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Repellent and Antifeedant Activities of Citral-Derived Lactones against the Peach Potato Aphid.


ABSTRACT: Citral is well known for its antimicrobial, antifungal, and insecticidal activities. Natural sesquiterpene ?-methylenelactones also exhibit a broad spectrum of biological activities. The aim of the study was to explore the effect of structural changes to citral molecules on citral behavior-modifying activity towards Myzus persicae. Specifically, the effects of the introduction of a ?-lactone moiety and methylene groups in ? and ? positions of the lactone ring were investigated. The lactones were obtained in five-step (saturated lactone and ?-methylenelactone) or six-step (?-methylenelactone and ?,?-dimethylenelactone) syntheses from citral. The synthetic procedures and physical and spectral data of the lactones are presented. The settling behavior of freely moving aphids in choice and no-choice situations was monitored. The probing behavior of tethered M. persicae using the Electrical Penetration Graph (EPG) technique was also analyzed. Citral appeared a strong repellent and pre-ingestive and ingestive probing deterrent to M. persicae. The incorporation of a lactone moiety caused the loss of the repellent activity. ?-Methylenelactone inhibited aphid settling and probing activities at pre-ingestive and ingestive phases. The saturated ?-lactone and ?,?-dimethylenelactone were the settling post-ingestive deterrents to M. persicae, which did not affect aphid probing activity. ?-Methylenelactone did not affect aphid behavior.

SUBMITTER: Dancewicz K 

PROVIDER: S-EPMC7663017 | biostudies-literature | 2020 Oct

REPOSITORIES: biostudies-literature

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Repellent and Antifeedant Activities of Citral-Derived Lactones against the Peach Potato Aphid.

Dancewicz Katarzyna K   Szumny Antoni A   Wawrzeńczyk Czesław C   Gabryś Beata B  

International journal of molecular sciences 20201028 21


Citral is well known for its antimicrobial, antifungal, and insecticidal activities. Natural sesquiterpene α-methylenelactones also exhibit a broad spectrum of biological activities. The aim of the study was to explore the effect of structural changes to citral molecules on citral behavior-modifying activity towards <i>Myzus persicae</i>. Specifically, the effects of the introduction of a γ-lactone moiety and methylene groups in α and γ positions of the lactone ring were investigated. The lacton  ...[more]

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