Utilize este identificador para referenciar este registo:
https://hdl.handle.net/1822/91945
Registo completo
Campo DC | Valor | Idioma |
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dc.contributor.author | Fernandes, Soraia P. S. | por |
dc.contributor.author | Gonçalves, Jorge M. | por |
dc.contributor.author | Silva, Bruna F. | por |
dc.contributor.author | Pereira, Eva Q. | por |
dc.contributor.author | Coutinho, Paulo J. G. | por |
dc.contributor.author | Pereira-Wilson, Cristina | por |
dc.contributor.author | Dias, Alice | por |
dc.date.accessioned | 2024-06-20T15:12:22Z | - |
dc.date.available | 2024-06-20T15:12:22Z | - |
dc.date.issued | 2024-06-10 | - |
dc.identifier.citation | Fernandes, S. P. S., Gonçalves, J. M., Silva, B. F., Pereira, E. Q., Coutinho, P. J. G., Pereira‐Wilson, C., & Dias, A. M. (2024, May 24). Novel Imidazole‐based Hydrazonoyl Cyanides and Amidrazones Containing N(N,O)‐Heterocycles: Selective Synthesis, Reaction Mechanisms and Preliminary Anticancer Evaluation. European Journal of Organic Chemistry. Wiley. http://doi.org/10.1002/ejoc.202400253 | por |
dc.identifier.issn | 1434193X | por |
dc.identifier.uri | https://hdl.handle.net/1822/91945 | - |
dc.description.abstract | Two series of novel hybrid heterocyclic compounds that combine the imidazole ring with bioactive piperidine, morpholine or piperazine heterosystems, through a hydrazone unit, were easily obtained by two competitive pathways. Starting from 5-amino-4-cyanoformimidoyl imidazoles and 1-aminopiperidine, 4-aminomorpholine or 1-amino-4-methylpiperazine under mild acidic media led to the selective synthesis of 5-aminoimidazole 4-carboxamidrazones, whereas the corresponding 4-hydrazonoyl cyanide derivatives were obtained under stronger acidic conditions. These highly functionalized imidazoles provide convenient synthetic precursors to a vast array of heterocycles with potential pharmaceutical applications. The reaction mechanisms were elucidated on the basis of experimental assays and in silico calculations. The compounds were screened against colorectal cancer HCT116-p53 wt cell line, and significant IC50 values of 3.69 µM and 4.83 µM were obtained. | por |
dc.description.sponsorship | This research was funded by the Foundation for Science and Technology (FCT) through financial support to CQUM-Chemistry Centre of University of Minho (UID/QUI/00686/2020). Thanks are also due to FCT for financial support to the Portuguese NMR Network (PT NMR, Bruker Avance III 400-Univ. Minho). | por |
dc.language.iso | eng | por |
dc.publisher | Wiley-Blackwell | por |
dc.relation | info:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UIDB%2F00686%2F2020/PT | por |
dc.rights | restrictedAccess | por |
dc.subject | Imidazole | por |
dc.subject | Amidrazone | por |
dc.subject | Hydrazonoyl cyanide | por |
dc.subject | Heterocycloalkylhydrazine | por |
dc.subject | Anticancer | por |
dc.title | Novel imidazole-based hydrazonoyl cyanides and amidrazones containing N(N,O)-heterocycles: selective synthesis, reaction mechanisms and preliminary anticancer evaluation | por |
dc.type | article | - |
dc.peerreviewed | yes | por |
dc.relation.publisherversion | https://onlinelibrary.wiley.com/journal/10990690 | por |
dc.comments | CEB57813 | por |
oaire.citationStartPage | 1 | por |
oaire.citationEndPage | 12 | por |
oaire.citationIssue | 22 | por |
oaire.citationConferencePlace | United Kingdom | - |
oaire.citationVolume | 27 | por |
dc.date.updated | 2024-06-17T20:54:31Z | - |
dc.identifier.doi | 10.1002/ejoc.202400253 | por |
dc.description.publicationversion | info:eu-repo/semantics/publishedVersion | - |
sdum.journal | European Journal of Organic Chemistry | por |
dc.identifier.articlenumber | e202400253 | por |
Aparece nas coleções: | CEB - Publicações em Revistas/Séries Internacionais / Publications in International Journals/Series PHYSICS OF QUANTUM MATERIALS AND BIONANOSTRUCTURES (2018 - ...) CDQuim - Artigos (Papers) |
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document_57813_1.pdf Acesso restrito! | 4,05 MB | Adobe PDF | Ver/Abrir |