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echinacea_pallida_nutt._nutt [2015/11/04 12:14] andreas |
echinacea_pallida_nutt._nutt [2015/11/04 12:19] andreas |
"Bioassay-guided fractionation of n-hexane extracts of Echinacea pallida (Asteraceae) roots led to the isolation and structure elucidation of two polyacetylenes (1, 3) and three polyenes (2, 4, 5). Two are known hydroxylated compounds, namely 8-hydroxy-pentadeca-(9E)-ene-11,13-diyn-2-one (1) and 8-hydroxy-pentadeca-(9E,13Z)-dien-11-yn-2-one (2). Two dicarbonylic constituents, namely pentadeca-(9E)-ene-11,13-diyne-2,8-dione (3) and pentadeca-(9E,13Z)-dien-11-yne-2,8-dione (4), were isolated and characterized for the first time. Furthermore, the structure elucidation of pentadeca-(8Z,13Z)-dien-11-yn-2-one (5) is described." \\ | "Bioassay-guided fractionation of n-hexane extracts of Echinacea pallida (Asteraceae) roots led to the isolation and structure elucidation of two polyacetylenes (1, 3) and three polyenes (2, 4, 5). Two are known hydroxylated compounds, namely 8-hydroxy-pentadeca-(9E)-ene-11,13-diyn-2-one (1) and 8-hydroxy-pentadeca-(9E,13Z)-dien-11-yn-2-one (2). Two dicarbonylic constituents, namely pentadeca-(9E)-ene-11,13-diyne-2,8-dione (3) and pentadeca-(9E,13Z)-dien-11-yne-2,8-dione (4), were isolated and characterized for the first time. Furthermore, the structure elucidation of pentadeca-(8Z,13Z)-dien-11-yn-2-one (5) is described." \\ |
[Isolation and structure elucidation of cytotoxic polyacetylenes and polyenes from Echinacea pallida., Pellati, F., Calò, S., Benvenuti, S., Adinolfi, B., Nieri, P., Melegari, M., Phytochemistry, 67(13), 2006, 1359-1364] | [Isolation and structure elucidation of cytotoxic polyacetylenes and polyenes from Echinacea pallida., Pellati, F., Calò, S., Benvenuti, S., Adinolfi, B., Nieri, P., Melegari, M., Phytochemistry, 67(13), 2006, 1359-1364] |
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| {{:pentadeca8z13zdien11yn2one.jpg| pentadeca-(8Z,13Z)-dien-11-yn-2-one }} pentadeca-(8Z,13Z)-dien-11-yn-2-one |
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Cytotoxic acetylenes are present in E. pallida lipophilic extracts but essentially absent in extracts from E.angustifolia and E.purpurea. Bioassay-guided fractionation of the n-hexane extract of E. pallida roots lead to the isolation of 8-hydroxy-pentadeca-(9E)-ene-11,13-diyn-2-one, pentadeca-(9E)-ene-11,13-diyne-2,8-dione, 8-hydroxy-pentadeca-(9E,13Z)-dien-11-yn-2-one, pentadeca-(9E,13Z)-dien-11-yne-2,8-dione and pentadeca-(8Z,13Z)-dien-11-yn-2-one. Apoptotic cell death was found to be involved in the cytotoxic effect of the most active compound, pentadeca-(8Z,13Z)-dien-11-yn-2-one. \\ | Cytotoxic acetylenes are present in E. pallida lipophilic extracts but essentially absent in extracts from E.angustifolia and E.purpurea. Bioassay-guided fractionation of the n-hexane extract of E. pallida roots lead to the isolation of 8-hydroxy-pentadeca-(9E)-ene-11,13-diyn-2-one, pentadeca-(9E)-ene-11,13-diyne-2,8-dione, 8-hydroxy-pentadeca-(9E,13Z)-dien-11-yn-2-one, pentadeca-(9E,13Z)-dien-11-yne-2,8-dione and pentadeca-(8Z,13Z)-dien-11-yn-2-one. Apoptotic cell death was found to be involved in the cytotoxic effect of the most active compound, pentadeca-(8Z,13Z)-dien-11-yn-2-one. \\ |