Abstract
Araiosamines are among the most complex indole alkaloids isolated from marine environments to date [1]. Indeed, the fascinating structures of several araiosamines were disclosed in 2011 (see the structure of araiosamine C) from a marine sponge (Clathria araiosa) [2]. Their structures reveal an original assembly of tryptophane-derived reactive building blocks and guanidine. Based on biosynthetic considerations, several cascades of reactions are studied involving simple indole-acetaldehydes and guanidine itself in order to better understand how such molecular architectures can arise in Nature [3]. Metabolomic tools appear appropriate for such approaches. Assemblies of the starting units give rise to interesting guanidine heterocycles.
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