Insight into design of 3-hydroxy-4-pyridinone functionalized with isoniazid fragment: structural characterization and antimycobacterial evaluation

A new 3-hydroxy-4-pyridinone ligand, viz. N-(3-hydroxy-2-methyl-4-oxo-4H-pyridin-1-yl)isonicotinamide bearing isoniazid fragment, was synthesized and characterized. The differences in molecular and electronic structures of the product compared to the parent isoniazid (INH) were revealed by X-ray diffraction and DFT calculations. They are responsible for a dramatic decrease in the antimyco- bacterial activity of the product in comparison with INH.