Synthesis, Spectral Identification of Some New Schiff Bases, and Evaluation of Their Antibacterial Activity and Inhibitory Effect on Proinflammatory Cytokines (IL-1β, TNF), and DNA Ligase

Hamdan, Israa A. Alhasan; Hamdan, Alaa Abd Alhasan; Aljabawi, Rasha A. Abidalmutalib

doi:10.1134/s1068162024010187

Russ J Bioorg Chem

2024

DOI: 10.1134/s1068162024010187

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Synthesis, Spectral Identification of Some New Schiff Bases, and Evaluation of Their Antibacterial Activity and Inhibitory Effect on Proinflammatory Cytokines (IL-1β, TNF), and DNA Ligase

Israa A. Alhasan Hamdan,

Alaa Abd Alhasan Hamdan,

Rasha A. Abidalmutalib Aljabawi

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2024

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Cited by 2 publications

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Comprehensive Assessment of Antioxidant, Antimicrobial, and Cytotoxic Activities of Schiff Bases Synthesized from Phenyl Glyoxal: Insights from Molecular Docking and ADMET Analysis

Tomer,

Bansal,

Vats

et al. 2024

ChemistrySelect

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In this study, novel Schiff base, PTIEO and PABHP were synthesized using Phenyl Glyoxal as a major constituent and their structures were elucidated through modern spectroscopic techniques. Antioxidant assays were performed using DPPH and ABTS assays. Further, PTIEO and PABHP were subjected to in vitro biological evaluations against ESKAP pathogens. This investigation revealed significant antibacterial activity of both compounds, with MIC below 64 μg mL−1 against Staphylococcus aureus and 64 μg mL−1 against Acinetobacter baummanii. In molecular docking studies, PTIEO shows enhanced binding energy with Acinetobacter baumannii bacterial protein Diaminopimelate epimerase at −7.45 Kcal mol−1, while PABHP exhibited −8.32 Kcal mol−1 binding energy with NADH‐dependent enoyl‐ACP reductase. Additionally, PTIEO and PABHP demonstrated good binding energy with Sortase‐A of Staphylococcus aureus at −7.59 Kcal mol−1 and −8.75 Kcal mol−1, respectively. Moreover, antifungal capabilities of these compounds were evaluated against pathogenic fungi Candida Albicans, Candida Parapsilosis, and Candida tropicalis, highlighting their broad‐spectrum antimicrobial properties. Moreover, PABHP displayed cytotoxicity with an IC50 value of 23.50 μg mL−1, suggesting its safer administration. ADMET calculations were also performed to demonstrate their effectiveness. Overall, these experiments attribute to the significant therapeutic behavior of Schiff bases as comprehensive biomedical agents.

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Comprehensive Assessment of Antioxidant, Antimicrobial, and Cytotoxic Activities of Schiff Bases Synthesized from Phenyl Glyoxal: Insights from Molecular Docking and ADMET Analysis

Tomer,

Bansal,

Vats

et al. 2024

ChemistrySelect

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Synthesis, Physicochemical Characterization, and Antimicrobial Evaluation of Halogen-Substituted Non-Metal Pyridine Schiff Bases

Carreño,

Morales-Guevara,

Cepeda-Plaza

et al. 2024

Molecules

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Four synthetic Schiff bases (PSB1 [(E)-2-(((4-aminopyridin-3-yl)imino)methyl)-4,6-dibromophenol], PSB2 [(E)-2-(((4-aminopyridin-3-yl)imino)methyl)-4,6-diiodophenol], PSB3 [(E)-2-(((4-aminopyridin-3-yl)imino)methyl)-4-iodophenol], and PSB4 [(E)-2-(((4-aminopyridin-3-yl)imino)methyl)-4-chloro-6-iodophenol]) were fully characterized. These compounds exhibit an intramolecular hydrogen bond between the hydroxyl group of the phenolic ring and the nitrogen of the azomethine group, contributing to their stability. Their antimicrobial activity was evaluated against various Gram-negative and Gram-positive bacteria, and it was found that the synthetic pyridine Schiff bases, as well as their precursors, showed no discernible antimicrobial effect on Gram-negative bacteria, including Salmonella Typhi (and mutant derivatives), Salmonella Typhimurium, Escherichia coli, and Morganella morganii. In contrast, a more pronounced biocidal effect against Gram-positive bacteria was found, including Bacillus subtilis, Streptococcus agalactiae, Streptococcus pyogenes, Enterococcus faecalis, Staphylococcus aureus, and Staphylococcus haemolyticus. Among the tested compounds, PSB1 and PSB2 were identified as the most effective against Gram-positive bacteria, with PSB2 showing the most potent biocidal effects. Although the presence of reactive oxygen species (ROS) was noted after treatment with PSB2, the primary mode of action for PSB2 does not appear to involve ROS generation. This conclusion is supported by the observation that antioxidant treatment with vitamin C only partially mitigated bacterial inhibition, indicating an alternative biocidal mechanism.

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Synthesis, Spectral Identification of Some New Schiff Bases, and Evaluation of Their Antibacterial Activity and Inhibitory Effect on Proinflammatory Cytokines (IL-1β, TNF), and DNA Ligase

Cited by 2 publications

References 20 publications

Comprehensive Assessment of Antioxidant, Antimicrobial, and Cytotoxic Activities of Schiff Bases Synthesized from Phenyl Glyoxal: Insights from Molecular Docking and ADMET Analysis

Comprehensive Assessment of Antioxidant, Antimicrobial, and Cytotoxic Activities of Schiff Bases Synthesized from Phenyl Glyoxal: Insights from Molecular Docking and ADMET Analysis

Synthesis, Physicochemical Characterization, and Antimicrobial Evaluation of Halogen-Substituted Non-Metal Pyridine Schiff Bases

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