title: Synthesis and biochemical evaluation of guanidino-alkyl-ribitol derivatives as nucleoside hydrolase inhibitors.
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.
authors.affiliation: Department of Medicinal Chemistry, University of Antwerp, Universiteitsplein 1, B-2610 Antwerp, Belgium.
authors.forename: A
authors.initials: A
authors.lastname: Goeminne
authors.forename: M
authors.initials: M
authors.lastname: McNaughton
authors.forename: G
authors.initials: G
authors.lastname: Bal
authors.forename: G
authors.initials: G
authors.lastname: Surpateanu
authors.forename: P
authors.initials: P
authors.lastname: Van Der Veken
authors.forename: S
authors.initials: S
authors.lastname: De Prol
authors.forename: W
authors.initials: W
authors.lastname: Versées
authors.forename: J
authors.initials: J
authors.lastname: Steyaert
authors.forename: A
authors.initials: A
authors.lastname: Haemers
authors.forename: K
authors.initials: K
authors.lastname: Augustyns
mesh_terms: D000818:Animals; D004353:Drug Evaluation, Preclinical; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D009699:N-Glycosyl Hydrolases / Q000037:antagonists & inhibitors* / Q000737:chemistry; D021241:Spectrometry, Mass, Electrospray Ionization; D016689:Trypanosoma vivax / Q000201:enzymology
chemical_list: D004791:Enzyme Inhibitors; D009699:N-Glycosyl Hydrolases