Synthesis and Toxicological Effect of Some New Pyrrole Derivatives as Prospective Insecticidal Agents against the Cotton Leafworm, <i>Spodoptera littoralis</i> (Boisduval)

Abdelhamid, Antar A.; Salama, Kaoud S. M.; El-Sayed, A. M. A.; Gad, Mohamed A.; El‐Remaily, Mahmoud Abd El Aleem Ali Ali

doi:10.1021/acsomega.1c05049

Cited by 41 publications

(27 citation statements)

References 54 publications

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“…Via the leaf dipping bioassay method, the toxic activity of all newly prepared chalcone derivatives was established. ,− For the most active synthesized derivatives, the screening results helped us find out the appropriate concentrations that kill 50% (LC 50 ) of the second and fourth instar larvae of S. frugiperda.…”

Section: Methodsmentioning

confidence: 99%

Design, Synthesis, and SAR Studies of Some Novel Chalcone Derivatives for Potential Insecticidal Bioefficacy Screening on Spodoptera frugiperda (Lepidoptera: Noctuidae)

et al. 2022

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Spodoptera frugiperda is a species of the order Lepidoptera. It is one of the species of fall armyworm moths distinguished by its larval life stage, is found in different regions of Africa, and can cause incredible damage. This is the first report produced by the preparation of an indexed combinatorial library of novel chalcone derivatives 3a−k via treatment of 4-formylphenyl4methylbenzenesulfonate (1) with some acetyl compounds 2a−k in the presence of NaOH. The structures of the synthesized compounds were proven by different spectroscopic techniques such as infrared, 1 H NMR, 13 C NMR, and elemental analyses. In this work, we studied their toxicity effect against S. frugiperda, followed by a structure−reaction relationship. Moreover, newly prepared chalcone derivatives were tested as insecticides using S. frugiperda. It has been found that most compounds have good to excellent potential effectiveness. Among all of the compounds, 3b, 3g, and 3j exhibited excellent effectiveness. Furthermore, compound 3c showed the most activity, with LC 50 = 9.453 ppm of the second instar larva and LC 50 = 66.930 of the fourth instar larva .

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Section: Methodsmentioning

confidence: 99%

Design, Synthesis, and SAR Studies of Some Novel Chalcone Derivatives for Potential Insecticidal Bioefficacy Screening on Spodoptera frugiperda (Lepidoptera: Noctuidae)

et al. 2022

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“…The insecticidal activities of the DSPE-EB nanoparticles and EB-EC were measured by the leaf dipping method under the laboratory conditions [ 38 , 39 ]. The insecticidal activity of DSPE-PEG 2000 -NH 2 also was tested.…”

Section: Methodsmentioning

confidence: 99%

Preparation of an Environmentally Friendly Nano-Insecticide through Encapsulation in Polymeric Liposomes and Its Insecticidal Activities against the Fall Armyworm, Spodoptera frugiperda

Chen

Qiu

Liu

et al. 2022

Insects

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The insecticide emamectin benzoate (EB) was formulated with nanoparticles composed of DSPE-PEG2000-NH2 by the co-solvent method to determine its adverse impacts on the environment and to reinforce its dispersion, adhesion, and biocompatibility. A good encapsulation efficiency (70.5 ± 1.5%) of EB loaded in DSPE-PEG2000-NH2 polymeric liposomes was confirmed. Dynamic light scattering (DLS), transmission electron microscopy (TEM), and contact angle meter measurements revealed that the DSPE-EB nanoparticles had a regular distribution, spherical shape, and good leaf wettability. The contact angle on corn leaves was 47.26°, and the maximum retention was higher than that of the reference product. DSPE-EB nanoparticles had strong adhesion on maize foliage and a good, sustained release property. The efficacy trial showed that the DSPE-EB nanoparticles had a strong control effect on S. frugiperda larvae, with the LC50 of 0.046 mg/L against the third-instar S. furgiperda larve after 48 h treatment. All these results indicate that DSPE-EB nanoparticles can serve as an insecticide carrier with lower environmental impact, sustained release property, and effective control of pests.

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“…The insecticidal activity was evaluated with the leaf dip bioassay on some synthesized pyrimidine and thiazolidinone derivatives. − We report here the results of lab testing for the target compounds so that we can determine the concentrations required to kill 50% (LC 50 ) of nymphs and adults of cowpea aphid (Aphis craccivora) insects. In this study, five concentrations of pyrimidine and thiazolidinone derivatives were prepared, and a surfactant, 0.1% Tween 80, was used.…”

Section: Methodsmentioning

confidence: 99%

Green Design, Synthesis, and Molecular Docking Study of Novel Quinoxaline Derivatives with Insecticidal Potential against Aphis craccivora

et al. 2022

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An efficient and environmentally friendly method was established for designing novel 3-amino-1,4-dihydroquinoxaline-2-carbonitrile ( 1 ) via the reaction of bromomalononitrile and benzene-1,2-diamine under microwave irradiation in an excellent yield (93%). This targeted amino derivative was utilized for the construction of a series of Schiff bases ( 8 – 13 ). A new series of thiazolidinone derivatives ( 15 – 20 ) were synthesized in high yields (89–96%) via treatment of thioglycolic acid with Schiff bases ( 8 – 13 ) under microwave irradiation in high yields (89–96%). Moreover, new pyrimidine derivatives ( 26 – 30 and 35 – 38 ) were prepared by treatment of compound 1 with arylidenes ( 21 – 25 ) and/or alkylidenemalononitriles ( 31 – 34 ) using piperidine as a basic catalyst under microwave conditions. Based on elemental analyses and spectral data, the structures of the new assembled compounds were determined. The newly synthesized quinoxaline derivatives were screened and studied as an insecticidal agent against Aphis craccivora . The obtained results indicate that compound 16 is the most toxicological agent against nymphs of cowpea aphids ( Aphis craccivora ) compared to the other synthesized pyrimidine and thiazolidinone derivatives. The molecular docking study of the new quinoxaline derivatives registered that compound 16 had the highest binding score (−10.54 kcal/mol) and the thiazolidinone moiety formed hydrogen bonds with Trp143.

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Synthesis and Toxicological Effect of Some New Pyrrole Derivatives as Prospective Insecticidal Agents against the Cotton Leafworm, Spodoptera littoralis (Boisduval)

Cited by 41 publications

References 54 publications

Design, Synthesis, and SAR Studies of Some Novel Chalcone Derivatives for Potential Insecticidal Bioefficacy Screening on Spodoptera frugiperda (Lepidoptera: Noctuidae)

Design, Synthesis, and SAR Studies of Some Novel Chalcone Derivatives for Potential Insecticidal Bioefficacy Screening on Spodoptera frugiperda (Lepidoptera: Noctuidae)

Preparation of an Environmentally Friendly Nano-Insecticide through Encapsulation in Polymeric Liposomes and Its Insecticidal Activities against the Fall Armyworm, Spodoptera frugiperda

Green Design, Synthesis, and Molecular Docking Study of Novel Quinoxaline Derivatives with Insecticidal Potential against Aphis craccivora

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