Prodrugs of biologically active phosphate esters

Bioorg Med Chem. 2003 Mar 20;11(6):885-98. doi: 10.1016/s0968-0896(02)00552-7.

Abstract

Bioactivatable protecting groups represent an enormously powerful tool to increase bioavailability or to generally help deliver drugs to cells. This approach is particularly valuable in the case of biologically active phosphates because of the high intrinsic hydrophilicity and the multitude of biological functions phosphate esters exhibit inside cells. Here, the most prominent masking groups used so far are introduced. The stability and toxicology of the resulting prodrugs is discussed. Finally, this review tries to cover briefly some of the work that describes the usefulness and efficiency of the approach in various application areas.

Publication types

  • Review

MeSH terms

  • Animals
  • Esters / chemical synthesis
  • Esters / toxicity
  • Humans
  • Indicators and Reagents
  • Inositol Phosphates / chemical synthesis
  • Inositol Phosphates / toxicity
  • Oligonucleotides / chemistry
  • Organophosphonates / chemical synthesis
  • Organophosphonates / toxicity
  • Phosphates / chemical synthesis*
  • Phosphates / toxicity
  • Phosphatidylinositols / chemical synthesis
  • Phosphatidylinositols / toxicity
  • Phosphinic Acids / chemical synthesis
  • Phosphinic Acids / toxicity
  • Prodrugs / chemical synthesis*
  • Prodrugs / toxicity

Substances

  • Esters
  • Indicators and Reagents
  • Inositol Phosphates
  • Oligonucleotides
  • Organophosphonates
  • Phosphates
  • Phosphatidylinositols
  • Phosphinic Acids
  • Prodrugs