The interaction of 5-fluoroorotic acid with transition metals: synthesis and characterisation of Ni(II), Cu(II) and Zn(II) complexes.

摘要: Abstract 5-Fluoroorotic acid (H3FOro) is a potent inhibitor for some metalloproteins such as dihydroorotase and dihydroorotate dehydrogenase thymidylate synthase (nonmetalloprotein) in the human malaria parasite Plasmodium falciparum. To study coordination chemistry of H3Foro, ammonium salt [NH4+][H2FOro−].1H2O (1) first compounds H3FOro with transition metals [Ni(HFOro2−)(H2O)4].1H2O (2), [Cu(HFOro2−)(NH3)(H2O)]n (3) [Cu3(FOro3−)2(NH3)6(H2O)2] (4) have been synthesised characterised by single-crystal X-ray diffraction, IR spectroscopy thermogravimetry. Three different modes 5-fluoroorotic established. In all cases ligand chelated to metal via an amido-nitrogen carboxylate-oxygen but (3), there also carboxylate oxygen from another HFOro2− resulting polymeric structure (4), second ororotic ring coordinates give trinuclear complex. The polyhedra are octahedral square-pyramidal square-planar approximately (4). An geometry including N(1)/O(61)-chelating four aqua ligands proposed Zn complex [Zn(HFOro2−) (H2O)4].0.5H2O (5), based on thermogravimetric data. Extensive hydrogen bonded networks ring–ring stacking interactions observed each structures.