Antimicrobial and Anti-Inflammatory Activity of N-(2-Bromo-phenyl)-2-hydroxy-benzamide Derivatives and Their Inclusion Complexes

TL;DR

This study explores new complexes of a benzamide derivative with cyclodextrin, showing improved antimicrobial and anti-inflammatory effects.

Contribution

The paper introduces novel inclusion complexes of N-(2-bromo-phenyl)-2-hydroxy-benzamide with enhanced biological activity.

Findings

The inclusion complexes showed antimicrobial activity against Gram-positive bacteria with MIC values of 2.5–5.0 mg/mL.

The compounds exhibited strong anti-inflammatory activity with IC50 values of 0.04–0.07 mg/mL, outperforming acetylsalicylic acid.

Abstract

Background/Objectives: In order to enhance the biological activity, novel complexes of N-(2-bromo-phenyl)-2-hydroxy-benzamide derivatives and β-cyclodextrin were obtained. Methods: The inclusion complexes were characterized using spectral and thermal analyses. The antimicrobial activity was determined using the disk diffusion agar method, and completed with the minimum inhibitory concentration (MIC) values obtained by the broth microdilution method. The in vitro anti-inflammatory activity was evaluated using the protease inhibition assay. Results: The computed supramolecular architectures of the inclusion complexes showed that the most stable molecular arrangements correspond to the models in which the N-(2-bromo-phenyl)-2-hydroxy-benzamide derivatives are partially included in the cyclodextrin cavity. The antimicrobial screening showed that the compounds were active against Gram-positive bacteria (MIC = 2.5–5.0 mg/mL). Also, the evaluation of the proteinase inhibitory activity showed that the IC50 values of the title compounds (0.04–0.07 mg/mL) were much lower than that of the acetylsalicylic acid (0.4051 ± 0.0026 mg/mL) used as positive control, proving their superior efficiency in inhibiting trypsin activity. Conclusions: The complexation proved to be beneficial for both antimicrobial and anti-inflammatory effects.

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