Exploring the Interactions
of Unsaturated Glucuronides
with Influenza Virus Sialidase
- Publication date
- Publisher
Abstract
A series of C3 <i>O</i>-functionalized 2-acetamido-2-deoxy-Δ<sup>4</sup>-β-d-glucuronides were synthesized to explore
noncharge interactions in subsite 2 of the influenza virus sialidase
active site. In complex with A/N8 sialidase, the parent compound (C3
OH) inverts its solution conformation to bind with all substituents
well positioned in the active site. The parent compound inhibits influenza
virus sialidase at a sub-μM level; the introduction of small
alkyl substituents or an acetyl group at C3 is also tolerated