Antifeedant and Cytotoxic Activity of Longipinane Derivatives
6 pages, figures, and tables statistics.
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| Format: | artículo biblioteca |
| Language: | English |
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Verlagsgruppe Handelsblatt
2010
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| Subjects: | Asteraceae, Stevia, Longipinane derivatives, Antifeedants, Cytotoxic, Vibrational circular dichroism, |
| Online Access: | http://hdl.handle.net/10261/27141 |
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dig-ica-es-10261-271412011-01-16T23:00:00Z Antifeedant and Cytotoxic Activity of Longipinane Derivatives Cerda-García Rojas, Carlos M. Burgueño-Tapia, Eleuterio Román-Marín, Luisa U. Hernández-Hernández, Juan D. Agulló-Ortuño, María Teresa González-Coloma, Azucena Joseph-Nathan, Pedro Asteraceae Stevia Longipinane derivatives Antifeedants Cytotoxic Vibrational circular dichroism 6 pages, figures, and tables statistics. The polyoxygenated longipinane derivatives 1–8 were tested as antifeedant compounds against the herbivorous insects Spodop- tera littoralis, Rhopalosiphum padi, and Myzus persicae. Compounds 1–3 and 8 exhibited significant antifeedant activity against S. littoralis and M. persicae. The antifeedant activity against S. littoralis increased moderately after the C-8 hydroxy group in 3 was removed to afford 1 and increased strongly after the remaining two hydroxy groups were acetylated to afford 2. Compound 1 was active on M. persicae. Compounds 1, 3, and 4, with an unsaturated six-membered ring, exhibited an increase in post-ingestive effects on S. littoralis ranging from antifeedant in the case of 1 to toxic for compounds 3 and 4. These compounds did not have any phytotoxic effect on Lactuca sativa.When tested on a panel of tumoral cells, compounds 2 and 6 exhibited moderate selective cytotoxic effects on the p53 null lung carcinoma cells H1299, which were not affected by the drug paclitaxel. In addition, vibrational circular dichroism (VCD) was applied to the representative longipinene derivative 2 to verify its absolute configuration, and the sensitivity of the VCD methodology was evaluated by comparing spectra of the three diastereoisomers (4R,5S,7R,9R,10R,11R)-7,9-diacetyloxylongipin-2-en-1-one (2), (4R,5S,7S,9R,10R,11R)-7,9-diacetyloxylongipin-2-en-1-one, and (4R,5S,7R,9S,10R,11R)-7,9-diacetyloxylongipin-2-en-1-one. Peer reviewed 2010-08-17T10:41:46Z 2010-08-17T10:41:46Z 2010 artículo http://purl.org/coar/resource_type/c_6501 Planta medica 76:297-302 (2010) 0032-0943 http://hdl.handle.net/10261/27141 en none 22195 bytes application/pdf Verlagsgruppe Handelsblatt |
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España |
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ES |
| component |
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dig-ica-es |
| tag |
biblioteca |
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Europa del Sur |
| libraryname |
Biblioteca del ICA España |
| language |
English |
| topic |
Asteraceae Stevia Longipinane derivatives Antifeedants Cytotoxic Vibrational circular dichroism Asteraceae Stevia Longipinane derivatives Antifeedants Cytotoxic Vibrational circular dichroism |
| spellingShingle |
Asteraceae Stevia Longipinane derivatives Antifeedants Cytotoxic Vibrational circular dichroism Asteraceae Stevia Longipinane derivatives Antifeedants Cytotoxic Vibrational circular dichroism Cerda-García Rojas, Carlos M. Burgueño-Tapia, Eleuterio Román-Marín, Luisa U. Hernández-Hernández, Juan D. Agulló-Ortuño, María Teresa González-Coloma, Azucena Joseph-Nathan, Pedro Antifeedant and Cytotoxic Activity of Longipinane Derivatives |
| description |
6 pages, figures, and tables statistics. |
| format |
artículo |
| topic_facet |
Asteraceae Stevia Longipinane derivatives Antifeedants Cytotoxic Vibrational circular dichroism |
| author |
Cerda-García Rojas, Carlos M. Burgueño-Tapia, Eleuterio Román-Marín, Luisa U. Hernández-Hernández, Juan D. Agulló-Ortuño, María Teresa González-Coloma, Azucena Joseph-Nathan, Pedro |
| author_facet |
Cerda-García Rojas, Carlos M. Burgueño-Tapia, Eleuterio Román-Marín, Luisa U. Hernández-Hernández, Juan D. Agulló-Ortuño, María Teresa González-Coloma, Azucena Joseph-Nathan, Pedro |
| author_sort |
Cerda-García Rojas, Carlos M. |
| title |
Antifeedant and Cytotoxic Activity of Longipinane Derivatives |
| title_short |
Antifeedant and Cytotoxic Activity of Longipinane Derivatives |
| title_full |
Antifeedant and Cytotoxic Activity of Longipinane Derivatives |
| title_fullStr |
Antifeedant and Cytotoxic Activity of Longipinane Derivatives |
| title_full_unstemmed |
Antifeedant and Cytotoxic Activity of Longipinane Derivatives |
| title_sort |
antifeedant and cytotoxic activity of longipinane derivatives |
| publisher |
Verlagsgruppe Handelsblatt |
| publishDate |
2010 |
| url |
http://hdl.handle.net/10261/27141 |
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1777663582722326528 |