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dc.creatorRupar, Jelena
dc.creatorAleksić, Mara
dc.creatorDobričić, Vladimir
dc.creatorBrborić, Jasmina
dc.creatorČudina, Olivera
dc.date.accessioned2020-06-17T08:17:22Z
dc.date.available2020-06-17T08:17:22Z
dc.date.issued2020
dc.identifier.issn1567-5394
dc.identifier.urihttp://farfar.pharmacy.bg.ac.rs/handle/123456789/3611
dc.description.abstractThe electrochemical behavior of 9-chloroacridine (9Cl-A), a precursor molecule for synthesis of acridine derivatives with cytostatic activity, is a complex, pH-dependent, diffusion-controlled irreversible process. Oxidation of 9Cl-A initiates with the formation of a cation radical monomer, continues via the formation of a dimer subsequent oxidation to new cation radical. Reduction of 9Cl-A produces radical monomers which are stabilized by dimer formation. The investigation was performed using cyclic, differential pulse and square wave voltammetry at a glassy carbon electrode. The interaction between 9Cl-A and double-stranded DNA (dsDNA) was investigated using a multilayer dsDNA-electrochemical biosensor and 9Cl-A solutions from 1.0×10-7M (the lowest 9Cl-A concentration whose interaction with DNA was possible to detect) up to 1×10-4M. These allowed the binding constant, K=3.45×105M-1 and change in Gibbs free energy of the formed adsorbed complex to be calculated. Complex formation was a spontaneous process proceeding via 9Cl-A intercalation into dsDNA inducing structural changes. The intercalation of 9Cl-A into dsDNA was supported by molecular docking analysis. The combination of simple methodology and the use of biosensors to investigate DNA interactions is a powerful tool to offer insight into aspects of drug design during pharmaceutical development.
dc.publisherElsevier B.V.
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172033/RS//
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172041/RS//
dc.rightsrestrictedAccess
dc.sourceBioelectrochemistry
dc.subject9-Chloroacridine redox mechanism
dc.subjectdsDNA-electrochemical biosensor
dc.subjectInteraction
dc.subjectMolecular docking
dc.subjectSquare wave voltammetry
dc.titleAn electrochemical study of 9-chloroacridine redox behavior and its interaction with double-stranded DNA
dc.typearticle
dc.rights.licenseARR
dcterms.abstractДобричић, Владимир; Aлексић, Мара; Рупар, Јелена; Брборић, Јасмина; Чудина, Оливера;
dc.citation.volume135
dc.identifier.doi10.1016/j.bioelechem.2020.107579
dc.identifier.scopus2-s2.0-85086144465
dc.type.versionpublishedVersion


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