Приказ основних података о документу

dc.creatorVeselinović, Jovana
dc.creatorVeselinović, Aleksandar M.
dc.creatorVitnik, Željko
dc.creatorVitnik, Vesna
dc.creatorNikolić, Goran M.
dc.date.accessioned2019-01-30T17:42:45Z
dc.date.available2019-01-30T17:42:45Z
dc.date.issued2014
dc.identifier.issn0009-2797
dc.identifier.urihttps://cer.ihtm.bg.ac.rs/handle/123456789/1586
dc.description.abstractA study on the structure-activity relationship of three hydroxy 4-phenyl coumarins, carried out by employing a series of different chemical cell-free tests is presented. Different assays involving one redox reaction with the oxidant (DPPH, ABTS, FRAP and CUPRAC) were employed. Further, the measurement of inhibition of oxidative degradation, such as lipid peroxidation, was used to define compound antioxidant activity. Our results confirm the good antioxidant activity of the 7,8-dihydroxy-4-phenyl coumarin and moderate antioxidant activity of 5,7-dihydroxy-4-phenyl coumarin. In this work, quantum chemical calculations based on density functional theory have been employed at B3LYP/6-311++G(d,p) level of theory to study the influence of number and position of hydroxyl groups in coumarin molecules on antioxidant activity. Calculated values for HOMO and LUMO energies, energy gap, stabilization energies and spin density distribution confirmed experimental results and were used for SAR definition. For determination of reaction mechanism in gas phase and selected solvents bond dissociation enthalpy, adiabatic ionization potential, proton dissociation enthalpy, proton affinity, electron transfer enthalpy and gas phase acidity have been calculated. Hydrogen Atom Transfer mechanism in vacuum and Single-Electron Transfer followed by the Proton Transfer mechanism in other studied systems are most probable free radical scavenging pathways. On the basis of these findings, these hydroxy 4-phenyl coumarins may be considered as potential therapeutic candidates for pathological conditions characterized by free radical overproduction.en
dc.publisherElsevier Ireland Ltd, Clare
dc.relationinfo:eu-repo/grantAgreement/MESTD/Technological Development (TD or TR)/31060/RS//
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172035/RS//
dc.rightsrestrictedAccess
dc.sourceChemico-Biological Interactions
dc.subject4-Phenyl coumarinsen
dc.subjectAntioxidanten
dc.subjectBasic structureen
dc.subjectDFTen
dc.subjectFree radical scavenging mechanismsen
dc.titleAntioxidant properties of selected 4-phenyl hydroxycoumarins: Integrated in vitro and computational studiesen
dc.typearticle
dc.rights.licenseARR
dcterms.abstractВеселиновиц, Aлександар М.; Витник, Весна; Витник, Жељко; Николиц, Горан М.; Веселиновиц, Јована Б.;
dc.citation.volume214
dc.citation.spage49
dc.citation.epage56
dc.citation.other214: 49-56
dc.citation.rankM22
dc.identifier.pmid24602768
dc.identifier.doi10.1016/j.cbi.2014.02.010
dc.identifier.scopus2-s2.0-84896507553
dc.identifier.wos000335705800007
dc.type.versionpublishedVersion


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Приказ основних података о документу