A Stereoselective Synthesis of the Bromopyrrole Natural Product (-)-Agelastatin A

摘要

Agelastatin A and its congeners are a structurally intriguing class of bromopyrrole-based natural products, comprised of a densely functionalized cyclopentane core adorned with four contiguous nitrogen groups (Scheme 1). Agelastatin A and B were first isolated in 1993 from a Coral Sea marine sponge, Agelas dendromorpha. Subsequently, agelastatin C and D were identified in extracts from the sponge Cymbastela sp found in Australian waters. The unique structural features of these compounds, together with their powerful cytotoxic activities against certain human cancer cell lines, have motivated efforts aimed at their de novo synthesis.