Abstract
The 7-oxabicyclo[2.2.1]heptene ring system is a common structural motif in many pharmacologically interesting molecules. We recognized the potential to employ this highly oxygenated and conformationally-restricted scaffold in diversity-oriented synthesis to generate a library of non-chiral but topologically complex compounds. Herein, we report the synthesis and biological evaluation of two 96-member tricyclic libraries containing the oxabicyclo[2.2.1]heptene framework using acetal formation as the key step.
Publication types
-
Research Support, N.I.H., Extramural
-
Research Support, Non-U.S. Gov't
MeSH terms
-
Anti-Bacterial Agents / chemical synthesis
-
Anti-Bacterial Agents / chemistry
-
Anti-Bacterial Agents / pharmacology*
-
Antifungal Agents / chemical synthesis
-
Antifungal Agents / chemistry
-
Antifungal Agents / pharmacology*
-
Bacillus subtilis / drug effects
-
Bridged Bicyclo Compounds / chemical synthesis
-
Bridged Bicyclo Compounds / chemistry
-
Bridged Bicyclo Compounds / pharmacology*
-
Candida glabrata / drug effects
-
Heptanes / chemical synthesis
-
Heptanes / chemistry
-
Heptanes / pharmacology*
-
Microbial Sensitivity Tests
-
Small Molecule Libraries / chemical synthesis
-
Small Molecule Libraries / chemistry
-
Small Molecule Libraries / pharmacology*
-
Staphylococcus aureus / drug effects
-
Structure-Activity Relationship
Substances
-
Anti-Bacterial Agents
-
Antifungal Agents
-
Bridged Bicyclo Compounds
-
Heptanes
-
Small Molecule Libraries