Di- and tri-organotin(IV) complexes of arylhydrazones of methylene active compounds and their antiproliferative activity

Two organotin(IV) complexes, [Sn(C6H5)(3)HL1] (1) and [Sn(C2H5)(2)(1 kappa O, 2 kappa O-H3L2)(1 kappa O-2-H3L2)(mu(3)-O)](2) (2), were isolated upon interaction of Ph3SnCl and Et2SnO with 2-(2-(2,4-dioxopentan-3-ylidene)hydrazinyl) benzoic acid (H2L1) and 2-(2-(2,4,6-trioxotetrahydropyrimidin-5(2H)-ylidene)hydrazinyl)benzoic acid (H4L2), respectively, in toluene solution. Complexes 1 and 2 were characterized by IR and NMR spectroscopies, elemental and single crystal X-ray diffraction analyses. While in 1 the (HL1)(-) ligand binds the metal in a chelating bidentate mode, in 2 the (H3L2)(-) anion acts not only as a chelating bidentate but also as a bridging bidentate donor. The in vitro antiproliferative activity against human colorectal carcinoma (HCT116) and human hepatocellular carcinoma (HEPG2) cells lines demonstrated that compound 1 possesses high in vitro antiproliferative activity with IC50 values of 0.0284 +/- 0.0001 mu M and 0.287 +/- 0.0001 mu M for HCT116 and HEPG2 cells, respectively. Crown Copyright (C) 2014 Published by Elsevier B.V. All rights reserved.