Computational, Equilibrium, Structural, and Biological Study of the Novel 1-Formyl-4-phenyl-3-semicarbazide and Its Complexes

摘要

Novel biologically active semicarbazide derivative 1-formyl-4-phenyl-3-semicarbazide was synthesized and characterized by LC-MS, IR, NMR, UV techniques. Geometrical optimization, the theoretical properties of six keto-enol forms of 1-formyl-4-phenyl-3-semicarbazide, like the free energy, entropy, dipole moment, electronic energy, the HOMO, LUMO were calculated using Gaussian 16W program. The dissociation constant of 1-formyl-4-phenyl-3-semicarbazide and ML formation constants of the complexes with cobalt(II), nickel(II), and cadmium(II) were calculated by Irving Rossetti titration technique at 30 degrees C and 0.1 M. (KNO3) ionic strength in 70% (v/v) DMF-water medium. The stability constants of the complexes formed in solution with respect to metal ions followed the order of Ni(II) > Co(II) > Cd(II). Solid metal chelates of 1-formyl-4-phenyl-3-semicarbazide with biologically significant metal ions Co(II), Ni(II), Cu(II) and Cd(II) were synthesized. The structural and functional aspects of the synthesized compound were investigated using LC-MS, IR, NMR, UV, TGA, magnetic and conductivity study. The DNA-binding studies revealed the groove binding for Co(II) and Ni(II)-FPSC complexes and intercalative binding for Cu(II) complex with DNA. The docking of FPSC and its Co(II), Ni(II) complexes with DNA revealed groove binding whereas Cu(II) showed intercalation binding mode of interactions with DNA base pairs. The antimicrobial activity was studied using agar disc diffusion method against E. coli and B. subtilis.