Synthesis and Antitumor Activities of Chiral Dipeptide Thioureas Containing an Alpha-Aminophosphonate Moiety

Molecules. 2017 Feb 16;22(2):238. doi: 10.3390/molecules22020238.

Abstract

Thiourea derivatives demonstrate potent cytotoxic activity against various leukemias and many tumor cell lines. In our previous study, the combination of thiourea and phosphonate has been proven as an effective strategy for developing antitumor agents. Herein, we synthesized and evaluated a series of novel chiral dipeptide thioureas containing an α-aminophosphonate moiety as antitumor agents. Finally, we developed novel dipeptide thioureas 11d and 11f that showed comparable inhibition with that of Cisplatin against BGC-823 and A-549 cells, respectively.

Keywords: aminophosphonate; antitumor agents; dipeptide; synthesis; thiourea.

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / pharmacology*
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Dipeptides / chemistry*
  • Humans
  • Inhibitory Concentration 50
  • Magnetic Resonance Spectroscopy
  • Organophosphonates / chemistry*
  • Thiourea / chemical synthesis*
  • Thiourea / pharmacology*

Substances

  • Antineoplastic Agents
  • Dipeptides
  • Organophosphonates
  • Thiourea