Utilize este identificador para referenciar este registo: https://hdl.handle.net/1822/79798

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dc.contributor.authorTeixeira, Cláudiapor
dc.contributor.authorPereira, Renato B.por
dc.contributor.authorPinto, Nuno F. S.por
dc.contributor.authorCoelho, Catarina M. M.por
dc.contributor.authorFernandes, Maria José G.por
dc.contributor.authorFortes, A. Gilpor
dc.contributor.authorGonçalves, M. Sameiro T.por
dc.contributor.authorPereira, David M.por
dc.date.accessioned2022-09-29T09:52:08Z-
dc.date.available2022-09-29T09:52:08Z-
dc.date.issued2022-03-29-
dc.identifier.citationTeixeira, C.; Pereira, R.B.; Pinto, N.F.S.; Coelho, C.M.M.; Fernandes, M.J.G.; Fortes, A.G.; Gonçalves, M.S.T.; Pereira, D.M. Eugenol β-Amino/β-Alkoxy Alcohols with Selective Anticancer Activity. Int. J. Mol. Sci. 2022, 23, 3759. https://doi.org/10.3390/ijms23073759por
dc.identifier.issn1661-6596por
dc.identifier.urihttps://hdl.handle.net/1822/79798-
dc.description.abstractEugenol, 4-allyl-2-methoxyphenol, is the main constituent of clove essential oil and has demonstrated relevant biological activity, namely anticancer activity. Aiming to increase this activity, we synthesized a series of eugenol β-amino alcohol and β-alkoxy alcohol derivatives, which were then tested against two human cancer cell lines, namely gastric adenocarcinoma cells (AGS) and lung adenocarcinoma cells (A549). An initial screening was performed to identify the most cytotoxic compounds. The results demonstrated that three β-amino alcohol derivatives had anticancer activity that justified subsequent studies, having been shown to trigger apoptosis. Importantly, the most potent molecules displayed no appreciable toxicity towards human noncancer cells. Structure-activity relationships show that changes in eugenol structure led to enhanced cytotoxic activity and can contribute to the future design of more potent and selective drugs.por
dc.description.sponsorshipThis research was funded by FCT under project PTDC/ASP-AGR/30154/2017 (PO-CI-01-0145- FEDER-030154) of COMPETE 2020, co-financed by FEDER and EU. FCT-Portugal and FEDERCOMPETE/ QREN-EU also gave financial support to the research centres CQ/UM (UIDB/00686/2020) and REQUIMTE (UIDB/50006/2020). The NMR spectrometer Bruker Avance III 400 (part of the National NMR Network) was financed by FCT and FEDER. Renato B. Pereira acknowledges PRIMA Foundation (H2020- PRIMA 2018—Section 2, Project MILKQUA) and FCT (PTDC/QUI-QFI/2870/2020) for the funding.por
dc.language.isoengpor
dc.publisherMultidisciplinary Digital Publishing Institute (MDPI)por
dc.relationinfo:eu-repo/grantAgreement/FCT/9471 - RIDTI/PTDC%2FASP-AGR%2F30154%2F2017/PTpor
dc.relationinfo:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UIDB%2F00686%2F2020/PTpor
dc.relationinfo:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UIDB%2F50006%2F2020/PTpor
dc.relationinfo:eu-repo/grantAgreement/FCT/3599-PPCDT/PTDC%2FQUI-QFI%2F2870%2F2020/PTpor
dc.rightsopenAccesspor
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/por
dc.subjectEugenolpor
dc.subjectβ-amino alcoholspor
dc.subjectβ-alkoxy alcoholspor
dc.subjectCytotoxicitypor
dc.subjectApoptosispor
dc.subjectAnticancerpor
dc.subjectbeta-amino alcoholspor
dc.subjectbeta-alkoxy alcoholspor
dc.titleEugenol β-amino/β-alkoxy alcohols with selective anticancer activitypor
dc.typearticlepor
dc.peerreviewedyespor
dc.relation.publisherversionhttps://www.mdpi.com/1422-0067/23/7/3759por
oaire.citationStartPage1por
oaire.citationEndPage15por
oaire.citationIssue7por
oaire.citationVolume23por
dc.date.updated2022-04-11T13:59:19Z-
dc.identifier.eissn1422-0067-
dc.identifier.doi10.3390/ijms23073759por
dc.identifier.pmid35409123por
dc.subject.wosScience & Technologypor
sdum.journalInternational Journal of Molecular Sciencespor
oaire.versionVoRpor
dc.identifier.articlenumber3759por
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