Antifeedant activity of fatty acid esters and phytosterols from echium wildpretii
Crude extracts and fractions from Echium wildpretii H. Pearson ex Hook. f. subsp. wildpretii (Boraginaceae) have been tested against insect species Spodoptera littoralis, Leptinotarsa decemlineata, and the aphids Myzus persicae, Diuraphis noxia, Metopolophium dirhodum, Rhopalosiphum maidis, and Rhopalosiphum padi. The EtOH extract and the lipid and steroidal fractions of E. wildpretii exhibited significant antifeedant activities against the aphids and L. decemlineata. Two bioactive mixtures composed of fatty acid esters and n-alkanes were obtained from the lipid fraction. The bioguided fractionation of the steroidal fraction resulted in the isolation of glutinol, β-sitosterol, (3β,7α)-stigmast-5-ene-3,7-diol, and (3β,7α)-7- methoxystigmast-5-en-3-ol. The latter two compounds exhibited potent antifeedant activities against L. decemlineata indicating that the presence of an O-bearing C(7) was responsible for the activities of these molecules.
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Format: | artículo biblioteca |
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John Wiley & Sons
2012-03-01
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Subjects: | Echium wildpretii, Antifeedant activity, β‐Sitosterol, 5α‐Stigmastanol acetate, 6‐oxo‐, Structure activity relationship (SAR), (3β,7α)‐Stigmast‐5‐ene‐3,7‐diol, (3β,7α)‐Stigmast‐5‐en‐3‐ol, 7‐methoxy‐, |
Online Access: | http://hdl.handle.net/10261/205152 |
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dig-ipna-es-10261-2051522020-12-09T16:23:02Z Antifeedant activity of fatty acid esters and phytosterols from echium wildpretii Santana, Omar Reina, Matías Fraga, Braulio M. Sanz, Jesús González-Coloma, Azucena Echium wildpretii Antifeedant activity β‐Sitosterol 5α‐Stigmastanol acetate, 6‐oxo‐ Structure activity relationship (SAR) (3β,7α)‐Stigmast‐5‐ene‐3,7‐diol (3β,7α)‐Stigmast‐5‐en‐3‐ol, 7‐methoxy‐ Crude extracts and fractions from Echium wildpretii H. Pearson ex Hook. f. subsp. wildpretii (Boraginaceae) have been tested against insect species Spodoptera littoralis, Leptinotarsa decemlineata, and the aphids Myzus persicae, Diuraphis noxia, Metopolophium dirhodum, Rhopalosiphum maidis, and Rhopalosiphum padi. The EtOH extract and the lipid and steroidal fractions of E. wildpretii exhibited significant antifeedant activities against the aphids and L. decemlineata. Two bioactive mixtures composed of fatty acid esters and n-alkanes were obtained from the lipid fraction. The bioguided fractionation of the steroidal fraction resulted in the isolation of glutinol, β-sitosterol, (3β,7α)-stigmast-5-ene-3,7-diol, and (3β,7α)-7- methoxystigmast-5-en-3-ol. The latter two compounds exhibited potent antifeedant activities against L. decemlineata indicating that the presence of an O-bearing C(7) was responsible for the activities of these molecules. 2020-03-25T13:08:07Z 2020-03-25T13:08:07Z 2012-03-01 2020-03-25T13:08:07Z artículo http://purl.org/coar/resource_type/c_6501 doi: 10.1002/cbdv.201100083 issn: 1612-1872 e-issn: 1612-1880 Chemistry and Biodiversity 9(3): 567-576 (2012) http://hdl.handle.net/10261/205152 10.1002/cbdv.201100083 Postprint http://dx.doi.org/10.1002/cbdv.201100083 Sí none John Wiley & Sons |
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Echium wildpretii Antifeedant activity β‐Sitosterol 5α‐Stigmastanol acetate, 6‐oxo‐ Structure activity relationship (SAR) (3β,7α)‐Stigmast‐5‐ene‐3,7‐diol (3β,7α)‐Stigmast‐5‐en‐3‐ol, 7‐methoxy‐ Echium wildpretii Antifeedant activity β‐Sitosterol 5α‐Stigmastanol acetate, 6‐oxo‐ Structure activity relationship (SAR) (3β,7α)‐Stigmast‐5‐ene‐3,7‐diol (3β,7α)‐Stigmast‐5‐en‐3‐ol, 7‐methoxy‐ |
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Echium wildpretii Antifeedant activity β‐Sitosterol 5α‐Stigmastanol acetate, 6‐oxo‐ Structure activity relationship (SAR) (3β,7α)‐Stigmast‐5‐ene‐3,7‐diol (3β,7α)‐Stigmast‐5‐en‐3‐ol, 7‐methoxy‐ Echium wildpretii Antifeedant activity β‐Sitosterol 5α‐Stigmastanol acetate, 6‐oxo‐ Structure activity relationship (SAR) (3β,7α)‐Stigmast‐5‐ene‐3,7‐diol (3β,7α)‐Stigmast‐5‐en‐3‐ol, 7‐methoxy‐ Santana, Omar Reina, Matías Fraga, Braulio M. Sanz, Jesús González-Coloma, Azucena Antifeedant activity of fatty acid esters and phytosterols from echium wildpretii |
description |
Crude extracts and fractions from Echium wildpretii H. Pearson ex Hook. f. subsp. wildpretii (Boraginaceae) have been tested against insect species Spodoptera littoralis, Leptinotarsa decemlineata, and the aphids Myzus persicae, Diuraphis noxia, Metopolophium dirhodum, Rhopalosiphum maidis, and Rhopalosiphum padi. The EtOH extract and the lipid and steroidal fractions of E. wildpretii exhibited significant antifeedant activities against the aphids and L. decemlineata. Two bioactive mixtures composed of fatty acid esters and n-alkanes were obtained from the lipid fraction. The bioguided fractionation of the steroidal fraction resulted in the isolation of glutinol, β-sitosterol, (3β,7α)-stigmast-5-ene-3,7-diol, and (3β,7α)-7- methoxystigmast-5-en-3-ol. The latter two compounds exhibited potent antifeedant activities against L. decemlineata indicating that the presence of an O-bearing C(7) was responsible for the activities of these molecules. |
format |
artículo |
topic_facet |
Echium wildpretii Antifeedant activity β‐Sitosterol 5α‐Stigmastanol acetate, 6‐oxo‐ Structure activity relationship (SAR) (3β,7α)‐Stigmast‐5‐ene‐3,7‐diol (3β,7α)‐Stigmast‐5‐en‐3‐ol, 7‐methoxy‐ |
author |
Santana, Omar Reina, Matías Fraga, Braulio M. Sanz, Jesús González-Coloma, Azucena |
author_facet |
Santana, Omar Reina, Matías Fraga, Braulio M. Sanz, Jesús González-Coloma, Azucena |
author_sort |
Santana, Omar |
title |
Antifeedant activity of fatty acid esters and phytosterols from echium wildpretii |
title_short |
Antifeedant activity of fatty acid esters and phytosterols from echium wildpretii |
title_full |
Antifeedant activity of fatty acid esters and phytosterols from echium wildpretii |
title_fullStr |
Antifeedant activity of fatty acid esters and phytosterols from echium wildpretii |
title_full_unstemmed |
Antifeedant activity of fatty acid esters and phytosterols from echium wildpretii |
title_sort |
antifeedant activity of fatty acid esters and phytosterols from echium wildpretii |
publisher |
John Wiley & Sons |
publishDate |
2012-03-01 |
url |
http://hdl.handle.net/10261/205152 |
work_keys_str_mv |
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