Synthesis, DFT calculations and cytotoxic investigation of platinum complexes with 3-thiolanespiro-5′-hydantoin and 4-thio-1H-tetrahydropyranespiro-5′-hydantoin

• Pt(II) complexes with heterocyclic spiro hydantoins were synthesized and characterized.
• Pt(IV) complexes with heterocyclic spiro hydantoins were synthesized and characterized.
• New synthesized complexes were investigated by elemental analysis, IR, NMR spectra.
• DFT calculations of one organic ligand and its Pt(II) complex were made.
• Complexes were studied for cytotoxicity in vitro on panel of human tumor cell lines.

Two organic compounds – 3-thiolanespiro-5′-hydantoin, 4-thio-1H-tetrahydropyranespiro-5′-hydantoin and four new Pt(II) and Pt(IV) complexes with general formulas cis-[Pt(L)2Cl2] and cis-[Pt(L)2Cl4] were synthesized. The obtained compounds were characterized by elemental analysis, IR, 1H, 13C NMR spectroscopy. The hybrid DFT calculations were used for optimization of the structure geometries of the ligand (L1) and its Pt(II) complex (1). The calculated structural parameters such as bond lengths and angles are in good agreement with the experimental data for similar hydantoins and their platinum complexes. The obtained results showed that the geometry of the complex (1) is plane square and the bounding of the L1 with platinum ion is realized by sulfur atom from thiolane ring. The complexes were tested for cytotoxicity in vitro on four human tumor cell lines. The tested compounds exerted concentration-dependent cytotoxic effects against some of the tumor cell lines.

Two organic compounds and four new Pt(II) and Pt(IV) complexes with the same compounds as ligands were synthesized and investigated. They were characterized by elemental analysis, IR, 1H and 13C NMR spectroscopy. The coordination mode of the 3-thiolanespiro-5′-hydantoin and its Pt(II) complex (1) is confirmed by DFT calculations. All data showed that the carrier ligands coordinate to the platinum ion in a monodentate manner through the sulfur atom from the cyclic ring.The complexes were tested for antiproliferative activity in vitro on panel of human tumor cell lines. The tested compounds exerted concentration-dependent cytotoxic effects against some of the tumor cell lines.Figure optionsDownload as PowerPoint slide