ORGN 655 |
| The Didemnaketal A and B (1a,b) inhibit HIV protease with IC50s of 2 mM and 10 mM, respectively, and are early examples of HIV protease inhibitors that lack nitrogen (see, Fan, X., et al, J. Am. Chem. Soc. 1998, 120, 8893). In the course of determining the key portion of these compounds that inhibits the protease, we synthesized a series of spiroketal structures 2 and 3. Two series of compounds with C11 to C21 and C8 to C21 subunit were included as synthetic targets. The HIV-1 protease assay indicated that these spiroketal analogs do not inhibit HIV protease. Synthetic efforts toward the spiroketal analogs 2-3 will be presented.
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Asymmetric Reactions, Combinatorial Chemistry, Molecular Recognition and Self-Assembly, Proteins, Peptides, Amino Acids and Enzyme Inhibitors
8:00 PM-10:00 PM, Wednesday, March 28, 2007 Hyatt Regency Chicago -- Riverside Center, Poster
Division of Organic Chemistry |