New Cerebrosides from a Marine Sponge Haliclona (Reniera) sp.

Abstract

A chemical investigation of the MeOH extract of a marine sponge Haliclona (Reniera) sp., collected off the coast of Ulleung Island, Korea, led to the isolation of thirteen new cerebrosides (1—3, 5—14), along with a known analogue (4). Their structures were elucidated on the basis of 1D and 2D NMR spectroscopy, MS spectrometry, and chemical method. The major new features of these glucocerebrosides are C₁₅ and C₁₉ acyl chains, long (C₂₄–C₂₈) acyl chains, or the S-configuration of the acyl chains. It is noteworthy that both R- and S-configurations of the acyl chains were observed in the same specimen.