SYNTHESIS OF C(10)-HALOGENATED PROSTAGLANDINS

The synthesis of halogenated prostaglandins at position C(10), startin g from prostaglandin A(2), has been accomplished, as well as an effici ent regioselective hydroxylation of the upper chain of the prostanoid structure. Evaluation of the inhibitory effects on the proliferation o f the K-562 cell line in vitro is presented. When the prostaglandin wa s modified in the upper chain, the antimitotic activity for bromo deri vatives 4b, c and iodo derivative 5b had shown substantial improvement s in their activities according to their ID50 values (28, 25, and 22 m u g/mL, respectively). Attention is called to the significance of chlo ro derivative 3a in terms of its high potency, determined by its ID50 value (0.06 mu g/mL).