Platinum(II) carboxylato complexes containing 7-azaindoles as N-donor carrier ligands showed cytotoxicity against cancer cell lines

J Inorg Biochem. 2016 Sep:162:109-116. doi: 10.1016/j.jinorgbio.2016.06.018. Epub 2016 Jun 16.

Abstract

The platinum(II) malonato (Mal) and decanoato (Dec) complexes of the general formulas [Pt(Mal)(naza)2] (1-3) and cis-[Pt(Dec)2(naza)2] (4-7) were prepared, characterized and tested for their in vitro cytotoxicity against cisplatin-sensitive (A2780) and cisplatin-resistant (A2780R) human ovarian carcinoma cell lines and non-cancerous human lung fibroblasts (MRC-5); naza=halogeno-derivatives of 7-azaindole. Complexes 1-7 effectively overcome the acquired resistance of ovarian carcinoma cells to cisplatin. Complexes 2 (IC50=26.6±8.9μM against A2780 and 28.9±6.7μM against A2780R), 4 (IC50=14.5±0.6μM against A2780 and 14.5±3.8μM against A2780R) and 5 (IC50=13.0±1.1μM against A2780 and 13.6±4.9μM against A2780R) indicated decreased toxicity against healthy MRC-5 cells (IC50>50.0μM for 2 and >25.0μM for 4 and 5). The representative complexes 2 and 4 showed mutually different effect on the A2780 cell cycle at IC50 concentrations after 24h exposure. Concretely, the complex 2 caused cell cycle arrest at G0/G1 phase, while 4 induced cell death by apoptosis with high population of cells in sub-G1 cell cycle phase. The hydrolysis and interactions of the selected complexes with biomolecules (glutathione (GSH) and guanosine monophosphate (GMP)) were also studied by means of 1H NMR and ESI+ mass spectra.

Keywords: 7-Azaindole derivatives; Antitumour activity; Cell cycle; Decanoato; Malonato; Platinum(II) complexes.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / pharmacology
  • Carboxylic Acids / chemistry*
  • Cell Line
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Cisplatin / chemistry*
  • Coordination Complexes / chemical synthesis*
  • Coordination Complexes / pharmacology
  • Drug Resistance, Neoplasm / drug effects
  • Epithelial Cells / drug effects
  • Epithelial Cells / pathology
  • Fibroblasts / cytology
  • Fibroblasts / drug effects
  • G1 Phase Cell Cycle Checkpoints / drug effects
  • Glutathione / chemistry
  • Guanosine Monophosphate / chemistry
  • Humans
  • Indoles / chemistry*
  • Inhibitory Concentration 50
  • Organoplatinum Compounds / chemical synthesis*
  • Organoplatinum Compounds / pharmacology
  • Structure-Activity Relationship

Substances

  • 7-azaindole dimer
  • Antineoplastic Agents
  • Carboxylic Acids
  • Coordination Complexes
  • Indoles
  • Organoplatinum Compounds
  • Guanosine Monophosphate
  • Glutathione
  • Cisplatin