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Volume 30, Issue 42
  • ISSN: 1381-6128
  • E-ISSN: 1873-4286

Abstract

Aims

We synthetized 10 hydroxylated and methoxylated chalcones and evaluated them targeting MMP-9 inhibition, looking for the rate of adhesion of in gastric cells, and then, reduction of the inflammatory response as alternative therapeutic agents for controlling the infection.

Background

is a Gram-negative bacterium that chronically infects the human stomach, a risk factor for the development of inflammatory gastrointestinal diseases, including cancer, and is classified as a group I carcinogen. It is estimated that it infects around 45% of the global population and that the persistence of the infection is related to the adhesion of the bacteria in the gastric epithelium. The progression of gastric lesions to cancer is connected to the activation of the NF-κB and MAPK pathways, especially in cagA+ strains, which are related to increased expression of MMP-9. The activation of these metalloproteinases (MMPs) contributes to the adhesion of the bacterium in gastric cells and the evolving stages of cancer, such as enabling metastasis. Due to the increasing resistance to the current therapy protocols, the search for alternative targets and candidate molecules is necessary. In this way, controlling adhesion seems to be a suitable option since it is a crucial step in the installation of the bacterium in the gastric environment.

Objective

Synthetize ten hydroxylated and methoxylated chalcones. Assess their anti- potential, minimum inhibitory concentration (MIC), and minimum bactericidal concentration (MBC). Evaluate their cytotoxicity in AGS cells and selectivity with L-929 cells. Analyze the results and correlate them with predictions to evaluate potential anti-adhesive properties for the chalcones against .

Methods

The chalcones were synthetized by condensation using Ba(OH) or LiOH as catalysts. Predictive assays in PASS Online, tanimoto similarity, ADME properties and molecular docking in MMP-9 (PDB code: 6ESM) were performed. The assays carried out were the cell viability in gastric adenocarcinoma cells (AGS) and fibroblasts (L-929) by the MMT method and anti-, by the broth microdilution method, through the minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC).

Results

Ten chalcones were synthesized through condensation with yields of 10 to 52% and characterized by 1H and 13C nuclear magnetic resonance (NMR) and mass spectrometry (MS). data revealed the possibility of anti-, anti-inflammatory, and MMP-9 inhibition for the chalcones. Chalcone showed the best growth inhibition values for MIC and MBC, at 1 μg/mL and 2 μg/mL, respectively. Chalcones and likewise demonstrated excellent inhibitory results, being 2 μg/mL for both MIC and MBC. Additionally, had the best MMP-9 inhibition score. Despite not corroborating the findings, chalcones , , and showed good cytotoxicity and the best selectivity indices.

Conclusion

All compounds exhibited strong activity against , specially . The predicted MMP-9 inhibition by molecular docking added to the reasonable SI and CI values for and the satisfactory reduction in the rate of survival of the bacteria, reveals that it may be acting synergically to reduce the inflammatory response and the possibilities for developing a tumor by inhibiting both bacteria and malignant cells.

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Synthesis of Chalcones, Screening In silico and In vitro and Evaluation of Helicobacter pylori Adhesion by Molecular Docking
Curr. Pharm. Des. 30, 3350 (2024); https://doi.org/10.2174/0113816128327090240821101355
/content/journals/cpd/10.2174/0113816128327090240821101355
/content/journals/cpd/10.2174/0113816128327090240821101355
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  • Article Type:     Research Article
Keyword(s): Chalcones; gastric cancer; Helicobacter pylori; matrix metalloproteins; MMP-9; virulence factor

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