Abstract
Coordination of nifuroxazide drug to Pd(II) ion led to important increase in its antibacterial activity. Toxicity can be related to charge sign and surface map value of the nitro group. [Display omitted]
[Ru(NIF)Cl2(OH2)2]·4H2O (1), and [M(NIF)Cl2]·zH2O (M(II)=Pd (2), z=6; and Pt (3), z=4) complexes (NIF=nifuroxazide) were synthesized, and characterized using elemental analysis, FT IR, 1H NMR, UV–Vis, TG/DTA, magnetic, and conductivity measurements. NIF coordinated to the metal ions as a neutral bidentate ligand via CO, and hydrazone N. The experimental studies were correlated with the quantum chemical calculations performed at DFT/B3LYP/LANL2DZ level of theory. The natural charge of the Ru(II) ion was more reduced than the Pd(II), and Pt(II) ions suggesting the higher complexation ability of NIF towards the former ion. NIF showed two reversible reduction peaks in DMF at E1/2 −0.75, and −1.26V corresponding to the reduction of NO2 to NHOH. Coordination of NIF (0.072μmol/mL) to a Pd(II) center 2 (0.029μmol/mL) led to important increase in the antibacterial activity. Structural–activity relationship suggested that ELUMO, dipole moment and molecular electrostatic potential maps were the most significant descriptors for the correlation with the antibacterial activity.