13,14-dihydro-16,16-difluoro Prostaglandin E1

Prostaglandin E1 (PGE1) is produced by the metabolism of dihomo-γ-linolenic acid (DGLA) by the cyclooxygenase pathway. PGE1 inhibits platelet aggregation (IC50 = 40 nM) and increases vasodilation. 13,14-dihydro-16,16-difluoro PGE1 is an analog of PGE1. 13,14-dihydro PGE1 is a biologically active metabolite of PGE1, inhibiting platelet aggregation with comparable potency to the parent compound. The addition of two electron-withdrawing fluorine atoms, which should stabilize the molecule against hydrolytic cleavage, may be expected to delay degradation in vivo.