1608124-48-6Relevant articles and documents
Stellatolides, a new cyclodepsipeptide family from the sponge ecionemia acervus: Isolation, solid-phase total synthesis, and full structural assignment of stellatolide a
Martin, Maria Jesus,Rodriguez-Acebes, Raquel,Garcia-Ramos, Yésica,Martinez, Valentin,Murcia, Carmen,Digon, Isabel,Marco, Isabel,Pelay-Gimeno, Marta,Fernández, Rogelio,Reyes, Fernando,Francesch, Andrés M.,Munt, Simon,Tulla-Puche, Judit,Albericio, Fernando,Cuevas, Carmen
supporting information, p. 6754 - 6762 (2014/05/20)
The marine environment is a rich source of metabolites with potential therapeutic properties and applications for humans. Here we describe the first isolation, solid-phase total synthesis, and full structural assignment of a new class of cyclodepsipeptides from the Madagascan sponge Ecionemia acervus that shows in vitro cytotoxic activities at submicromolar concentrations. Seven structures belonging to a new family of compounds, given the general name stellatolides, were characterized. The sequence and stereochemistry of all the amino acids in these molecules were established by a combination of spectroscopic analysis, chemical degradation, and derivatization studies. Furthermore, the complete structure of stellatolide A was confirmed by an efficient solid-phase method for the first total synthesis and the full structural assignment of this molecule, including the asymmetric synthesis of the unique B-hydroxy acid moiety (Z)-3-hydroxy-6,8-dimethylnon-4-enoic acid.
