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Synthesis Of Bicyclic N‐Arylmethyl‐Substituted Iminoribitol Derivatives As Selective Nucleoside Hydrolase Inhibitors

M. Berg, G. Bal, A. Goeminne, Pieter Van der Veken, W. Versées, J. Steyaert, Achiel Haemers, K. Augustyns
Published 2009 · Chemistry, Medicine

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A series of bicyclic N‐arylmethyl‐substituted iminoribitols were synthesised and evaluated in vitro against T. vivax nucleoside hydrolase. The importance of the N–Asp40 interaction was confirmed and depends on an optimal pKa value, which can be influenced by substituents. The compounds were active inhibitors of nucleoside hydrolase (IAG‐NH) and are inactive against human purine nucleoside phosphorylase.
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