The synthesis and anticancer activity of selected diketopiperazines

Peptides. 2008 Aug;29(8):1305-11. doi: 10.1016/j.peptides.2008.03.010. Epub 2008 Mar 18.

Abstract

Six selected diketopiperazines, cyclo(Gly-Val), cyclo(Gly-D-Val), cyclo(Gly-Leu), cyclo(Gly-Ile), cyclo(Phe-Cys) and cyclo(Tyr-Cys), were synthesized via various synthetic routes. Their potential to inhibit cancer cell growth in HT-29, HeLa and MCF-7 cells was determined. Cyclo(Tyr-Cys) caused the greatest inhibition in cervical carcinoma cells with near equivalent activity against HT-29 and MCF-7 cells. The other cyclic dipeptides tested were effective in the inhibition of colon, cervical and breast carcinoma cells, respectively, but the percentage inhibition was lower than for cyclo(Tyr-Cys).

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology
  • Carcinoma / drug therapy*
  • Cell Line, Tumor
  • Chromatography, High Pressure Liquid
  • Diketopiperazines / chemical synthesis*
  • Diketopiperazines / chemistry
  • Diketopiperazines / pharmacology
  • Drug Screening Assays, Antitumor
  • Female
  • HT29 Cells
  • HeLa Cells
  • Humans
  • Mass Spectrometry
  • Microscopy, Electron, Scanning
  • Molecular Structure
  • Neoplasms / drug therapy*
  • Peptides, Cyclic / chemical synthesis*
  • Peptides, Cyclic / chemistry
  • Peptides, Cyclic / pharmacology

Substances

  • Antineoplastic Agents
  • Diketopiperazines
  • Peptides, Cyclic