Insecticidal Activity of Synthetic Amides on Spodoptera frugiperda

Abstract

The phytochemistry of the genus Piper (Piperaceae) has been widely studied due to the biological properties of amides from these plants. In this work, we have synthesized and evaluated the toxic effect of 11 amides against the fall armyworm Spodoptera frugiperda larvae. The naturally occurring piperine was also evaluated. The most active amide was N-[3-(3Ј,4Ј-methylenedioxyphenyl)-2-(E)-propenoyl]piperidine with a LD 50 of 1.07 µg mg Ð1 larvae. This amide was also evaluated by ingestion.

Production of Cordyceps militaris metabolites in infected wax moth Galleria mellonella L. larvae

“…Известно только, что они присутствуют в культурах Cordyceps ninchukispora, выращённых на рисе, при этом соединения A и B обладают противовоспалительной активностью в культуре клеток мышей RAW264.7 [Chang et al, 2017]. В то же время для ряда природных и синтетических амидов показаны инсектицидные свойства [Siddiqui et al, 2005;Batista-Pereira et al, 2006], поэтому кордицепиамиды могут быть кандидатами для выделения и изучения их действия на насекомых.…”

Larvicidal activity and structure activity relationship of cinnamoyl amides from Zanthoxylum armatum and their synthetic analogues against diamondback moth, Plutella xylostella

“…Pyrazole amide derivatives containing hydrazone substructures showed promising activity against P. xylostella , Helicoverpa armigera , Laphygma exigua , Spodoptera litura at 5, 10, 200, 20, mg/L, respectively (Wu et al, 2012[ 25 ]). In a similar study, the amide N-[3-(3,4-methylenedioxyphenyl)-2-(E)-propenoyl] piperidine (Batista-Pereira et al 2006[ 2 ]) and (E)-1-(1-Piperidinyl)-3-[4-(trifluoromethoxy)phenyl]-2-propen-1-one (Castral et al, 2011[ 3 ]) was found effective against larvae of S. frugiperda with LD 50 = 1.07µg/mg and 0.793 μg/mg, respectively. Similar results of larval mortality were also observed for different amides isolated from Piper species against larvae of S. frugiperda (Dyer et al, 2003[ 6 ]), S. litura (Park, et al, 2002[ 16 ]), Ostrinia nubilalis (Ewete et al, 2000[ 8 ]) and Ascioa monusteorseis (Estrela et al, 2003[ 7 ]).…”

“…Insecticidal activity of several amides has been reported against Lepidopetran insects (Ewete et al, 2000[ 8 ]; Park et al, 2002[ 16 ]; Dyer et al, 2003[ 6 ]; Batista-Pereira et al, 2006[ 2 ]). However, cinnamoyl amide conjugates of phenylethylamine derivatives isolated from Z. armatum or any other plant have not been investigated previously for their insecticidal activities.…”

Synthesis, characterization of two matrine derivatives and their cytotoxic effect on Sf9 cell of Spodoptera frugiperda

“…It has been reported that new amides and Bt toxins have a potential to control S. frugiperda [11][12][13] . As a biological pesticide with lactam structure, matrine has been recommended as a biological pesticide for controling S. frugiperda.…”