Cis-Eudesmane Nitrogenous Metabolites from the Marine Sponges Axinella cannabina and Acanthella acuta

Journal of Natural Products
1987.0

Abstract

From the sponge Axinella cannabina a new isocyanide-isothiocyanate-formamide triad [1-3], based on the cis-eudesmane skeleton, has been isolated. Two of the new metabolites [1 and 2] have also been isolated from Acanthella acuta, a sponge belonging to the same order (Axinellida) of Ax. cannabina. Their structures have been established on the basis of spectral data, including 2D-nmr and chemical reactions. Our continuing study (1) of the minor constituents of the sponge Axinella cannabina Esper has now led to the isolation and characterization of a new isocyanide-isothiocyanate-formamide series [1-3], which is the subject of this paper. Two of the new metabolites [1 and 2] have also been isolated from Acanthella acuta Schmitt, a sponge belonging to the same family (Axinellidae). Considering that another isocyanide, acanthellin-1 [4], was isolated from both the sponges Ax. cannabina (2) and Ac. acuta (3), the results presented here suggest that these nitrogenous sesquiterpenes could be of chemotaxonomical interest.

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