Abstract

Acylthiourea ligands, N,N-diphenyl-N?-benzoylthiourea (HL 1) and N,N-diphenyl-N?-(p-nitrobenzoyl) thiourea (HL 2) were prepared in high yields (HL 1: 90%, HL 2: 82%), by converting benzoyl chloride or p-nitrobenzoyl chloride into the corresponding benzoyl isothiocyanate followed by reacting with diphenylamine. The cis-[PtL 2] complexes have been synthesized by reaction of the ligands HL 1 or HL 2 with K 2PtCl 4 in a Pt:HL (1:2) molar ratio, in the presence of sodium acetate. The ligands and their cis-[PtL 2] complexes have been characterized by elemental analysis, IR, FAB(+)-MS, 1H-NMR, 13C-NMR and 195Pt-NMR. The molecular structure of cis-bis(N,N-diphenyl-N?- benzoylthioureato) platinum(II) shows a square-planar geometry with two deprotonated ligands (L 1) coordinated to Pt(II) through the oxygen and sulfur atoms in a cis arrangement. The antitumor activity of the ligands and their cis-[PtL 2] complexes was evaluated on mouse mammary adenocarcinoma TA3. The IC 50 values of culture growth for ligands HL 1 and HL 2 were 23.1 and 34.9 ?M, respectively, whereas for the cis-[PtL 2] complexes they were in the range of 2.6-2.8 ?M, which indicates that the platinum(II) complexes are about 10-fold more cytotoxic than the free ligands and a participation of nitro group in the complex activity is slightly relevant.