Isoprenoid compounds from Euphorbia portlandica. X-ray structure of lupeportlandol, a new lupane triterpene

Phytochemical survey of the Me2CO extracts of the whole dried plant Euphorbia portlandica led to the isolation of a new pentacyclic triterpene alcohol, with the lupane skeleton, named lupeportlandol. Its structure was established as 3alpha-hydroxy-19alphaH-lup-20(29)-ene. The known pentacyclic trite...

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Bibliographic Details
Main Author: Madureira,Ana M. (author)
Other Authors: Duarte,Maria Teresa (author), Piedade,Maria Fátima M. (author), Ascenso,José R. (author), Ferreira,Maria-José U. (author)
Format: article
Language:eng
Published: 2004
Subjects:
Online Access:http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532004000500021
Country:Brazil
Oai:oai:scielo:S0103-50532004000500021
Description
Summary:Phytochemical survey of the Me2CO extracts of the whole dried plant Euphorbia portlandica led to the isolation of a new pentacyclic triterpene alcohol, with the lupane skeleton, named lupeportlandol. Its structure was established as 3alpha-hydroxy-19alphaH-lup-20(29)-ene. The known pentacyclic triterpene glutinol and the steroid b-sitostenone were also isolated. The characterization of the new compound and its acetylated derivative was based on spectroscopic methods and an X-ray diffraction analysis. Lupeportlandol acetate was inactive in cytotoxicity assays in vitro against three human tumor cell lines: MCF-7 (breast cancer), NCI-H460 (non-small cell lung cancer) and SF-268 (CNS cancer).