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Abstract The master thesis include aim of the work and Three main chapters I- Aim of the work The work aimed to prepare and characterize ligand (E)-2- ((aminobis(Phenylamino)methyl)imino)-1,2diphenylethanone derived from the condensation of benzil with appropriate aromatic amine and its metal complexes aiming to study their effects in the treatment of tumor diseases . II- Introduction This chapter includes an overview of previous researches for complexes of ligands and their application. III- Experimental This chapter contains the chemical and instruments used in Practical part of thesis as follow: 1) Preparation of the ligand(E)-2-((amino bis(Phenyl amino)methyl)imino)-1,2-diphenylethanone derived from the condensation of benzil with appropriate aromatic amine and its metal complexes. 2) characterization of the ligand and its complexes using: Physical techniques such as molar conductance and magnetic susceptibility Elemental analysis (C, H, N, Cl and M). Spectral techniques as IR, UV- Vis., 1HNMR, mass spectra and ESR measurements. Thermal techniques as DTA. and TGA 3) Measurement of biological activity iv. Results and discussion This chapter includes characterization of the ligand and its complexes. The ligand (E)-2-((amino bis(Phenyl amino)methyl)imino)-1,2- diphenylethanone was prepared as follow: 1- Condensation of aniline with Thiourea (2:1) for Three hours to obtain N,N\ -diphenylmethantetraamine. 2- Condensation of N,N\ -diphenylmethantetraamine with Benzil for Eight hours to obtain The ligand (E)-2-((amino bis(Phenyl amino)methyl)imino)-1,2-diphenylethanone. The reaction of the ligand with Cu(II), Ni(II), Mn(II), Fe(III), Co(II), Zn(II), Cd(II) and Pb(II), complexes have been synthesized and characterized by (1H-NMR, mass, IR, UV-VIS, ESR) spectroscopy, (magnetic moments, conductance) measurements, (elemental and thermal) analyses. The IR spectral data show that, the (E)-2-((amino bis(Phenyl amino)methyl)imino)- 1,2-diphenylethanone behaves as a neutral bidentate ligand bonded to the metal ions through the azomethine nitrogen atom and oxygen atom in Ketone adopting octahedral geometry. Molar conductance in DMF solution indicates that, the complexes are non-electrolytes . ESR spectra of solid copper(II) complexes (12), (18) and (22) (Table 6), showed that, the complexes exhibited anisotropic signals with g values, g= 2.19, 2.15 and 2.21 and g values are 2.09 , 2.0 and 2.08 respectively. These values are characteristic for a species with d9 configuration with an axial symmetry type of d(x 2 -y 2 ) ground state. The g > g> g e (2.0023) indicating that, the complexes possessed a tetragonal distortion copper(II) ion corresponding to an elongation along the four fold symmetry z-axis, Complexes (3), (4), (9), (23) and (24) show isotropic spectra with giso= 2.05, 2.008, 2.1, 2.01and 2.07respectively . Cytotoxic evolution of the ligand and its complexes have been carried out. Complexes show enhanced activity in comparison to the parent ligand. Metal complexes (2), (3), (4), (5), (6), (7), (11) and (21) were evaluated against HEPG-2 cell line chemotherapeutic effect against HEPG- 2 cell line than the standard drug used. Also, the Mn(II) complex (4) shows the highest potency of inhibition at 50 µg/ml against HEPG-cell lines, compared with the standard drug. |