Synthesis of a Functionalized Oxabicyclo[2.2.1]-Heptene-Based Chemical Library

Author(s): Sarah B. Luesse, Gregg Wells, Jeanne Miller, Erin Bolstad, Stephen C. Bergmeier, Mark C. McMills, Nigel D. Priestley, Dennis L. Wright

Journal Name: Combinatorial Chemistry & High Throughput Screening
Accelerated Technologies for Biotechnology, Bioassays, Medicinal Chemistry and Natural Products Research

Volume 15 , Issue 1 , 2012

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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.

Keywords: Acetal, Antibacterial, oxabicyclo[2.2.1]heptene, Natural products, drug discovery, complex compounds, biologically active molecules, column purification, Antifungal Assays, antibiotics, combinatorial libraries, receptor

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Article Details

Year: 2012
Page: [81 - 89]
Pages: 9
DOI: 10.2174/138620712798280835

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