Antioxidant and Antimicrobial Potential, BSA and DNA Binding Properties
of Some 3-Hydroxy-3-Pyrrolin-2-Ones Bearing Thenoyl Fragment

Nenad      Joksimović; Jelena      Petronijević; Emilija      Milović; Nenad      Janković; Marijana      Kosanić; Nevena      Petrović

doi:10.2174/1573406418666220304230342

Abstract

Background: It is known that pyrrolidinone derivates belong to a class of biologically active compounds with a broad spectrum of biological actions. Nowadays, many scientists are making an effort in the discovery of more effective ways to eliminate reactive oxygen species (ROS) that cause oxidative stress or to eliminate the harmful microorganisms from the organism in humans. Therefore, pyrrolidinones seem to be great candidates for the research of this field.

Methods: The antimicrobial activity of tested compounds was estimated by the determination of the minimal inhibitory concentration by the broth micro-dilution method against four species of bacteria and five species of fungi. The antioxidant activity was evaluated by free radical scavenging and reducing power.

Results: Among the tested compounds, P22 showed marked antibacterial activity on Staphylococcus aureus with a MIC value of 0.312 mg/mL. Maximum antifungal activity with MIC value 0.625 mg/mL was shown by P23 and P25 compounds against Trichophyton mentagrophytes. Tested samples showed a relatively strong scavenging activity on DPPH radical (IC₅₀ ranged from 166.75- 727.17 μg/mL). The strongest DPPH radical scavenging activity was shown by P3 compound with an IC₅₀ value of 166.75 μg/mL. Moreover, the tested compounds had effective reducing power. Compounds P3, P10, and P13 showed the highest reducing power than those from the other samples. Results of the interactions between DNA and P3 indicated that P3 had the affinity to displace EB from the EB-DNA complex through intercalation [K_sv = (1.4 ± 0.1) × 10⁵ M^-1], while K_a values obtained via titration of BSA with P23 or P25 [K_a = (6.2 ± 0.2) and (5.0 ± 0.2) × 10⁵ M^-1] indicate that the notable quantity of the drug can be transmitted to the cells.

Conclusion: Achieved results indicate that our compounds are potential candidates for use as medicaments.

Keywords: 3-hydroxy-3-pyrrolin-2-ones, biological evaluation, antimicrobial activity, antioxidant activity, DNA binding study, BSA binding study.

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DOI https://dx.doi.org/10.2174/1573406418666220304230342	Print ISSN 1573-4064
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Medicinal Chemistry

Antioxidant and Antimicrobial Potential, BSA and DNA Binding Properties of Some 3-Hydroxy-3-Pyrrolin-2-Ones Bearing Thenoyl Fragment

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