Spectral Characterization, Antioxidant, Antibacterial Activity, and Molecular Dynamics Simulation of a New Bis-benzimidazole Molecule, 1,5-Bis(1H-benzimidazol-2-yl)pentan-3-one

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dc.contributor.authorKarakurt, T.
dc.contributor.authorTavman, A.
dc.contributor.authorSahin, O.
dc.contributor.authorColak, D. N.
dc.contributor.authorKaracelik, A. A.
dc.date.accessioned2025-03-23T19:31:38Z
dc.date.available2025-03-23T19:31:38Z
dc.date.issued2024
dc.departmentSinop Üniversitesi
dc.description.abstractObjective: Bis-benzimidazoles are an interesting class of compounds due to their chelating characteristics, various biological effects, and fluorescence properties. Methods: In this research, a new symmetric bis-benzimidazole derivative including a ketone group, 1,5-bis(1H-benzimidazol-2-yl)pentan-3-one (PBB), was synthesized and characterized. Antibacterial activity of PBB was tested against Gram-negative and Gram-positive bacteria. The total antioxidant capacity (as TEAC value) and free radical scavenging activity of (PBB) was determined by ferric reducing antioxidant power (FRAP) and 1,1-diphenyl-2-picrylhydrazyl (DPPH) methods. Molecular modeling methods have been conducted in order to study the relationship between electronic characteristics and antioxidant activity. Results and Discussion: Molecular modelling techniques and approaches were used to ensure that (PBB) synthesized in this study could be a reliable drug-like ligand, ligand-protein interactions were studied in detail with molecular dynamic (MD) simulation techniques applied at the molecular level, and trajectory analyses after MD were discussed. The total antioxidant capacity (as TEAC value) and free radical scavenging activity results revealed that (PBB) has a moderate inhibition with a SC50 = 1.8686 +/- 0.0030 mg/mL value and the FRAP value is 108.89 +/- 1.92 mu M TEAC. Conclusions: According to the molecular modelling calculations, the antioxidant and antibacterial activities of (PBB) result from the electrophilic and nucleophilic interactions of its electron-rich C=N nitrogen atoms and electron-withdrawing carbon atoms adjacent to the C=O group with the proteins of the target molecules.
dc.description.sponsorshipNational Center for High Performance Computing of Turkey (UHeM) [1012982022]; Scientific Research Projects Coordination Unit of Istanbul University-Cerrahpasa
dc.description.sponsorshipComputing resources used in this work were provided by the National Center for High Performance Computing of Turkey (UHeM) under grant no. 1012982022.This work was supported by the Scientific Research Projects Coordination Unit of Istanbul University-Cerrahpasa.
dc.identifier.doi10.1134/S1068162024040253
dc.identifier.endpage1511
dc.identifier.issn1068-1620
dc.identifier.issn1608-330X
dc.identifier.issue4
dc.identifier.scopus2-s2.0-85200499289
dc.identifier.scopusqualityQ4
dc.identifier.startpage1491
dc.identifier.urihttps://doi.org/10.1134/S1068162024040253
dc.identifier.urihttps://hdl.handle.net/11486/5323
dc.identifier.volume50
dc.identifier.wosWOS:001284717400019
dc.identifier.wosqualityQ4
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoen
dc.publisherMaik Nauka/Interperiodica/Springer
dc.relation.ispartofRussian Journal of Bioorganic Chemistry
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.snmzKA_WOS_20250323
dc.subjectbis-benzimidazole
dc.subjectX-ray crystal
dc.subjectcomputational study
dc.subjectmolecular modelling
dc.subjectantioxidant activity
dc.titleSpectral Characterization, Antioxidant, Antibacterial Activity, and Molecular Dynamics Simulation of a New Bis-benzimidazole Molecule, 1,5-Bis(1H-benzimidazol-2-yl)pentan-3-one
dc.typeArticle

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