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New metal complexes with diclofenac containing 2-pyridineethanol or 2-pyridinepropanol: synthesis,structural, spectroscopic,thermal properties,catechol oxidase and carbonic anhydrase activities
Authors:Sema Caglar  Esra Dilek  Bulent Caglar  Ekrem Adiguzel  Ersin Temel  Orhan Buyukgungor
Institution:1. Faculty of Arts and Sciences, Department of Chemistry, Erzincan University, Erzincan, Turkeyscaglar@erzincan.edu.tr;3. Faculty of Pharmacy, Division of Pharmaceutical Basic Sciences, Department of Biochemistry, Erzincan University, Erzincan, Turkey;4. Faculty of Arts and Sciences, Department of Chemistry, Erzincan University, Erzincan, Turkey;5. Department of Electric and Energy, Technical Science Vocational High School, Giresun University, Giresun, Turkey;6. Faculty of Arts and Sciences, Department of Physics, Ondokuz Mayis University, Samsun, Turkey
Abstract: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).
Keywords:Diclofenac  crystal structure  FTIR  catechol oxidation  carbonic anhydrases
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