Synthesis, antioxidant, antimicrobial, and molecular docking studies of some N-cinnamyl phenylacetamide and N-(3,7-dimethylocta-2,6-dien-1-yl) phenylacetamide derivatives

El-Zemity, Saad R.; Badawy, Mohamed E. I.; Esmaiel, Kareem E. E.; Badr, Mai M.

doi:10.1016/j.molstruc.2022.133411

Cited by 1 publication

(3 citation statements)

References 50 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…These findings suggest that the presence of both groups OCH 3 in Ar and NO 2 in Ar 1 is most effective at inhibiting the growth of the Gram-negative bacteria E. coli, which is consistent with those reported in previous studies. , Overall, the tested hybrid heterocycles 6a – m had a greater inhibitory activity index against Gram-positive bacteria than Gram-negative bacteria in comparison with standard drugs, which corroborates the data in the literature. , …”

Section: Resultssupporting

confidence: 92%

“… 60 , 61 Overall, the tested hybrid heterocycles 6a – m had a greater inhibitory activity index against Gram-positive bacteria than Gram-negative bacteria in comparison with standard drugs, which corroborates the data in the literature. 60 , 62 …”

Section: Resultsmentioning

confidence: 99%

“…60,61 Overall, the tested hybrid heterocycles 6a−m had a greater inhibitory activity index against Grampositive bacteria than Gram-negative bacteria in comparison with standard drugs, which corroborates the data in the literature. 60,62 For the antifungal activity, the fungal strain C. albicans exhibited moderate sensitivity toward almost all of the tested hybrid heterocycles. Among them, compounds 6c (Ar = p-Br(C 6 H 4 ), Ar 1 = p-Cl(C 6 H 4 )), 6h (Ar = p-Br(C 6 H 4 ), Ar 1 = p-OCH 3 (C 6 H 4 )), and 6e (Ar = p-Br(C 6 H 4 ), Ar 1 = p-NO 2 (C 6 H 4 )) showed a moderate antifungal capacity with inhibition zones of (12.25 ± 1.87) mm (58.3%), (12.25 ± 2.12) mm (58.3%), and (12 ± 01) mm (57.1%), as compared to Fluconazole (21 ± 01) mm.…”

Section: Mechanistic Studymentioning

confidence: 99%

See 2 more Smart Citations

Synthesis, Characterization, DFT Mechanistic Study, Antimicrobial Activity, Molecular Modeling, and ADMET Properties of Novel Pyrazole-isoxazoline Hybrids

et al. 2022

View full text Add to dashboard Cite

A series of new heterocycle hybrids incorporating pyrazole and isoxazoline rings was successfully synthesized, characterized, and evaluated for their antimicrobial responses. The synthesized compounds were obtained utilizing N-alkylation and 1,3-dipolar cycloaddition reactions, as well as their structures were established through spectroscopic methods and confirmed by mass spectrometry. To get more light on the regioselective synthesis of new hybrid compounds, mechanistic studies were performed using DFT calculations with B3LYP/6-31G(d,p) basis set. Additionally, the results of the preliminary screening indicate that some of the examined hybrids showed potent antimicrobial activity, compared to standard drugs. The results confirm that the antimicrobial activity is strongly dependent on the nature of the substituents linked pyrazole and isoxazoline rings. Furthermore, molecular docking studies were conducted to highlight the interaction modes between the investigated hybrid compounds and the Escherichia coli and Candida albicans receptors. Notably, the results demonstrate that the investigated compounds have strong protein binding affinities. The stability of the formed complexes by the binding between the hybrid compound 6c, and the target proteins was also confirmed using a 100 ns molecular dynamics simulation. Finally, the prediction of ADMET properties suggests that almost all hybrid compounds possess good pharmacokinetic profiles and no signs of observed toxicity, except for compounds 6e, 6f, and 6g.

show abstract