scholarly journals β-Thujone and Its Derivatives Modify the Probing Behavior of the Peach Potato Aphid

Molecules ◽  
2019 ◽  
Vol 24 (10) ◽  
pp. 1847 ◽  
Author(s):  
Anna Wróblewska-Kurdyk ◽  
Radosław Gniłka ◽  
Katarzyna Dancewicz ◽  
Aleksandra Grudniewska ◽  
Czesław Wawrzeńczyk ◽  
...  

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).

Molecules ◽  
2018 ◽  
Vol 23 (9) ◽  
pp. 2362 ◽  
Author(s):  
Marlena Paprocka ◽  
Anna Gliszczyńska ◽  
Katarzyna Dancewicz ◽  
Beata Gabryś

Jasmonates show great potential in sustainable agriculture due to their various roles in natural mechanisms of plant defense, and because they are non-toxic, non-mutagenic, and easily metabolized. The aim of the study was to explore structure–activity relationships of dihydrojasmone, cis-jasmone, and their derivatives at the plant–aphid interface. We focused on the behavioral responses of aphids, following the exogenous application of natural jasmonates and their derivatives to the host plants. Aphid probing behavior was examined using an electrical penetration graph technique (EPG). The chemoenzymatic transformation of cis-jasmone and the activity of two new derivatives are described. The application of cis-jasmone, dihydrojasmone, the hydroxyderivatives, epoxyderivatives, and alkyl-substituted δ-lactones hindered the foraging activity of Myzus persicae (Sulz.) (Hemiptera: Aphididae) during early stages of probing at the level of non-phloem tissues. The application of saturated bicyclic epoxy-δ-lactone enhanced plant acceptance by M. persicae. Jasmonate derivatives containing a hydroxy group, especially in correlation with a lactone ring, were more active than natural compounds and other derivatives studied. Jasmonates of the present study are worth considering as elements of sustainable aphid control as components of the “push–pull” strategy.


2019 ◽  
Vol 110 (2) ◽  
pp. 249-258 ◽  
Author(s):  
Anna Wróblewska-Kurdyk ◽  
Katarzyna Dancewicz ◽  
Anna Gliszczyńska ◽  
Beata Gabryś

AbstractThe effect of structurally related sesquiterpenoids (E,E)-farnesol and cis-nerolidol on the host-plant selection behaviour of the peach potato aphid Myzus persicae (Sulz.) was evaluated using electrical penetration graph (EPG) technique. No repellent effects of (E,E)-farnesol and (Z)-nerolidol to M. persicae were found but aphid probing activities on (E,E)-farnesol- and cis-nerolidol-treated plants were restrained. During non-phloem phases of probing, neither (E,E)-farnesol nor (Z)-nerolidol affected the cell puncture activity. On (E,E)-farnesol-treated plants, the total duration of phloem phase, the mean duration of individual sustained ingestion periods were significantly lower, and the proportion of phloem salivation was higher than on control plants. On (Z)-nerolidol-treated plants, the occurrence of the first phloem phase was delayed, and the frequency of the phloem phase was lower than on control plants. The freely moving aphids were reluctant to remain on (E,E)-farnesol- and (Z)-nerolidol-treated leaves for at least 24 h after exposure. (E,E)-Farnesol and (Z)-nerolidol show complementary deterrent properties, (E,E)-farnesol showing ingestive and post-ingestive activities and nerolidol showing pre-ingestive, ingestive, and post-ingestive deterrent activities.


2015 ◽  
Vol 22 ◽  
pp. 51-62 ◽  
Author(s):  
Katarzyna Dancewicz ◽  
Beata Gabryś ◽  
Lidia Nowak ◽  
Antoni Szumny ◽  
Anna Wróblewska-Kurdyk

2020 ◽  
Vol 21 (21) ◽  
pp. 8029
Author(s):  
Katarzyna Dancewicz ◽  
Antoni Szumny ◽  
Czesław Wawrzeńczyk ◽  
Beata Gabryś

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 Myzus persicae. 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 lactones were obtained in five-step (saturated lactone and γ-methylenelactone) or six-step (α-methylenelactone and α,γ-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. α-Methylenelactone inhibited aphid settling and probing activities at pre-ingestive and ingestive phases. The saturated γ-lactone and α,γ-dimethylenelactone were the settling post-ingestive deterrents to M. persicae, which did not affect aphid probing activity. γ-Methylenelactone did not affect aphid behavior.


