Synthesis, characterization, in vitro cytotoxicity and anti-inflammatory activity of palladium(II) complexes with tertiary phosphines and heterocyclic thiolates: Crystal structure of [PdC28H19N8PS2]

The new four-coordinated mononuclear palladium(II) complexes 1–9 with chelating heterocyclic thiolates and tertiary phosphines with general formula [Pd(L)nCl(R′R2P)] (L = Pym2SH (pyrimidine-2-thiolate), Pur6SH (purine-6-thiolate), Py2SH (pyridine-2-thiolate), R3P = PPh3, P(o-tolyl)3, PPh2Cl), n = 1, 2) have been synthesized by the direct reaction of [PdCl2(R′R2P)2] with polyfunctional heterocyclic thiolates which display a wide variety of coordinations. These compounds were characterized by elemental analysis, FT-IR and multinuclear (1H, 13C and 31P) NMR. The X-ray diffraction study of non-ionic compound 5 showed that the thiolate acts as unidentate and that the chelating (–N,S) ligand adopts a slightly distorted square planar geometry around the palladium atom. In vitro the anti-inflammatory inhibition of compounds 1–9 was 10–15% greater than that of the standard drug Declofenac. Compounds 1 and 4 showed mostly a moderate to low cytotoxicity against seven human tumor cell lines whereas compound 3 was somewhat more active.

Graphical abstractFour-coordinated mononuclear palladium(II) complexes [Pd(L)nCl(ROR2P)], 1–9, with chelating heterocyclic thiolates and tertiary phosphines (L = Pym2SH (pyrimidine-2-thiolate), Pur6SH (purine-6-thiolate), Py2SH (pyridine-2-thiolate), R3P = PPh3, P(o-tolyl)3, PPh2Cl), n = 1, 2) have been synthesized by the direct reaction of [PdCl2(ROR2P)2] with polyfunctional heterocyclic thiolates and fully characterized. The X-ray diffraction study of non-ionic compound 5 showed that the thiolate acts as unidentate and that the chelating (N,S) ligand adopts a slightly distorted square planar geometry around the palladium atom.In vitro the anti-inflammatory inhibitions of compounds 1–9 was 10–15% greater than that of the standard drug Declofenac.Compounds 1 and 4 showed mostly a moderate to low cytotoxicity against seven human tumor cell lines whereas compound 3 was somewhat more active.Figure optionsDownload full-size imageDownload as PowerPoint slide