Synthesis, Characterization, Theoretical Treatment and Antitubercular activity Evaluation of (E)-N’-ud(2,5-dimethoxylbenzylidene)nicotinohydrazide and some of its Transition Metal Complexes against Mycobacterium tuberculosis, H37Rv

摘要

(E)-N’-(2,5-dimethoxylbenzylidene)nicotinohydrazide) (HL) was synthesized by condensing nicotinic acid hydrazide and 2,5-dimethoxylbenzaldehyde with ONO coordination pattern. The structure of the hydrazone was elucidated by using CHN analyzer, ESI mass spectrometry, IR, 1H NMR, 13C NMR and 2D NMR (COSY and HSQC). The hydrazone was used to synthesized five metal complexes [Mo(V), VO(II), Mn(II) Ni(II) and Cu(II)] which were characterized by several physicochemical methods, namely elemental analysis, electronic spectra, infrared, EPR, molar conductivity and magnetic susceptibility measurements. An octahedral geometry was suggested for Mo(V), Ni(II) and Cu(II) complexes while tetrahedral was proposed for Mn(II) complex. VO(II) complex conformed with tetrahedral pyramidal. Structural geometries of these compounds were also suggested in gas phase by using Hyper Chem-8 program for the molecular mechanics and semi-empirical calculations. The energy (E) and eV for homo and lumo state for the prepared compounds were calculated by using PM3 method. In vitro antimycobacterial activity study of the compounds was evaluated against Mycobacterium tuberculosis, H37Rv, by using micro-diluted method. Some of the metal complexes displayed higher activity than the ligand (HL) and isoniazid (INH).Also some of the complexes showed moderate activity when compared to isoniazid. Generally, the results obtained revealed that the compounds exhibited promising antitubercular activity. However, the metal complexes were found to be more toxic than isoniazid drug.