- Beta-hydroxyphosphonate ribonucleoside analogues derived from 4-substituted-1,2,3-triazoles as IMP/GMP mimics: synthesis and biological evaluation doi link

Auteur(s): Nguyen V. T., Hospital A., Lionne C., Jordheim L.P., Dumontet C., Perigaud C., Chaloin L., Peyrottes S.

(Article) Publié: Beilstein Journal Of Organic Chemistry, vol. 12 p.1476--1486 (2016)

Ref HAL: hal-01812668_v1
PMID 27559400
DOI: 10.3762/bjoc.12.144

A series of seventeen beta-hydroxyphosphonate ribonucleoside analogues containing 4-substituted-1,2,3-triazoles was synthesized and fully characterized. Such compounds were designed as potential inhibitors of the cytosolic 5'-nucleotidase II (cN-II), an enzyme involved in the regulation of purine nucleotide pools. NMR and molecular modelling studies showed that a few derivatives adopted similar structural features to IMP or GMP. Five derivatives were identified as modest inhibitors with 53 to 64% of cN-II inhibition at 1 mM