Synthesis and biochemical evaluation of guanidino-alkyl-ribitol derivatives as nucleoside hydrolase inhibitors.

TitleSynthesis and biochemical evaluation of guanidino-alkyl-ribitol derivatives as nucleoside hydrolase inhibitors.
Publication TypeJournal Article
Year of Publication2008
AuthorsGoeminne, A., M. McNaughton, G. Bal, G. Surpateanu, P. Van der Veken, S. De Prol, W. Versées, J. Steyaert, A. Haemers, and K. Augustyns
JournalEur J Med Chem
Volume43
Issue2
Pagination315-26
Date Published2008 Feb
ISSN0223-5234
KeywordsAnimals, Drug Evaluation, Preclinical, Enzyme Inhibitors, Magnetic Resonance Spectroscopy, Models, Molecular, N-Glycosyl Hydrolases, Spectrometry, Mass, Electrospray Ionization, Trypanosoma vivax
Abstract

Nucleoside hydrolase (NH) is a key enzyme in the purine salvage pathway. The purine specificity of the IAG-NH from Trypanosoma vivax is at least in part due to cation-pi-stacking interactions. Guanidinium ions can be involved in cation-pi-stacking interactions, therefore a series of guanidino-alkyl-ribitol derivatives were synthesized in order to examine the binding affinity of these compounds towards the target enzyme. The compounds show moderate to good inhibiting activity towards the IAG-NH from T. vivax.

DOI10.1016/j.ejmech.2007.03.027
Alternate JournalEur J Med Chem
PubMed ID17582660