Bis- and Tetrakis(carboxylato)platinum(IV) complexes with mixed axial ligands - synthesis, characterization, and cytotoxicity

Chem Biodivers. 2015 Apr;12(4):559-74. doi: 10.1002/cbdv.201400291.

Abstract

A series of twelve novel diamminetetrakis(carboxylato)platinum(IV) and 18 novel bis(carboxylato)dichlorido(ethane-1,2-diamine)platinum(IV) complexes with mixed axial carboxylato ligands was synthesized and characterized by multinuclear (1) H-, (13) C-, (15) N-, and (195) Pt-NMR spectroscopy. Their cytotoxic potential was evaluated (by MTT assay) against three human cancer cell lines derived from ovarian teratocarcinoma (CH1/PA-1), lung (A549), and colon carcinoma (SW480). In the cisplatin-sensitive CH1/PA-1 cancer cell line, diamminetetrakis(carboxylato)platinum(IV) complexes showed IC50 values in the low micromolar range, whereas, for the most lipophilic compounds of the bis(carboxylato)dichlorido(ethane-1,2-diamine)platinum(IV) series, IC50 values in the nanomolar range were found.

Keywords: 195Pt-NMR Spectroscopy; Cytotoxic activity; Platinum complexes.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Cell Line, Tumor / drug effects
  • Chemistry Techniques, Synthetic
  • Cisplatin / pharmacology
  • Drug Screening Assays, Antitumor / methods
  • Humans
  • Inhibitory Concentration 50
  • Ligands
  • Magnetic Resonance Spectroscopy
  • Organoplatinum Compounds / chemical synthesis
  • Organoplatinum Compounds / chemistry*
  • Organoplatinum Compounds / pharmacology*
  • Structure-Activity Relationship

Substances

  • Antineoplastic Agents
  • Ligands
  • Organoplatinum Compounds
  • Cisplatin