The synoxazolidinones are recently discovered antimicrobial natural products isolated from the sub-Arctic ascidian Synoicum pulmonaria collected off the coast of Norway. They contain an unusual 4-oxazolidinone core only found in nature once before. We have developed a synthetic route that not only provides access to the synoxazolidinones, but also allows generation of libraries of modified analogs. Going forward, various functional group replacements around the 4-oxazolidinone backbone may result in an enhanced biological activity/selectivity spectrum leading to the understanding of the mechanism of action and future development as chemical probes.

Novel approaches to 4-oxazolidinones: Total synthesis of the synoxazolidinone family of antimicrobial natural products

248th National Meeting (2014)

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