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dc.contributor.authorSilva, Leonardo Araujo
dc.date.accessioned2023-12-22T03:03:56Z-
dc.date.available2023-12-22T03:03:56Z-
dc.date.issued2016-04-14
dc.identifier.citationSILVA, Leonardo Araujo. Síntese de naftoimidazóis derivados de β-lapachona com potenciais atividades biológicas. 2016. 111 f. Dissertação (Mestrado em Química) - Instituto de Ciências Exatas, Universidade Federal Rural do Rio de Janeiro, Seropédica, RJ, 2016.por
dc.identifier.urihttps://rima.ufrrj.br/jspui/handle/20.500.14407/14645-
dc.description.abstractNúcleos imidazólicos estão presentes nas estruturas de muitas substâncias com atividades farmacológicas, para diferentes finalidades. O 6,6-dimetil-3,4,5,6-tetra-hidrobenzo-[7,8]cromeno[5,6-d]imidazol (BLI-H) é um naftoimidazol obtido a partir da β-lapachona – uma naftoquinona encontrada em espécies da família das bignoniáceas e que também pode ser obtida sinteticamente.1 O interesse nos estudos com este naftoimidazol se refere às possibilidades sintéticas para o núcleo imidazólico desta molécula, não substituído nas posições 1, 2 e 3, capaz de sofrer reações de substituições nucleofílica alifática e/ou eletrofílica aromática. Além disso, este, que é o naftoimidazol mais simples que pode ser obtido a partir da β-lapachona, já demonstrou seu potencial na atividade antitripanossômica, embora não tão expressiva quanto as de outros naftoimidazóis, substituídos, derivados de β-lapachona. Este trabalho relata a preparação de uma série de compostos obtidos por alquilação de BLI-H e a atividade inibitória significativa destes compostos sobre o crescimento de Staphylococcus aureus resistente à meticilina, Escherischia colii, Cryptococcus neoformans, Candida albicans, assim como Trypasoma cruzi. Além dos produtos das N-alquilações, a busca por derivados com diferentes substituintes no carbono 2, levou à síntese de três novos naftoimidazóis com grupos acila, bromo e amina, respectivamente, neste carbonopor
dc.description.sponsorshipCoordenação de Aperfeiçoamento de Pessoal de Nível Superior - CAPESpor
dc.formatapplication/pdf*
dc.languageporpor
dc.publisherUniversidade Federal Rural do Rio de Janeiropor
dc.rightsAcesso Abertopor
dc.subjectN-alkylnaftoimidazoleseng
dc.subject2-acylnaftoimidazoleeng
dc.subject2-amine-naftoimidazoleseng
dc.subjectN-alquil-naftoimidazóispor
dc.subject2-acil-naftoimidazóispor
dc.subject2-amino-naftoimidazóispor
dc.titleSíntese de naftoimidazóis derivados de β-lapachona com potenciais atividades biológicaspor
dc.title.alternativeSynthesis of β-lapachone-derived naphthoimidazoles with potential biological activitieseng
dc.typeDissertaçãopor
dc.description.abstractOtherThe imidazole nucleus is present in the structures of many substances with pharmacological activities for different purposes. 6,6-Dimethyl-3,4,5,6-tetrahydrobenzo[7,8]-chromeno[5,6-d]imidazole (BLI-H) is a naftoimidazole obtained from β-lapachone - a naphthoquinone found in species of the bignoniaceae family, and which can also be obtained synthetically. The interest in studies with this naftoimidazole refers to synthetic possibilities for the imidazole ring of this molecule unsubstituted at positions 1,2 and 3, capable of undergoing nucleophilic substitution reactions with aliphatic and / or aromatic electrophiles. Furthermore, this which is the simplest naftoimidazole which can be obtained from β-lapachone, has shown antitripanosomal activity, although not as significant as some aryl-substituted β-lapachone derived naphthoimidazoles. This work reports the preparation of a series of compounds obtained by alkylation of BLI-H and the significant inhibitory activity on the growth of methicillin-resistant Staphylococcus aureus, Cryptococcus neoformans, Escherischia colii, Candida albicans, as well as Trypanosoma cruzi, achieved with these compounds. In addition to the products of alkylations, the search for derivatives with different substituents at carbon 2, led to the synthesis of two new β-lapachone-derived naphthoimidazoles with acyl, amine and bromine groups respectively, in that carboneng
dc.contributor.advisor1Ferreira, Aurélio Baird Buarque
dc.contributor.advisor1ID237.924.007-82por
dc.contributor.advisor1Latteshttp://lattes.cnpq.br/5526484175547597por
dc.contributor.advisor-co1Silva, Ari Miranda da
dc.contributor.advisor-co1ID7511236766por
dc.contributor.advisor-co1Latteshttp://lattes.cnpq.br/1282321674623999por
dc.contributor.referee1Garden, Simon J.
dc.contributor.referee2Suzart, Luciano Ramos
dc.contributor.referee3Silva, Bárbara Vasconcellos da
dc.contributor.referee4Santos, Cláudio E. Rodrigues dos
dc.creator.ID112.783.367-70por
dc.creator.Latteshttp://lattes.cnpq.br/7137564856594035por
dc.publisher.countryBrasilpor
dc.publisher.departmentInstituto de Ciências Exataspor
dc.publisher.initialsUFRRJpor
dc.publisher.programPrograma de Pós-Graduação em Químicapor
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dc.subject.cnpqQuímicapor
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