Paper · 2018 · Pest Management Science

Synthesis, insecticidal activity, and phytotoxicity of novel chiral amides

Alex R Aguiar; Elson S Alvarenga; Eliete MP Silva; et al.

9
claims
9
verbatim quotes
22
citations
3
research areas
✓
Open access

Abstract

Abstract BACKGROUND The lesser grain borer, Rhyzopertha dominica (F.) (Coleoptera: Bostrychidae), is an important pest of stored grains worldwide. Chemical control is the main method used to manage this pest, but the continuous use of insecticides can lead to the selection of resistant R. dominica strains. Thus, there is a constant demand for the development of new insecticide molecules. This study describes the synthesis of 14 chiral amides and evaluation of their insecticidal activity against R. dominica . Their phytotoxicity to wheat ( Triticum sativum ) seeds is also evaluated. RESULTS In the screening assay, compounds 8i and 8j caused 100% and 87% mortality of R. dominica . These values did not differ from the mortality caused by Bifenthrin® (75%). Amide 8i presented similar toxicity (LD 50 = 27.98 µmol g −1 , CI 95 = 25.14–30.71) and speed of action (LT 50 = 22 h, CI 95 = 19.34–24.66) to amide 8j (LD 50 = 29.37 µmol g −1 , CI 95 = 27.43–31.09, and LT 50 = 19 h, CI 95 = 17.05–20.95) against the pest. Both amides inhibited less than 44% of wheat growth. CONCLUSION Among the tested amides, only 8i and 8j were effective in R. dominica control and presented no considerable phytotoxicity towards wheat seeds. Therefore, these amides are promising as insecticides for the management of R. dominica . © 2018 Society of Chemical Industry

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Claims 9

Intervention effectobservedoriginal resultpositivemeasured

Claim · model-written summary

Amide 8i caused 100% Rhyzopertha mortality.

Treatment
8ie0
Interactor
R. dominicaRhyzopertha dominicae0pest
Outcome
mortality of R. dominicae0
Direction
causede0
Value
100%e0

Not reportedTaxonComparator

Organisms pictured · Representative pictures of the matched species, not figures from the paper.

Rhyzopertha dominica
Rhyzopertha dominica · InteractorClemson University - USDA Cooperative Extension Slide Series · CC BY 3.0 us · Wikimedia Commons ↗

Verbatim

e0

“compounds 8i and 8j caused 100% and 87% mortality of R. dominica”

✓ located verbatim in the source · abstract, characters 621–685 · show in text ↑
Intervention effectobservedoriginal resultpositivemeasured

Claim · model-written summary

Amide 8j caused 87% Rhyzopertha mortality.

Treatment
8je0
Interactor
R. dominicaRhyzopertha dominicae0pest
Outcome
mortality of R. dominicae0
Direction
causede0
Value
87%e0

Not reportedTaxonComparator

Organisms pictured · Representative pictures of the matched species, not figures from the paper.

Rhyzopertha dominica
Rhyzopertha dominica · InteractorClemson University - USDA Cooperative Extension Slide Series · CC BY 3.0 us · Wikimedia Commons ↗

Verbatim

e0

“compounds 8i and 8j caused 100% and 87% mortality of R. dominica”

✓ located verbatim in the source · abstract, characters 621–685 · show in text ↑
Intervention effectobservedoriginal resultno effectnot significant (as stated)measured

Claim · model-written summary

Amide mortality did not differ from bifenthrin mortality of 75%.

Outcome
mortalitye0
Direction
did not differe0
Qualifier
75%e0
Comparator
Bifenthrin®e0

Not reportedTaxonTreatment

Verbatim

e0

“These values did not differ from the mortality caused by Bifenthrin® (75%).”

✓ located verbatim in the source · abstract, characters 688–763 · show in text ↑
Observationobservedoriginal resultmeasured

Claim · model-written summary

Amide 8i had LD50 of 27.98 µmol g −1 against the pest.

Treatment
8ie0
Outcome
toxicitye0
Value
27.98 µmol g −1e0

Not reportedTaxon

Verbatim

e0

“Amide 8i presented similar toxicity (LD 50 = 27.98 µmol g −1 , CI 95 = 25.14–30.71)”

✓ located verbatim in the source · abstract, characters 764–847 · show in text ↑
Observationobservedoriginal resultmeasured

Claim · model-written summary

Amide 8j had LD50 of 29.37 µmol g −1 against the pest.

Treatment
8je0
Outcome
LD 50e0
Value
29.37 µmol g −1e0

Not reportedTaxon

Verbatim

e0

“amide 8j (LD 50 = 29.37 µmol g −1 , CI 95 = 27.43–31.09”

✓ located verbatim in the source · abstract, characters 907–962 · show in text ↑
Observationobservedoriginal resultmeasured

Claim · model-written summary

Amide 8i acted with LT50 of 22 h.

Outcome
LT 50e0
Value
22 he0

Not reportedTaxon

Verbatim

e0

“speed of action (LT 50 = 22 h, CI 95 = 19.34–24.66)”

✓ located verbatim in the source · abstract, characters 852–903 · show in text ↑
Observationobservedoriginal resultmeasured

Claim · model-written summary

Amide 8j acted with LT50 of 19 h.

Outcome
LT 50e0
Value
19 he0

Not reportedTaxon

Verbatim

e0

“LT 50 = 19 h, CI 95 = 17.05–20.95”

✓ located verbatim in the source · abstract, characters 968–1001 · show in text ↑
Intervention effectobservedoriginal resultnegativemeasured

Claim · model-written summary

Amide 8i inhibited less than 44% of wheat growth.

Treatment
amidese0
Outcome
growthe0
Direction
inhibitede0
Value
less than 44%e0

Not reportedComparator

Organisms pictured · Representative pictures of the matched species, not figures from the paper.

Triticum aestivum
Triticum aestivum · TaxonRasbak · CC BY-SA 3.0 · Wikimedia Commons ↗

Verbatim

e0

“Both amides inhibited less than 44% of wheat growth.”

✓ located verbatim in the source · abstract, characters 1021–1073 · show in text ↑
Intervention effectobservedoriginal resultnegativemeasured

Claim · model-written summary

Amide 8j inhibited less than 44% of wheat growth.

Treatment
amidese0
Outcome
growthe0
Direction
inhibitede0
Value
less than 44%e0

Not reportedComparator

Organisms pictured · Representative pictures of the matched species, not figures from the paper.

Triticum aestivum
Triticum aestivum · TaxonRasbak · CC BY-SA 3.0 · Wikimedia Commons ↗

Verbatim

e0

“Both amides inhibited less than 44% of wheat growth.”

✓ located verbatim in the source · abstract, characters 1021–1073 · show in text ↑