Synthesis, DFT, and eco-friendly insecticidal activity of some N-heterocycles derived from 4-((2-oxo-1,2-dihydroquinolin-3-yl)methylene)-2-phenyloxazol-5(4H)-one

Ghareeb, Eman A.; Mahmoud, Naglaa F. H.; El‐Bordany, Eman A.; El‐Helw, Eman A. E.

doi:10.1016/j.bioorg.2021.104945

Cited by 30 publications

(23 citation statements)

References 33 publications

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“…Insecticidal activity against Nilaparvata lugens ( Ghareeb et al, 2021 ) . The seedlings with two leaves and one heart were placed in a Petri dish with a bottom diameter of 3 cm and covered with white sand.…”

Section: Methodsmentioning

confidence: 99%

Design, synthesis, and insecticidal activity of a novel series of flupyrimin analogs bearing 1-aryl-1H-pyrazol-4-yl subunits

Zhao

Tang²,

Huang³

et al. 2022

Front. Chem.

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To discover new potential insecticides to protect agricultural crops from damage, a series of novel flupyrimin derivatives containing an arylpyrazole core were designed and synthesized. Their structures were confirmed by 1H NMR, 13C NMR, and HRMS. Bioassays indicated that the 31 compounds synthesized possessed excellent insecticidal activity against Plutella xylostella. Among these target compounds, the lethality of A3, B1-B6, D4, and D6 reached 100% at 400 μg/ml. Moreover, when the concentration dropped to 25 μg/ml, the insecticidal activities against the Plutella xylostella for compounds B2, B3, and B4 still reached more than 70%. The structure–activity relationship of the Plutella xylostella was discussed. The density functional theory analysis of flupyrimin and B4 was carried out to support the abovementioned structure–activity relationship. The possible binding modes between receptor and active groups in title compounds were also verified by docking simulation. These results provided new ideas for the development of these novel candidate insecticides in the future.

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Section: Methodsmentioning

confidence: 99%

Design, synthesis, and insecticidal activity of a novel series of flupyrimin analogs bearing 1-aryl-1H-pyrazol-4-yl subunits

Zhao

Tang²,

Huang³

et al. 2022

Front. Chem.

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show abstract

“…MEP-mapped surfaces inform on the chemical reactivity of the molecules and provide a reliable description of the charge distributions in a pictorial form. They also indicate the most likely electrophilic and nucleophilic reactive sites, polarization of molecules, as well as hydrogen bonding interactions [70][71][72][73].…”

Section: Molecular Electrostatic Potential (Mep)mentioning

confidence: 99%

Antimicrobial Activity and DFT Studies of a Novel Set of Spiropyrrolidines Tethered with Thiochroman-4-one/Chroman-4-one Scaffolds

et al. 2022

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A novel series of 14 spiropyrrolidines bearing thiochroman-4-one/chroman-4-one, and oxindole/acenaphthylene-1,2-dione moieties were synthesized and characterized by spectroscopic techniques, as well as by three X-ray diffraction studies, corroborating the stereochemistry. Quantum chemical calculations studies, using the DFT approach, were performed to rationalize the stereochemical outcome. These N-heterocycles were evaluated for their antibacterial and antifungal activities against some pathogenic organisms. Several compounds displayed moderate to excellent activity towards the screened microbe strains in the study compared to Amoxicillin (AMX), Ampicillin (AMP), and Amphotericin B. Furthermore, a structural activity relationship (SAR) was established considering the synthesized compounds. Pharmacokinetic studies reveal that these derivatives exhibit an acceptable predictive ADMET profile (Absorption, Distribution, Metabolism, Excretion and Toxicity) and good drug-likeness.

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“…A series of vanillin derivatives [ 95 ] containing 1,3,4-thiadiazole moiety were synthesized and their antibacterial activities were evaluated against Xanthomonas oryzae pv. oryzae ( Xoo ) and Xanthomonas oryzae pv.…”

Section: Fungicides and Bactericides Containing Phenoxypyridine Scaffoldmentioning

confidence: 99%

Advancement of Phenoxypyridine as an Active Scaffold for Pesticides

Liu

Yong

et al. 2022

Molecules

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Phenoxypyridine, the bioisostere of diaryl ethers, has been widely introduced into bioactive molecules as an active scaffold, which has different properties from diaryl ethers. In this paper, the bioactivities, structure-activity relationships, and mechanism of compounds containing phenoxypyridine were summarized, which may help to explore the lead compounds and discover novel pesticides with potential bioactivities.

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Synthesis, DFT, and eco-friendly insecticidal activity of some N-heterocycles derived from 4-((2-oxo-1,2-dihydroquinolin-3-yl)methylene)-2-phenyloxazol-5(4H)-one

Cited by 30 publications

References 33 publications

Design, synthesis, and insecticidal activity of a novel series of flupyrimin analogs bearing 1-aryl-1H-pyrazol-4-yl subunits

Design, synthesis, and insecticidal activity of a novel series of flupyrimin analogs bearing 1-aryl-1H-pyrazol-4-yl subunits

Antimicrobial Activity and DFT Studies of a Novel Set of Spiropyrrolidines Tethered with Thiochroman-4-one/Chroman-4-one Scaffolds

Advancement of Phenoxypyridine as an Active Scaffold for Pesticides

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