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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Main Authors: Fraga, Braulio M., Díaz, Carmen E., Bailén, María, González-Coloma, Azucena
Other Authors: European Commission
Format: artículo biblioteca
Language:English
Published: Multidisciplinary Digital Publishing Institute 2021-04-28
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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spelling 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
institution ICA ES
collection DSpace
country España
countrycode ES
component Bibliográfico
access En linea
databasecode dig-ica-es
tag biblioteca
region Europa del Sur
libraryname Biblioteca del ICA España
language English
topic 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
spellingShingle 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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