Antifeedant activity of fatty acid esters and phytosterols from echium wildpretii

Crude extracts and fractions from Echium wildpretii H. Pearson ex Hook. f. subsp. wildpretii (Boraginaceae) have been tested against insect species Spodoptera littoralis, Leptinotarsa decemlineata, and the aphids Myzus persicae, Diuraphis noxia, Metopolophium dirhodum, Rhopalosiphum maidis, and Rhopalosiphum padi. The EtOH extract and the lipid and steroidal fractions of E. wildpretii exhibited significant antifeedant activities against the aphids and L. decemlineata. Two bioactive mixtures composed of fatty acid esters and n-alkanes were obtained from the lipid fraction. The bioguided fractionation of the steroidal fraction resulted in the isolation of glutinol, β-sitosterol, (3β,7α)-stigmast-5-ene-3,7-diol, and (3β,7α)-7- methoxystigmast-5-en-3-ol. The latter two compounds exhibited potent antifeedant activities against L. decemlineata indicating that the presence of an O-bearing C(7) was responsible for the activities of these molecules.

Saved in:
Bibliographic Details
Main Authors: Santana, Omar, Reina, Matías, Fraga, Braulio M., Sanz, Jesús, González-Coloma, Azucena
Format: artículo biblioteca
Published: John Wiley & Sons 2012-03-01
Subjects:Echium wildpretii, Antifeedant activity, β‐Sitosterol, 5α‐Stigmastanol acetate, 6‐oxo‐, Structure activity relationship (SAR), (3β,7α)‐Stigmast‐5‐ene‐3,7‐diol, (3β,7α)‐Stigmast‐5‐en‐3‐ol, 7‐methoxy‐,
Online Access:http://hdl.handle.net/10261/205152
Tags: Add Tag
No Tags, Be the first to tag this record!
id dig-ipna-es-10261-205152
record_format koha
spelling dig-ipna-es-10261-2051522020-12-09T16:23:02Z Antifeedant activity of fatty acid esters and phytosterols from echium wildpretii Santana, Omar Reina, Matías Fraga, Braulio M. Sanz, Jesús González-Coloma, Azucena Echium wildpretii Antifeedant activity β‐Sitosterol 5α‐Stigmastanol acetate, 6‐oxo‐ Structure activity relationship (SAR) (3β,7α)‐Stigmast‐5‐ene‐3,7‐diol (3β,7α)‐Stigmast‐5‐en‐3‐ol, 7‐methoxy‐ Crude extracts and fractions from Echium wildpretii H. Pearson ex Hook. f. subsp. wildpretii (Boraginaceae) have been tested against insect species Spodoptera littoralis, Leptinotarsa decemlineata, and the aphids Myzus persicae, Diuraphis noxia, Metopolophium dirhodum, Rhopalosiphum maidis, and Rhopalosiphum padi. The EtOH extract and the lipid and steroidal fractions of E. wildpretii exhibited significant antifeedant activities against the aphids and L. decemlineata. Two bioactive mixtures composed of fatty acid esters and n-alkanes were obtained from the lipid fraction. The bioguided fractionation of the steroidal fraction resulted in the isolation of glutinol, β-sitosterol, (3β,7α)-stigmast-5-ene-3,7-diol, and (3β,7α)-7- methoxystigmast-5-en-3-ol. The latter two compounds exhibited potent antifeedant activities against L. decemlineata indicating that the presence of an O-bearing C(7) was responsible for the activities of these molecules. 2020-03-25T13:08:07Z 2020-03-25T13:08:07Z 2012-03-01 2020-03-25T13:08:07Z artículo http://purl.org/coar/resource_type/c_6501 doi: 10.1002/cbdv.201100083 issn: 1612-1872 e-issn: 1612-1880 Chemistry and Biodiversity 9(3): 567-576 (2012) http://hdl.handle.net/10261/205152 10.1002/cbdv.201100083 Postprint http://dx.doi.org/10.1002/cbdv.201100083 Sí none John Wiley & Sons
institution IPNA ES
collection DSpace
country España
countrycode ES
component Bibliográfico
access En linea
databasecode dig-ipna-es
tag biblioteca
region Europa del Sur
