Bioactivity of semisynthetic eugenol derivatives against Spodoptera frugiperda (Lepidoptera: Noctuidae) larvae infesting maize in Colombia
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2018-09-27
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Abstract
The anti-acetylcholinesterase, larvicidal, antifeedant activities and general toxicity of 15 semisynthetic
eugenol derivatives based on clove oil (including the own oil), were evaluated against the maize
armyworm, Spodoptera frugiperda (J.E. Smith). Therefore, promising eugenol molecules were classified
with larvicidal, anti-acetylcholinesterase and antifeedant activities for controlling this pest. During
structure–activity relationship studies and physicochemical profile analysis, it was found that among
tested molecules 1-15, eugenol 1, prenyl eugenol 4, isoeugenol 8 and isoeugenol acetate 11 exhibited
lethal effects LD50 at concentrations < 1 mg/g of insect. On the other hand, eugenol 1, metallyl eugenol 3,
isoeugenol 8 and isoeugenol acetate 11 showed a good antifeedant activity (CE50 =158-209 μg/mL) with a
high antifeedant index (70-78 %) at concentration 1000 μg/mL, possessing a weak antiacetylcholinesterase
activity (IC50 = 21-31 g/mL). According to their ecotoxicological profiles (LC50 =
2033.1-6303.8 μg/mL on Artemia salina larvae), isoeugenol 8 and its acetate derivative 11 could be
potential used in control of the growth, feeding, or reproduction of S. frugiperda larvae, acting as
moderate insecticidal acetylcholinesterase inhibitors and/or antifeedant molecules. Such structure–activity
relationship studies could stimulate the identification of lead structures from natural sources for the
development of larvicidal and deterrent products against S. frugiperda and related insect pests.
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Merchan-Arenas, D. R., Vargas-Méndez, L. Y., Sanabria-Flórez, P. L., Saavedra- Reyes, L. M., & Kouznetsov, V. V. (2018). Bioactivity of semisynthetic eugenol derivatives against spodoptera frugiperda (lepidoptera: Noctuidae) larvae infesting maize in colombia. Bogotá: doi:10.1016/j.sjbs.2018.09.010
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