Antimicrobial Activity of Chemically Modified Anionic Azo Dyes and Their Potential for Treating Infectious Diseases

Penulis

DOI:

https://doi.org/10.33096/pharmrep.v4i2.353

Kata Kunci:

Azo dyes, antimicrobial, bacteria, quaternary ammonium salt, silver nanoparticles

Abstrak

This study explores the synthesis, characterization, and antimicrobial evaluation of quaternary ammonium salts (QAS) and silver nanoparticles (AgNPs) incorporated with azo dyes—Sunset Yellow, Tartrazine, and Allura Red. FTIR spectroscopic studies confirmed key functional groups and interactions, including azo (–N=N), C=C, and hydroxyl stretches, indicating successful conjugation between dyes and carrier materials. The antimicrobial activities of these compounds were assessed against Staphylococcus aureus, Staphylococcus epidermidis, Escherichia coli, and Salmonella spp. Results revealed enhanced inhibition zones, particularly for the dye incorporated with siver nanoparticles (dye-AgNPs) combinations, with Tartrazine + AgNPs (B2) showing the highest efficacy against S. aureus. Quaternary ammonium salts alone displayed moderate activity, while their combinations with azo dyes yielded improved bacterial inhibition, especially against Gram-positive strains. The enhanced antimicrobial performance is attributed to increased lipophilicity and better penetration of bacterial membranes due to dye incorporation. Furthermore, the research highlights the potential use of azo dye-functionalized QAS and AgNPs as effective antimicrobial agents, especially in targeting resistant Gram-positive pathogens.

Biografi Penulis

  • Aliyu Danmusa Mohammed, Umaru Musa Yar'adua University Katsina, Katsina State, Nigeria
    Associate Professor in Polymer Synthesis and Characterization. Department of Chemistry.

Referensi

Acierno, D., Amendola, E., Bugatti, V., Concilio, S., Giorgini, L., Iannelli, P., Piotto, SP. Synthesis and characterization of segmented liquid crystalline polymers with the azo group in the main chain. Macromolecules. 2004;37:6418–6423.

Atlaskina, M.E., Atlaskin, A.A., Kazarina, O.V., Petukhov, A.N., Zarubin, D.M., Nyuchev, A.V., Vorotyntsev, A.V., Vorotyntsev, I.V. Synthesis and Comprehensive Study of Quaternary-Ammonium-Based Sorbents for Natural Gas Sweetening. Environments. 2021; 8(12):134. https://doi.org/10.3390/environments8120134

Ball, A., Bartlett, J., Craig, W., Drusano, G., Felmingham, D., Garau, J., Klugman, K., Low, D., Mandell, L., Rubinstein, E. Future trends in antimicrobial chemotherapy: Expert opinion on the 43rd ICAAC. J. Chemother. 2004;16:419–436.

Banaszak-Leonard,E., Smith, AB., Johnson, CD., Martinez, RT. Synthesis, Characterization and application of Azo dyes: A review of modern chemical approaches. J. applied chem, 2021;15(3):245-267

Bandara, A., Patel, S., Desai, R. Advances in synthetic dye chemistry. 2012;8(2):112-130.

Concilio, S., Sessa, L., Petrone, AM., Porta, A. Diana, R., Iannelli, P., Piotto, S. Structure modification of an active azo-compound as a route to new antimicrobial compounds. Molecules. 2017;22:875.

Dantas, D., Ribeiro, AI, Carvalho, F., Gil-Martins, E., Silva, R., Remião, F., Zille, A. Cerqueira, F., Pinto, E., Dias. AM. Redshifted and pH-Responsive Imidazole-based Azo Dyes with Potent Antimicrobial Activity. Chem. Commun. 2023;59:2791–2794.

Galdiero, S., Falanga, A. Vitiello, M., Cantisani, M., Marra, V. Silver nanoparticles as potential antibacterial agents. Molecules, 2015:20(5),8856-8874

Jerca, F.A., Jerca, V.V. Hoogenboom, R. Advances and opportunities in the exciting world of azobenzenes. Nat. Rev. Chem. 2022;6:51–69.

Joshi, D., Mitchell, M., Bruce, D., Lough, A., Yan, H. Synthesis of cyclic azobenzene analogues. Tetrahedron. 2012;68 8670-8676. 10.1016/j.tet.2012.06.007.

Maillard, J-Y. Bacterial target sites for biocide action. Journal of Applied Microbiology. 2002;92(S1),16s-27s.

Marzullo, P., Gruttadauria, M., D'Anna F. Quaternary ammonium salts-based materials: A Review on environmental toxicity, anti-fouling mechanisms and applications in marine and water treatment industries. Biomolecules. 2024;7;14(8):957.doi:10.3390/biom14080957.

Pandiyan, R., Rajagopal, R. Fabrication and characterisation of silver and lead nanoparticles and application upon synthetic azo dye degradation. Biomass Conv. Bioref. (2023). https://doi.org/10.1007/s13399-023-04073-4

Rai, M., Yadav, A., Gade, A. Silver nanoparticles as a new generation of antimicrobials. Biotechnol Adv. 2009;27(1):76-83. doi: 10.1016/j.biotechadv.2008.09.002. Epub 2008 Sep 30. PMID: 18854209.

Rutala, W.A., Weber, D.J. Disinfection and sterilization in health care facilities: what clinicians need to know. Clin Infect Dis. 2004 Sep 1;39(5):702-9. doi: 10.1086/423182.

Singh, D.K., Luqman, S., Mathur, A.K. Lawsonia inermis l.–a commercially important primaeval dying and medicinal plant with diverse pharmacological activity: A review. Industrial Crops and Products. 2015; 65:269-286

Unduhan

Diterbitkan

2025-11-02

Terbitan

Vol 4 No 2 (2025): (October) Pharmaceutical Reports

Bagian

Articles

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