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Synthesis, Antimicrobial and Antiproliferative Activity of Novel Silver(I) Tris(pyrazolyl)methanesulfonateand 1,3,5-Triaza-7-phosphadamantane Complexes

2011-10-07Journal article Open access
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dc.contributor.authorPettinari, Claudio
dc.contributor.authorMarchetti, Fabio
dc.contributor.authorLupidi, Giulio
dc.contributor.authorQuassinti, Luana
dc.contributor.authorBramucci, Massimo
dc.contributor.authorPetrelli, Dezemona
dc.contributor.authorVitali, Luca A.
dc.contributor.authorGuedes Da Silva, M. Fátima C.
dc.contributor.authorMartins, Luisa
dc.contributor.authorSmolenski, Piotr
dc.contributor.authorPombeiro, Armando
dc.date.accessioned2013-02-17T13:16:59Z
dc.date.available2013-02-17T13:16:59Z
dc.date.issued2011-10-07
dc.description.abstractFive new silver(I) complexes of formulas [Ag(Tpms)] (1), [Ag(Tpms)-(PPh3)] (2), [Ag(Tpms)(PCy3)] (3), [Ag(PTA)][BF4] (4), and [Ag(Tpms)(PTA)] (5) {Tpms = tris(pyrazol-1-yl)methanesulfonate, PPh3 = triphenylphosphane, PCy3 = tricyclohexylphosphane, PTA = 1,3,5-triaza-7-phosphaadamantane) have been synthesized and fully characterized by elemental analyses, H-1, C-13, and P-31 NMR, electrospray ionization mass spectrometry (ESI-MS), and IR spectroscopic techniques. The single crystal X-ray diffraction study of 3 shows the Tpms ligand acting in the N-3-facially coordinating mode, while in 2 and 5 a N2O-coordination is found, with the SO3 group bonded to silver and a pendant free pyrazolyl ring. Features of the tilting in the coordinated pyrazolyl rings in these cases suggest that this inequivalence is related with the cone angles of the phosphanes. A detailed study of antimycobacterial and antiproliferative properties of all compounds has been carried out. They were screened for their in vitro antimicrobial activities against the standard strains Enterococcus faecalis (ATCC 29922), Staphylococcus aureus (ATCC 25923), Streptococcus pneumoniae (ATCC 49619), Streptococcus pyogenes (SF37), Streptococcus sanguinis (SK36), Streptococcus mutans (UA1S9), Escherichia coli (ATCC 25922), and the fungus Candida albicans (ATCC 24443). Complexes 1-5 have been found to display effective antimicrobial activity against the series of bacteria and fungi, and some of them are potential candidates for antiseptic or disinfectant drugs. Interaction of Ag complexes with deoxyribonucleic acid (DNA) has been studied by fluorescence spectroscopic techniques, using ethidium bromide (EB) as a fluorescence probe of DNA. The decrease in the fluorescence of DNA EB system on addition of Ag complexes shows that the fluorescence quenching of DNA EB complex occurs and compound 3 is particularly active. Complexes 1-5 exhibit pronounced antiproliferative activity against human malignant melanoma (A375) with an activity often higher than that of AgNO3, which has been used as a control, following the same order of activity inhibition on DNA, i.e., 3 > 2 > 1 > 5 > AgNO3 >> 4.por
dc.identifier.citationPETTINARI, Claudio; MARCHETTI, Fabio; LUPIDI, Giulio; QUASSINTI, Luana; BRAMUCCI, Massimo; PETRELLI, Dezemona; VITALI, Luca A.; GUEDES da SILVA, M. Fátima C.; MARTINS, Luísa M. D. R. S.; SMOLENSKI, Piotr; POMBEIRO, Armando J. L. - Synthesis, antimicrobial and antiproliferative activity of novel silver(I) tris(pyrazolyl)methanesulfonateand 1,3,5-triaza-7-phosphadamantane complexes. Inorganic Chemistry. ISSN 0020-1669. Vol. 50, N.º 21 (2011) p. 11173-11183por
dc.identifier.issn0020-1669
dc.identifier.urihttp://hdl.handle.net/10400.21/2252
dc.language.isoengpor
dc.peerreviewedyespor
dc.publisherAmer Chemical SOCpor
dc.relationStrategic Project - UI 100 - 2011-2012
dc.subjectCrystal-structurepor
dc.subjectEscherichia-Colipor
dc.subjectOxyanion saltspor
dc.subjectSolid-statepor
dc.subjectVibrational spectroscopypor
dc.subjectCoordination chemistrypor
dc.subjectPhosphine complexespor
dc.subjectColorimetric assaypor
dc.subjectInfrared spectrapor
dc.subjectHalide-complexespor
dc.titleSynthesis, Antimicrobial and Antiproliferative Activity of Novel Silver(I) Tris(pyrazolyl)methanesulfonateand 1,3,5-Triaza-7-phosphadamantane Complexespor
dc.typejournal article
dspace.entity.typePublication
oaire.awardTitleStrategic Project - UI 100 - 2011-2012
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/PEst-OE%2FQUI%2FUI0100%2F2011/PT
oaire.citation.conferencePlaceWashingtonpor
oaire.citation.endPage11183por
oaire.citation.issue21por
oaire.citation.startPage11173por
oaire.citation.titleInorganic Chemistrypor
oaire.citation.volume50por
oaire.fundingStream6817 - DCRRNI ID
person.familyNamePettinari
person.familyNameLupidi
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person.familyNameGuedes da Silva
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person.givenNameClaudio
person.givenNameGiulio
person.givenNameMassimo
person.givenNameDezemona
person.givenNameM. Fátima C.
person.givenNameLuisa
person.givenNamePiotr
person.givenNameArmando
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project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.nameFundação para a Ciência e a Tecnologia
rcaap.rightsrestrictedAccesspor
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