Sesquiterpene Lactones from Artemisia absinthium. Biotransformation and Rearrangement of the Insect Antifeedant 3α-hydroxypelenolide
Three new compounds, the sesquiterpenes absilactone and hansonlactone and the acetophenone derivative ajenjol, have been isolated from a cultivated variety of Artemisia absinthium. In addition, the major lactone isolated, 3α-hydroxypelenolide, was biotransformed by the fungus Mucor plumbeus affording the corresponding 1β, 10α-epoxide. A cadinane derivative was formed by an acid rearrangement produced in the culture medium, but not by the enzymatic system of the fungus. Furthermore, 3α-hydroxypelenolide showed strong antifeedant effects against Leptinotarsa decemlineata and cytotoxic activity to Sf9 insect cells, while the biotransformed compounds showed antifeedant postingestive effects against Spodoptera littoralis
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Format: | artículo biblioteca |
Language: | English |
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Multidisciplinary Digital Publishing Institute
2021-04-28
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Subjects: | Artemisia absinthium, Asteraceae, Absilactone, Hansonlactone, Ajenjol, Mucor plumbeus, Biotransformations, 3α-hydroxypelenolide, Biological activities, |
Online Access: | http://hdl.handle.net/10261/240067 http://dx.doi.org/10.13039/501100000780 http://dx.doi.org/10.13039/501100004837 |
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dig-ica-es-10261-2400672021-12-27T15:53:12Z Sesquiterpene Lactones from Artemisia absinthium. Biotransformation and Rearrangement of the Insect Antifeedant 3α-hydroxypelenolide Fraga, Braulio M. Díaz, Carmen E. Bailén, María González-Coloma, Azucena European Commission Ministerio de Ciencia e Innovación (España) Artemisia absinthium Asteraceae Absilactone Hansonlactone Ajenjol Mucor plumbeus Biotransformations 3α-hydroxypelenolide Biological activities Three new compounds, the sesquiterpenes absilactone and hansonlactone and the acetophenone derivative ajenjol, have been isolated from a cultivated variety of Artemisia absinthium. In addition, the major lactone isolated, 3α-hydroxypelenolide, was biotransformed by the fungus Mucor plumbeus affording the corresponding 1β, 10α-epoxide. A cadinane derivative was formed by an acid rearrangement produced in the culture medium, but not by the enzymatic system of the fungus. Furthermore, 3α-hydroxypelenolide showed strong antifeedant effects against Leptinotarsa decemlineata and cytotoxic activity to Sf9 insect cells, while the biotransformed compounds showed antifeedant postingestive effects against Spodoptera littoralis This work has been supported by grants ERASMUS+ N◦2018-1-FR01-KA202-047892 Biocontrol E Training (BET) and PID2019-106222RB-C31, MCI, Spain Peer reviewed 2021-05-06T10:47:54Z 2021-05-06T10:47:54Z 2021-04-28 artículo http://purl.org/coar/resource_type/c_6501 Plants 10(5), 891: 1-14 (2021) http://hdl.handle.net/10261/240067 10.3390/plants10050891 2223-7747 http://dx.doi.org/10.13039/501100000780 http://dx.doi.org/10.13039/501100004837 33925212 en Publisher's version https://doi.org/10.3390/plants10050891 Sí open Multidisciplinary Digital Publishing Institute |
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Artemisia absinthium Asteraceae Absilactone Hansonlactone Ajenjol Mucor plumbeus Biotransformations 3α-hydroxypelenolide Biological activities Artemisia absinthium Asteraceae Absilactone Hansonlactone Ajenjol Mucor plumbeus Biotransformations 3α-hydroxypelenolide Biological activities |
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Artemisia absinthium Asteraceae Absilactone Hansonlactone Ajenjol Mucor plumbeus Biotransformations 3α-hydroxypelenolide Biological activities Artemisia absinthium Asteraceae Absilactone Hansonlactone Ajenjol Mucor plumbeus Biotransformations 3α-hydroxypelenolide Biological activities Fraga, Braulio M. Díaz, Carmen E. Bailén, María González-Coloma, Azucena Sesquiterpene Lactones from Artemisia absinthium. Biotransformation and Rearrangement of the Insect Antifeedant 3α-hydroxypelenolide |
description |
Three new compounds, the sesquiterpenes absilactone and hansonlactone and the acetophenone derivative ajenjol, have been isolated from a cultivated variety of Artemisia absinthium. In addition, the major lactone isolated, 3α-hydroxypelenolide, was biotransformed by the fungus Mucor plumbeus affording the corresponding 1β, 10α-epoxide. A cadinane derivative was formed by an acid rearrangement produced in the culture medium, but not by the enzymatic system of the fungus. Furthermore, 3α-hydroxypelenolide showed strong antifeedant effects against Leptinotarsa decemlineata and cytotoxic activity to Sf9 insect cells, while the biotransformed compounds showed antifeedant postingestive effects against Spodoptera littoralis |
author2 |
European Commission |
author_facet |
European Commission Fraga, Braulio M. Díaz, Carmen E. Bailén, María González-Coloma, Azucena |
format |
artículo |
topic_facet |
Artemisia absinthium Asteraceae Absilactone Hansonlactone Ajenjol Mucor plumbeus Biotransformations 3α-hydroxypelenolide Biological activities |
author |
Fraga, Braulio M. Díaz, Carmen E. Bailén, María González-Coloma, Azucena |
author_sort |
Fraga, Braulio M. |
title |
Sesquiterpene Lactones from Artemisia absinthium. Biotransformation and Rearrangement of the Insect Antifeedant 3α-hydroxypelenolide |
title_short |
Sesquiterpene Lactones from Artemisia absinthium. Biotransformation and Rearrangement of the Insect Antifeedant 3α-hydroxypelenolide |
title_full |
Sesquiterpene Lactones from Artemisia absinthium. Biotransformation and Rearrangement of the Insect Antifeedant 3α-hydroxypelenolide |
title_fullStr |
Sesquiterpene Lactones from Artemisia absinthium. Biotransformation and Rearrangement of the Insect Antifeedant 3α-hydroxypelenolide |
title_full_unstemmed |
Sesquiterpene Lactones from Artemisia absinthium. Biotransformation and Rearrangement of the Insect Antifeedant 3α-hydroxypelenolide |
title_sort |
sesquiterpene lactones from artemisia absinthium. biotransformation and rearrangement of the insect antifeedant 3α-hydroxypelenolide |
publisher |
Multidisciplinary Digital Publishing Institute |
publishDate |
2021-04-28 |
url |
http://hdl.handle.net/10261/240067 http://dx.doi.org/10.13039/501100000780 http://dx.doi.org/10.13039/501100004837 |
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