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J Org Chem. 1998 Oct 02;63(20):7083-7091. doi: 10.1021/jo981385v.

Unusual Terpenes with Novel Carbon Skeletons from the West Indian Sea Whip Pseudopterogorgia elisabethae (Octocorallia)(1).

The Journal of organic chemistry

Abimael D. Rodríguez, Eduvigis González, Songping D. Huang

Affiliations

  1. Department of Chemistry, University of Puerto Rico, P.O. Box 23346, Río Piedras, Puerto Rico 00931-3346.

PMID: 11672336 DOI: 10.1021/jo981385v

Abstract

From the hexane solubles of the West Indian gorgonian Pseudopterogorgia elisabethae collected near San Andrés Island, Colombia, were isolated a marine diterpenoid, two nor-diterpenoids, and a bisnor-diterpenoid, all of which possess most unusual carbocyclic skeletons. The structures and relative configurations of novel metabolites elisabethins A-C (1-3) and elisabanolide (4) were elucidated by interpretation of overall spectral data, which included 2D NMR correlation methods; IR, UV, and accurate mass measurements (HREIMS); chemical reactions; and X-ray diffraction analyses. One of these, elisabethin B (2), showed significant differential antitumor activity, and compounds 3 and 4 have weak in vitro antituberculosis activity.

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