Synthesis of apio analogues of neplanocin A as potential inhibitors of S-adenosylhomocysteine hydrolase.
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.
D000241:Adenosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000494:pharmacology*; D043383:Adenosylhomocysteinase; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology*; D006867:Hydrolases / Q000037:antagonists & inhibitors*
D004791:Enzyme Inhibitors; C031096:neplanocin A; D006867:Hydrolases; D043383:Adenosylhomocysteinase; D000241:Adenosine