ORGN 160

Novel analogs of tamiflu

Ahamindra Jain, ahamindra@chemistry.harvard.edu, Christopher N. Lewis, cnlewis@fas.harvard.edu, Jeffrey C. Holder, jholder@fas.harvard.edu, Yuan Liu, yuanliu@fas.harvard.edu, and Kenton J. Hetrick, hetrick@post.harvard.edu. Chemistry and Chemical Biology, Harvard University, 12 Oxford Street, Cambridge, MA 02138

We have prepared analogs of Tamiflu via a route devised by Corey and co-workers, towards the goal of enhancing binding to viral neuraminidase. Tamiflu interacts with the active site via a range of interactions, but the isopentyl ether does not take advantage of the polar components of an arginine and glutamate residue nearby. We hope that our compounds will interact via hydrogen bonds, dipolar and/or quadrupolar interactions with these residues, thereby enhancing binding.

Total Synthesis, Materials, Devices and Switches, Molecular Recognition and Self-Assembly, Biologically-Related Molecules and Processes
8:00 PM-10:00 PM, Sunday, August 19, 2007 BCEC -- Exhibit Hall - B2, Poster

Division of Organic Chemistry

The 234th ACS National Meeting, Boston, MA, August 19-23, 2007