Biotransformation of two necrodane compounds by the fungus Aspergillus niger
Trabajo presentado en la XXXVI Reunión Bienal de la Real Sociedad Española de Química ,celebrada en Sitges (España), del 25 al 29 de junio de 2017.
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2017-06-25
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| Subjects: | Necrodane, Biotransformations, A. niger, |
| Online Access: | http://hdl.handle.net/10261/185577 http://dx.doi.org/10.13039/501100003329 http://dx.doi.org/10.13039/501100000780 |
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dig-ica-es-10261-1855772019-11-13T14:45:11Z Biotransformation of two necrodane compounds by the fungus Aspergillus niger Julio, Luis F. Cruz-Estrada, Angel Mas, Estefanía González-Coloma, Azucena Díaz, Carmen E. Ministerio de Economía y Competitividad (España) European Commission Necrodane Biotransformations A. niger Trabajo presentado en la XXXVI Reunión Bienal de la Real Sociedad Española de Química ,celebrada en Sitges (España), del 25 al 29 de junio de 2017. Lavandula luisieri (Rozeira) Riv.-Mart (Lamiaceae) is a small aromatic shrub endemic to the Iberian Peninsula. Previous studies have shown that L. luisieri essential oil and hexanic extract contains monoterpenes with necrodane skeleton. These compounds have showed great interest by their nematicidal, phytotoxic, antibacterial and antifungal properties. In this work, we report the biotransformation of two natural necrodane (1, 2) by filamentous fungus Aspergillus niger to study their structure-activity relationship as potential biopesticides. A. niger is a well-known fungus that contain numerous enzymes with broad specificities, able to which catalyze regio- and stereoselective reactions (hydroxylations, oxidations, reductions, etc.) of nonactivated carbons on a variety of natural and synthetic organic compounds. The microbial transformation of 3,4,5,5-tetramethylcyclopenta-1,3-diene-1-carboxylic acid (1) and 2,3,4,4-tetramethyl-5-methylenecyclopent-2-en-1-one (2) was carried out at 30ºC in a shaken culture during 3 days with a final concentration of 0.2 mg/mL. Compounds obtained were analyzed by GC-MS and NMR spectroscopy. The microbiological transformation of compound 1 led the formation of two hydroxymethyl derivatives (1a and 1b). The main biotransformation of compound 2 was the reduction of 5,6-double bond, followed by the oxidation of C-7 to give the corresponding hydroxylated derivative (2b). The comparative insect antifeedant effects and phytotoxic activity of metabolites obtained and acetyl derivatives (1c, 2c) of major compounds will be discussed. This work has been supported by grant CTQ2015-64049-C3-1-R (MINECO/FEDER). Peer Reviewed 2019-07-05T12:39:16Z 2019-07-05T12:39:16Z 2017-06-25 2019-07-05T12:39:16Z póster de congreso http://purl.org/coar/resource_type/c_6670 XXXVI Reunión Bienal de la Real Sociedad Española de Química (2017) http://hdl.handle.net/10261/185577 http://dx.doi.org/10.13039/501100003329 http://dx.doi.org/10.13039/501100000780 #PLACEHOLDER_PARENT_METADATA_VALUE# info:eu-repo/grantAgreement/MINECO/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/CTQ2015-64049-C3-1-R Sí none |
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ICA ES |
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dig-ica-es |
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biblioteca |
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Europa del Sur |
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Biblioteca del ICA España |
| topic |
Necrodane Biotransformations A. niger Necrodane Biotransformations A. niger |
| spellingShingle |
Necrodane Biotransformations A. niger Necrodane Biotransformations A. niger Julio, Luis F. Cruz-Estrada, Angel Mas, Estefanía González-Coloma, Azucena Díaz, Carmen E. Biotransformation of two necrodane compounds by the fungus Aspergillus niger |
| description |
Trabajo presentado en la XXXVI Reunión Bienal de la Real Sociedad Española de Química ,celebrada en Sitges (España), del 25 al 29 de junio de 2017. |
| author2 |
Ministerio de Economía y Competitividad (España) |
| author_facet |
Ministerio de Economía y Competitividad (España) Julio, Luis F. Cruz-Estrada, Angel Mas, Estefanía González-Coloma, Azucena Díaz, Carmen E. |
| format |
póster de congreso |
| topic_facet |
Necrodane Biotransformations A. niger |
| author |
Julio, Luis F. Cruz-Estrada, Angel Mas, Estefanía González-Coloma, Azucena Díaz, Carmen E. |
| author_sort |
Julio, Luis F. |
| title |
Biotransformation of two necrodane compounds by the fungus Aspergillus niger |
| title_short |
Biotransformation of two necrodane compounds by the fungus Aspergillus niger |
| title_full |
Biotransformation of two necrodane compounds by the fungus Aspergillus niger |
| title_fullStr |
Biotransformation of two necrodane compounds by the fungus Aspergillus niger |
| title_full_unstemmed |
Biotransformation of two necrodane compounds by the fungus Aspergillus niger |
| title_sort |
biotransformation of two necrodane compounds by the fungus aspergillus niger |
| publishDate |
2017-06-25 |
| url |
http://hdl.handle.net/10261/185577 http://dx.doi.org/10.13039/501100003329 http://dx.doi.org/10.13039/501100000780 |
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| _version_ |
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