Show simple item record

dc.creatorŠegan, Sandra B.
dc.creatorOpsenica, Igor
dc.creatorZlatović, Mario
dc.creatorMilojković-Opsenica, Dušanka
dc.creatorŠolaja, Bogdan A.
dc.date.accessioned2018-11-22T00:35:44Z
dc.date.available2018-11-22T00:35:44Z
dc.date.issued2016
dc.identifier.issn1570-0232
dc.identifier.urihttp://cherry.chem.bg.ac.rs/handle/123456789/2059
dc.description.abstractThe chromatographic behaviour of series of 4-amino-7-chloroquinoline (4,7-ACQ) based compounds was studied by reversed-phase thin-layer chromatography (RPTLC) with binary mobile phases containing water and the organic modifiers, DMSO or acetone. The lipophilicity of the studied compounds was determined by extrapolation of retention parameters R-M to pure water content in mobile phase. In order to obtain some basic insight into the chromatographic behaviour and structural features of investigated compounds, PCA was performed on both chromatographic data (R-M values) and calculated 2D and 3D structural descriptors. Both QSRR and QSAR models were built by means of the partial least squares (PLS) statistical method. It was found that descriptors which encode hydrophobic (dispersive) interactions have positive influence on retention, while influence of descriptors encoding polar interactions was negative. According to the obtained PLS model for inhibition of botulinum neurotoxin serotype A light chain, hydrophobic interactions influence positively on the mechanism of action of the investigated 4,7-ACQ while polar interactions are less favoured. Contrary, the results of PLS modelling of activity against Plasmodium falciparum strains (W2, D6 and TM91C235) indicate that higher polarity of 4,7-ACQ contribute to their higher antimalarial activity. (C) 2016 Elsevier B.V. All rights reserved.en
dc.publisherElsevier Science Bv, Amsterdam
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172008/RS//
dc.rightsrestrictedAccess
dc.sourceJournal of Chromatography B: Analytical Technologies in the Biomedical and L
dc.subject4-Amino-7-chloroquinolineen
dc.subjectReversed-phase thin-layer chromatography (RPTLC)en
dc.subjectLipophilicityen
dc.subjectQuantitative structure-retention relationship (QSRR)en
dc.subjectQuantitative structure activity relationship (QSAR)en
dc.titleQuantitative structure retention/activity relationships of biologically relevant 4-amino-7-chloroquinoline based compoundsen
dc.typearticle
dc.rights.licenseARR
dcterms.abstractШолаја, Богдан A.; Милојковић-Опсеница, Душанка; Златовић, Марио; Опсеница, Игор; Сеган, Сандра;
dc.citation.volume1012
dc.citation.spage144
dc.citation.epage152
dc.identifier.wos000370882800020
dc.identifier.doi10.1016/j.jchromb.2016.01.033
dc.citation.other1012: 144-152
dc.citation.rankM21
dc.identifier.pmid26827282
dc.type.versionpublishedVersionen
dc.identifier.scopus2-s2.0-84955618060
dc.identifier.rcubKon_3015


Files in this item

Thumbnail

This item appears in the following Collection(s)

Show simple item record