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

AVCI D., Alturk S., SÖNMEZ F., Tamer O., BAŞOĞLU A., ATALAY Y., ...More

APPLIED ORGANOMETALLIC CHEMISTRY, vol.33, no.7, 2019 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 33 Issue: 7
  • Publication Date: 2019
  • Doi Number: 10.1002/aoc.4935
  • Journal Name: APPLIED ORGANOMETALLIC CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Keywords: 4(5)methylimidazole and 6-methylpyridine-2-carboxylic acid, DFT, HSEh1PBE, docking, XRD, FT-IR and UV-visible, alpha-glucosidase, NONLINEAR-OPTICAL-PROPERTIES, AB-INITIO, COPPER(II) COMPLEXES, PICOLINATE COMPLEXES, TRANSITION-METAL, HARTREE-FOCK, IN-VITRO, DNA, INHIBITION, IONS
  • Ondokuz Mayıs University Affiliated: Yes

Abstract

Novel complexes of 6-methylpyridine-2-carboxylic acid and 4(5)methylimidazole, namely [Mn(6-mpa)(2)(4(5)MeI)(2)] (1), [Zn(6-mpa)(2)(4(5)MeI)(2)] (2), [Cd(6-mpa)(2)(4(5)MeI)(2)] (3), [Co(6-mpa)(2)(4(5)MeI)(2)] (4), [Ni(6-mpa)(2)(4(5)MeI)(OAc)] (5) and [Cu(6-mpa)(2)(4(5)MeI)] (6), were synthesized for the first time. The structures of complexes 1-4 and complexes 5 and 6 were determined using X-ray diffraction and mass spectrometric techniques, respectively. The experimental spectral analyses for these complexes were performed using Fourier transform infrared and UV-visible techniques. The alpha-glucosidase inhibition activity values (IC50) of complexes 1-6 were identified in view of genistein reference compound. Moreover, the DFT/HSEh1PBE/6-311G(d,p)/LanL2DZ level was used to obtain optimal molecular geometry and vibrational wavenumbers for complexes 1-6. Electronic spectral behaviours and major contributions to the electronic transitions were investigated using TD-DFT/HSEh1PBE/6-311G(d,p)/LanL2DZ level with conductor-like polarizable continuum model and SWizard program. Finally, in order to investigate interactions between the synthesized complexes (1-6) and target protein (template structure S. cerevisiae isomaltase), a molecular docking study was carried out.