The synthesis, lipophilicity and cytotoxic effects of new ruthenium(II) arene complexes with chromone derivatives

J Inorg Biochem. 2016 Jun:159:133-41. doi: 10.1016/j.jinorgbio.2016.02.020. Epub 2016 Feb 26.

Abstract

A series of arene ruthenium(II) complexes with the general formula [(η(6)-arene)Ru(L)X2] (where arene=p-cymene, benzene, hexamethylbenzene or mesitylene, L=aminoflavone or aminochromone derivatives and X=Cl, I) were synthesized and characterized by elemental analysis, MS, IR and (1)H NMR spectroscopy. The stability of the selected complexes was assessed by UV-Vis spectroscopy in 24-hour period. The lipophilicity of the synthesized complexes was determined by the shake-flask method, and their cytotoxicity evaluated in vitro on patient-derived melanoma populations. The most active complexes against melanoma cells contain 7-aminoflavone and 6-aminoflavone as a ligand. The relationship between the cytotoxicity of all the obtained compounds and their logP values was determined and briefly analyzed with two different patterns observed.

Keywords: Arene ruthenium(II) complexes; Cytotoxic effect; Lipophilicity; Synthesis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents* / chemical synthesis
  • Antineoplastic Agents* / chemistry
  • Antineoplastic Agents* / pharmacology
  • Cell Line, Tumor
  • Chromones* / chemical synthesis
  • Chromones* / chemistry
  • Chromones* / pharmacology
  • Cytotoxins / chemical synthesis
  • Cytotoxins / chemistry
  • Cytotoxins / pharmacology
  • Humans
  • Melanoma / drug therapy*
  • Melanoma / metabolism
  • Octanols / chemistry*
  • Ruthenium* / chemistry
  • Ruthenium* / pharmacology

Substances

  • Antineoplastic Agents
  • Chromones
  • Cytotoxins
  • Octanols
  • Ruthenium