Pyrrole imidazole alkaloids have gained attention because of their complex architecture and their characteristic antimicrobial, antiviral activity and actomycin ATPase activation properties. Ageliferin is a dimeric member of this family of alkaloids isolated from the marine sponge, Agelas conifera. Our lab has developed a successful synthetic method via the intramolecular Diels-Alder reaction to construct this polysubstituted tetrahydrobenzimidazole framework. Present studies are continuing by synthesis of the dimeric system from 4-phenylurazole and a vinyl imidazole derivative followed by the Diels-Alder reaction. This poster will describe these efforts as well as studies focused on the elaboration of these cycloadducts.

Synthetic studies toward the total synthesis of ageliferin

247th National Meeting (2014)

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