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

Autor: Tai Nguyen Van, Audrey Hospital, Corinne Lionne, Lars P. Jordheim, Charles Dumontet, Christian Périgaud, Laurent Chaloin, Suzanne Peyrottes
Jazyk: angličtina
Rok vydání: 2016
Předmět:
Zdroj: Beilstein Journal of Organic Chemistry, Vol 12, Iss 1, Pp 1476-1486 (2016)
Druh dokumentu: article
ISSN: 1860-5397
DOI: 10.3762/bjoc.12.144
Popis: A series of seventeen β-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.
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