4.4 Article

Antiplasmodial cembradiene diterpenoids from a Southwestern Caribbean gorgonian octocoral of the genus Eunicea

Journal

TETRAHEDRON
Volume 60, Issue 51, Pages 11813-11819

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2004.09.108

Keywords

diterpene; Eunicea sp.; single-crystal X-ray analysis; cytotoxicity; antimalarial; Caribbean gorgonian octocoral

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Five new representatives of the cembrane class of marine natural products have been isolated as minor metabolites from an undescribed species of Eunicea, a sea whip collected near the Colombian Southwestern Caribbean Sea. The structure of the crystalline metabolite 1 was solved by single-crystal X-ray diffraction analysis. Structures could then be proposed for cembradienes 2-5 by comprehensive spectral analyses involving 2D NMR, IR, UV, and high-resolution mass spectrometry, as well as chemical interconversion studies. Compound 1 exhibited weak cytotoxicity in the NCI 3-cell line panel human cancer screening program, whereas compounds 1, 2 and 4 displayed significant antiplasmodial activity against Plasmodium falciparum. (C) 2004 Elsevier Ltd. All rights reserved.

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