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Parasitology Research

, Volume 112, Issue 12, pp 4267–4272 | Cite as

Knockdown and larvicidal activity of six monoterpenes against Aedes aegypti (Diptera: Culicidae) and their structure-activity relationships

  • Alejandro Lucia
  • Eduardo Zerba
  • Hector Masuh
Original Paper

Abstract

The relationships between physicochemical parameters of majority components of Eucalyptus essential oils and their insecticide effect were evaluated on Aedes aegypti (L.) (Diptera: Culicidae). The octanol–water partition coefficients of the monoterpenes were estimated by the atom/fragment contribution method and the vapor pressures were determined by our laboratory in previous studies. The larvicidal activity (LC50 (ppm)) and knockdown effect (KT50 (min)) of each component was determined. The results show that the toxicity of EOs main components of Eucalyptus on adults and larvae of A. aegypti is strongly related to their physicochemical properties (vapor pressure and Log P). However, the interaction of both variables (vapor pressure * Log P) explains the toxicological phenomenon more precisely. The regression models were expressed as follows: KT 50(min) =  − 10.9 + 3.7 * Log P + 1.9 * 1/Pvapor (R2 = 0.80; F = 42.5) and LC 50(ppm) =  − 94.3 + 438.6 *  1/Log P + 2.8 *  1/Pvapor (F = 57.8; R2 = 0.85). The six evaluated components present different functional groups. Therefore, it was considered to evaluate the monoterpenes as a group and separated in two groups: oxygenated monoterpenes (α-terpineol, 4-terpineol, and 1,8-cineole) and terpene hydrocarbons (γ-terpinene, p-cymene, and α-pinene). The results show the regression models for each group as follows: (A) oxygenated terpenes: KT 50(min) = − 515.3 + 1613.2 ∗ 1/Log P + 5, 2 ∗ 1/Pvapor (F = 3176.7 R2 = 0.99) and LC 50(ppm)  =  − 1679.4 + 5402.1 ∗ 1/Log P + 12.7 ∗  1/Pvapor (F = 282.9; R2 = 0.99). (B) Hydrocarbons terpenes: KT 50(min) = 18.2 − 58.3 * 1/Log P + 2.7 * 1/Pvapor (F = 171.7;  R2 = 0.97) and LC 50(ppm) = − 21.1 + 174.9 ∗ 1/Log P − 14.3 ∗ 1/Pvapor (F = 410.0; R2 = 0.99). The association between the toxic effect of the evaluated monoterpenes against A. aegypti and the physicochemical properties can be better described when they are separated into functional groups (hydrocarbons vs. oxygenated terpenes).

Keywords

Mosquito Larva Octopamine Water Partition Coefficient Yellow Fever Virus Knockdown Effect 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Springer-Verlag Berlin Heidelberg 2013

Authors and Affiliations

  • Alejandro Lucia
    • 1
  • Eduardo Zerba
    • 1
    • 2
  • Hector Masuh
    • 1
    • 2
  1. 1.Centro de Investigaciones de Plagas e Insecticidas (CIPEIN) (UNIDEF (MINDEF-CONICET)Villa MartelliArgentina
  2. 2.Instituto de Ingeniería e Investigación AmbientalUniversidad Nacional de General San Martín (UNSAM)San MartinArgentina

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