Elsevier

Tetrahedron

Volume 48, Issue 3, 1992, Pages 491-498
Tetrahedron

Structure chacterization by two-dimensional NMR spectroscopy, of two marine triterpene oligoglycosides from a pacific sponge of the genusErylus

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Abstract

The isolation and characterization of two novel triterpene glycosides from a sponge of the genus Erylus, collected at a depth of 500 m in the South of New Caledonia, are described. The structures are characterized by the presence of a branched oligosaccharide chain, composed of three (1) and four (2) D-galactopyranose units, respectively. Analysis of the oligosaccaride structures was achieved by {1H,1H} correlation spectroscopy, two-dimensional homonuclear Hartmann-Hahn, and 1H-detected {1H,13C} one bond (HMQC) and multiple-bond (HMBC) shift correlation NMR experiments. The novel lanostane derived aglycone features a rare 14-carboxyl group and a 24-methylene, 25-methyl side chain.

The structures of eryloside C (1) and D (2) are characterized by; [1H, 1H]-COSY, 2D-homonuclear Hartmann-Hahn (HOHAHA) and 1H-detected]1H, 13C] one bond (HMQC) and multiple bond (HMBC) shift correlation NMR experiments.

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