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dc.creatorPopović-Nikolić, Marija
dc.creatorPopović, Gordana
dc.creatorGrujić, Maja
dc.creatorNikolić, Katarina
dc.creatorAgbaba, Danica
dc.date.accessioned2019-09-02T12:06:35Z
dc.date.available2019-09-02T12:06:35Z
dc.date.issued2018
dc.identifier.issn1093-3263
dc.identifier.urihttp://farfar.pharmacy.bg.ac.rs/handle/123456789/3167
dc.description.abstractThe ionization order of sartans in aqueous media and possible way of interactions between their equilibrium forms and surfactant micelles have been theoretically investigated. The examined sartans are ampholytes (irbesartan and losartan) and a diacid (valsartan) with the close values of ionization constants. In order to get a better insight in the overlapped protolytic equilibria of sartans and to predict an affinity of the equilibrium forms interacting with micelles as biomembrane mimetic systems, the theoretical study was performed. Energy calculation of the optimized structures of the equilibrium forms was performed at the B3LYP/6-31G (d,p) level of the Density Functional Theory (DFT). The results of the theoretical study helped to assign the experimentally determined pK(a) values to the corresponding ionizable centers and confirmed that in all examined compounds, the higher pK(a) values can be attributed to ionization of tetrazole. The molecular descriptor values showed that sartans interact predominantly with the micelle surfaces. The equilibrium forms of ampholytes demonstrate higher affinity to the micelles, as compared to the forms of the diprotic acid. Additionally, it was shown that the uncharged molecular forms of ampholytes are more lipophylic then their zwitterionic forms.en
dc.publisherElsevier Science Inc, New York
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172033/RS//
dc.rightsrestrictedAccess
dc.sourceJournal of Molecular Graphics & Modelling
dc.subjectAT(1) receptor antagonistsen
dc.subjectpK(a)en
dc.subjectAmpholytesen
dc.subjectDFT studyen
dc.subjectMolecular descriptorsen
dc.subjectB3LYP methoden
dc.titleA theoretical study on ionization of sartans in aqueous media and on interactions with surfactant micellesen
dc.typearticle
dc.rights.licenseARR
dcterms.abstractГрујић, Маја; Николић, Катарина; Поповић, Гордана; Поповић-Николић, Марија; Aгбаба, Даница;
dc.citation.volume82
dc.citation.spage67
dc.citation.epage73
dc.citation.other82: 67-73
dc.citation.rankM22
dc.identifier.wos000433643100007
dc.identifier.doi10.1016/j.jmgm.2018.04.008
dc.identifier.pmid29704812
dc.identifier.scopus2-s2.0-85046074875
dc.identifier.rcubconv_4125
dc.type.versionpublishedVersion


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