ABSTRACT
The free ligands, 2-{(o-hydroxyaryl)azo}-1-N-salicylidene phenylamine, H(2)L [where H(2)L = RC(6)H(4)N=NC(6)H(4)N=CH-C(6)H(4)OHR = p-H for H(2)L(1), p-Me for H(2)L(2) and p-Cl for H(2)L(3)], were prepared by the condensation of salicylaldehyde with 2-{(o-hydroxy aryl)azo} aniline. Reaction of H(2)L with VOSO(4) afforded the oxovanadium complex, (L)V(O)(H(2)O). The (L(1))V(O)(H(2)O) complex displays two reversible responses at 0.7 V and -0.65 V vs. SCE in cyclic voltammetry. Catalytic activity of (L(1))V(O)(H(2)O) toward H(2)O(2) induced oxidation of organic thioethers to sulfoxide and sulfones have been examined. The cytotoxicity of (L(1))V(O)(H(2)O) has also been examined on human lung cancer cells.
Subject(s)
Azo Compounds/chemistry , Organometallic Compounds/pharmacology , Salicylates/chemistry , Vanadium/chemistry , Cell Cycle/drug effects , Cell Death/drug effects , Cell Survival/drug effects , Crystallography, X-Ray , Dose-Response Relationship, Drug , Drug Screening Assays, Antitumor , Electrochemistry , Humans , Ligands , Models, Molecular , Molecular Structure , Organometallic Compounds/chemical synthesis , Organometallic Compounds/chemistry , Structure-Activity Relationship , Tumor Cells, CulturedABSTRACT
The reactions of 2-(arylazo) anilines, HL (1) [where HL is 2-(ArN=N)C6H4NH2; Ar is C6H5 (for HL1, 1a) and p-MeC6H4 (for HL2, 1b); H of HL represents the proton of Ar which gets dissociated upon orthometalation] with RhCl3 in methanol afforded new orthometalated complexes of composition (L)(HL)Rh(III)Cl2 (2) and (L)(ArNH2)Rh(III)Cl2 (3). The anionic L- binds the metal in tridentate (C, N, N) manner in both the complexes, while HL and ArNH2 bind the metal of 2 and 3 in monodentate fashion through the amino nitrogen. The ArNH2 of 3 was formed in situ due to cleavage of azo (-N=N-) function of monodentate HL of 2. The scission of N=N has been authenticated.
