Synthesis, structural characterization and cytotoxic activity of diorganotin(IV) complexes of N‐(5‐halosalicylidene)tryptophane

Abstract

AbstractFour new diorganotin(IV) complexes of N‐(5‐halosalicylidene)tryptophane, R2Sn[5‐X‐2‐OC6H3CHNCH(CH2Ind)COO] [Ind = 3‐indolyl; R, X = Et, Cl (1); Et, Br(2); n‐Bu, Cl (3); n‐Bu, Br (4)], were synthesized and characterized by elemental analysis, IR and NMR (1H, 13C and 119Sn) spectra. The crystal structures of complexes 1–3 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. Intermolecular weak interactions in 1–3 link molecules, respectively, into a two‐dimensional array, a one‐dimensional infinite chain and a one‐dimensional double‐chain supramolecular structure. Bioassay results of the compounds indicated that the dibutyltin complexes 3 and 4 have potent in vitro cytotoxic activity against two human tumor cell lines, CoLo205 and Bcap37, while the diethyltin complexes 1 and 2 display weak cytotoxic activity. Copyright © 2008 John Wiley & Sons, Ltd.