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Antimicrobial and cytotoxic activities of 1,2,3-triazole-sucrose derivatives

dc.contributor.authorPetrova, Krasimira T.
dc.contributor.authorPotewar, Taterao M.
dc.contributor.authorCorreia-da-Silva, Paula
dc.contributor.authorBarros, M. Teresa
dc.contributor.authorCalhelha, Ricardo C.
dc.contributor.authorĆirić, Ana
dc.contributor.authorSoković, Marina
dc.contributor.authorFerreira, Isabel C.F.R.
dc.date.accessioned2015-12-01T11:22:07Z
dc.date.available2015-12-01T11:22:07Z
dc.date.issued2015
dc.description.abstractA library of 1-(1′,2,3,3′,4,4′,6-hepta-O-acetyl-6′-deoxy-sucros-6′-yl)-1,2,3-triazoles have been investigated for their antibacterial, antifungal and cytotoxic activities. Most of the target compounds showed good inhibitory activity against a variety of clinically and food contaminant important microbial pathogens. In particular, 1-(1′,2,3,3′,4,4′,6-hepta-O-acetyl-6′-deoxy-sucros-6′-yl)-4-(4-pentylphenyl)-1,2,3- triazole (5) was highly active against all the tested bacteria with minimal inhibitory concentrations (MICs) ranging between 1.1 and 4.4 μM and bactericidal concentrations (MBCs) from 2.2 and 8.4 μM. The compound 1-(1′,2,3,3′,4,4′,6-hepta-O-acetyl-6′-deoxy-sucros-6′-yl)-4-(4-bromophenyl)-1,2,3-triazole (3) showed antifungal activity with MICs from 0.6 to 4.8 μM and minimal fungicidal concentrations (MFCs) ranging between 1.2 and 8.9 μM. Furthermore, some of the compounds possessed moderate cytotoxicity against human breast, lung, cervical and hepatocellular carcinoma cell lines, without showing toxicity for nontumor liver cells. The above mentioned derivatives represent promising leads for the development of new generation of sugar-triazole anti fungal agents.pt_PT
dc.description.sponsorshipThis work has been supported by Fundação para a Ciência e a Tecnologia through grant Nos. PEst-C/EQB/LA0006/2013 and PEst-OE/AGR/UI0690/2014. T.M. Potewar and R.C. Calhelha are grateful to Fundação para a Ciência e a Tecnologia for their pos-doctoral Grant Nos. SFRH/ BPD/65173/2009 and SFRH/BPD/68344/2010, respectively. The authors thank to Serbian Ministry of Education, Science and Technological Development for financial support (grant number 173032). The NMR spectrometers are part of The National NMR Facility, supported by Fundação para a Ciência e a Tecnologia (RECI/BBB-BQB/0230/2012).pt_PT
dc.identifier.citationPetrova, Krasimira T.; Potewar, Taterao M.; Correia-da-Silva, Paula; Barros, M. Teresa; Calhelha, Ricardo C.; Ćirić, Ana; Soković, Marina; Ferreira, Isabel C.F.R. (2015). Antimicrobial and cytotoxic activities of 1,2,3-triazole-sucrose derivatives. Carbohydrate Research. ISSN 1873-426X. 417, p. 66-71pt_PT
dc.identifier.doi10.1016/j.carres.2015.09.003pt_PT
dc.identifier.issn1873-426X
dc.identifier.urihttp://hdl.handle.net/10198/12465
dc.language.isoengpt_PT
dc.peerreviewedyespt_PT
dc.publisherElsevierpt_PT
dc.relationNMR Net - National Facility for Nuclear Magnetic Resonance: from Molecular Structure and Dynamics to Protein Function, Cell Physiology, and Metabolomics
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/pt_PT
dc.subject1,2,3-Triazolespt_PT
dc.subjectAntibacterial activitypt_PT
dc.subjectAntifungal activitypt_PT
dc.subjectCytotoxic activitypt_PT
dc.subjectSucrosept_PT
dc.titleAntimicrobial and cytotoxic activities of 1,2,3-triazole-sucrose derivativespt_PT
dc.typejournal article
dspace.entity.typePublication
oaire.awardTitleNMR Net - National Facility for Nuclear Magnetic Resonance: from Molecular Structure and Dynamics to Protein Function, Cell Physiology, and Metabolomics
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/COMPETE/PEst-C%2FEQB%2FLA0006%2F2013/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/5876/PEst-OE%2FAGR%2FUI0690%2F2014/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/SFRH/SFRH%2FBPD%2F65173%2F2009/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/SFRH/SFRH%2FBPD%2F68344%2F2010/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/3599-PPCDT/RECI%2FBBB-BQB%2F0230%2F2012/PT
oaire.citation.endPage71pt_PT
oaire.citation.startPage66pt_PT
oaire.citation.titleCarbohydrate Researchpt_PT
oaire.citation.volume417pt_PT
oaire.fundingStreamCOMPETE
oaire.fundingStream5876
oaire.fundingStreamSFRH
oaire.fundingStreamSFRH
oaire.fundingStream3599-PPCDT
person.familyNameCalhelha
person.familyNameFerreira
person.givenNameRicardo C.
person.givenNameIsabel C.F.R.
person.identifier144781
person.identifier.ciencia-idF313-E3CE-554E
person.identifier.ciencia-id9418-CF95-9919
person.identifier.orcid0000-0002-6801-4578
person.identifier.orcid0000-0003-4910-4882
person.identifier.ridJ-2172-2014
person.identifier.ridE-8500-2013
person.identifier.scopus-author-id6507978333
person.identifier.scopus-author-id36868826600
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
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project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
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rcaap.rightsopenAccesspt_PT
rcaap.typearticlept_PT
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