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dc.contributor.author
Lang, Karen L.
dc.contributor.author
Deagosto, Emilio
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Zimmermann, Lara Almida
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Machado, Vanessa Rocha
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Bernardes, Lílian Sibelle Campos
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Schenkel, Eloir P.
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Duran, Fernando Javier
dc.contributor.author
Palermo, Jorge Alejandro
dc.contributor.author
Rossini, Carmen
dc.date.available
2017-10-24T14:09:39Z
dc.date.issued
2013-05
dc.identifier.citation
Lang, Karen L.; Deagosto, Emilio; Zimmermann, Lara Almida; Machado, Vanessa Rocha; Bernardes, Lílian Sibelle Campos; et al.; Chemical modification produces species-specific changes in Cucurbitacin Antifeedant effect; American Chemical Society; Journal Of Agricultural And Food Chemistry; 61; 23; 5-2013; 5534-5539
dc.identifier.issn
0021-8561
dc.identifier.uri
http://hdl.handle.net/11336/26994
dc.description.abstract
Cucurbitacins are secondary metabolites that mediate insect plant interactions not only as allomones against generalists but also as kairomones for specialist herbivores. This study was undertaken to identify the potential of cucurbitacin derivatives as insect antifeedant agents. The antifeedant capacity against a Cucurbitaceae specialist [Epilachna paenulata (Coleoptera: Coccinellidae)] and a polyphagous insect [Pseudaletia adultera (Lepidoptera: Noctuidae)] was evaluated in preference tests in which the insects were given a choice between food plants either treated with the cucurbitacin derivatives or treated with the solvent. The activity was found not to be related to the basic cucurbitacin skeleton, as only 15 of the 28 tested cucurbitacin derivatives were active. Only one of the tested compounds was phagostimulant to the specialist insect (the hemissuccinate of 16-oxo-dihydrocucurbitacin B derivative), while all other active derivatives were deterrent against one of the insects (13 compounds) or both of them (3 compounds). Changes in ring A of the cucurbitacins, as well as in the side chain, modified the activity. As a general trend, when chemical modifications of the basic structure produced a change in activity, the response was opposite in both insects used as biodetectors, indicating that a selective variation in the activity may be achieved by chemical modifications of the cucurbitacin skeleton.
dc.format
application/pdf
dc.language.iso
eng
dc.publisher
American Chemical Society
dc.rights
info:eu-repo/semantics/openAccess
dc.rights.uri
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.subject
Antiinsecto
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Deterrente
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Triterpenoide
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Antihervivoro
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Cucurbitacinas
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Semisintesis
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Otras Ciencias Químicas
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Ciencias Químicas
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CIENCIAS NATURALES Y EXACTAS
dc.title
Chemical modification produces species-specific changes in Cucurbitacin Antifeedant effect
dc.type
info:eu-repo/semantics/article
dc.type
info:ar-repo/semantics/artículo
dc.type
info:eu-repo/semantics/publishedVersion
dc.date.updated
2017-06-22T17:36:40Z
dc.journal.volume
61
dc.journal.number
23
dc.journal.pagination
5534-5539
dc.journal.pais
Estados Unidos
dc.journal.ciudad
Washington DC
dc.description.fil
Fil: Lang, Karen L.. Universidade Federal de Santa Catarina; Brasil
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Fil: Deagosto, Emilio. Universidad de la República; Uruguay
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Fil: Zimmermann, Lara Almida. Universidade Federal de Santa Catarina; Brasil
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Fil: Machado, Vanessa Rocha. Universidade Federal de Santa Catarina; Brasil
dc.description.fil
Fil: Bernardes, Lílian Sibelle Campos. Universidade Federal de Santa Catarina; Brasil
dc.description.fil
Fil: Schenkel, Eloir P.. Universidade Federal de Santa Catarina; Brasil
dc.description.fil
Fil: Duran, Fernando Javier. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; Argentina
dc.description.fil
Fil: Palermo, Jorge Alejandro. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; Argentina
dc.description.fil
Fil: Rossini, Carmen. Universidad de la República; Uruguay
dc.journal.title
Journal Of Agricultural And Food Chemistry
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/doi/http://dx.doi.org/0.1021/jf4002457
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/url/http://pubs.acs.org/doi/abs/10.1021/jf4002457
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