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New Cu(II) complexes with pyrazolyl derived schiff base ligands: synthesis and biological evaluation

2017-09Journal article Restricted
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dc.contributor.authorRibeiro, Nadia
dc.contributor.authorRoy, Somnath
dc.contributor.authorButenko, Nataliya
dc.contributor.authorCavaco, Isabel
dc.contributor.authorPinheiro, Teresa
dc.contributor.authorAlho, Irina
dc.contributor.authorMarques, Fernanda
dc.contributor.authorAvecilla, Fernando
dc.contributor.authorPessoa, Joao Costa
dc.contributor.authorCorreia, Isabel
dc.date.accessioned2019-11-20T15:07:24Z
dc.date.available2019-11-20T15:07:24Z
dc.date.issued2017-09
dc.description.abstractSince the discovery of cisplatin there has been a continuous pursuit for new metallodrugs showing higher efficacies and lower side effects. In this work, new copper(II) complexes (C1-C6) of Schiff bases derived from pyrazolyl were developed. Through condensation of 5-methyl-1H-pyrazole-3-carbohydrazide with different aromatic aldehydes - pyridoxal, salicylaldehyde, 3-methoxy-2-hydroxybenzaldehyde, 3-ethoxy-2-hydroxybenzaldehyde and 2-hydroxynaphthene-l-carbaldehyde a set of new pyrazole based "ONO" tridentate Schiff bases were obtained in moderate to good yields - L1-L6, as well as their Cu(II)-complexes. All compounds were characterized by analytical techniques and their molecular formulae established. The antioxidant potential of all compounds was tested, yielding low activity in most cases, with the exception of L1 and C5. The Cu(II) complexes were tested for their aqueous stability, and for their interaction with biological molecules, namely DNA and HSA (human serum albumin), through fluorescence quenching experiments (and electrophoresis for DNA). With the exception of C3, all the synthesized complexes were able to interact with DNA and HSA. Their cytotoxic activity against two cancer cell lines (MCF7 - breast and PC3 - prostate) was also evaluated. Complexes C5 and C6, with larger aromatic systems, showed much higher cytotoxicity (in the low mu M range), than C1-C4, as well as IC50 values much lower than cisplatin. For C6 the results suggest that the mechanisms of cell death do not seem to be mediated by apoptosis, through caspases 3/7 activation, but by involving membrane potential and imbalance in physiological elements such as P, K and Ca.
dc.description.sponsorshipPrograma Operational Regional de Lisboa [LISBOA-01-0145-FEDER-007317]
dc.identifier.doihttps://doi.org/10.1016/j.jinorgbio.2017.05.011
dc.identifier.issn0162-0134
dc.identifier.urihttp://hdl.handle.net/10400.1/13024
dc.language.isoeng
dc.peerreviewedyes
dc.publisherElsevier
dc.subjectHuman serum albumin
dc.subjectCopper(Ii) complexes
dc.subjectCancer cells
dc.subjectDna-binding
dc.subjectPyrazole
dc.subjectSchiff base ligand
dc.subjectCopper complexes
dc.subjectCytotoxicity
dc.subjectFluorescence quenching
dc.titleNew Cu(II) complexes with pyrazolyl derived schiff base ligands: synthesis and biological evaluation
dc.typejournal article
dspace.entity.typePublication
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/5876/UID%2FQUI%2F00100%2F2013/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/5876/UID%2FMulti%2F04349%2F2013/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/5876/UID%2FBIO%2F04565%2F2013/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/3599-PPCDT/RECI%2FQEQ-QIN%2F0189%2F2012/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/3599-PPCDT/RECI%2FQEQ-MED%2F0330%2F2012/PT
oaire.citation.endPage75
oaire.citation.startPage63
oaire.citation.titleJournal of Inorganic Biochemistry
oaire.citation.volume174
oaire.fundingStream5876
oaire.fundingStream5876
oaire.fundingStream5876
oaire.fundingStream3599-PPCDT
oaire.fundingStream3599-PPCDT
person.familyNameNatalia
person.familyNamePALMA ANTUNES CAVACO
person.givenNameButenko
person.givenNameISABEL MARIA
person.identifierH-9087-2012
person.identifier.ciencia-idD515-FB5E-1205
person.identifier.orcid0000-0002-0214-8987
person.identifier.orcid0000-0001-8651-9054
person.identifier.ridC-2152-2018
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
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
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
rcaap.rightsrestrictedAccess
rcaap.typearticle
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