Synthesis, Antimicrobial, Anti-biofilm Evaluation, and Molecular Modelling Study of New Chalcone Linked Amines Derivatives

Overview

Journal J Enzyme Inhib Med Chem

Specialty Biochemistry

Date 2018 May 4

PMID 29722582

Citations 6

Authors

Shahenda M El-Messery

El-Sayed E Habib

Sarah T A Al-Rashood

Ghada S Hassan

Affiliations

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Abstract

A series of amide chalcones conjugated with different secondary amines were synthesised and characterised by different spectroscopic techniques H NMR, C NMR, and ESI-MS. They were screened for in vitro antibacterial activity. Compounds 36, 37, 38, 42, and 44 are the most active among the synthesised series exhibiting MIC value of 2.0-10.0 µg/ml against different bacterial strains. Compound 36 was equipotent to the standard drug Ampicillin displaying MBC value of 2.0 µg/ml against the bacterial strain Staphylococcus aureus. The products were screened for anti-biofilm activity. Compounds 36, 37, and 38 exhibited promising anti-biofilm activity with IC value ranges from 2.4 to 8.6 µg. Molecular modelling was performed suggesting parameters of signalling anti-biofilm mechanism. AspB327 HisB340 (arene-arene interaction) and IleB328 amino acid residues seemed of higher importance to inhibit c-di-GMP. Hydrophobicity may be crucial for activity. ADME calculations suggested that compounds 36, 37, and 38 could be used as good orally absorbed anti-biofilm agents.

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