Eudesmanes from Pluchea sagittalis. Their antifeedant activity on Spodoptera frugiperda

Eudesmane-type sesquiterpenoids 3α-(2,3-epoxy-2-methylbutyryloxy)-4α-formoxy-11-hydroxy-6,7-dehydroeudesman-8-one (1) and 3α-(2,3-epoxy-2-methylbutyryloxy)-4α,7α,11-trihydroxyeudesman-8-one (2), together with 10 known structurally related eudesmanes were isolated from the CHCl3 extract of aerial par...

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Detalles Bibliográficos
Publicado:	2008
Materias:	Antifeedant activity Asteraceae Eudesmanes Pluchea sagittalis Sesquiterpenoids Spodoptera frugiperda 3alpha (2,3 epoxy 2 methylbutyryloxy) 4alpha formoxy 11 hydroxy 6,7 dehydroeudesman 8 one 3alpha-(2,3-epoxy-2-methylbutyryloxy)-4alpha-formoxy-11-hydroxy-6,7-dehydroeudesman-8-one eudesmane plant medicinal product sesquiterpene animal armyworm article chemical structure chemistry drug effect feeding behavior larva plant synthesis X ray crystallography Animals Crystallography, X-Ray Feeding Behavior Larva Molecular Structure Plant Components, Aerial Plant Preparations Sesquiterpenes Sesquiterpenes, Eudesmane Spodoptera Cabrera Hexapoda Lepidoptera
Acceso en línea:	https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00319422_v69_n8_p1689_Vera http://hdl.handle.net/20.500.12110/paper_00319422_v69_n8_p1689_Vera
Aporte de:	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires

