which are in accordance with those evaluated by DFT revealing semiconductor nature. Also, the thermal degradation of all title compounds was carried out and the kinetic parameters were evaluated using Coats‐Redfern and Horowitz‐Metzger equations. Moreover, the compounds have screened for antibacterial as well as superoxide mimic activities. Cr 3+ complex exhibited the most significant potent activity against all bacterial strains. With respect to SOD‐like activity, the macrocycle showed the most remarkable SOD‐like activity comparable to the standard drug, ascorbic acid.