Novel di-n-butyltin(IV) derivatives: Synthesis, high levels of cytotoxicity in tumor cells and the induction of apoptosis in KB cancer cells

Eur J Med Chem. 2012 Feb:48:305-12. doi: 10.1016/j.ejmech.2011.12.032. Epub 2011 Dec 28.

Abstract

Two classes of dibutyltin(IV) hydroxamates complexes, formulated as the mononuclear mixed-ligand diorganotin(IV) complex [(n)Bu(2)Sn(HL)Cl] a and the tetranuclear [(n)Bu(4)Sn(2)(HL)(2)(L)](2)b were fully characterized. X-ray diffraction analyses were also carried out for the representative complexes [(n)Bu(2)Sn(2,6-F(2)C(6)H(3)C(O)NHO)Cl](4a) and [[(n)Bu(4)Sn(2){3-BrC(6)H(4)C(O)NHO}(2){3-BrC(6)H(4)C(NO)O}](2)](1b). The cytotoxicity of all compounds was tested by MTT and SRB assays against three human tumor cell lines HL-60, BGC-823 and KB. 1b and 4a have been shown to be more potent antitumor agents than other compounds and cisplatin. Annexin V FITC-PI assay was consistent with the MTT results. Cell cycle assay results indicated that KB cells displayed an arrest in the G(0)/G(1) phase and a decrease of S phase of the cell cycle at the low concentrations of 1b, 4a.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology
  • Apoptosis / drug effects*
  • Cell Cycle Checkpoints / drug effects
  • Cell Survival / drug effects
  • Coordination Complexes / chemical synthesis
  • Coordination Complexes / chemistry
  • Coordination Complexes / pharmacology*
  • HL-60 Cells
  • Humans
  • Hydroxamic Acids / chemical synthesis
  • Hydroxamic Acids / chemistry
  • Hydroxamic Acids / pharmacology*
  • KB Cells
  • Magnetic Resonance Spectroscopy
  • Models, Molecular
  • Organotin Compounds / chemistry
  • Organotin Compounds / pharmacology*
  • Spectroscopy, Fourier Transform Infrared
  • X-Ray Diffraction

Substances

  • Antineoplastic Agents
  • Coordination Complexes
  • Hydroxamic Acids
  • Organotin Compounds
  • di-n-butyltin