Lactic acid oligomers (OLAs) as prodrug moieties

Pharmazie. 2013 Feb;68(2):93-9.

Abstract

In this paper we propose the use of lactic acid oligomers (OLAs) as prodrug moieties. Two synthetic approaches are presented, on the one hand a non selective oligomerisation of lactic acid and on the other hand a block synthesis to tetramers of lactic acid. Dimers of lactic acid were investigated with respect to their plasma stability and their adsorption to albumine. Ibuprofen was chosen as the first drug for OLAylation. The ester 19 of LA(1)-ibuprofen was evaluated with respect to the degradation to human plasma and the adsorption to albumine. All results indicate that lactic acid oligomers are promising prodrug moieties.

MeSH terms

  • Anti-Inflammatory Agents, Non-Steroidal / administration & dosage
  • Anti-Inflammatory Agents, Non-Steroidal / blood
  • Anti-Inflammatory Agents, Non-Steroidal / chemistry
  • Blood Proteins / metabolism
  • Buffers
  • Chromatography, High Pressure Liquid
  • Electrophoresis, Capillary
  • Humans
  • Ibuprofen / administration & dosage
  • Ibuprofen / blood
  • Ibuprofen / chemistry
  • Indicators and Reagents
  • Isomerism
  • Lactic Acid / chemistry*
  • Polyethylene Glycols / chemistry
  • Prodrugs / chemistry*
  • Protein Binding

Substances

  • Anti-Inflammatory Agents, Non-Steroidal
  • Blood Proteins
  • Buffers
  • Indicators and Reagents
  • Prodrugs
  • Lactic Acid
  • Polyethylene Glycols
  • Ibuprofen