title: Lactic acid oligomers (OLAs) as prodrug moieties.
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.
authors.affiliation: Department of Medicinal Chemistry, University of Vienna, Austria.
authors.forename: J
authors.initials: J
authors.lastname: Kruse
authors.forename: B
authors.initials: B
authors.lastname: Lachmann
authors.forename: R
authors.initials: R
authors.lastname: Lauer
authors.forename: S
authors.initials: S
authors.lastname: Eppacher
authors.forename: C R
authors.initials: CR
authors.lastname: Noe
mesh_terms: D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000008:administration & dosage / Q000097:blood / Q000737:chemistry; D001798:Blood Proteins / Q000378:metabolism; D002021:Buffers; D002851:Chromatography, High Pressure Liquid; D019075:Electrophoresis, Capillary; D006801:Humans; D007052:Ibuprofen / Q000008:administration & dosage / Q000097:blood / Q000737:chemistry; D007202:Indicators and Reagents; D007536:Isomerism; D019344:Lactic Acid / Q000737:chemistry*; D011092:Polyethylene Glycols / Q000737:chemistry; D011355:Prodrugs / Q000737:chemistry*; D011485:Protein Binding
chemical_list: D000894:Anti-Inflammatory Agents, Non-Steroidal; D001798:Blood Proteins; D002021:Buffers; D007202:Indicators and Reagents; D011355:Prodrugs; D019344:Lactic Acid; D011092:Polyethylene Glycols; D007052:Ibuprofen