Synthesis of oligo(ethylene glycol) 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 A(2) 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 PLA(2)-targeted precursors of prodrugs.
Rosseto
Renato
R
Department of Chemistry and Biochemistry, California State University, 18111 Nordhoff Street, Northridge, CA 91330-8262, USA.
Hajdu
Joseph
J
D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis* / Q000737:chemistry; D006868:Hydrolysis; D010713:Phosphatidylcholines / Q000138:chemical synthesis* / Q000737:chemistry; D054497:Phospholipases A2, Secretory / Q000378:metabolism*; D011355:Prodrugs / Q000138:chemical synthesis* / Q000737:chemistry
D000894:Anti-Inflammatory Agents, Non-Steroidal; D010713:Phosphatidylcholines; D011355:Prodrugs; D054497:Phospholipases A2, Secretory