Butenafine and analogues: an expeditious synthesis and cytotoxicity and antifungal activities

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dc.creatorAna María Garzón Porras
dc.creatorBruna Silva Terra
dc.creatorTaniris Cafiero Braga
dc.creatorThais Furtado Ferreira Magalhães
dc.creatorCleide Viviane Buzanello Martins
dc.creatorDanielle Letícia da Silva
dc.creatorLudmila de Matos Baltazar
dc.creatorLudmila Ferreira Gouveia
dc.creatorGustavo José Cota de Freitas
dc.creatorDaniel de Assis Santos
dc.creatorMaria Aparecida de Resende Stoianoff
dc.creatorBeth Burgwyn Fuchs
dc.creatorEleftherios Mylonakis
dc.creatorRossimiriam Pereira de Freitas
dc.creatorÂngelo de Fátima
dc.date.accessioned2024-02-01T17:25:48Z
dc.date.accessioned2025-09-08T22:55:41Z
dc.date.available2024-02-01T17:25:48Z
dc.date.issued2018
dc.description.sponsorshipCNPq - Conselho Nacional de Desenvolvimento Científico e Tecnológico
dc.description.sponsorshipFAPEMIG - Fundação de Amparo à Pesquisa do Estado de Minas Gerais
dc.description.sponsorshipCAPES - Coordenação de Aperfeiçoamento de Pessoal de Nível Superior
dc.format.mimetypepdf
dc.identifier.doihttps://doi.org/10.1016/j.jare.2018.06.004
dc.identifier.issn2090-1232
dc.identifier.urihttps://hdl.handle.net/1843/63633
dc.languageeng
dc.publisherUniversidade Federal de Minas Gerais
dc.relation.ispartofJournal of Advanced Research
dc.rightsAcesso Aberto
dc.subjectQuímica
dc.subjectAtividade antifúngica
dc.subjectAntimicótico
dc.subjectSchiff, Bases de
dc.subjectDermatófitos
dc.subjectFungos filamentosos
dc.subjectMicrobiologia - Sínteses
dc.subject.otherAntifungal activity
dc.subject.otherButenafine
dc.subject.otherMicrowave-assisted synthesis
dc.subject.otherMultigram-scale synthesis
dc.subject.otherSchiff base
dc.subject.otherTrichophyton rubrum
dc.titleButenafine and analogues: an expeditious synthesis and cytotoxicity and antifungal activities
dc.typeArtigo de periódico
local.citation.epage91
local.citation.spage81
local.citation.volume14
local.description.resumoThe incidence of fungal infections is considered a serious public health problem worldwide. The limited number of antimycotic drugs available to treat human and animal mycosis, the undesirable side effects and toxicities of the currently available drugs, and the emergence of fungal resistance emphasizes the urgent need for more effective antimycotic medicines. In this paper, we describe a rapid, simple, and efficient synthetic route for preparation of the antifungal agent butenafine on a multigram scale. This novel synthetic route also facilitated the preparation of 17 butenafine analogues using Schiff bases as precursors in three steps or less. All the synthesized compounds were evaluated against the yeast, Cryptococcus neoformans/C. gattii species complexes and the filamentous fungi Trichophyton rubrum and Microsporum gypseum. Amine 4bd, a demethylated analogue of butenafine, and its corresponding hydrochloride salt showed low toxicity in vitro and in vivo while maintaining inhibitory activity against filamentous fungi.
local.identifier.orcidhttps://orcid.org/0000-0002-9578-7648
local.identifier.orcidhttps://orcid.org/0000-0002-4032-0100
local.identifier.orcidhttps://orcid.org/0000-0002-1447-6670
local.identifier.orcidhttps://orcid.org/0000-0002-4255-3047
local.identifier.orcidhttps://orcid.org/0000-0002-1108-5666
local.identifier.orcidhttps://orcid.org/0000-0002-6220-1321
local.identifier.orcidhttps://orcid.org/0000-0001-5233-1221
local.identifier.orcidhttps://orcid.org/0000-0002-4624-0777
local.identifier.orcidhttps://orcid.org/0000-0001-6974-3724
local.identifier.orcidhttps://orcid.org/0000-0003-2344-5590
local.publisher.countryBrasil
local.publisher.departmentICB - DEPARTAMENTO DE MICROBIOLOGIA
local.publisher.departmentICX - DEPARTAMENTO DE QUÍMICA
local.publisher.initialsUFMG
local.url.externahttps://www.sciencedirect.com/science/article/pii/S209012321830078X

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