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Please use this identifier to cite or link to this item: http://hdl.handle.net/1843/63638
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dc.creatorTalita Bárbara Gontijopt_BR
dc.creatorPatrícia da Silva Limapt_BR
dc.creatorMarcelo Yudi Icimotopt_BR
dc.creatorRaquel Leão Nevespt_BR
dc.creatorÉrika Lorena Fonseca Costa de Alvarengapt_BR
dc.creatorAdriana Karaoglanovic Carmonapt_BR
dc.creatorAlexandre Alves de Castropt_BR
dc.creatorTeodorico de Castro Ramalhopt_BR
dc.creatorEufrânio Nunes da Silva Júniorpt_BR
dc.creatorRossimiriam Pereira de Freitaspt_BR
dc.date.accessioned2024-02-01T18:42:38Z-
dc.date.available2024-02-01T18:42:38Z-
dc.date.issued2021-
dc.citation.volume109pt_BR
dc.identifier.doihttps://doi.org/10.1016/j.bioorg.2021.104662pt_BR
dc.identifier.issn0045-2068pt_BR
dc.identifier.urihttp://hdl.handle.net/1843/63638-
dc.description.resumoTwo new series of hitherto unknown dipeptides, containing an electrophilic nitrile or a non-electrophilic 2-amino-1,3,4-oxadiazole moiety were synthesized and evaluated in vitro as Cathepsin K (Cat K) inhibitors. From 14 compounds obtained, the oxadiazole derivatives 10a, 10b, 10e, and 10g acted as enzymatic competitive inhibitors with Ki values between 2.13 and 7.33 µM. Molecular docking calculations were carried out and demonstrated that all inhibitors performed hydrogen bonds with residues from the enzyme active site, such as Asn18. The best inhibitors (10a, 10b, 10g) could also perform these bonds with Cys25, and 10a showed the most stabilizing interaction energy (−134.36 kcal mol−¹) with the active cavity. For the first time, derivatives based in 2-amino-1,3,4-oxadiazole scaffolds were evaluated, and the results suggested that this core displays a remarkable potential as a building block for Cat K inhibitors.pt_BR
dc.description.sponsorshipCNPq - Conselho Nacional de Desenvolvimento Científico e Tecnológicopt_BR
dc.description.sponsorshipFAPEMIG - Fundação de Amparo à Pesquisa do Estado de Minas Geraispt_BR
dc.languageengpt_BR
dc.publisherUniversidade Federal de Minas Geraispt_BR
dc.publisher.countryBrasilpt_BR
dc.publisher.departmentICX - DEPARTAMENTO DE QUÍMICApt_BR
dc.publisher.initialsUFMGpt_BR
dc.relation.ispartofBioorganic Chemistrypt_BR
dc.rightsAcesso Restritopt_BR
dc.subjectCathepsin Kpt_BR
dc.subjectDipeptidespt_BR
dc.subject1,3,4-Oxadiazolespt_BR
dc.subject.otherQuímica bioorgânicapt_BR
dc.subject.otherInibidores enzimáticospt_BR
dc.subject.otherEnzimas proteolíticaspt_BR
dc.subject.otherPeptídios - Síntesept_BR
dc.titleCathepsin K inhibitors based on 2-amino-1,3,4-oxadiazole derivativespt_BR
dc.typeArtigo de Periódicopt_BR
dc.url.externahttps://www.sciencedirect.com/science/article/pii/S0045206821000389pt_BR
dc.identifier.orcidhttps://orcid.org/0000-0002-7038-8560pt_BR
dc.identifier.orcidhttps://orcid.org/0000-0002-0746-5279pt_BR
dc.identifier.orcidhttps://orcid.org/0000-0002-8898-6032pt_BR
dc.identifier.orcidhttps://orcid.org/0000-0002-9480-9761pt_BR
dc.identifier.orcidhttps://orcid.org/0000-0003-3311-5456pt_BR
dc.identifier.orcidhttps://orcid.org/0000-0003-1806-6270pt_BR
dc.identifier.orcidhttps://orcid.org/0000-0002-7324-1353pt_BR
dc.identifier.orcidhttps://orcid.org/0000-0003-1281-5453pt_BR
dc.identifier.orcidhttps://orcid.org/0000-0001-6974-3724pt_BR
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