Novel Tween 20 derivatives enable the formation of efficient pH-sensitive drug delivery vehicles for human hepatoblastoma

Bioorg Med Chem Lett. 2010 May 15;20(10):3021-5. doi: 10.1016/j.bmcl.2010.04.010. Epub 2010 Apr 9.

Abstract

We describe the synthesis, the physicochemical characterization and the biological evaluation of three novel pH-sensitive systems prepared derivatizing polysorbate 20 (Tween 20) with glycine, N-methyl-glycine and N,N-dimethyl-glycine (TW20-GLY, TW20-MMG and TW20-DMG). These derivatives form pH-sensitive vesicles and translocate small molecules into cells. The reported systems are efficient drug delivery systems for human hepatoblastoma cells.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Drug Carriers
  • Glycine / chemistry
  • Hepatoblastoma / metabolism*
  • Humans
  • Hydrogen-Ion Concentration
  • Liver Neoplasms / metabolism*
  • Polysorbates / administration & dosage
  • Polysorbates / chemistry*
  • Sarcosine / analogs & derivatives
  • Sarcosine / chemistry
  • Surface-Active Agents / administration & dosage
  • Surface-Active Agents / chemistry*
  • Tumor Cells, Cultured

Substances

  • Drug Carriers
  • Polysorbates
  • Surface-Active Agents
  • dimethylglycine
  • Glycine
  • Sarcosine