Synthesis of Functionalized N-(4-Bromophenyl)furan-2-carboxamides via Suzuki-Miyaura Cross-Coupling: Anti-Bacterial Activities against Clinically Isolated Drug Resistant A. baumannii, K. pneumoniae, E. cloacae and MRSA and Its Validation via a Computational Approach

doi:10.3390/ph15070841

Paper

Synthesis of Functionalized N-(4-Bromophenyl)furan-2-carboxamides via Suzuki-Miyaura Cross-Coupling: Anti-Bacterial Activities against Clinically Isolated Drug Resistant A. baumannii, K. pneumoniae, E. cloacae and MRSA and Its Validation via a Computational Approach

Published Jul 1, 2022 · A. Siddiqa, M. Zubair, M. Bilal

Pharmaceuticals

Q1 SJR score

7

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0

Influential Citations

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Abstract

N-(4-bromophenyl)furan-2-carboxamide (3) was synthesized by the reaction furan-2-carbonyl chloride (1) and 4-bromoaniline (2) in the presence of Et3N in excellent yields of 94%. The carboxamide (3) was arylated by employing triphenylphosphine palladium as a catalyst and K3PO4 as a base to afford N-(4-bromophenyl)furan-2-carboxamide analogues (5a-i) in moderate to good yields (43–83%). Furthermore, we investigated the in vitro anti-bacterial activities of the respective compounds against clinically isolated drug-resistant bacteria A. baumannii, K. pneumoniae, E. cloacae and S. aureus. The molecule (3) was found to be the most effective activity against these bacteria, particularly NDM-positive bacteria A. baumannii as compared to various commercially available drugs. Docking studies and MD simulations further validated it, expressing the active site and molecular interaction stability.

In Vitro Study

Study Snapshot

N-(4-bromophenyl)furan-2-carboxamides show promising antibacterial activity against drug-resistant bacteria, particularly NDM-positive A. baumannii, and their synthesis and stability were validated through computational approaches.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Synthesis of Functionalized N-(4-Bromophenyl)furan-2-carboxamides via Suzuki-Miyaura Cross-Coupling: Anti-Bacterial Activities against Clinically Isolated Drug Resistant A. baumannii, K. pneumoniae, E. cloacae and MRSA and Its Validation via a Computational Approach

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References

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Citations

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Butyl 2-bromoisonicotinate shows potential antibacterial effectiveness against ESBL-E. coli ST405 and MRSA pathogens, offering potential for future therapeutic applications.

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N-(4-methylpyridin-2-yl) thiophene-2-carboxamide analogues 4a and 4c show promising antibacterial effects against ESBL-producing Escherichia coli ST131, offering potential for novel antimicrobial treatments.

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Citrus limetta (leaves, peel, stem) ethanolic extract shows antimicrobial, antioxidant, and cytotoxic properties, making it a potential source for boosting immunity and fighting infections.