Additional bioactive guanidine alkaloids from the Mediterranean sponge Crambe crambe

Abstract

The full chemical reinvestigation of the Mediterranean marine sponge Crambe crambe led to the isolation and structural characterization of 11 crambescin derivatives, including 8 new compounds, together with the known crambescidin 816. HRMS/MS studies allowed the complete assignment of the alkyl chain lengths of these guanidine alkaloids while the absolute configurations of all compounds were inferred from the comparison between experimental and theoretical circular dichroism spectra. Crambescidin 816 was proven to be more cytotoxic against neuronal cell lines than crambescin C1.