title: Anti-inflammatory drugs interacting with Zn (II) metal ion based on thiocyanate and azide ligands: synthesis, spectroscopic studies, DFT calculations and antibacterial assays.
abstract: Zinc (II) complexes with non-steroidal anti-inflammatory drugs (NSAIDs) naproxen (nap) and ibuprofen (ibu) were synthesized in the presence of nitrogen donor ligands (thiocyanate or azide). The complexes were characterized by elemental analysis, FT-IR, (1)H NMR and UV-Vis spectroscopes. The binding modes of the ligands in complexes were established by means of molecular modeling of the complexes, and calculation of their IR, NMR and absorption spectra at DFT (TDDFT)/B3LYP level were studied. The experimental and calculated data verified monodentate binding through the carboxylic oxygen atoms of anti-inflammatory drugs in the zinc complexes. The calculated (1)H, FT-IR and UV-Vis data are in better agreement with the experimental results, and confirm the predicted tetrahedral structures for the Zn (II) complexes. In addition to DFT calculations of complexes, natural bond orbital (NBO) was performed at B3LYP/6-31+G(d,p) level of theory. Biological studies showed the antibacterial activity of zinc complexes against Gram-positive and Gram-negative bacterial strains.
authors.affiliation: Department of Chemistry, Isfahan University of Technology, Isfahan 84156-83111, Iran. Electronic address: Chinif@cc.iut.ac.ir.
authors.forename: Hossein
authors.initials: H
authors.lastname: Chiniforoshan
authors.affiliation: Department of Chemistry, Isfahan University of Technology, Isfahan 84156-83111, Iran.
authors.forename: Leila
authors.initials: L
authors.lastname: Tabrizi
authors.affiliation: Department of Chemistry, Isfahan University of Technology, Isfahan 84156-83111, Iran.
authors.forename: Morteza
authors.initials: M
authors.lastname: Hadizade
authors.affiliation: Department of Agronomy and Plant Breeding, College of Agriculture, Isfahan University of Technology, Isfahan, Iran.
authors.forename: Mohammad R
authors.initials: MR
authors.lastname: Sabzalian
authors.affiliation: Department of Chemistry, Isfahan University of Technology, Isfahan 84156-83111, Iran.
authors.forename: Alireza Najafi
authors.initials: AN
authors.lastname: Chermahini
authors.affiliation: Department of Chemistry, Isfahan University of Technology, Isfahan 84156-83111, Iran.
authors.forename: Mehdi
authors.initials: M
authors.lastname: Rezapour
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000737:chemistry*; D001386:Azides / Q000737:chemistry*; D004926:Escherichia coli / Q000254:growth & development*; D007052:Ibuprofen / Q000737:chemistry*; D009288:Naproxen / Q000737:chemistry*; D013211:Staphylococcus aureus / Q000254:growth & development*; D013861:Thiocyanates / Q000737:chemistry*; D015032:Zinc / Q000737:chemistry*
chemical_list: D000900:Anti-Bacterial Agents; D000894:Anti-Inflammatory Agents, Non-Steroidal; D001386:Azides; D013861:Thiocyanates; D009288:Naproxen; D015032:Zinc; C031760:thiocyanate; D007052:Ibuprofen
keywords: Anti-inflammatory; Antibacterial agent; NMR spectra; Theoretical calculation; Vibrational spectra; Zinc (II)