Synthesis, characterization and biological evaluation of ruthenium flavanol complexes against breast cancer

Spectrochim Acta A Mol Biomol Spectrosc. 2017 Jun 5:180:97-104. doi: 10.1016/j.saa.2017.02.056. Epub 2017 Mar 1.

Abstract

Four Ru(II) DMSO complexes (M1R-M4R) having substituted flavones viz. 3-Hydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one (HL1), 3-Hydroxy-2-(4-nitrophenyl)-4H-chromen-4-one (HL2), 3-Hydroxy-2-(4-dimethylaminophenyl)-4H-chromen-4-one (HL3) and 3-Hydroxy-2-(4-chlorophenyl)-4H-chromen-4-one (HL4) were synthesized and characterized by elemental analysis, IR, UV-Vis, 1H NMR spectroscopies and ESI-MS. The molecular structures of the complexes were investigated by integrated spectroscopic and computational techniques (DFT). Both ligands as well as their complexes were screened for anticancer activities against breast cancer cell lines MCF-7. Cytotoxicity was assayed by MTT [3-(4, 5-dimethyl thiazol-2-yl)-2, 5-diphenyl tetrazolium bromide] assay. All ligands and their complexes exhibited significant cytotoxic potential of 5-40μM concentration at incubation period of 24h. The cell cytotoxicity increased significantly in a concentration-dependent manner. In this series of compounds, HL2 (IC50 17.2μM) and its complex M2R (IC50 16μM) induced the highest cytotoxicity.

Keywords: Cytotoxicity; DFT; DMSO; Flavones; Ru(II).

MeSH terms

  • Antineoplastic Agents* / chemical synthesis
  • Antineoplastic Agents* / chemistry
  • Antineoplastic Agents* / pharmacology
  • Breast Neoplasms / metabolism*
  • Cell Cycle / drug effects
  • Cell Proliferation / drug effects
  • Cell Survival / drug effects
  • Female
  • Flavones* / chemistry
  • Flavones* / pharmacology
  • Humans
  • MCF-7 Cells
  • Organometallic Compounds / chemical synthesis
  • Organometallic Compounds / chemistry
  • Organometallic Compounds / pharmacology
  • Ruthenium Compounds* / chemistry
  • Ruthenium Compounds* / pharmacology
  • Spectrum Analysis

Substances

  • Antineoplastic Agents
  • Flavones
  • Organometallic Compounds
  • Ruthenium Compounds