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Exploring saccharinate-tetrazoles as selective Cu(II) ligands: structure, magnetic properties and cytotoxicity of copper(II) complexes based on 5-(3-aminosaccharyl)-tetrazoles

dc.contributor.authorIsmael, Amin
dc.contributor.authorHenriques, M. S. C.
dc.contributor.authorMarques, C.
dc.contributor.authorRodrigues, M.
dc.contributor.authorBarreira, Luísa
dc.contributor.authorPaixao, J. A.
dc.contributor.authorFausto, R.
dc.contributor.authorCristiano, M. Lurdes S.
dc.date.accessioned2017-04-07T15:57:30Z
dc.date.available2017-04-07T15:57:30Z
dc.date.issued2016
dc.description.abstractThe role of copper in the proliferation of cancer cells is under investigation and has been explored in the context of cancer chemotherapy. The evidence that proliferation of cancer cells requires a higher abundance of Cu(II) than their normal counterparts has prompted the development of new copper chelators that can avidly bind copper ions, forming redox active metal complexes that ultimately lead to harmful reactive oxygen species (ROS) in neoplasms. In this context, the mandatory properties of the chelators for medical applications are safety (neglectable cytotoxicity), high binding affinity and selectivity towards Cu(II). We report the synthesis, structure (calculations and single crystal X-ray diffraction), spectroscopic (IR; UV-Vis) and magnetic properties of two novel copper(II) complexes based on 5-(3-aminosaccharyl)-tetrazoles (TS and 2MTS), as well as their in vitro cytotoxicity against the human hepatic carcinoma cell line HepG2. Quite interestingly, we found that the saccharinate-tetrazoles tested exhibit strong binding selectivity to Cu(II), over Fe(II) and Ca(II). Additionally, the corresponding copper complexes have shown a huge increase in the in vitro cytotoxicity against tumoral cells, compared to the corresponding nontoxic ligands. Thus, the new ligands may be viewed as potential precursors of selective cytotoxic agents, acting as non-cytotoxic pro-drugs that can be activated inside neoplastic cells, known to be richer in Cu(II) than the corresponding normal cells.
dc.identifier.doi10.1039/c6ra15051a
dc.identifier.issn2046-2069
dc.identifier.urihttp://hdl.handle.net/10400.1/9730
dc.language.isoeng
dc.peerreviewedyes
dc.relation.isbasedonWOS:000381513100108
dc.titleExploring saccharinate-tetrazoles as selective Cu(II) ligands: structure, magnetic properties and cytotoxicity of copper(II) complexes based on 5-(3-aminosaccharyl)-tetrazoles
dc.typejournal article
dspace.entity.typePublication
oaire.citation.endPage71637
oaire.citation.issue75
oaire.citation.startPage71628
oaire.citation.titleRSC Advances
oaire.citation.volume6
person.familyNameIsmael
person.familyNameBarreira
person.familyNameCristiano
person.givenNameAmin
person.givenNameLuísa
person.givenNameMaria de Lurdes
person.identifier.ciencia-id6D1A-17E5-1400
person.identifier.ciencia-idE411-6006-5A01
person.identifier.orcid0000-0002-7346-5998
person.identifier.orcid0000-0002-4077-855X
person.identifier.orcid0000-0002-9447-2855
person.identifier.ridA-8153-2013
person.identifier.ridG-2345-2012
person.identifier.scopus-author-id35203489500
person.identifier.scopus-author-id9238724800
rcaap.rightsrestrictedAccess
rcaap.typearticle
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relation.isAuthorOfPublicationce3d77be-25df-4257-b5b3-aca8cff24116
relation.isAuthorOfPublicationb16751a6-748e-44b0-9c59-058cbd5b2cc3
relation.isAuthorOfPublication.latestForDiscoveryb16751a6-748e-44b0-9c59-058cbd5b2cc3

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