ABSTRACT
Synthesis of new complexes of Ni(II) (1) and Zn(II) (2) with [1-(2-hydroxy-3,5-diiodobenzylidene)-4-phenylthiosemicarbazide] have been reported. The composition of these two complexes 1 and 2 is discussed on the basis of IR, (1)H NMR and UV spectral data along with their X-ray crystallographic data. The crystal structure of these two complexes has revealed that the free ligand (L) is deprotonated twice at the oxygen and sulfur atoms and they are coordinated with the complexes through phenoxide-O, azomethine-N and thiolate-S atoms. The single-crystal X-ray structures of complex (1) exhibits a square planar structure, while complex (2) reveals trigonal bipyramidal distorted square based pyramidal structure. Anticancer activity of ligand and the complexes 1-2 are evaluated in human adenocarcinoma (MCF-7) cells. The preliminary bioassay indicates that the free ligand and the complexes 1-2 exhibit inhibitory activity against the human adenocarcinoma cancer cell lines.
Subject(s)
Antineoplastic Agents/chemistry , Antineoplastic Agents/pharmacology , Coordination Complexes/chemistry , Coordination Complexes/pharmacology , Semicarbazides/chemistry , Semicarbazides/pharmacology , Adenocarcinoma/drug therapy , Cell Survival/drug effects , Crystallography, X-Ray , Humans , Ligands , MCF-7 Cells , Magnetic Resonance Spectroscopy , Models, Molecular , Nickel/chemistry , Nickel/pharmacology , Spectrophotometry, Infrared , Zinc/chemistry , Zinc/pharmacologyABSTRACT
Metal(II) chelates of Schiff bases derived from the condensation of 4-morpholinoaniline with substituted salicylaldehyde have been prepared and characterized by (1)H NMR, IR, electronic, EPR, and magnetic measurement studies. The complexes are of the type M(X-MPMP)2 [where M=Cu(II), Co(II)), Zn(II), or VO(IV); MPMP=2-[(4 morpholinophenyl imino) methyl] 4-X-phenol, X=Cl, (L1H), X=Br (L2H)]. Single crystal X-ray crystallography studies confirm the structure of newly synthesized Schiff bases. The Schiff bases act as bidentate monobasic ligands, coordinating through deprotonated phenolic oxygen and azomethine nitrogen atoms. The free ligands and metal complexes are screened for their biopotency. Metal complexes exhibit better activity than ligands. Anticancer activity of ligands and their metal complexes are evaluated in human heptocarcinoma(HepG2) cells. The preliminary bioassay indicates that the Schiff base and its zinc complex exhibit inhibitory activity against the human gastric cancer cell lines.
Subject(s)
Anti-Infective Agents/pharmacology , Antineoplastic Agents/pharmacology , Bacteria/drug effects , Coordination Complexes/pharmacology , Fungi/drug effects , Organometallic Compounds/pharmacology , Schiff Bases/chemistry , Anti-Infective Agents/chemical synthesis , Antineoplastic Agents/chemical synthesis , Cell Survival/drug effects , Cobalt/chemistry , Coordination Complexes/chemical synthesis , Copper/chemistry , Crystallization , Electrochemistry , Electron Spin Resonance Spectroscopy , Hep G2 Cells , Humans , Magnetic Resonance Spectroscopy , Models, Chemical , Organometallic Compounds/chemical synthesis , Spectrophotometry, Infrared , Vanadates/chemistry , Zinc/chemistryABSTRACT
In the title compound, C(18)H(20)N(2)O(3), the dihedral angle between the two aromatic rings is 33.66â (6)°. The morpholine ring adopts a chair conformation. The mol-ecular structure is stabilized by an intra-molecular O-Hâ¯N hydrogen bond. In the crystal, mol-ecules are linked via weak inter-molecular C-Hâ¯O and C-Hâ¯π inter-actions.
