Synthesis of oligo(ethyleneglycol) substituted phosphatidylcholines: Secretory PLA2-targeted precursors of NSAID prodrugs

A series of new phosphatidylcholine analogues with structurally modified sn-2-substituents have been prepared. The synthetic compounds include oligo(ethylene glycol) derivatives with chain-terminal pharmacophores that upon catalytic hydrolysis by phospholipase A2 yielded a series of oligo(ethylene glycol)-conjugates of the respective drugs. The approach here outlined may open a new way to employ OEG derivatives of phospholipids for therapeutic applications as secretory PLA2-targeted precursors of prodrugs.