id	paper:paper_00319422_v69_n8_p1689_Vera
record_format	dspace
spelling	paper:paper_00319422_v69_n8_p1689_Vera2023-06-08T14:59:40Z Eudesmanes from Pluchea sagittalis. Their antifeedant activity on Spodoptera frugiperda Antifeedant activity Asteraceae Eudesmanes Pluchea sagittalis Sesquiterpenoids Spodoptera frugiperda 3alpha (2,3 epoxy 2 methylbutyryloxy) 4alpha formoxy 11 hydroxy 6,7 dehydroeudesman 8 one 3alpha-(2,3-epoxy-2-methylbutyryloxy)-4alpha-formoxy-11-hydroxy-6,7-dehydroeudesman-8-one eudesmane plant medicinal product sesquiterpene animal armyworm article Asteraceae chemical structure chemistry drug effect feeding behavior larva plant synthesis X ray crystallography Animals Asteraceae Crystallography, X-Ray Feeding Behavior Larva Molecular Structure Plant Components, Aerial Plant Preparations Sesquiterpenes Sesquiterpenes, Eudesmane Spodoptera Asteraceae Cabrera Hexapoda Lepidoptera Pluchea sagittalis Spodoptera frugiperda Eudesmane-type sesquiterpenoids 3α-(2,3-epoxy-2-methylbutyryloxy)-4α-formoxy-11-hydroxy-6,7-dehydroeudesman-8-one (1) and 3α-(2,3-epoxy-2-methylbutyryloxy)-4α,7α,11-trihydroxyeudesman-8-one (2), together with 10 known structurally related eudesmanes were isolated from the CHCl3 extract of aerial parts of Pluchea sagittalis (Lamarck) Cabrera. Their structures were deduced by extensive application of 1 and 2D NMR spectroscopic techniques and high and low resolution CIMS. X-ray crystallographic analysis of the known compound 3α-(2,3-epoxy-2-methylbutyryloxy)-4α-formoxycuauthemone (9) is reported here for the first time, and confirms the structural features for the series of the reported eudesmanes. All eudesmanes were tested for their antifeedant activity by incorporating them to an artificial diet of larvae of the polyphagous insect Spodoptera frugiperda at a concentration of 100 ppm. Our results, from feeding choice tests, indicated that most of the compounds deter larval feeding at the cited concentration. © 2008 Elsevier Ltd. All rights reserved. 2008 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00319422_v69_n8_p1689_Vera http://hdl.handle.net/20.500.12110/paper_00319422_v69_n8_p1689_Vera
institution	Universidad de Buenos Aires
institution_str	I-28
repository_str	R-134
collection	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic	Antifeedant activity Asteraceae Eudesmanes Pluchea sagittalis Sesquiterpenoids Spodoptera frugiperda 3alpha (2,3 epoxy 2 methylbutyryloxy) 4alpha formoxy 11 hydroxy 6,7 dehydroeudesman 8 one 3alpha-(2,3-epoxy-2-methylbutyryloxy)-4alpha-formoxy-11-hydroxy-6,7-dehydroeudesman-8-one eudesmane plant medicinal product sesquiterpene animal armyworm article Asteraceae chemical structure chemistry drug effect feeding behavior larva plant synthesis X ray crystallography Animals Asteraceae Crystallography, X-Ray Feeding Behavior Larva Molecular Structure Plant Components, Aerial Plant Preparations Sesquiterpenes Sesquiterpenes, Eudesmane Spodoptera Asteraceae Cabrera Hexapoda Lepidoptera Pluchea sagittalis Spodoptera frugiperda
spellingShingle	Antifeedant activity Asteraceae Eudesmanes Pluchea sagittalis Sesquiterpenoids Spodoptera frugiperda 3alpha (2,3 epoxy 2 methylbutyryloxy) 4alpha formoxy 11 hydroxy 6,7 dehydroeudesman 8 one 3alpha-(2,3-epoxy-2-methylbutyryloxy)-4alpha-formoxy-11-hydroxy-6,7-dehydroeudesman-8-one eudesmane plant medicinal product sesquiterpene animal armyworm article Asteraceae chemical structure chemistry drug effect feeding behavior larva plant synthesis X ray crystallography Animals Asteraceae Crystallography, X-Ray Feeding Behavior Larva Molecular Structure Plant Components, Aerial Plant Preparations Sesquiterpenes Sesquiterpenes, Eudesmane Spodoptera Asteraceae Cabrera Hexapoda Lepidoptera Pluchea sagittalis Spodoptera frugiperda Eudesmanes from Pluchea sagittalis. Their antifeedant activity on Spodoptera frugiperda
topic_facet	Antifeedant activity Asteraceae Eudesmanes Pluchea sagittalis Sesquiterpenoids Spodoptera frugiperda 3alpha (2,3 epoxy 2 methylbutyryloxy) 4alpha formoxy 11 hydroxy 6,7 dehydroeudesman 8 one 3alpha-(2,3-epoxy-2-methylbutyryloxy)-4alpha-formoxy-11-hydroxy-6,7-dehydroeudesman-8-one eudesmane plant medicinal product sesquiterpene animal armyworm article Asteraceae chemical structure chemistry drug effect feeding behavior larva plant synthesis X ray crystallography Animals Asteraceae Crystallography, X-Ray Feeding Behavior Larva Molecular Structure Plant Components, Aerial Plant Preparations Sesquiterpenes Sesquiterpenes, Eudesmane Spodoptera Asteraceae Cabrera Hexapoda Lepidoptera Pluchea sagittalis Spodoptera frugiperda
description	Eudesmane-type sesquiterpenoids 3α-(2,3-epoxy-2-methylbutyryloxy)-4α-formoxy-11-hydroxy-6,7-dehydroeudesman-8-one (1) and 3α-(2,3-epoxy-2-methylbutyryloxy)-4α,7α,11-trihydroxyeudesman-8-one (2), together with 10 known structurally related eudesmanes were isolated from the CHCl3 extract of aerial parts of Pluchea sagittalis (Lamarck) Cabrera. Their structures were deduced by extensive application of 1 and 2D NMR spectroscopic techniques and high and low resolution CIMS. X-ray crystallographic analysis of the known compound 3α-(2,3-epoxy-2-methylbutyryloxy)-4α-formoxycuauthemone (9) is reported here for the first time, and confirms the structural features for the series of the reported eudesmanes. All eudesmanes were tested for their antifeedant activity by incorporating them to an artificial diet of larvae of the polyphagous insect Spodoptera frugiperda at a concentration of 100 ppm. Our results, from feeding choice tests, indicated that most of the compounds deter larval feeding at the cited concentration. © 2008 Elsevier Ltd. All rights reserved.
title	Eudesmanes from Pluchea sagittalis. Their antifeedant activity on Spodoptera frugiperda
title_short	Eudesmanes from Pluchea sagittalis. Their antifeedant activity on Spodoptera frugiperda
title_full	Eudesmanes from Pluchea sagittalis. Their antifeedant activity on Spodoptera frugiperda
title_fullStr	Eudesmanes from Pluchea sagittalis. Their antifeedant activity on Spodoptera frugiperda
title_full_unstemmed	Eudesmanes from Pluchea sagittalis. Their antifeedant activity on Spodoptera frugiperda
title_sort	eudesmanes from pluchea sagittalis. their antifeedant activity on spodoptera frugiperda
publishDate	2008
url	https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00319422_v69_n8_p1689_Vera http://hdl.handle.net/20.500.12110/paper_00319422_v69_n8_p1689_Vera
_version_	1768544356373889024

Eudesmanes from Pluchea sagittalis. Their antifeedant activity on Spodoptera frugiperda

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