4.4 Article

Feroxosides A-B, two norlanostane tetraglycosides from tbe Caribbean sponge Ectyoplasia ferox

Journal

TETRAHEDRON
Volume 57, Issue 18, Pages 4049-4055

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4020(01)00287-3

Keywords

marine metabolites; terpene glycosides; NMR spectroscopy; stereochemistry

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Feroxosides A and B, have been isolated from the polar extract of the Caribbean sponge Ectyoplasia ferox. Their structures have been determined to be unusual C-4 nor-lanostane triterpenes glycosylated with a rhamnose containing tetrasaccharide chain, by interpretation of spectral data and chemical degradation. Absolute stereochemistry at C-23 has been determined by application of the modified Mosher method for secondary alcohols. Feroxosides A-B are moderately cytotoxic (IC50 19 mug/mL) against murine monocyte-macrophage cell line. (C) 2001 Elsevier Science Ltd. All rights reserved.

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