libraryname Biblioteca del IPNA España
topic Echium wildpretii
Antifeedant activity
β‐Sitosterol
5α‐Stigmastanol acetate, 6‐oxo‐
Structure activity relationship (SAR)
(3β,7α)‐Stigmast‐5‐ene‐3,7‐diol
(3β,7α)‐Stigmast‐5‐en‐3‐ol, 7‐methoxy‐
Echium wildpretii
Antifeedant activity
β‐Sitosterol
5α‐Stigmastanol acetate, 6‐oxo‐
Structure activity relationship (SAR)
(3β,7α)‐Stigmast‐5‐ene‐3,7‐diol
(3β,7α)‐Stigmast‐5‐en‐3‐ol, 7‐methoxy‐
spellingShingle Echium wildpretii
Antifeedant activity
β‐Sitosterol
5α‐Stigmastanol acetate, 6‐oxo‐
Structure activity relationship (SAR)
(3β,7α)‐Stigmast‐5‐ene‐3,7‐diol
(3β,7α)‐Stigmast‐5‐en‐3‐ol, 7‐methoxy‐
Echium wildpretii
Antifeedant activity
β‐Sitosterol
5α‐Stigmastanol acetate, 6‐oxo‐
Structure activity relationship (SAR)
(3β,7α)‐Stigmast‐5‐ene‐3,7‐diol
(3β,7α)‐Stigmast‐5‐en‐3‐ol, 7‐methoxy‐
Santana, Omar
Reina, Matías
Fraga, Braulio M.
Sanz, Jesús
González-Coloma, Azucena
Antifeedant activity of fatty acid esters and phytosterols from echium wildpretii
description Crude extracts and fractions from Echium wildpretii H. Pearson ex Hook. f. subsp. wildpretii (Boraginaceae) have been tested against insect species Spodoptera littoralis, Leptinotarsa decemlineata, and the aphids Myzus persicae, Diuraphis noxia, Metopolophium dirhodum, Rhopalosiphum maidis, and Rhopalosiphum padi. The EtOH extract and the lipid and steroidal fractions of E. wildpretii exhibited significant antifeedant activities against the aphids and L. decemlineata. Two bioactive mixtures composed of fatty acid esters and n-alkanes were obtained from the lipid fraction. The bioguided fractionation of the steroidal fraction resulted in the isolation of glutinol, β-sitosterol, (3β,7α)-stigmast-5-ene-3,7-diol, and (3β,7α)-7- methoxystigmast-5-en-3-ol. The latter two compounds exhibited potent antifeedant activities against L. decemlineata indicating that the presence of an O-bearing C(7) was responsible for the activities of these molecules.
format artículo
topic_facet Echium wildpretii
Antifeedant activity
β‐Sitosterol
5α‐Stigmastanol acetate, 6‐oxo‐
Structure activity relationship (SAR)
(3β,7α)‐Stigmast‐5‐ene‐3,7‐diol
(3β,7α)‐Stigmast‐5‐en‐3‐ol, 7‐methoxy‐
author Santana, Omar
Reina, Matías
Fraga, Braulio M.
Sanz, Jesús
González-Coloma, Azucena
author_facet Santana, Omar
Reina, Matías
Fraga, Braulio M.
Sanz, Jesús
González-Coloma, Azucena
author_sort Santana, Omar
title Antifeedant activity of fatty acid esters and phytosterols from echium wildpretii
title_short Antifeedant activity of fatty acid esters and phytosterols from echium wildpretii
title_full Antifeedant activity of fatty acid esters and phytosterols from echium wildpretii
title_fullStr Antifeedant activity of fatty acid esters and phytosterols from echium wildpretii
title_full_unstemmed Antifeedant activity of fatty acid esters and phytosterols from echium wildpretii
title_sort antifeedant activity of fatty acid esters and phytosterols from echium wildpretii
publisher John Wiley & Sons
publishDate 2012-03-01
url http://hdl.handle.net/10261/205152
work_keys_str_mv AT santanaomar antifeedantactivityoffattyacidestersandphytosterolsfromechiumwildpretii
AT reinamatias antifeedantactivityoffattyacidestersandphytosterolsfromechiumwildpretii
AT fragabrauliom antifeedantactivityoffattyacidestersandphytosterolsfromechiumwildpretii
AT sanzjesus antifeedantactivityoffattyacidestersandphytosterolsfromechiumwildpretii
AT gonzalezcolomaazucena antifeedantactivityoffattyacidestersandphytosterolsfromechiumwildpretii
_version_ 1777669839232434176