Synthesis, Spectral Characterization, and Thermal and Cytotoxicity Studies of Cr(III), Ru(III), Mn(II), Co(II), Ni(II), Cu(II), and Zn(II) Complexes of Schiff Base Derived from 5-Hydroxymethylfuran-2-carbaldehyde

Abstract

Coordination compounds of Cr(III), Ru(III), Mn(II), Co(II), Ni(II), Cu(II), and Zn(II) ions were synthesized from the furan ligand [5-hydroxymethylfuran-2-yl-methyleneaminoquinolin-2-one] (H-MFMAQ) derived from the condensation of 5-hydroxymethylfuran-2-carbaldehyde and 1-aminoquinolin-2(1H)-one. Elemental analytical data, IR, NMR ( 1 H, 13 C, and 15 N), EPR, XRD, SEM, TEM, EDX, TGA, mass, molar conductance, magnetic moment, and UV-Visible spectra techniques were used to confirm the structure of the synthesized chelates. According to the data obtained, the composition of the 1 : 1 metal ions : furan Schiff base ligand was found to be [M(MFMAQ)Cl 2 ] (M = Cr(III) and Ru(III)) and [M(MFMAQ)Cl(H 2 O)]⋅nH 2 O in which (M = Mn(II); = 1, Co(II); = 0, Ni(II); = 2, Cu(II); = 0 and Zn(II); = 2.5). The measurements of magnetic susceptibility, ligand field parameter, and reflectance spectra suggested an octahedral geometry for the complexes. Central metals ions and furan Schiff base coordinated via O3 and N donor sites which was observed from IR spectra. The cytotoxic activities of all inspected compounds were evaluated towards human breast (MCF-7) and lung cancer (A549) cell lines.

DNA Interaction, in vitro Antibacterial and Cytotoxic Activities of Ru(III) Heterochelates

“…Additional bands in metal complexes were observed at 543-563 cm -1 and 445-460 cm -1 -N), respectively. 30,31 In vitro antibacterial activity: The antibiotics resistance among bacteria has become a global problem, which has risen the need of novel antimicrobial agents. The results (Supplementary material) of antibacterial screening shows higher efficiency of ruthenium complexes than the parent ligands and ruthenium salt against tested bacterial species under identical experimental conditions.…”

Ag(I) Complexes of Imine Derivatives of Unexpected 2-Thiophenemethylamine Homo-Coupling and Bis-(E)-N-(furan-2-ylmethyl)-1-(quinolin-2-yl)methanimine

“…An organic compound characterized by the presence of a pyridine or quinoline moiety with azomethine linkage to O-or S-heterocycle has been reported to exhibit a broad range of biological activities [9][10][11]. Their coordination to transition metals has been reported to enhance their biological activities.…”

Synthesis and Characterization of Zinc(II), Cadmium(II), and Palladium(II) Complexes with the Thiophene-Derived Schiff Base Ligand

“…The FTIR bands at 1472–1416 cm –1 are assigned to the symmetrical and asymmetrical ν­(CC) bond stretch of the thiophene moiety. The C–C in the ring stretching of the thiophene moiety appeared at 1340–1327 cm –1 . , Notably, the medium intensity in the 746–731 cm –1 region is assigned to ν­(C–S) vibrations, which remained unaltered, demonstrating the noninvolvement of thiophene sulfur in the metal coordination. , Also, the sp 3 and sp 2 v (C–H) stretching bands appeared at the expected frequencies. − The FTIR spectra of all of the M­(II) complexes showed a prominent band around the 578–564 cm –1 range, which can be assigned to ν­(M–N) bond stretching vibrations. , In the 1 H NMR spectra, the characteristic signal of the imine proton of L TH appeared at 8.43 ppm, which shifted to a higher ppm in the corresponding M­(II) complexes . The complexes’ chemical shifts were just slightly changed with δ = 0.03–0.66 in respect to the associated ligands.…”

“…The characteristic azomethine ν­(CN) imine peak appeared at 1632 cm –1 in L TH , which shifted to a lower frequency in the corresponding M­(III) complexes, 1609–1627 cm –1 range, confirming the involvement of imine nitrogen in coordination with metal ions (Figures S14–S19). , Chelation leads to a weakening of the CN bond owing to the inductive effect of the lone electron pair on imine nitrogen being shared with the M­(II) center. − In the 2900–3100 cm –1 region, the medium-to-weak bands are assigned to aliphatic and aromatic υ­(C–H) stretching vibrations …”