Practical Synthesis of Pioglitazone: Ligand Substitution Reaction With Oxido Vanadium(IV) and Biological Activity

Abstract

The authors performed two types of experiments: the reduction of 5-{4-[2-(5-ethyl-2-pyridyl)etoxy]benzilidine}-2–4- thiazolidinedione to pioglitazone (5-{4-[2-(5-ethyl-2-pyridyl) etoxy]benzil}-2–4-thiazolidinedione) with magnesium/methanol and the synthesis of an oxidovanadium(IV) complex of pioglitazone in methanol under refluxing conditions. The structures of pioglitazone and its oxidovanadium(IV) complex were analyzed by using physicochemical and spectroscopic techniques. Comparisons of the spectral measurements of pioglitazone with those of its oxidovanadium(IV) ion complex are useful in determining the atoms of the ligand that are coordinated to the metal ion. In addition, antibacterial and antifungal activities of the complex were studied and the complex is screened against bacteria and fungi.

Keywords:

• biological activity
• Mg/methanol
• oxidovanadium(IV)
• pioglitazone
• spectroscopy

Acknowledgments

The authors would like to thank Prof. Ömer Zaim from Trakya University, Chemistry Department, Edirne, Turkey, and dietician Figen Esen from Osman Gazi University, Faculty of Medicine, Eskişehir, Turkey, for their help.