Synthesis, structural characterization and cytotoxic activity of diorganotin(IV) complexes of N-(5-halosalicylidene)-α-amino acid

✍ Scribed by Laijin Tian; Bochu Qian; Yuxi Sun; Xiaoliang Zheng; Min Yang; Huijun Li; Xueli Liu

• Publisher: John Wiley and Sons
• Year: 2005
• Tongue: English
• Weight: 174 KB
• Volume: 19
• Category: Article
• ISSN: 0268-2605
• DOI: 10.1002/aoc.940

✦ Synopsis

Fourteen new diorganotin(IV) complexes of N-(5-halosalicylidene)-α-amino

acid, R 2 Sn(5-X-2-OC 6 H 3 CH NCHRCOO) (where X = Cl, Br; R = H, Me, i-Pr; R = n-Bu, Ph, Cy), were synthesized by the reactions of diorganotin halides with potassium salt of N-(5-halosalicylidene)-α-amino acid and characterized by elemental analysis, IR and NMR ( 1 H, 13 C and 119 Sn) spectra. The crystal structures of Bu 2 Sn(5-Cl-2-OC 6 H 3 CH NCH(i-Pr)COO) and Ph 2 Sn(5-Br-2-OC 6 H 3 CH NCH(i-Pr)COO) were determined by X-ray single-crystal diffraction and showed that the tin atoms are in a distorted trigonal bipyramidal geometry and form five-and six-membered chelate rings with the tridentate ligand. Bioassay results of a few compounds indicated that the compounds have strong cytotoxic activity against three human tumour cell lines, i.e. HeLa, CoLo205 and MCF-7, and the activity decreased in the order Cy>n-Bu>Ph for the R group bound to tin.