Synthesis of Sialyl LewisX Mimetics with E- and P-Selectin Binding Properties and Immunosuppressive Activity
Ryan D. Simard,
Mathieu Joyal,
Thomas Beaugrand
et al.
Abstract:E- and P-selectins are adhesion proteins implicated in
immune cell
recruitment at sites of infection, making them important drug targets
for diseases involving excessive and uncontrolled inflammation. In
this study, we developed an efficient strategy to synthesize bicyclic
galactopyranosides through a key stereoselective equatorial C4-propiolate
addition and TMSCN axial C-glycosidation. The nitrile group can then
be converted to the carboxyl and different bioisosteres at a late
stage in the synthesis, allowing… Show more
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.