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Effects of novel triple-stage antimalarial ionic liquids on lipid membrane models

2017Journal article Open access
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dc.contributor.authorFerraz, Ricardo
dc.contributor.authorPinheiro, Marina
dc.contributor.authorGomes, Ana
dc.contributor.authorTeixeira, Cátia
dc.contributor.authorPrudêncio, Cristina
dc.contributor.authorReis, Salette
dc.contributor.authorGomes, Paula
dc.date.accessioned2019-07-11T13:28:12Z
dc.date.available2022-05-02T00:30:47Z
dc.date.issued2017
dc.description.abstractPrimaquine-based ionic liquids, obtained by acid-base reaction between parent primaquine and cinnamic acids, were recently found as triple-stage antimalarial hits. These ionic compounds displayed significant activity against both liver- and blood-stage Plasmodium parasites, as well as against stage V P. falciparum parasites. Remarkably, blood-stage activity of the ionic liquids against both chloroquine-sensitive (3D7) and resistant (Dd2) P. falciparum strains was clearly superior to those of the respective covalent (amide) analogues and of parent primaquine. Having hypothesized that such behaviour might be ascribed to an enhanced ability of the ionic compounds to permeate into Plasmodium-infected erythrocytes, we have carried out a differential scanning calorimetry-based study of the interactions between the ionic liquids and membrane models. Results provide evidence, at the molecular level, that the primaquine-derived ionic liquids may contribute to an increased permeation of the parent drug into malaria-infected erythrocytes, which has relevant implications towards novel antimalarial approaches based on ionic liquids.pt_PT
dc.description.versioninfo:eu-repo/semantics/publishedVersionpt_PT
dc.identifier.citationFerraz, R., Pinheiro, M., Gomes, A., Teixeira, C., Prudêncio, C., Reis, S., & Gomes, P. (2017). Effects of novel triple-stage antimalarial ionic liquids on lipid membrane models. Bioorganic & Medicinal Chemistry Letters, 27(17), 4190–4193. https://doi.org/10.1016/j.bmcl.2017.07.006
dc.identifier.doi10.1016/j.bmcl.2017.07.006pt_PT
dc.identifier.urihttp://hdl.handle.net/10400.22/14335
dc.language.isoengpt_PT
dc.peerreviewedyespt_PT
dc.publisherElsevierpt_PT
dc.relationNorte-01-0145-FEDER-000024pt_PT
dc.relation.publisherversionhttps://www.sciencedirect.com/science/article/pii/S0960894X17306996pt_PT
dc.subjectAntimalarialspt_PT
dc.subjectDose-Response Relationship, Drugpt_PT
dc.subjectErythrocytespt_PT
dc.subjectIonic Liquidspt_PT
dc.subjectLipid Bilayerspt_PT
dc.subjectModels, Molecularpt_PT
dc.subjectMolecular Structurept_PT
dc.subjectParasitic Sensitivity Testspt_PT
dc.subjectPlasmodium falciparumpt_PT
dc.subjectStructure-Activity Relationshippt_PT
dc.subjectThermodynamicspt_PT
dc.titleEffects of novel triple-stage antimalarial ionic liquids on lipid membrane modelspt_PT
dc.typejournal article
dspace.entity.typePublication
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/5876/UID%2FQUI%2F50006%2F2013/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/SFRH/SFRH%2FBPD%2F99124%2F2013/PT
oaire.citation.endPage4193pt_PT
oaire.citation.issue17pt_PT
oaire.citation.startPage4190pt_PT
oaire.citation.titleBioorganic and Medicinal Chemistry Letterspt_PT
oaire.citation.volume27pt_PT
oaire.fundingStream5876
oaire.fundingStreamSFRH
person.familyNameFerraz
person.familyNamePrudêncio
person.givenNameRicardo
person.givenNameCristina
person.identifier1200571
person.identifier.ciencia-id001E-71CE-F92D
person.identifier.ciencia-idC81E-F4EE-FADE
person.identifier.orcid0000-0002-1761-117X
person.identifier.orcid0000-0002-9920-936X
person.identifier.ridG-5639-2011
person.identifier.scopus-author-id24464208500
person.identifier.scopus-author-id6508057930
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
rcaap.rightsopenAccesspt_PT
rcaap.typearticlept_PT
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relation.isAuthorOfPublication.latestForDiscoverya5a8faa7-12a5-4b1c-bced-44c895677397
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