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 capabl...

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Published inActanaturae Vol. 4; no. 4; pp. 73 - 77
Main Authors Matyugina, E S, Andreevskaya, S N, Smirnova, T G, Khandazhinskaya, A L
Format Journal Article
LanguageEnglish
Published Russia (Federation) A.I. Gordeyev 01.10.2012
Subjects
human IMPDH II,Mycobacterium tuberculosis
Carbocyclic nucleosides
competitive inhibition
inosine-5’-monophosphate
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Summary: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.
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ISSN:2075-8251
DOI:10.32607/20758251-2012-4-4-73-77