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β-Thujone and Its Derivatives Modify the Probing Behavior of the Peach Potato Aphid
Thujone is a natural biologically active monoterpene ketone component of essential oils of numerous plants. The aim of the study was to evaluate the effect of β-thujone and β-thujone derivatives bisulfite adduct, lactone, oxime, and lactam application on behavior of Myzus persicae (Sulz.) (Hemiptera...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6572410/ https://www.ncbi.nlm.nih.gov/pubmed/31091712 http://dx.doi.org/10.3390/molecules24101847 |
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author | Wróblewska-Kurdyk, Anna Gniłka, Radosław Dancewicz, Katarzyna Grudniewska, Aleksandra Wawrzeńczyk, Czesław Gabryś, Beata |
author_facet | Wróblewska-Kurdyk, Anna Gniłka, Radosław Dancewicz, Katarzyna Grudniewska, Aleksandra Wawrzeńczyk, Czesław Gabryś, Beata |
author_sort | Wróblewska-Kurdyk, Anna |
collection | PubMed |
description | Thujone is a natural biologically active monoterpene ketone component of essential oils of numerous plants. The aim of the study was to evaluate the effect of β-thujone and β-thujone derivatives bisulfite adduct, lactone, oxime, and lactam application on behavior of Myzus persicae (Sulz.) (Hemiptera: Aphididae) during probing and settling. The choice and no-choice tests (aphid settling and Electrical Penetration Graph (EPG), respectively) revealed that stereochemistry of thujone was important for biological activity (β-thujone caused changes in aphid behavior while α-thujone did not) and that cyclopentane ring modifications and functional groups addition gave derivatives that possessed stronger and more durable deterrent effects. The most effective modification was the incorporation of a lactam moiety into the β-thujone molecule. Application of β-thujone lactam limited aphid settling for at least 24 h, caused restlessness in aphids and a delay or failure in reaching phloem phase by M. persicae. β-Thujone lactam can be considered a deterrent of medium potency with activity expressed at preingestive phase of aphid probing. Other compounds did not restrain aphid stylet penetration in non-phloem tissues but slightly limited sap ingestion (lactone, oxime), and restrained aphid settling for a period of less than 24 h (β-Thujone, bisulphite adduct, lactone). |
format | Online Article Text |
id | pubmed-6572410 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-65724102019-06-18 β-Thujone and Its Derivatives Modify the Probing Behavior of the Peach Potato Aphid Wróblewska-Kurdyk, Anna Gniłka, Radosław Dancewicz, Katarzyna Grudniewska, Aleksandra Wawrzeńczyk, Czesław Gabryś, Beata Molecules Article Thujone is a natural biologically active monoterpene ketone component of essential oils of numerous plants. The aim of the study was to evaluate the effect of β-thujone and β-thujone derivatives bisulfite adduct, lactone, oxime, and lactam application on behavior of Myzus persicae (Sulz.) (Hemiptera: Aphididae) during probing and settling. The choice and no-choice tests (aphid settling and Electrical Penetration Graph (EPG), respectively) revealed that stereochemistry of thujone was important for biological activity (β-thujone caused changes in aphid behavior while α-thujone did not) and that cyclopentane ring modifications and functional groups addition gave derivatives that possessed stronger and more durable deterrent effects. The most effective modification was the incorporation of a lactam moiety into the β-thujone molecule. Application of β-thujone lactam limited aphid settling for at least 24 h, caused restlessness in aphids and a delay or failure in reaching phloem phase by M. persicae. β-Thujone lactam can be considered a deterrent of medium potency with activity expressed at preingestive phase of aphid probing. Other compounds did not restrain aphid stylet penetration in non-phloem tissues but slightly limited sap ingestion (lactone, oxime), and restrained aphid settling for a period of less than 24 h (β-Thujone, bisulphite adduct, lactone). MDPI 2019-05-14 /pmc/articles/PMC6572410/ /pubmed/31091712 http://dx.doi.org/10.3390/molecules24101847 Text en © 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Wróblewska-Kurdyk, Anna Gniłka, Radosław Dancewicz, Katarzyna Grudniewska, Aleksandra Wawrzeńczyk, Czesław Gabryś, Beata β-Thujone and Its Derivatives Modify the Probing Behavior of the Peach Potato Aphid |
title | β-Thujone and Its Derivatives Modify the Probing Behavior of the Peach Potato Aphid |
title_full | β-Thujone and Its Derivatives Modify the Probing Behavior of the Peach Potato Aphid |
title_fullStr | β-Thujone and Its Derivatives Modify the Probing Behavior of the Peach Potato Aphid |
title_full_unstemmed | β-Thujone and Its Derivatives Modify the Probing Behavior of the Peach Potato Aphid |
title_short | β-Thujone and Its Derivatives Modify the Probing Behavior of the Peach Potato Aphid |
title_sort | β-thujone and its derivatives modify the probing behavior of the peach potato aphid |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6572410/ https://www.ncbi.nlm.nih.gov/pubmed/31091712 http://dx.doi.org/10.3390/molecules24101847 |
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