Bis‐aroylhydrazone based on 2,2′‐bis substituted diphenylamine for synthesis of new binuclear organotin (IV) complexes: Spectroscopic characterization, crystal structures, in vitro DNA‐binding, plasmid DNA cleavage, PCR and cytotoxicity against MCF7 cell line

Abstract

New dinuclear organotin (IV) complexes, Me4Sn2L, Ph4Sn2L and Bu4Sn2L, have been synthesized from reaction of R2SnCl2 (R = Me, Ph and Bu) with a 2,2′‐bis‐substituted diphenylamine arοylidene hydrazone, H4L. The synthesized compounds were investigated by elemental analysis and infrared, 1H‐NMR and 119Sn‐NMR spectroscopy. The structures of H4L, Me4Sn2L and Bu4Sn2L were also confirmed by X‐ray crystallography. H4L molecules adopt (E)‐configuration and keto‐tautomeric form in the solid state. In all complexes, the bis‐hydrazone acts as a tetra‐anionic ligand with two contiguous ONO tridentate domains that coordinate the two R2Sn moieties in the enolate form. The coordination environments of both tin centers are five‐coordinate. DNA‐binding studies were performed by UV–Vis spectroscopy, and the results indicate that the synthesized compounds significantly interact with calf thymus‐DNA in the intercalative mode. The results of polymerase chain reaction assay show that all the compounds affect on amplification of DNA, and complexes are more effective than ligands. The in vitro cytotoxicity against the human breast cancer line (MCF7) was determined using the MTT assay, and H4L and the dibutytin complex showed higher activity.