A new dinuclear copper (II) complex of 2,5–Furandicarboxyclic acid with 4(5)‐Methylimidazole as a high potential α‐glucosidase inhibitor: Synthesis, Crystal structure, Cytotoxicity study, and TD/DFT calculations

Abstract

A new dinuclear copper (II) complex of 2,5–furandicarboxyclic acid with 4(5)‐methylimidazole, [Cu (FDCA)((4(5)MeI)2]2·2H2O, was synthesized, and its structure characterized by XRD, FT–IR and UV–Vis spectroscopic techniques. The α‐glucosidase inhibition and cytotoxicity study of the synthesized Cu (II) complex were determined by IC50 values. The optimized geometry and vibrational harmonic frequencies for the Cu (II) complex were obtained by using Density Functional Theory (DFT) of HSEh1PBE/6–311++G(d,p)/LanL2DZ level. TD‐DFT/HSEh1PBE/6–311++G(d,p)/LanL2DZ level with CPCM model was applied to examine the electronic spectral properties and major contributions were determined via Swizard program. To investigate linear and nonlinear optical behavior of the synthesized Cu (II) complex, the α, Δα and χ(1)/β, γ and χ(3) parameters called linear/nonlinear optical parameters in gas phase and ethanol solvent were computed at the same level and basis set. Furthermore, molecular electrostatic potential (MEP) surface was determined by using the same level. The docking study of the Cu (II) complex to the binding site of the target protein (the template structure S. cerevisiae isomaltase) is fulfilled. Natural bond orbital (NBO) analysis was used to investigate the hyperconjugative interactions, inter‐ and intra‐molecular bonding and to determine coordination around Cu (II) ion. Finally, present work is the first remarkable scientific report of mixed‐ligand (H2FDCA and 4(5)MeI) Cu (II) complex as novel drug candidate for DM II. It is also determined that microscopic third−NLO parameters for the Cu (II) complex is remarkable.

A novel series of M(II) complexes of 6‐methylpyridine‐2‐carboxylic acid with 4(5)methylimidazole: Synthesis, crystal structures, α‐glucosidase activity, density functional theory calculations and molecular docking

“…According to the experimental and theoretical results presented in Table , the CH in‐plane bending peaks of 6‐mpa and 4(5)MeI ligands appear at approximately 1400 cm −1 . These vibration bands are consistent with previously reported results …”

“…The differences between experimental/theoretical COO − modes were found to be 375–267/401–293 cm −1 originating from the monodentate coordination via carboxylate group. These results are consistent with those of different metal complexes . In complex 5 , the asymmetric/symmetric COO − stretching modes of OAc ligand appear at 1586/1239 cm −1 and 1596/1258 cm −1 (Table with experimental and theoretical results).…”

Synthesis, spectral properties,in vitroα‐glucosidase inhibitory activity and quantum chemical calculations of novel mixed‐ligand M(II) complexes containing 1,10‐phenanthroline

“…All of the experimental and theoretical wavenumbers along with the detailed assignments of vibration modes for Hg(II), Mn(II), Co(II) and Ni(II) complexes are presented in Table . The stretching vibration of OH group appeared in the range of approximately 3700 to 3500 cm −1 , as previously reported . The OH stretching bands belonging to water molecules in 1 – 5 appeared in the region of 3506–3256 cm −1 , while those obtained theoretically were calculated in the region of 3760–3212 cm −1 (Table ).…”

“…The OH stretching bands belonging to water molecules in 1 – 5 appeared in the region of 3506–3256 cm −1 , while those obtained theoretically were calculated in the region of 3760–3212 cm −1 (Table ). In the literature, it is stated that the CH stretching vibrations appear in the range 3100–3000 cm −1 for aromatic molecules and in the range 3000–2850 cm −1 for aliphatic molecules . The ring CH stretching peaks of 6‐mpa/3‐mpa and phen ligands of 1 – 5 appeared above 3000 cm −1 , as shown in Figure a (see Table ).…”

Hirshfeld Surface, Molecular Docking Study, Spectroscopic Characterization and NLO Profile of 2‐Methoxy‐4,6‐Diphenylnicotinonitrile

“…In the literature, experimental and theoretical studies on structural, spectroscopic, electronic, molecular docking and non‐linear optical characterizations of organic, inorganic and metal complex compounds are very popular . Therefore, this study focuses on molecular structure, Hirshfeld surface analysis, spectroscopic (FT‐IR, Laser‐Raman, UV and NMR), electronic (UV, HOMO and LUMO) and non‐linear optical (NLO) features of the synthesized 2‐methoxy‐4,6‐diphenylnicotinonitrile compound by using combination of the experimental and computational methods.…”