Abstract
A hydrated hydrazone compound, 4-fluoro-N'-(2-hydroxy-3-methoxybenzylidene)benzohydrazide monohydrate (H2L · H2O), was prepared and characterized by elemental analysis, HRMS, IR, UV-Vis and 1H 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 1H 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.
Highlights
Since 1980s, inorganic vanadium salts and vanadium complexes with various ligands have been reported to possess potent pharmacological effects of insulin-mimetic activity.1–4 Studies indicated that vanadium compounds improve hyperglycemia in human subjects and animal models of type I diabetes and glucose homeostasis in type II diabetes.5,6 the inorganic vanadium salts are considered as less active and more toxic
In view of the increasing importance of vanadium complexes with hydrazone type Schiff bases, we report the synthesis, characterization, and insulin-enhancing activity of a novel oxidovanadium(V) complex with the hydrazone compound 4-fluoro-N'-(2-hy
The hydrazone compound H2L · H2O was readily prepared by the condensation reaction of 3-methoxysalicylaldehyde with 4-fluorobenzohydrazide in methanol
Summary
Since 1980s, inorganic vanadium salts and vanadium complexes with various ligands have been reported to possess potent pharmacological effects of insulin-mimetic activity. Studies indicated that vanadium compounds improve hyperglycemia in human subjects and animal models of type I diabetes and glucose homeostasis in type II diabetes. the inorganic vanadium salts are considered as less active and more toxic. Since 1980s, inorganic vanadium salts and vanadium complexes with various ligands have been reported to possess potent pharmacological effects of insulin-mimetic activity.. The inorganic vanadium salts are considered as less active and more toxic. Bis(maltolato)oxovanadium(IV) (BMOV), synthesized by simple metathesis of vanadyl sulfate trihydrate and maltol (3-hydroxy-2-methyl-4-pyrone), has important and interesting insulin-enhancing activity.. Several vanadium complexes derived from Schiff bases have shown to normalize blood glucose level with high efficiency and low toxicity, even at low concentration.. Schiff bases with hydrazone type are of particular interest due to their biological properties.. In view of the increasing importance of vanadium complexes with hydrazone type Schiff bases, we report the synthesis, characterization, and insulin-enhancing activity of a novel oxidovanadium(V) complex with the hydrazone compound 4-fluoro-N'-(2-hy-. The vanadium complex is the first structurally characterized vanadium complex of kojic acid
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