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Influence of lipophilicity of anthracyclines on the interactions with cholesterol in the model cell membranes – Langmuir monolayer and SEIRAS studies

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cris.lastimport.scopus2024-02-12T20:55:34Z
dc.abstract.enThe interactions of anthracyclines with biological membranes strongly depend on the drug lipophilicity, which might also determine the specific affinity to cholesterol molecules. Therefore, in this work we show the studies concerning the effect of two selected anthracyclines, daunorubicin (DNR) and idarubicin (IDA) on simple models of healthy (DMPC:Chol 7:3) and cancer cells membranes with increased level of cholesterol (DMPC:Chol 3:7) as well as pure cholesterol monolayers prepared at the air-water interface and supported on gold surface. It has been shown that more lipophilic IDA is able to penetrate cholesterol monolayers more effectively than DNR due to the formation of IDA-cholesterol arrangements at the interface, as proved by the thermodynamic analysis of compression-expansion cycles. The increased interactions of IDA were also confirmed by the time measurements of pre-compressed monolayers exposed to drug solutions as well as grazing incidence X-ray diffraction studies demonstrating differences in the 2D organization of cholesterol monolayers. Langmuir studies of mixed DMPC:Chol membranes revealed the reorganization of molecules in the cancer cell models at the air-water interface at higher surface pressures due to the removal of DNR, while increased affinity of IDA towards cholesterol allowed this drug to penetrate the layer more efficiently without its removal. The SEIRAS spectra obtained for supported DMPC:Chol bilayers proved that IDA locates both in the ester group and in the acyl chain region of the bilayer, while DNR does not penetrate the membranes as deeply as IDA. The increased penetration of the mixed phospholipid layers by idarubicin might be attributed to the higher lipophilicity caused by the lack of methoxy group and resulting in a specific affinity towards cholesterol.
dc.affiliationUniwersytet Warszawski
dc.contributor.authorFontaine, Philippe
dc.contributor.authorDziubak, Damian
dc.contributor.authorZaborowska, Michalina
dc.contributor.authorMatyszewska, Dorota
dc.date.accessioned2024-01-25T04:13:52Z
dc.date.available2024-01-25T04:13:52Z
dc.date.copyright2021-12-17
dc.date.issued2022
dc.description.accesstimeAT_PUBLICATION
dc.description.financeŚrodki finansowe, o których mowa w art. 365 pkt. 2 ustawy
dc.description.versionFINAL_PUBLISHED
dc.description.volume211
dc.identifier.doi10.1016/J.COLSURFB.2021.112297
dc.identifier.issn0927-7765
dc.identifier.urihttps://repozytorium.uw.edu.pl//handle/item/109255
dc.identifier.weblinkhttps://api.elsevier.com/content/article/PII:S0927776521007438?httpAccept=text/xml
dc.languageeng
dc.pbn.affiliationchemical sciences
dc.relation.ispartofColloids and Surfaces B: Biointerfaces
dc.relation.pagesart.no. 112297
dc.rightsCC-BY
dc.sciencecloudnosend
dc.subject.enAnthracyclines
dc.subject.enCholesterol
dc.subject.enGrazing incidence X-ray diffraction (GIXD)
dc.subject.enLangmuir monolayer
dc.subject.enModel lipid membrane
dc.subject.enSurface-enhanced infrared absorption spectroscopy (SEIRAS)
dc.titleInfluence of lipophilicity of anthracyclines on the interactions with cholesterol in the model cell membranes – Langmuir monolayer and SEIRAS studies
dc.typeJournalArticle
dspace.entity.typePublication