Conformational analysis and absolute stereochemistry of ‘spongian’-related metabolites

descriptionPublicationkeyboard_double_arrow_right Article 01 Jan 2004 Chile, Spain English Publisher:Elsevier BVJournal:Tetrahedron, volume 60, pages 1,073-1,078 (issn: 0040-4020,

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Authors: Díaz Marrero, Ana; Dorta, Enrique; Cueto, Mercedes; San Martín Barrientos, Aurelio; Darias, José;

doi: 10.1016/j.tet.2003.11.077

handle: 10261/13267

Conformational analysis and absolute stereochemistry of ‘spongian’-related metabolites

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Abstract

New degraded and rearranged diterpenoids, 5–8, have been isolated from the Antarctic sponge Dendrilla membranosa. The structure and relative stereochemistry of these compounds were determined by spectroscopic data. The absolute stereochemistry of 5 was determined by spectroscopic data using a chiral reagent. Conformational studies allowed us to assign also the absolute stereochemistry of 6–8, as well as those previously isolated spongian-derived metabolites with known relative stereochemistries.

This work was supported by Ministerio de Ciencia y Tecnología (MCYT, projects: REN2002-10485-E/ANT and PPQ2002-02494), Instituto Antártico Chileno (INACH), and DGUI (Gobierno de Canarias: PI2002/044). A.R.D.-M. acknowledges an I3P grant from the CSIC and E.D. acknowledges a fellowship (FPI) from the CICYT.

6 pages, 1 figure, 2 tables, 1 scheme.-- Available online Dec 30, 2003.

Countries

Chile, Spain

Related Organizations

Spanish National Research Council
Spain
University of Chile
Chile

Keywords

Stereochemistries, Sponges, Dendroceratida, Diterpenes

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