Insecticidal Activity of Annonaceous Acetogenins and Their Derivatives on <em>Spodoptera frugiperda</em> Smith (Lepidoptera: Noctuidae)

Abstract

Background: Annonaceous acetogenins enclose a large number of biological activities, among which the insecticidal stands out. Methods: We report herein the biocide effects of natural acetogenins from Annona squamosa, A. muricata and A. montana seeds: annonacin, cis-annonacin, cis-annonacin-10-one, asimicin, rolliniastatin-2, cherimolin-1, cherimolin-2, almuñequin, and two β-OH acetogenins: laherradurin and itrabin on Spodoptera frugiperda Smith (Lepidoptera: Noctuidae). Also, some acetylated and methoxy methylated ACG derivatives were synthesized and evaluated: annonacin (3 OAc), annonacin (4 OAc), asimicin (3 OAc), rolliniastatin-2 (3 OAc), rolliniastatin-2 (MOM), laherradurin (3 OAc) and itrabin (3 OAc). Results: The natural acetogenin rolliniastatin-2 (100 μg•g −1 of diet) produced the most important toxic action causing 100% mortality of early instar larvae. Derivatization of ACG yielded compounds that produced nutritional alterations. The incorporation of rolliniastatin-2 (3 OAc) and rolliniastatin-2 (3 MOM) (100 μg•ginto the artificial diet of Spodoptera frugiperda displayed the strongest antifeedant effects causing marked decreasings in larval growth and adult lethal malformations. Conclusion: Natural acetogenins are promising metabolites for insect control. Derivatization of these compounds reduces their toxicity to early instar larvae.

A Semi-Field Approach to Testing Botanical Insecticides. Effects of Natural and Analogues Annonaceous Acetogenins on <i>Spodoptera frugiperda</i> Smith (Lepidoptera: Noctuidae)

“…For this reason, a candidate compound for the control of this pest should preferably produce larval mortality. In agreement with previous work [8] [13] [14], this report highlights rolliniastatin-2 and squamocin as the most promising compounds for S. frugiperda larvae control.…”

Laboratory Test of Cigarette Butt Waste and Soursop Leaf (Annona muricata L.) Extracts as Biopesticides of Fall Armyworm (Spodoptera frugiperda)

“…Moreover, soursop plants (Annona muricata L.), particularly the leaves, contain a high level of acetogenin compounds (Coria-Teílez et al, 2018). This class of compounds performed insecticidal activity, which acts as mitochondrial poison (Isman & Seffrin, 2014) and caused death to the larvae and malformation to the surviving adult pests (Hidalgo et al, 2018). Some reports showed insecticidal activity of soursop leaf extract against Tuta absoluta (Ferrari de Brito et al, 2020), Spodoptera litura (Fathoni et al, 2013), Aedes aegypti, and other mosquito vectors (Santhosh et al, 2015).…”

“…Acetogenin inhibits the enzyme ubiquinone oxidoreductase, an essential enzyme in complex I in the electron transport system, which ultimately causes oxidative phosphorylation in mitochondria. It disrupts the mechanism of nerve action that can cause death in pests (Hidalgo et al, 2018).…”

Estudo De Uma Área Sombreada E Fragmentada De Serapilheira No Campus Ondina Da Universidade Federal Da Bahia, Salvador, Bahia

“…As propriedades bioinseticidas de Annonaceae devem-se à presença de acetogeninas, substâncias que incluem uma série de produtos naturais derivados de ácidos graxos C-32/C-34 combinados com uma unidade de 2-propanol (Hidalgo et al, 2018). As acetogeninas são encontradas em folhas, galhos e principalmente em sementes .…”

“…As acetogeninas são encontradas em folhas, galhos e principalmente em sementes . Elas atuam nas mitocôndrias inibindo a atividade da NADH ubiquinona redutase (Complexo I) da cadeia respiratória, afetando diretamente o transporte de elétrons, fazendo com que os níveis de ATP diminuam e as células sofram apoptose (Hidalgo et al, 2018). Neste estudo, os objetivos foram (i) avaliar a deterrência alimentar produzida pelo extrato etanólico obtido das sementes de Annona glabra L. (Annonaceae) sobre D. fovealis e (ii) demonstrar a presença de acetogeninas numa alíquota do extrato.…”