New metal complexes with diclofenac containing 2-pyridineethanol or 2-pyridinepropanol: synthesis, structural, spectroscopic, thermal properties, catechol oxidase and carbonic anhydrase activities


Çağlar S., Dilek E., Çağlar B., Adiguzel E., Temel E., Buyukgungor O., ...More

Journal of Coordination Chemistry, vol.69, no.22, pp.3321-3335, 2016 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 69 Issue: 22
  • Publication Date: 2016
  • Doi Number: 10.1080/00958972.2016.1227802
  • Journal Name: Journal of Coordination Chemistry
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED)
  • Page Numbers: pp.3321-3335
  • Keywords: Diclofenac, crystal structure, FTIR, catechol oxidation, carbonic anhydrases, NONSTEROIDAL ANTIINFLAMMATORY DRUGS, IN-VITRO INHIBITION, CRYSTAL-STRUCTURE, COPPER(II) COMPLEXES, THERAPEUTIC APPLICATIONS, DERIVATIVES, PHENOL, ENHANCEMENT, ISOZYMES, NAPROXEN
  • Erzincan Binali Yildirim University Affiliated: Yes

Abstract

© 2016 Informa UK Limited, trading as Taylor & Francis Group.Four new neutral diclofenac-based complexes, [Co(dicl)2(2-pyet)2] 1, [Ni(dicl)2(2-pyet)2] 2, [Cu2(dicl)2(2-pyet)2] 3, and [Cu2(dicl)2(2-pypr)2] 4 have been synthesized and characterized by elemental analysis, FT-IR, thermal analysis. Complexes 1, 3, and 4 have also been characterized by X-ray single-crystal structural analysis. The compounds of Co(II) and Ni(II) have octahedral geometry with two diclofenac and two 2-pyridineethanol ligands in the coordination sphere. The compounds of Cu(II) have square-pyramidal geometry and Cu(II) ions are linked via oxygens to the bridging 2-pyridineethanol or 2-pyridinepropanol ligands. The Δν values acquired by FT-IR are in agreement with the single XRD data. Studies on the thermal properties are reported and the complexes are stable to 196, 216, 215, and 201 °C in air, respectively. Two dinuclear Cu(II) complexes have demonstrated catalytic activity on oxidation of 3,5-di-tert-butylcatechol to 3,5-di-tert-butylquinone showing saturation kinetics at high substrate concentrations. The diclofenac complexes are investigated as inhibitors of the human cytosolic isoforms hCA I and II. The complexes are good as hCA I inhibitors (Kis of 1.52–55.06 μM) but only moderately efficient as hCA II inhibitors (Kis of 0.23–5.61 μM).