Carbocyclic analogues of inosine-5'-monophosphate: synthesis and biological activity.
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) (IC(50 )= 500 µM) and to have no significant effects on the growth ofMycobacterium tuberculosis.
Engelhardt Institute of Molecular Biology, Russian Academy of Sciences, Vavilova Str., 32, Moscow, Russia, 119991.
E S
ES
Matyugina
S N
SN
Andreevskaya
T G
TG
Smirnova
A L
AL
Khandazhinskaya
Carbocyclic nucleosides; competitive inhibition; human IMPDH II,Mycobacterium tuberculosis; inosine-5’-monophosphate