Cyclic and acyclic alcohols: a structure-activity relationship study correlation between insecticidal activity and chemi
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ORIGINAL RESEARCH ARTICLE
Cyclic and acyclic alcohols: a structure-activity relationship study correlation between insecticidal activity and chemical structure Amel Ben Hamouda 1
&
Enis Ben Bnina 2 & Ikbal Chaieb 1,3 & Asma Laarif 1 & Hichem Ben Jannet 2
Received: 17 January 2020 / Accepted: 18 September 2020 # African Association of Insect Scientists 2020
Abstract The efficiency of essential oil depends upon the chemical nature, composition, and the relative proportion of its functional groups. In some case, individual compounds can exhibit a pertinent effect than do the essential oils. To underline their efficiency according to their chemical structure, five cyclic and acyclic alcohols were tested in vitro for their potential insecticidal and repellent activities against Tribolium castaneum (Herbst). The ability to repel more than 95% was observed in all tested compounds from 15 min to 10 h, except for eugenol that exhibited the weakest effect. Fumigant bioassay showed that the five alcohols applied separately caused significant insect mortality that exceeds 60% at 400 μL/L air. The lowest median lethal dose, LC50 = 18.24 μL/L was observed with citronellol. PCA analysis revealed that the acyclic alcohols showed stronger toxicity compared to the cyclic ones. Moreover, the combined effect of these alcohols was lower than individual ones in all tested combinations. According to the outcome of this study, acyclic alcohols might be more effective in reducing stored grain Tribolium infestation than cyclic ones as a single compound. The knowledge of the degree of efficiency of each chemical group gives the possibility to create artificial combinations of different constituents for the development of more effective eco-friendly control agents. Keywords Alcohols . Chemical structure . Fumigant . Repellency . Tribolium castaneum
Introduction As many insects affect food production storage, synthetic insecticides have often been used to control them. However, inappropriate use of these chemicals is associated to the occurrence of resistance in pests and contamination of the food and environment (Helps et al. 2020; Lardeux et al. 2010; Michaelakis et al. 2009; Tabashnik et al. 2014; Toloza et al.
* Amel Ben Hamouda [email protected] 1
UR13AGR09-Intergrated Horticultural Production in the Tunisian Centre-East, Regional Research Centre in Horticulture and Organic Agriculture, Chott-Mariem, 4042 Sousse, Tunisia
2
Laboratory of Heterocyclic Chemistry, Natural Products and Reactivity, Team: Chemistry Medicinal and Natural Products, Department of Chemistry, Faculty of Sciences of Monastir, University of Monastir, Monastir, Tunisia
3
Plant Protection Laboratory, National Institute of Agricultural Research of Tunisia, University of Carthage, Tunis, Tunisia
2010; Tunaz et al. 2009). Moreover, pests exhibited tolerance toward insecticides, occurring following the use of many application rates (Stoll 2000). In current storage technologies, management of insect pests is controlled by chemical insecticides, including both
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