Improved synthesis of the epoxy isoprostane phospholipid PEIPC and its reactivity with amines.

ABSTRACT: An improved synthesis of the naturally occurring hydroxy ketone 1-palmitoyl-2-(5,6)-epoxyisoprostane E 2- sn-glycero-3-phosphocholine (PEIPC) 1, a compound that plays a role in endothelial activation in atherosclerosis, has been carried out using a PMB ether as the key protecting group. Opening of an intermediate with pentylamine shows that the allylic epoxide is the position of attack by nucleophiles.

SUBMITTER: Jung ME 

PROVIDER: S-EPMC2712226 | biostudies-literature | 2008 Oct

REPOSITORIES: biostudies-literature