Synthesis of apio analogues of neplanocin A as potential inhibitors of S-adenosylhomocysteine hydrolase.

Abstract

Stereoselective synthesis of apio-neplanocin A and its related purine nucleosides which combined the properties of neplanocin A and apio nucleoside was achieved, starting from D-ribose via regioselective hydroxymethylation and ring-closing metathesis (RCM) as key steps. However, all synthesized compounds did not show significant inhibitory activity against S-adenosylhomocysteine hydrolase, unlike neplanocin A.