Synthesis of Salicylaldehyde Derivatives and Evaluating Its Antimicrobial, Antifungal, and Anticorrosion Activities

Authors

Ibrahim Mamedov, Faculty of Chemistry, Baku State University, Z. Khalilov str. 23, Az, 1148, Baku, AzerbaijanFollow
Ali Khalilov, Composite Materials Scientific Research Center, Azerbaijan State Economic University (UNEC), Murtuza Mukhtarov str. 194, Az 1065, Baku, AzerbaijanFollow

Abstract

Chalcones are natural, unsaturated aromatic ketones used in organic synthesis and medicine. Nevertheless, obtaining synthetic analogs and studying their reactions remains relevant. Unsaturated aromatic ketones are important substrates for synthesizing various heterocyclic compounds. The new chalcone, dihydropyrazole derivatives were synthesized based on 2-hydroxy-5-phenyldiazenyl benzaldehyde, and their structures were studied by NMR. Many metal structures fail each year due to harsh conditions, causing significant damage to the global economy. To overcome this problem, chemists are constantly researching and developing new corrosion inhibitors. The compounds under test contain nitrogen, oxygen, and sulfur atoms, which can be coordinated with metals. These types of compounds can have strong corrosion-inhibiting properties. Additionally, the inhibitory properties of the synthesized chalcones and dihydropyrazole derivatives against microorganisms were investigated, and the high antibacterial and antifungal effects of dihydropyrazole derivatives were detected. The results found that, compounds 2-hydroxy-5-[(E)-phenyldiazenyl]benzaldehyde (1), (2E)-3-{2-hydroxy-5-[(E)-phenyldiazenyl]phenyl}-1-phenylprop-2-en-1-one (2), (2E)-1-(4-bromophenyl)-3-{2-hydroxy-5-[(E)-phenyldiazenyl]phenyl}prop-2-en-1-one (3) showed lower inhibition properties against the tested microorganisms than commercial antibiotics. Compound 5-{2-hydroxy-5-[(E)-phenyldiazenyl]phenyl}-3-phenyl-4,5-dihydro-1H-pyrazole-1-carbothioamide (4) showed the same results as Gentamicin and Amoxicillin against Staphylococcusaureus, but compound 3-(4-bromophenyl)-5-{2-hydroxy-5-[(E)-phenyldiazenyl]phenyl}-4,5-dihydro-1H-pyrazole-1-carbothioamide (5) showed higher inhibition activity than Posaconazole and Caspofungin against Candida albicans. Compounds 2 and 4 demonstrated the best anti-corrosion effects among the tested compounds.The inhibitory effects of these compounds were 90 and 94%, respectively. The investigated compounds (1-5) may be successfully used as antimicrobial, antifungal, and anticorrosion agents in the future

Keywords

Antibacterial, Antifungal, Chalcone, Pyrazole, Salicylic aldehyde

Subject Area

Chemistry

Article Type

Article

First Page

2239

Last Page

2245

Creative Commons License

This work is licensed under a Creative Commons Attribution 4.0 International License.

How to Cite this Article

Mamedov, Ibrahim and Khalilov, Ali (2025) "Synthesis of Salicylaldehyde Derivatives and Evaluating Its Antimicrobial, Antifungal, and Anticorrosion Activities," Baghdad Science Journal: Vol. 22: Iss. 7, Article 10.
DOI: https://doi.org/10.21123/2411-7986.4990