Anthranilic Diamides Containing Monofluoroalkene Amide Linkers as Potential Insect RyR Activators: Design, Synthesis, Bio-evaluation, and Computational Study DOI

Guantian Yang,

Cong Zhou, Yutong Wang

et al.

Journal of Agricultural and Food Chemistry, Journal Year: 2023, Volume and Issue: 71(6), P. 2827 - 2841

Published: Feb. 3, 2023

In order to develop anthranilic diamides with novel chemotypes, a series of acrylamide linkers were designed and synthesized. The results preliminary bioassays indicated that compounds monofluoroalkene amide linker (Z-isomer) exhibited good larvicidal activity against lepidopteran pests. LC50 values compound A23 Mythimna separata Plutella xylostella 1.44 3.48 mg·L-1, respectively, while those chlorantraniliprole 0.08 0.06 respectively. Compound also the same level lethal potency resistant susceptible strains Spodoptera frugiperda at 50 mg·L-1. similar symptoms as in test larvae. Comparative molecular field analysis was conducted demonstrate structure-activity relationship. Central neuron calcium imaging experiments potential ryanodine receptor (RyR) activators activated channels both endoplasmic reticulum cell membrane. Molecular docking suggested had better binding P. RyR than chlorantraniliprole. MM|GBSA dG bind value 117.611 kcal·mol-1. Monofluoroalkene introduced into diamide insecticides for first time brought chemotype insect activators. feasibility fluoroalkenes insecticide fragments explored.

Language: Английский

Baseline Susceptibility of Spodoptera frugiperda Populations Collected in India towards Different Chemical Classes of Insecticides DOI Creative Commons

Mahesh Kulye,

Sonja Mehlhorn,

Debora Boaventura

et al.

Insects, Journal Year: 2021, Volume and Issue: 12(8), P. 758 - 758

Published: Aug. 23, 2021

Fall armyworm (FAW), Spodoptera frugiperda, is a major pest of maize in the Americas and recently invaded Eastern hemisphere. It was first detected India 2018 considered threat to production. FAW control largely relies on application chemical insecticides transgenic crops expressing Bacillus thuringiensis insecticidal proteins. Assessing resistance insecticide susceptibility cornerstone develop sustainable management strategies. In this study, we conducted more than 400 bioassays assess efficacy nine from seven mode-of-action classes against 47 populations collected 2019 2020 across various geographical areas India. The status field-collected compared an Indian population sampled 2018, susceptible reference 2005 Brazil. Low moderate levels were observed for thiodicarb, chlorpyriphos, deltamethrin, chlorantraniliprole flubendiamide several (including 2018). highest ratios deltamethrin which likely compromises recommended label rates pyrethroid general. Our data provide useful baseline future monitoring initiatives highlight need implement

Language: Английский

Citations

39

Varying contributions of three ryanodine receptor point mutations to diamide insecticide resistance in Plutella xylostella DOI
Dong Jiang, Qian Cheng, Danhui Wang

et al.

Pest Management Science, Journal Year: 2021, Volume and Issue: 77(11), P. 4874 - 4883

Published: June 27, 2021

Abstract BACKGROUND Although decoding the molecular mechanisms underlying insecticide resistance has often proven difficult, recent progress revealed that specific mutations in ryanodine receptor (RyR) of diamondback moth, Plutella xylostella , can confer to diamide insecticides. The extent which RyR contribute phenotype, associated genetic traits and fitness costs remain limited. RESULTS Three field‐evolved PxRyR (G4946E, I4790 M, K) were respectively introgressed into a common susceptible background strain (IPP‐S) P. with marker‐assisted backcrossing. alone result moderate high levels five commercial diamides (flubendiamide, chlorantraniliprole, cyantraniliprole, tetraniliprole, cyclaniliprole), intensity mediated by three was hierarchical order K (1199‐ >2778‐fold) > G4946E (39‐ 739‐fold) M (16‐ 57‐fold). Flubendiamide autosomal incompletely recessive, significantly linked constructed strains. In addition, flubendiamide hybrid progeny from any two resistant strains fell between status their parents. Furthermore, comparing net replacement rate, 4946E, 4790 0.77, 0.93 0.92 relative IPP‐S strain, respectively. CONCLUSION independent varying degrees . Among mutations, confers highest (> 1000‐fold) all diamides. findings guide management practices for other arthropods.

Language: Английский

Citations

34

miR-34-5p, a novel molecular target against lepidopteran pests DOI
Linhong Li, Bin Zhu, Xi Sun

et al.

Journal of Pest Science, Journal Year: 2022, Volume and Issue: 96(1), P. 209 - 224

Published: March 16, 2022

Language: Английский

Citations

25

Large-Scale Monitoring of the Frequency of Ryanodine Receptor Target-Site Mutations Conferring Diamide Resistance in Brazilian Field Populations of Fall Armyworm, Spodoptera frugiperda (Lepidoptera: Noctuidae) DOI Creative Commons
Daniela M. Okuma, Ana B. Cuenca, Ralf Nauen

et al.

Insects, Journal Year: 2022, Volume and Issue: 13(7), P. 626 - 626

Published: July 13, 2022

Fall armyworm (FAW),

Language: Английский

Citations

24

Anthranilic Diamides Containing Monofluoroalkene Amide Linkers as Potential Insect RyR Activators: Design, Synthesis, Bio-evaluation, and Computational Study DOI

Guantian Yang,

Cong Zhou, Yutong Wang

et al.

Journal of Agricultural and Food Chemistry, Journal Year: 2023, Volume and Issue: 71(6), P. 2827 - 2841

Published: Feb. 3, 2023

In order to develop anthranilic diamides with novel chemotypes, a series of acrylamide linkers were designed and synthesized. The results preliminary bioassays indicated that compounds monofluoroalkene amide linker (Z-isomer) exhibited good larvicidal activity against lepidopteran pests. LC50 values compound A23 Mythimna separata Plutella xylostella 1.44 3.48 mg·L-1, respectively, while those chlorantraniliprole 0.08 0.06 respectively. Compound also the same level lethal potency resistant susceptible strains Spodoptera frugiperda at 50 mg·L-1. similar symptoms as in test larvae. Comparative molecular field analysis was conducted demonstrate structure-activity relationship. Central neuron calcium imaging experiments potential ryanodine receptor (RyR) activators activated channels both endoplasmic reticulum cell membrane. Molecular docking suggested had better binding P. RyR than chlorantraniliprole. MM|GBSA dG bind value 117.611 kcal·mol-1. Monofluoroalkene introduced into diamide insecticides for first time brought chemotype insect activators. feasibility fluoroalkenes insecticide fragments explored.

Language: Английский

Citations

13