Jump to main content
Jump to site search

Issue 16, 2000
Previous Article Next Article

Synthesis and biological activity of platinum(II) and palladium(II) thiosalicylate complexes with mixed ancillary donor ligands

Author affiliations

Abstract

A series of mixed-ligand thiosalicylate complexes of the type [[upper bond 1 start]M(SC6H4CO[upper bond 1 end]2)(PPh3)L] (M = Pt, L = pyridine (py), 4-methylpyridine, imidazole, 4-picolinic acid hydrazide {C5H4N[C(O)NHNH2]-4}; M = Pd, L = pyridine) have been prepared by the one-pot reaction of [PtCl2(cod)] or [PdCl2(cod)] (cod = cycloocta-1,5-diene) with one equivalent of PPh3 and thiosalicylic acid (HSC6H4CO2H) in the presence of the nitrogen base. Single-crystal X-ray diffraction studies on [P[upper bond 1 start]t(SC6H4CO[upper bond 1 end]2)(PPh3)(py)] and the previously reported complex [P[upper bond 1 start]t(SC6H4CO[upper bond 1 end]2)(PPh3)(XyNC)] (Xy = 2,6-xylyl) indicates that the complexes have different geometries, though in each case the two ligands of highest trans-influence are mutually cis. The reaction of [PtCl2(cod)] with PPh3, thiosalicylic acid and ammonia led to the isolation of crystals of the dinuclear thiosalicylate-bridged complex [P[upper bond 1 start]t(SC6H4CO[upper bond 1 end]2)(PPh3)(NH3)P[upper bond 1 start]t(SC6H4CO[upper bond 1 end]2)(PPh3)], which was characterised by X-ray crystallography and electrospray mass spectrometry. The conformation of the thiosalicylate ligand can vary widely with values for the dihedral angle between the ligand plane and the platinum(II) coordination plane varying from 12.4° to 70.9° in the seven complexes so far determined. The biological activities of selected platinum and palladium thiosalicylate and related complexes against P388 leukemia cells, bacteria and fungi are also reported. The complex [P[upper bond 1 start]t(SCH2CO[upper bond 1 end]2)(PPh3)2] shows the highest activity against P388 cells (IC50 671 ng mL−1).

Back to tab navigation

Supplementary files

Publication details

The article was received on 05 May 2000, accepted on 29 Jun 2000 and first published on 28 Jul 2000


Article type: Paper
DOI: 10.1039/B003619F
Citation: J. Chem. Soc., Dalton Trans., 2000,0, 2753-2760
  •   Request permissions

    Synthesis and biological activity of platinum(II) and palladium(II) thiosalicylate complexes with mixed ancillary donor ligands

    W. Henderson, L. J. McCaffrey and B. K. Nicholson, J. Chem. Soc., Dalton Trans., 2000, 0, 2753
    DOI: 10.1039/B003619F

Search articles by author

Spotlight

Advertisements