Carbocyclic Analogues of Inosine-5’-Monophosphate: Synthesis and Biological Activity

Abstract

9-(4-Phosphonomethoxy-2-cyclopenten-1-yl)hypoxanthine and 9-(4-phosphonomethoxy-2,3-dihydroxycyclopenten-1-yl)hypoxanthine were synthesized as isosteric carbocyclic analogues of inosine-5-monophosphate. The synthesized compounds were shown to be capable of inhibiting the activity of human type II inosine-5-monophosphate dehydrogenase (IMPDH II) (IC50 = 500 M) and to have no significant effects on the growth of Mycobacterium tuberculosis.