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Norhierridin B, a New Hierridin B-Based Hydroquinone with Improved Antiproliferative Activity

dc.contributor.authorBrandão, Pedro
dc.contributor.authorMoreira, Joana
dc.contributor.authorAlmeida, Joana
dc.contributor.authorNazareth, Nair
dc.contributor.authorSampaio-Dias, Ivo E.
dc.contributor.authorVasconcelos, Vítor
dc.contributor.authorMartins, Rosario
dc.contributor.authorLeão, Pedro
dc.contributor.authorPinto, Madalena
dc.contributor.authorSaraíva, Lucília
dc.contributor.authorCidade, Honorina
dc.date.accessioned2020-03-30T15:16:08Z
dc.date.available2020-03-30T15:16:08Z
dc.date.issued2020-03
dc.description.abstractHierridin B (6), a methylated hydroquinone isolated from the marine picocyanobacterium Cyanobium sp. LEGE 06113, moderately inhibited the growth of colon adenocarcinoma HT-29 cells. Aiming to improve the potential antitumor activity of this natural product, the demethylated analogue, norhierridin B (10), as well as its structurally-related quinone (9), were synthesized and evaluated for their growth inhibitory effect on a panel of human tumor cell lines, including the triple-negative breast cancer (TNBC) cells MDA-MB-231, SKBR3, and MDA-MB-468. Norhierridin B (10) showed a potent growth inhibitory effect on all cancer cell lines. Moreover, the growth inhibitory effect of compound 10 on MDA-MB-231 cells was associated with cell cycle arrest and apoptosis. Norhierridin B (10) interfered with several p53 transcriptional targets, increasing p21, Bax, and MDM2, while decreasing Bcl-2 protein levels, which suggested the potential activation of a p53 pathway. Altogether, these results evidenced a great improvement of the antitumor activity of hydroquinone 10 when compared to 6 and its structurally-related quinone (9). Notably, hydroquinone 10 displayed a prominent growth inhibitory activity against TNBC cells, which are characterized by high therapeutic resistance.pt_PT
dc.description.versioninfo:eu-repo/semantics/publishedVersionpt_PT
dc.identifier.doi10.3390/molecules25071578pt_PT
dc.identifier.urihttp://hdl.handle.net/10400.22/15674
dc.language.isoengpt_PT
dc.peerreviewedyespt_PT
dc.relation.publisherversionhttps://www.mdpi.com/1420-3049/25/7/1578pt_PT
dc.subjectAntitumor activitypt_PT
dc.subjectHierridin Bpt_PT
dc.subjectHydroquinonespt_PT
dc.subjectQuinonespt_PT
dc.titleNorhierridin B, a New Hierridin B-Based Hydroquinone with Improved Antiproliferative Activitypt_PT
dc.typejournal article
dspace.entity.typePublication
oaire.citation.issue7pt_PT
oaire.citation.titleMoleculespt_PT
oaire.citation.volume25pt_PT
person.familyNameMartins
person.givenNameRosario
person.identifier.ciencia-idA919-DB40-EF10
person.identifier.orcid0000-0002-9882-4651
person.identifier.scopus-author-id21834368700
rcaap.rightsopenAccesspt_PT
rcaap.typearticlept_PT
relation.isAuthorOfPublication82a7c349-c88e-450f-adc7-3331d69149cf
relation.isAuthorOfPublication.latestForDiscovery82a7c349-c88e-450f-adc7-3331d69149cf

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