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Synthesis and the in vitro evaluation of antitumor activity of novel thiobenzanilides

dc.contributor.authorÁlvaro Martins, Maria Joao
dc.contributor.authorRailean, Violeta
dc.contributor.authorMartins, Filomena
dc.contributor.authorMachuqueiro, Miguel
dc.contributor.authorPacheco, Rita
dc.contributor.authorSantos, Susana
dc.date.accessioned2023-05-23T08:22:49Z
dc.date.available2023-05-23T08:22:49Z
dc.date.issued2023-02-16
dc.description.abstractCancer is a generic term for a large group of diseases that are the second-leading cause of death worldwide, accounting for nearly 10 million deaths in 2020. Melanoma is a highly aggressive skin tumor with an increasing incidence and poor prognosis in the metastatic stage. Breast cancer still stands as one of the major cancer-associated deaths among women, and diagnosed cases are increasing year after year worldwide. Despite the recent therapeutic advances for this type of cancer, novel drugs and treatment strategies are still urgently needed. In this paper, the synthesis of 18 thiobenzanilide derivatives (17 of them new) is described, and their cytotoxic potential against melanoma cells (A375) and hormone-dependent breast cancer (MCF-7) cells is evaluated using the MTT assay. In the A375 cell line, most of the tested thiobenzanilides derivatives showed EC50 values in the order of mu M. Compound 17 was the most promising, with an EC50 (24 h) of 11.8 mu M. Compounds 8 and 9 are also interesting compounds that deserve to be further improved. The MCF-7 cell line, on the other hand, was seen to be less susceptible to these thiobenzanilides indicating that these compounds show different selectivity towards skin and breast cancer cells. Compound 15 showed the highest cytotoxic potential for MCF-7 cells, with an EC50 (24 h) of 43 mu M, a value within the range of the EC50 value determined for tamoxifen (30.0 mu M). ADME predictions confirm the potential of the best compounds. Overall, this work discloses a new set of thiobenzanilides that are worth being considered as new scaffolds for the further development of anticancer agents.pt_PT
dc.description.versioninfo:eu-repo/semantics/publishedVersionpt_PT
dc.identifier.citationÁLVARO-MARTINS, Maria João; [et al] – Synthesis and the in vitro evaluation of antitumor activity of novel thiobenzanilides. Molecules. eISSN 1420-3049. Vol. 28, N.º 4 (2023), pp. 1-18.pt_PT
dc.identifier.doi10.3390/molecules28041877pt_PT
dc.identifier.eissn1420-3049
dc.identifier.urihttp://hdl.handle.net/10400.21/16107
dc.language.isoengpt_PT
dc.peerreviewedyespt_PT
dc.publisherMDPIpt_PT
dc.relationLA/P/0056/2020 - Institute of Molecular Sciencespt_PT
dc.relationCentro de Química Estrutural
dc.relationCentro de Química Estrutural
dc.relationBiosystems and Integrative Sciences Institute
dc.relationBiosystems and Integrative Sciences Institute
dc.relationNot Available
dc.relation.publisherversionhttps://www.mdpi.com/1420-3049/28/4/1877pt_PT
dc.subjectCancerpt_PT
dc.subjectThiobenzanilide derivativespt_PT
dc.subjectMelanomapt_PT
dc.subjectBreast cancerpt_PT
dc.titleSynthesis and the in vitro evaluation of antitumor activity of novel thiobenzanilidespt_PT
dc.typejournal article
dspace.entity.typePublication
oaire.awardTitleCentro de Química Estrutural
oaire.awardTitleCentro de Química Estrutural
oaire.awardTitleBiosystems and Integrative Sciences Institute
oaire.awardTitleBiosystems and Integrative Sciences Institute
oaire.awardTitleNot Available
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UIDB%2F00100%2F2020/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UIDP%2F00100%2F2020/PT
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oaire.awardURIinfo:eu-repo/grantAgreement/FCT/CEEC IND 2017/CEECIND%2F02300%2F2017%2FCP1387%2FCT0031/PT
oaire.citation.endPage18pt_PT
oaire.citation.issue4pt_PT
oaire.citation.startPage1pt_PT
oaire.citation.titleMoleculespt_PT
oaire.citation.volume28pt_PT
oaire.fundingStream6817 - DCRRNI ID
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oaire.fundingStream3599-PPCDT
oaire.fundingStream6817 - DCRRNI ID
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oaire.fundingStreamCEEC IND 2017
person.familyNameÁlvaro Martins
person.familyNamemartins
person.familyNameMachuqueiro
person.familyNamePacheco
person.familyNameSantos
person.givenNameMaria Joao
person.givenNamefilomena
person.givenNameMiguel
person.givenNameRita
person.givenNameSusana
person.identifier2643110
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person.identifier.ciencia-id321C-EBE3-FBB2
person.identifier.orcid0000-0002-1316-3082
person.identifier.orcid0000-0003-4189-1228
person.identifier.orcid0000-0001-6923-8744
person.identifier.orcid0000-0001-5192-3006
person.identifier.orcid0000-0003-2603-4164
person.identifier.ridE-6287-2012
person.identifier.ridC-8012-2011
person.identifier.ridC-3062-2012
person.identifier.ridO-8297-2015
person.identifier.scopus-author-id17342433200
person.identifier.scopus-author-id57221975472
person.identifier.scopus-author-id8853708300
person.identifier.scopus-author-id36935590500
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
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.rightsopenAccesspt_PT
rcaap.typearticlept_PT
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