1977 ◽  
Vol 167 (3) ◽  
pp. 675-683 ◽  
Author(s):  
Alan L. Devonshire

Carboxylesterases from different strains of Myzus persicae were examined to try to understand their contribution to insecticide resistance. Preliminary evidence that they are involved comes from the good correlation between the degree of resistance and the carboxylesterase and paraoxon-degrading activity in aphid homogenates. Furthermore the carboxylesterase associated with resistance could not be separated from the insecticide-degrading enzyme by electrophoresis or ion-exchange chromatography. Homogenates of resistant aphids hydrolysed paraoxon 60 times faster than did those of susceptible aphids, yet the purified enzymes from both sources had identical catalytic-centre activities towards this substrate and also towards naphth-1-yl acetate, the latter being hydrolysed by both 2×106 times faster than paraoxon. These observations provide evidence that the enzyme from both sources is identical, and that one enzyme hydrolyses both substrates. This was confirmed by relating the rate of paraoxon hydrolysis to the rate at which paraoxon-inhibited carboxylesterase re-activated. Both had the same first-order rate constant (0.01min−1), showing clearly that the hydrolysis of both substrates is brought about by the same enzyme. Its Km for naphth-1-yl acetate was 0.131mm, and for paraoxon 75pm. The latter very small value could not be measured directly, but was calculated from substrate-competition studies coupled with measurements of re-activation of the diethyl phosphorylated enzyme. Since the purified enzymes from resistant and susceptible aphids had the same catalytic-centre activity, the 60-fold difference between strains must be caused by different amounts of the same enzyme resulting from mutations of the regulator gene(s) rather than of the structural gene.


2008 ◽  
Vol 60 (3) ◽  
pp. 493-499 ◽  
Author(s):  
Andja Vucetic ◽  
Olivera Petrovic-Obradovic ◽  
J. Margaritopoulos ◽  
P. Skouras

In two years of investigating resistance of the peach-potato aphid Myzus persicae (Sulzer) by molecular methods, several types of resistance were established in the majority of individuals from peach and tobacco in Serbia and Montenegro. Most of the tested individuals had the FE4 gene, which encodes production of FE4 esterase. The gene responsible for kdr (knock-down resistance) was found in the majority of individuals, but in the heterozygous state, while resistance based on formation of modified acetlycholinesterase (MACE) was least represented. Also, tests showed aphids from tobacco to be more sensitive to insecticide action than aphids from peach. Three tests were used in these investiga?tions, e.g., the PCR - esterase, PCR - kdr, and RFLP - PCR tests, each for a single type of resistance.


2004 ◽  
Vol 84 (3) ◽  
pp. 785-790 ◽  
Author(s):  
Jianhong Yao, Xiuyun Zhao ◽  
Huaxiong Qi, Bingliang Wan ◽  
Fei Chen, Xiaofen Sun ◽  
Shanqian Yu ◽  
Kexuan Tang

Tobacco leaf discs were transformed with a plasmid, pBIAHA, containing the selectable marker neomycin phosphotransferase gene (nptII) and an Arisaema heterophyllum agglutinin gene (aha) via Agrobacterium tumefaciens-mediated transformation. Thirty-two independent transgenic tobacco plants were regenerated. PCR and Southern blot analyses confirmed that multiple copies of the aha gene had integrated into the plant genome. Northern blot analysis revealed that the aha gene was expressed at various levels in the transgenic plants. Insect bioassay test showed that transgenic plants expressing multiple copies of the aha gene reduced the rate of population increase of the peach potato aphid (Myzus persicae Sulzer). This is the first report that transgenic tobacco plants expressing the aha gene display enhanced resistance to aphids. Key words: Insect bioassay, Arisaema heterophyllum agglutinin, transformation, transgenic tobacco, peach potato aphid (Myzus persicae Sulzer)


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