Revealing the antioxidant properties of alkyl gallates: a novel approach through quantum chemical calculations and molecular docking

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dc.contributor.authorKarakus, Nihat
dc.date.accessioned2025-05-04T16:47:26Z
dc.date.available2025-05-04T16:47:26Z
dc.date.issued2024
dc.departmentSivas Cumhuriyet Üniversitesi
dc.description.abstractContextThis study investigates the antioxidant potential of alkyl gallates (C1-C10), focusing on the impact of alkyl chain length and solvent polarity on their antioxidant properties. Known for their biomedical relevance in mitigating oxidative stress, alkyl gallates' structure-activity relationships, particularly regarding chain length and environmental factors, still need to be explored. Key thermochemical parameters, including bond dissociation enthalpy (BDE), ionization potential (IP), proton affinity (PA), and electron transfer enthalpy (ETE), reveal that shorter alkyl chains (C1-C4) exhibit superior antioxidant activity. In contrast, longer chains (C5-C10) show reduced effectiveness due to steric hindrance and lower solubility in polar solvents. Molecular docking studies also demonstrated favorable binding interactions with vital biological targets, further reinforcing their antioxidant potential.MethodsQuantum chemical calculations were performed using Gaussian 16 with the B3LYP/6-311G(dp) basis set for geometry optimizations. Solvent effects were modeled using the integral equation formalism-polarized continuum model (IEF-PCM). Molecular docking studies were conducted using AutoDockTools 4.2, targeting Tyrosine Kinase Hck, Heme Oxygenase, and Human Serum Albumin to evaluate fundamental binding interactions. These computational methods provided insights into alkyl gallates' chemical reactivity and antioxidant efficiency, allowing for the rational design of more potent antioxidant compounds.
dc.identifier.doi10.1007/s00894-024-06196-5
dc.identifier.issn1610-2940
dc.identifier.issn0948-5023
dc.identifier.issue12
dc.identifier.pmid39542935
dc.identifier.scopus2-s2.0-85209079147
dc.identifier.scopusqualityQ2
dc.identifier.urihttps://doi.org/10.1007/s00894-024-06196-5
dc.identifier.urihttps://hdl.handle.net/20.500.12418/35620
dc.identifier.volume30
dc.identifier.wosWOS:001354736300001
dc.identifier.wosqualityQ3
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.indekslendigikaynakPubMed
dc.institutionauthorKarakus, Nihat
dc.language.isoen
dc.publisherSpringer
dc.relation.ispartofJournal of Molecular Modeling
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.snmzKA_WOS_20250504
dc.subjectAntioxidant activity
dc.subjectAlkyl gallates
dc.subjectDensity functional theory (DFT)
dc.subjectMolecular docking
dc.subjectThermochemical parameters
dc.titleRevealing the antioxidant properties of alkyl gallates: a novel approach through quantum chemical calculations and molecular docking
dc.typeArticle

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