4-Fluoro-N '-(2-hydroxy-3-methoxybenzylidene) benzohydrazide and its Oxidovanadium(V) Complex: Syntheses, Crystal Structures and Insulin-enhancing Activity

摘要

A hydrated hydrazone compound, 4-fluoro-N'-(2-hydroxy-3-methoxybenzylidene) benzohydrazide monohydrate (H2L center dot H2O), was prepared and characterized by elemental analysis, HRMS, IR, UV-Vis and H-1 NMR spectroscopy. Reaction of H2L, kojic acid (5-hydroxy-2-(hydroxymethyl)-4H-pyran-4-one; Hka) and VO(acac)(2) in methanol afforded a novel oxidovanadium(V) complex, [VO(ka) L]. The complex was characterized by elemental analysis, IR, UV-Vis and H-1 NMR spectroscopy. Thermal analysis was also performed. Structures of H2L and the complex were further confirmed by single crystal structural X-ray diffraction. The vanadium complex is the first structurally characterized vanadium complex of kojic acid. Insulin-mimetic tests on C2C12 muscle cells indicate that the complex significantly stimulated cell glucose utilization with cytotoxicity at 0.11 g L-1.