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 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).
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Sociedade Brasileira de Química
2004
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oai:scielo:S0103-505320040005000212004-11-10Isoprenoid compounds from Euphorbia portlandica. X-ray structure of lupeportlandol, a new lupane triterpeneMadureira,Ana M.Duarte,Maria TeresaPiedade,Maria Fátima M.Ascenso,José R.Ferreira,Maria-José U. Euphorbia portlandica triterpenes steroids lupane X-ray diffraction 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).info:eu-repo/semantics/openAccessSociedade Brasileira de QuímicaJournal of the Brazilian Chemical Society v.15 n.5 20042004-10-01info:eu-repo/semantics/articletext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532004000500021en10.1590/S0103-50532004000500021 |
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Madureira,Ana M. Duarte,Maria Teresa Piedade,Maria Fátima M. Ascenso,José R. Ferreira,Maria-José U. |
| spellingShingle |
Madureira,Ana M. Duarte,Maria Teresa Piedade,Maria Fátima M. Ascenso,José R. Ferreira,Maria-José U. Isoprenoid compounds from Euphorbia portlandica. X-ray structure of lupeportlandol, a new lupane triterpene |
| author_facet |
Madureira,Ana M. Duarte,Maria Teresa Piedade,Maria Fátima M. Ascenso,José R. Ferreira,Maria-José U. |
| author_sort |
Madureira,Ana M. |
| title |
Isoprenoid compounds from Euphorbia portlandica. X-ray structure of lupeportlandol, a new lupane triterpene |
| title_short |
Isoprenoid compounds from Euphorbia portlandica. X-ray structure of lupeportlandol, a new lupane triterpene |
| title_full |
Isoprenoid compounds from Euphorbia portlandica. X-ray structure of lupeportlandol, a new lupane triterpene |
| title_fullStr |
Isoprenoid compounds from Euphorbia portlandica. X-ray structure of lupeportlandol, a new lupane triterpene |
| title_full_unstemmed |
Isoprenoid compounds from Euphorbia portlandica. X-ray structure of lupeportlandol, a new lupane triterpene |
| title_sort |
isoprenoid compounds from euphorbia portlandica. x-ray structure of lupeportlandol, a new lupane triterpene |
| description |
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). |
| publisher |
Sociedade Brasileira de Química |
| publishDate |
2004 |
| url |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532004000500021 |
| work_keys_str_mv |
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