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. (27th August 2019)

• Record Type: Journal Article
• Authors: Yousefi, Maryam; Sedaghat, Tahereh; Simpson, Jim; Shafiei, Mohammad
• Is Part Of: Applied organometallic chemistry. Volume 33:Number 11(2019)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2019-08-27
• Subjects: 119Sn NMR -- crystal structure -- DNA -- hydrazone -- organotin (IV); Organometallic chemistry -- Periodicals; Organometallic compounds -- Periodicals; 547.05
• DOI: 10.1002/aoc.5137
• Languages: English
• ISSNs: 0268-2605

Abstract

Abstract : New dinuclear organotin (IV) complexes, Me4 Sn2 L, Ph4 Sn2 L and Bu4 Sn2 L, have been synthesized from reaction of R2 SnCl2 (R = Me, Ph and Bu) with a 2, 2′‐bis‐substituted diphenylamine arοylidene hydrazone, H4 L. The synthesized compounds were investigated by elemental analysis and infrared, 1 H‐NMR and 119 Sn‐NMR spectroscopy. The structures of H4 L, Me4 Sn2 L and Bu4 Sn2 L were also confirmed by X‐ray crystallography. H4 L 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 R2 Sn 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 H4 L and the dibutytin complex showed higher activity. Abstract : New binuclear organotin(IV)complexes of a bis‐aroylhydrazone with 2, 2'‐bis substituted diphenylamine as linker have been synthesized. Crystal structures and biological activities have been investigated.