# Evaluation of diethyl 4-(5-bromo-1H-indol-3-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate: synthesis, anti-corrosion potential, and biomedical applications

**Authors:** F. M. Mashood Ahamed, M. Syed Ali Padusha, A. Mushira Banu, Swastika Maitra, Hanan M. Alharbi, Vinoth Kumarasamy, Daniel E. Uti, Popat Mohite, Athanasios Alexiou, Iftikhar Ali

PMC · DOI: 10.1186/s13065-024-01123-4 · BMC Chemistry · 2024-05-10

## TL;DR

This paper reports the synthesis and evaluation of a new compound with anti-corrosion, antimicrobial, and antioxidant properties for industrial and biomedical use.

## Contribution

A novel dihydropyridine derivative was synthesized and shown to have superior anti-corrosion and antimicrobial performance compared to existing standards.

## Key findings

- The compound achieved 81.89% anti-corrosive efficacy at 2 × 10³ M concentration.
- It outperformed Gentamicin in antimicrobial activity against tested pathogens.
- The compound showed antioxidant activity with an IC50 value of 113.964 ± 0.076 µg/ml.

## Abstract

The pursuit of advanced multifunctional compounds has gained significant momentum in recent scientific endeavours. This study is dedicated to elucidating the synthesis, rigorous characterization, and multifaceted applications—encompassing anti-corrosion, antimicrobial, and antioxidant properties—of Diethyl 4-(5-bromo-1H-indol-3-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate. The 1,4-dihydropyridine derivative was meticulously synthesized through a strategic reaction of ethyl acetoacetate, ammonium acetate, and 5-bromoindole-3-carboxaldehydein the ethanol medium at 60  C. Subsequent spectral validations were conducted using sophisticated techniques, namely FTIR, NMR, and Mass spectrometry, resulting in data that perfectly resonated with the hypothesized chemical structure of the compound. Its anti-corrosive potential was assessed on mild steel subjected to an aggressive acidic environment, employing comprehensive methodologies like gravimetric analysis, Tafel polarization, and EIS. Concurrently, its antimicrobial prowess was ascertained against a spectrum of bacterial and fungal pathogens viz., Staphylococcus aureus, Bacillus subtilis, Escherichia coli, Pseudomonas, Candida albicansandAspergillusniger, leveraging the disc diffusion method and using Gentamicin as a reference standard.The empirical results illustrated a substantial decrement in corrosion rates with ascending concentrations of the organic compound, achieving an apex of anti-corrosive efficacy at 81.89% for a concentration of 2 × 103 M. Furthermore, the compound outperformed Gentamicin in antimicrobial screenings, manifesting superior efficacy against all tested pathogens. The antioxidant potential, quantified using the DPPH free radical scavenging assay against ascorbic acid as a benchmark, was found to have an IC50 value of 113.964 ± 0.076 µg/ml.This comprehensive investigation accentuates the paramount potential of the synthesized dihydropyridine derivative in diverse domains—from industrial applications as a corrosion inhibitor to therapeutic avenues given its pronounced antimicrobial and antioxidant capabilities. The compelling results obtained pave the way for expansive research and development initiatives cantered around this multifaceted compound.

## Linked entities

- **Chemicals:** Diethyl 4-(5-bromo-1H-indol-3-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate (PubChem CID 171383732), ethyl acetoacetate (PubChem CID 8868), ammonium acetate (PubChem CID 517165), 5-bromoindole-3-carboxaldehyde (PubChem CID 70137), Gentamicin (PubChem CID 3467), ascorbic acid (PubChem CID 9888239)

## Full-text entities

- **Diseases:** fungal (MESH:D009181), bacterial (MESH:D001424)
- **Chemicals:** free radical (MESH:D005609), ascorbic acid (MESH:D001205), steel (MESH:D013232), ethanol (MESH:D000431), 5-bromoindole-3-carboxaldehydein (-), DPPH (MESH:C004931), ammonium acetate (MESH:C018824), 1,4-dihydropyridine (MESH:C038806), ethyl acetoacetate (MESH:C024840), Gentamicin (MESH:D005839)
- **Species:** Bacillus subtilis (species) [taxon 1423], Pseudomonas (RNA similarity group I, genus) [taxon 286], Staphylococcus aureus (species) [taxon 1280], Escherichia coli (E. coli, species) [taxon 562]

## Full text

_Full body text omitted from this summary view._ Fetch the complete paper as Markdown: https://tomesphere.com/paper/PMC11084046/full.md

## Figures

19 figures with captions in the complete paper: https://tomesphere.com/paper/PMC11084046/full.md

## References

55 references — full list in the complete paper: https://tomesphere.com/paper/PMC11084046/full.md

---
Source: https://tomesphere.com/paper/PMC11084046