Polycyclic guanidine-containing compounds from the Mediterranean sponge Crambe crambe: the structure of 13,14,15-isocrambescidin 800 and the absolute stereochemistry of the pentacyclic guanidine moieties of the crambescidins

The Journal of Organic Chemistry
1993.0

Abstract

The absolute stereochemistry of the pentacyclic guanidine moieties of crambescidin 816 (1) and of 13,14,15-isocrambescidin 800 (4), a new member of this family, was determined, based on chiral GC analysis of a derivative of 2-hydroxybutanoic acid, an ozonolysis product of the crambescidins. Significantly less antiviral activity and cytotoxicity were observed for 4.

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