Reactivity of (3‐(4‐Fluorophenyl)oxyran‐2‐yl)(naphthalene‐2‐yl)methanone Toward Some Nucleophiles for Preparing Promising Agents with Antimicrobial and Antioxidant Activities DOI Open Access
Hemat S. Khalaf, Eman R. Kotb,

Nayera A. M. Abdelwahed

et al.

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(40)

Published: Oct. 1, 2024

Abstract (3‐(4‐Fluorophenyl)oxyran‐2‐yl)(naphthalene‐2‐yl)methanone 2 was prepared from the reaction of 3‐(4‐fluorophenyl)‐1‐(naphthalen‐2‐yl)prop‐2‐en‐1‐one ( 1 ) with hydrogen peroxide and reacted different nucleophiles such as hydrazine hydrate, phenyl hydrazine, thiosemicarbazide to give 4‐hydroxy‐1 H ‐pyrazole derivatives 3a,b‐4 . Also, compound treated hydroxylamine hydrochloride substituted 2,3‐dihydroisoxazole 5 Similarly, carbon disulfide, isothiocyanate, isocyanate corresponding compounds 6–8 Various spectroscopic techniques elemental analysis were used determine molecular structures new derivatives. All analogs screened against five human pathogenic microbial strains: Escherichia coli Pseudomonas aeruginosa Gram‐negative bacteria, Bacillus subtilis Staphylococcus aureus Gram‐positive bacteria yeast Candida albicans using agar diffusion method. Compound 4 exhibited moderate antimicrobial activity all tested microorganisms compared positive control ciprofloxacin fluconazole. On other hand, free radical scavenging DPPH assay protocol revealed that most have a weak reducing activity. Moreover, 8 docked 1KZN protein (DNA gyrase), 3FYV 5V5Z showing ability interact key amino acid residues potential act inhibitors.

Language: Английский

Green Synthesis, Characterization, In Silico Molecular Docking and Biological Evaluation of Imidazolylchalcones as Promising Fungicide/s and Nematicide/s DOI Creative Commons
Rakesh Kumar, Parshant Kaushik,

Kailashpati Tripathi

et al.

Research Square (Research Square), Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 15, 2025

Abstract Chalcones and their derivatives have garnered attention due to broad-spectrum biological activities. In this study a series of 15 imidazolylchalcone were synthesized by Claisen-Schmidt condensation benzaldehydes 4-(Imidazol-1-yl) acetophenone through ultrasonication as green synthesis. These compounds characterized various spectroscopic techniques, namely 1H-NMR, 13C-NMR LC-HRMS. molecules evaluated for fungicidal activity against Rhizoctonia solani & Fusarium oxysporum nematicidal Meloidogyne incognita. The result revealed that compound IC-8 ((E)-1-(4-(1 H-imidazole-1-yl) phenyl)-3-(4-benzyloxy)phenyl)prop-2-en-1-one) exhibited the most potent activity, with an ED50 value 0.69 µg mL− 1, significantly lower than (3.57 1) commercially available hexaconazole 5% SC fungicide R. solani, while IC-4 phenyl)-3-(2-bromophenyl) prop-2-en-1-one; = 119.22 showed highest F. compared positive control Carbendazim 50% Wettable powder (WP; 9.01 1). IC-6 phenyl)-3-(3-nitrophenyl) LC50 33.62 was found be active M. incognita (LC50 31.25 after 24 h inoculation but lesser Velum Prime 34.48% (Fluopyrum; 3.46 Molecular docking studies derivative-based structural isomers carried out cutinase fungi acetylcholinesterase (AChE) enzyme nematode primary targets. binding potential target investigated using AutoDock Vina. Ligands ranked according affinities via BIOVIA Discovery Studio. Ligand-protein interactions strengthened results evaluation predicted energy (-8.5 kcal mol− R. solani, (-8.0 F. oxysporum (-9.7 M. incognita.

