2012
DOI: 10.1002/ps.3331
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Structure–activity relationships of eugenol derivatives against Aedes aegypti (Diptera: Culicidae) larvae

Abstract: Structural characteristics were identified that may contribute to the understanding of the larvicidal activity of phenylpropanoids. The present approach may help future work in the search for larvicidal compounds.

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Cited by 70 publications
(53 citation statements)
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References 36 publications
(39 reference statements)
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“…This result may be associated with cross‐resistance or some physio‐chemical properties of linalool (e.g. the presence of a hydroxyl group), which may decrease the lipophilicity of the molecule and, consequently, its penetration into the cuticle of the insect, reducing the larvicidal activity …”
Section: Discussionsupporting
confidence: 91%
“…This result may be associated with cross‐resistance or some physio‐chemical properties of linalool (e.g. the presence of a hydroxyl group), which may decrease the lipophilicity of the molecule and, consequently, its penetration into the cuticle of the insect, reducing the larvicidal activity …”
Section: Discussionsupporting
confidence: 91%
“…Alteration in the structure of indole and tryptamine resulted in modulation in formicidal activity. Similar results were found, in which synthetic modification of oxime, eugenol, tryptamine, monoterpenes, sulfilimines and amino acid resulted in modulation in insecticidal/larvicidal activities (Barbosa et al, 2012;Lima et al, 2015;Nguyen, Chompoo, & Tawata, 2015;Oliveira et al, 2014;Santos et al, 2011;Zhou et al, 2014).…”
Section: Discussionsupporting
confidence: 84%
“…Another important neurotransmitter is acetylcholine (Ach), responsible for interrupting the transmission of impulses from neurons to muscle cells. When acetylcholinesterase (AChE) is inhibited, paralysis and death of the insect occur (Barbosa et al, 2012;Santos, Donnici, Costa, & Caixeiro, 2007). Neuroactive activities may also compromise the functioning of sodium channels, disrupting electrical signalling in the nervous system (Soderlund, 2013).…”
Section: Discussionmentioning
confidence: 99%
“…Other compounds are less efficient in killing Ae. aegypti larvae after 24 hr of exposure, such as eugenol derivatives (LC50 values ranging from 67 to 113 μg/ml) (Barbosa et al, ), dihydrophenanthroline‐3‐carbonitriles (LC50 values ranging from 158.98 to 69.94 μg/ml) (Bharathi et al, ), benzoquinone mono‐oximes (LC50 = 9.86 μg/ml) (Lima et al, ), R‐ and S‐ limonene (LC50 = 27 and 30 μg/ml, respectively) (Santos et al, ) and tryptamine (LC50 = 48 μg/ml) (Oliveira et al, ). In contrast, N‐ substituted methyl maleamates exert strong larvicidal effect against A. aegypti (LC50 = 0.36 μg/ml) at 24 hr of treatment (Harburguer et al, ).…”
Section: Discussionmentioning
confidence: 99%