Mandelalide A and madeirolide A are two recently isolated macrolides that possess significant similarities in chemical structure. Interestingly, these compounds exhibit significant divergence in biological activity with mandelalide A showing potent cytotoxic agent and maderiolide A showing notable fungistatic and fungicidal activity. We are interested in exploring the intersection of the chemical space between these two compounds to better understand the controlling elements in biological function. Herein, we will report our progress towards the synthesis of mandelalide / madeirolide hybrid structures using our Ag-catalyzed cyclization (AgCC) to construct THF ring in the northern fragment and THP rings in the southern fragment.

Synthetic efforts towards mandelalide/madeirolide A hybrid structures

253rd National Meeting (2017)

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.