Temnosides A and B, Two New Glycosphingolipids from the Sea UrchinTemnopleurus toreumaticusof the Indian Coast

Journal of Natural Products
1997.0

Abstract

Because of increasing interest in sphingolipids due to their promising biological activities, we started a systematic study of the sphingolipid composition of marine flora and fauna collected from the Indian coast. During the course of these investigations, two new glycosphingolipids, temnosides A (1) and B (2), have been isolated from the antivirally active MeOH extract of the sea urchin Temnopleurus toreumaticus. The proposed structures 1-O-(β-D-glucopyranosyl)-D-(+)-(2S,3R)-2-[(2′(R)-hydroxytricosanoyl]amido]-1,3-eicosanediol (1) and 1-O-(β-D-glucopyranosyl)-D-(+)-(2S,3R)-2-(docosanoylamido)-1,3-eicosanediol (2) were established by FABMS, 2D NMR, and chemical degradation studies. To the best of our knowledge, cerebrosides containing 2-amino-1,3-eicosanediol as the long-chain base (LCB), an analogue of dihydrosphingosine, have not previously been reported from natural sources.

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