Language: Английский

Citations

0
Recent research highlights and innovations for sustainable crop protection DOI
Peter Maienfisch,

Karsten Koerber

Pest Management Science, Journal Year: 2025, Volume and Issue: 81(5), P. 2401 - 2405

Published: April 9, 2025

Abstract The global agricultural sector faces immense challenges in ensuring food security for a growing population while safeguarding environmental and human health. discovery of new products solutions the sustainable crop protection future is an imperative necessity matter great urgency. With purpose to showcase most recent innovations developments 15th IUPAC International Congress Crop Protection Chemistry was held 2023. This Special Issue comprises 26 articles provides information on latest research that were presented at this congress or resulted from accompanying discussions. © 2025 Society Chemical Industry.

Language: Английский

Citations

0
Green synthesis, characterization, in silico molecular docking and biological evaluation of imidazolylchalcones as promising fungicide/s and nematicide/s DOI Creative Commons
Rakesh Kumar, Parshant Kaushik,

Kailashpati Tripathi

et al.

BMC Chemistry, Journal Year: 2025, Volume and Issue: 19(1)

Published: April 29, 2025

Chalcones are known for their broad biological activities, which can be enhanced by incorporating heterocyclic moieties. Imidazole, recognized its diverse properties, was introduced into a series of imidazolylchalcone derivatives (3a-3o) synthesized via Claisen-Schmidt condensation benzaldehydes (2a-2o) and 4-(Imidazol-1-yl) acetophenone (1a) using ultrasonication as green method. These compounds were characterized spectroscopic techniques such 1H-NMR, 13C-NMR, LC-HRMS evaluated fungicidal nematicidal activity. Compound 3 h showed highest activity against Rhizoctonia solani (ED₅₀ = 0.69 μg/mL), outperforming commercial hexaconazole 3.57 μg/mL). 3d exhibited the Fusarium oxysporum 119.22 while 3f most effective Meloidogyne incognita (LC₅₀ 33.62 though less active than Velum Prime 3.46 The potential may results from interactions electronegative atom with enzyme sites hydrogen bonding. Docking studies fungal cutinase nematode acetylcholinesterase supported in-vitro findings. Promising will undergo further in-vivo field trials antifungal antinemic applications developed potent molecule.

Language: Английский

Citations

0
Reactivity of (3‐(4‐Fluorophenyl)oxyran‐2‐yl)(naphthalene‐2‐yl)methanone Toward Some Nucleophiles for Preparing Promising Agents with Antimicrobial and Antioxidant Activities DOI Open Access
Hemat S. Khalaf, Eman R. Kotb,

Nayera A. M. Abdelwahed

et al.

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(40)

Published: Oct. 1, 2024

Abstract (3‐(4‐Fluorophenyl)oxyran‐2‐yl)(naphthalene‐2‐yl)methanone 2 was prepared from the reaction of 3‐(4‐fluorophenyl)‐1‐(naphthalen‐2‐yl)prop‐2‐en‐1‐one ( 1 ) with hydrogen peroxide and reacted different nucleophiles such as hydrazine hydrate, phenyl hydrazine, thiosemicarbazide to give 4‐hydroxy‐1 H ‐pyrazole derivatives 3a,b‐4 . Also, compound treated hydroxylamine hydrochloride substituted 2,3‐dihydroisoxazole 5 Similarly, carbon disulfide, isothiocyanate, isocyanate corresponding compounds 6–8 Various spectroscopic techniques elemental analysis were used determine molecular structures new derivatives. All analogs screened against five human pathogenic microbial strains: Escherichia coli Pseudomonas aeruginosa Gram‐negative bacteria, Bacillus subtilis Staphylococcus aureus Gram‐positive bacteria yeast Candida albicans using agar diffusion method. Compound 4 exhibited moderate antimicrobial activity all tested microorganisms compared positive control ciprofloxacin fluconazole. On other hand, free radical scavenging DPPH assay protocol revealed that most have a weak reducing activity. Moreover, 8 docked 1KZN protein (DNA gyrase), 3FYV 5V5Z showing ability interact key amino acid residues potential act inhibitors.

Language: Английский

Citations

1