Synthesis and characterization of a novel o-tolyltelluronic trimethyltin ester and its cytotoxic assessment in vitro

Dalton Trans. 2014 Jan 14;43(2):671-9. doi: 10.1039/c3dt52326h. Epub 2013 Oct 18.

Abstract

A new arenetelluronic triorganotin ester, namely (Me3Sn)4[o-Me-PhTe(μ-O)(OH)O2)]2 (1) has been prepared by the reaction of o-tolyltelluronic acid and Me3SnCl in the presence of potassium hydroxide. The complex was fully characterized by elemental analysis, FT-IR, NMR ((1)H, (13)C, (119)Sn) spectroscopy and X-ray crystallography. Structure analysis revealed that the complex crystallized as Sn4Te2 units and a 1D linear chain was formed by intermolecular C-HO interactions. Cytotoxic assessments showed that the complex can induce apoptotic cell death via accumulation of ROS, collapse of the MMP and activating caspase-3. The results indicated that ROS is crucial to the cytotoxicity induced by the complex.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Apoptosis / drug effects
  • Caspase 3 / metabolism
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Chemistry Techniques, Synthetic
  • Coordination Complexes / chemistry*
  • Enzyme Activation / drug effects
  • Humans
  • Intracellular Space / drug effects
  • Intracellular Space / metabolism
  • Matrix Metalloproteinases / metabolism
  • Membrane Potential, Mitochondrial / drug effects
  • Models, Molecular
  • Molecular Conformation
  • Reactive Oxygen Species / metabolism
  • Tin / chemistry*
  • Trimethyltin Compounds / chemical synthesis*
  • Trimethyltin Compounds / chemistry
  • Trimethyltin Compounds / pharmacology*

Substances

  • Antineoplastic Agents
  • Coordination Complexes
  • Reactive Oxygen Species
  • Trimethyltin Compounds
  • trimethyltin
  • Tin
  • Caspase 3
  • Matrix Metalloproteinases