Abstract:
Elaphoside-A [p-vinylphenyl (β-d-glucopyranosyl)-(1→3)-β-d- allopyranoside], a Mediterranean fruit fly oviposition deterrent, was previously isolated from an Argentine collection of the fern Elaphoglossum piloselloides. In order to establish the structural requirements for the observed oviposition inhibition, we synthesized and characterized 4 known and 21 new aromatic glycosides structurally related to elaphoside-A. Their effects on the oviposition behavior of Ceratitis capitata females are discussed. © 2008 Springer Science+Business Media, LLC.
Registro:
Documento: |
Artículo
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Título: | Effects of p-vinylphenyl glycosides and other related compounds on the oviposition behavior of Ceratitis capitata |
Autor: | Socolsky, C.; Fascio, M.L.; D'Accorso, N.B.; Salvatore, A.; Willink, E.; Asakawa, Y.; Bardon, A. |
Filiación: | Facultad de Bioquímica, Química Y Farmacia, Universidad Nacional de Tucumán, Ayacucho 471, Tucumán 4000, Argentina CIHIDECAR, Departamento de Química Orgánica, Pabellón 2, Buenos Aires 1428, Argentina Estación Experimental Agroindustrial Obispo Colombres, Av. William Cross 3150, Tucumán 4101, Argentina Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Yamashiro-cho, Tokushima 770-8514, Japan
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Palabras clave: | Aromatic glycosides; Ceratitis capitata; Elaphoglossum piloselloides; Oviposition deterrence; glycoside; abatement cost; behavioral response; fern; fly; inhibition; oviposition; pest species; volatile organic compound; animal; article; drug effect; egg laying; high performance liquid chromatography; histology; infrared spectrophotometry; mass spectrometry; Mediterranean fruit fly; nuclear magnetic resonance spectroscopy; Animals; Ceratitis capitata; Chromatography, High Pressure Liquid; Glycosides; Magnetic Resonance Spectroscopy; Mass Spectrometry; Oviposition; Spectrophotometry, Infrared; Argentina; South America; Ceratitis capitata; Elaphoglossum piloselloides; Filicophyta |
Año: | 2008
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Volumen: | 34
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Número: | 4
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Página de inicio: | 539
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Página de fin: | 548
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DOI: |
http://dx.doi.org/10.1007/s10886-008-9440-4 |
Título revista: | Journal of Chemical Ecology
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Título revista abreviado: | J. Chem. Ecol.
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ISSN: | 00980331
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CODEN: | JCECD
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CAS: | Glycosides
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00980331_v34_n4_p539_Socolsky |
Referencias:
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- Ojika, M., Wakamatsu, K., Niwa, H., Yamada, K., Hirono, I., Isolation and structures of two new p-hydroxystyrene glycosides, ptelatoside-A and ptelatoside-B from bracken, Pteridium aquilinum var. latiusculum, and synthesis of ptelatoside-A (1984) Chem. Lett., 3, pp. 397-400
- Prajapati, V., Tripathi, A.K., Aggarwal, K.K., Khanuja, S.P.S., Insecticidal, repellent and oviposition-deterrent activity of selected essential oils against Anopheles stephensi, Aedes aegypti and Culex quinquefasciatus (2005) Bioresour. Technol., 96, pp. 1749-57
- Socolsky, C., Salvatore, A., Asakawa, Y., Bardón, A., Bioactive new bitter-tasting p-hydroxystyrene glycoside and other constituents from the fern Elaphoglossum spathulatum (2003) Arkivoc, 2003, pp. 347-55
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Citas:
---------- APA ----------
Socolsky, C., Fascio, M.L., D'Accorso, N.B., Salvatore, A., Willink, E., Asakawa, Y. & Bardon, A.
(2008)
. Effects of p-vinylphenyl glycosides and other related compounds on the oviposition behavior of Ceratitis capitata. Journal of Chemical Ecology, 34(4), 539-548.
http://dx.doi.org/10.1007/s10886-008-9440-4---------- CHICAGO ----------
Socolsky, C., Fascio, M.L., D'Accorso, N.B., Salvatore, A., Willink, E., Asakawa, Y., et al.
"Effects of p-vinylphenyl glycosides and other related compounds on the oviposition behavior of Ceratitis capitata"
. Journal of Chemical Ecology 34, no. 4
(2008) : 539-548.
http://dx.doi.org/10.1007/s10886-008-9440-4---------- MLA ----------
Socolsky, C., Fascio, M.L., D'Accorso, N.B., Salvatore, A., Willink, E., Asakawa, Y., et al.
"Effects of p-vinylphenyl glycosides and other related compounds on the oviposition behavior of Ceratitis capitata"
. Journal of Chemical Ecology, vol. 34, no. 4, 2008, pp. 539-548.
http://dx.doi.org/10.1007/s10886-008-9440-4---------- VANCOUVER ----------
Socolsky, C., Fascio, M.L., D'Accorso, N.B., Salvatore, A., Willink, E., Asakawa, Y., et al. Effects of p-vinylphenyl glycosides and other related compounds on the oviposition behavior of Ceratitis capitata. J. Chem. Ecol. 2008;34(4):539-548.
http://dx.doi.org/10.1007/s10886-008-9440-4