Previously, our group has demonstrated that a-methylene butyrolactone containing allene-ynes undergo facile and efficient cyclocarbonylation reactions to afford the [5-7-5] ring system of 6,12-guaianolides. These new compounds were tested for their ability to inhibit NF-?B, a protein that has been linked to both inflammation and cancer. Some analogs are as potent as the natural product Helenalin. The research presented herein is focused on late stage diversifications of the [5-7-5] ring system to access compounds with increased potency and selectivity toward NF-?B.

Allenic cyclocarbonylation approach to novel guaianolides and their potent NF-?B activity

245th National Meeting (2013)

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