Synthesis, characterization andin vitro antitumour activity of di- and tri-organotin derivatives of fenbufen

Abstract

The di- and tri-organotin derivatives of fenbufen (4-(4-biphenyl)-4-oxobutyric acid), [{(n-C4H9)2Sn(OCOCH2CH2COC6H4C6H5-4)}2O]2 (1) and R3SnOCOCH2CH2COC6H4C6H5-4 (RC6H5, 2; c-C6H11, 3; C6H5C(CH3)2CH2, 4), have been prepared and characterized by means of elemental analysis, IR and NMR (1H, 13C and 119Sn) spectroscopies. The crystal structure of 1, bis[4-(4-biphenyl)-4-oxobutyrato]tetra-n-butyldistannoxane, has been determined and it is a centrosymmetric dimer with two distinct types of carboxylate moieties and tin atoms with distorted trigonal bipyramidal geometries. The in vitro antitumour activity of 1 and 2 against two human tumour cell lines was found to be higher than that for cis-platin used clinically. Copyright © 2005 John Wiley & Sons, Ltd.