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Antitumor Activity of Ionic Liquids Based on Ampicillin

dc.contributor.authorFerraz, Ricardo
dc.contributor.authorCosta-Rodrigues, Joao
dc.contributor.authorFernandes, Maria H.
dc.contributor.authorSantos, Miguel M.
dc.contributor.authorMarrucho, Isabel M.
dc.contributor.authorRebelo, Luís Paulo N.
dc.contributor.authorPrudêncio, Cristina
dc.contributor.authorNoronha, João Paulo
dc.contributor.authorPetrovski, Željko
dc.contributor.authorBranco, Luís C.
dc.date.accessioned2017-01-06T11:38:50Z
dc.date.available2017-01-06T11:38:50Z
dc.date.issued2015
dc.description.abstractSignificant antiproliferative effects against various tumor cell lines were observed with novel ampicillin salts as ionic liquids. The combination of anionic ampicillin with appropriate ammonium, imidazolium, phosphonium, and pyridinium cations yielded active pharmaceutical ingredient ionic liquids (API-ILs) that show potent antiproliferative activities against five different human cancer cell lines: T47D (breast), PC3 (prostate), HepG2 (liver), MG63 (osteosarcoma), and RKO (colon). Some API-ILs showed IC50 values between 5 and 42 nm, activities that stand in dramatic contrast to the negligible cytotoxic activity level shown by the ampicillin sodium salt. Moreover, very low cytotoxicity against two primary cell lines—skin (SF) and gingival fibroblasts (GF)—indicates that the majority of these API-ILs are nontoxic to normal human cell lines. The most promising combination of antitumor activity and low toxicity toward healthy cells was observed for the 1-hydroxyethyl-3-methylimidazolium–ampicillin pair ([C2OHMIM][Amp]), making this the most suitable lead API-IL for future studies.pt_PT
dc.description.versioninfo:eu-repo/semantics/publishedVersionpt_PT
dc.identifier.doi10.1002/cmdc.201500142pt_PT
dc.identifier.issn1860-7187
dc.identifier.urihttp://hdl.handle.net/10400.22/9132
dc.language.isoengpt_PT
dc.peerreviewedyespt_PT
dc.publisherWileypt_PT
dc.relation.publisherversionhttp://onlinelibrary.wiley.com/doi/10.1002/cmdc.201500142/abstract;jsessionid=D1B256666C3C083E4EBCDA46F20476CF.f03t04?userIsAuthenticated=false&deniedAccessCustomisedMessage=pt_PT
dc.subjectactive pharmaceutical ingredientspt_PT
dc.subjectampicillinpt_PT
dc.subjectantitumor agentspt_PT
dc.subjectionic liquidspt_PT
dc.subjecttoxicitypt_PT
dc.titleAntitumor Activity of Ionic Liquids Based on Ampicillinpt_PT
dc.typejournal article
dspace.entity.typePublication
oaire.citation.endPage1483pt_PT
oaire.citation.startPage1480pt_PT
oaire.citation.titleChemMedChempt_PT
oaire.citation.volume10pt_PT
person.familyNameFerraz
person.familyNameCosta-Rodrigues
person.familyNamePrudêncio
person.givenNameRicardo
person.givenNameJoao
person.givenNameCristina
person.identifier1200571
person.identifier.ciencia-id001E-71CE-F92D
person.identifier.ciencia-id7412-B006-2120
person.identifier.ciencia-idC81E-F4EE-FADE
person.identifier.orcid0000-0002-1761-117X
person.identifier.orcid0000-0003-1375-8067
person.identifier.orcid0000-0002-9920-936X
person.identifier.ridG-5639-2011
person.identifier.scopus-author-id24464208500
person.identifier.scopus-author-id8558383400
person.identifier.scopus-author-id6508057930
rcaap.rightsrestrictedAccesspt_PT
rcaap.typearticlept_PT
relation.isAuthorOfPublicationa5a8faa7-12a5-4b1c-bced-44c895677397
relation.isAuthorOfPublicationce85cc8f-09f3-4c26-aeaf-6128971acf68
relation.isAuthorOfPublication881a8ad5-ab13-4e49-89f4-08ca61cc81e3
relation.isAuthorOfPublication.latestForDiscovery881a8ad5-ab13-4e49-89f4-08ca61cc81e3

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