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dc.contributor.authorBarreto Junior, Cleber Bomfim
dc.date.accessioned2023-12-22T03:03:11Z-
dc.date.available2023-12-22T03:03:11Z-
dc.date.issued2005-06-10
dc.identifier.citationBarreto Junior, Cleber Bomfim. Abordagem para a síntese de amidas naturais bioativas e seus análogos. 2005. 167 f. Dissertação (Programa de Pós-Graduação em Química) - Universidade Federal Rural do Rio de Janeiro, Seropédica-RJ .por
dc.identifier.urihttps://rima.ufrrj.br/jspui/handle/20.500.14407/14568-
dc.description.abstractOs resultados descritos neste trabalho se inserem numa linha de pesquisa que tem como objetivo a síntese de moléculas com potencial atividade antiparasitária, a partir de precursores de origem natural. São descritas as sínteses estereosseletivas de nove (E,E)-dienamidas, análogas à amida natural piperina (isolada de Piper nigrum), com modificações no padrão de substituição do anel aromático. A abordagem sintética desenvolvida para a síntese das dienamidas, possui como etapa-chave a reação de Emmons-Horner do ânion da piperidinil-fosfonoacetamida com aldeídos adequados, preparados a partir dos alilbenzenos naturais, safrol e eugenol. A metodologia sintética estudada foi ainda aplicada na síntese de três amidas naturais: piperina, piperetina e 3,4- metilenodioxi-cinamamida, todas isoladas de espécies do gênero Piper. As novas amidas obtidas terão suas atividades tóxicas avaliadas sobre epimastigotas de Trypanosoma cruzi, protozoário flagelado, agente etiológico da doença de Chagaspor
dc.description.sponsorshipCoordenação de Aperfeiçoamento de Pessoal de Nível Superior - CAPESpor
dc.description.sponsorshipFundação de Amparo à Pesquisa do Estado do Rio de Janeiro - FAPERJpor
dc.formatapplication/pdf*
dc.languageporpor
dc.publisherUniversidade Federal Rural do Rio de Janeiropor
dc.rightsAcesso Abertopor
dc.subjectTrypanosoma cruzipor
dc.subjectprotozoário flageladopor
dc.subjectagente etiológico da doença de Chagaspor
dc.subjectDienamideseng
dc.subjectEmmons-Hornereng
dc.subjectPiperamideseng
dc.titleAbordagem para a síntese de amidas naturais bioativas e seus análogospor
dc.title.alternativeApproach to the Synthesis of Natural Bioactive Dienamides and Their Analogueseng
dc.typeDissertaçãopor
dc.description.abstractOtherThe results described in this thesis are part of a research project which aims at the syntheses of molecules with potential antiparasitic activity using natural products as precursors. The stereoselective syntheses of nine (E,E)-dienamides with different substitution patterns, which are analogous to natural piperine (isolated from Piper nigrum) were carried out. The synthetic approach involves, as a key step, an EmmonsHorner reaction of the piperidinylphosphonoacetamide anion with suitable aldehydes, which were in turn prepared from the natural allylbenzenes, safrole and eugenol. This synthetic methodology was further employed in the syntheses of the natural amides piperine, piperettine and 3,4-methylenedioxicynamamide, which are all found in the Piper genus. The new amides will be investigated in relation to their potential action against epimastigote forms of the protozoan Trypanosoma cruzi, the ethiological agent of the Chagas diseaseeng
dc.contributor.advisor1Lima, Marco Edilson Freire de
dc.contributor.advisor1Latteshttp://lattes.cnpq.br/8392420706762318por
dc.contributor.referee1Lima, Marco Edilson Freire de
dc.contributor.referee2Pinheiro, Sérgio
dc.contributor.referee3Sant'Anna, Carlos Maurício R. de
dc.creator.Latteshttp://lattes.cnpq.br/9734886446162303por
dc.publisher.countryBrasilpor
dc.publisher.departmentInstituto de Ciências Exataspor
dc.publisher.initialsUFRRJpor
dc.publisher.programPrograma de Pós-Graduação em Químicapor
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Effects of Piperine Analogues on Stimulation of Melanocyte Proliferation and Melanocyte Differentiation. Bioorganic & Medicinal Chemistry, v. 12, n. 8, p. 1905-1920, 2004 VIODÉ, C.; BETTACHE, N.; CENAS, N.; KRAUTH-SIEGEL, R. L.; CHAUVIÈRE, G.; BAKALARA, N.; PÉRIÉ, J. Enzymatic Reduction Studies of Nitroheterocycles. Biochemical Pharmacology, v. 57, p. 549-577, 1999 167 WALKUP, R. D.; CUNNINGHAM, R. T. Studies on the Syntheses of the Aplysiatoxins - Synthesis of A Selectively-Protected Form of the C-27-C-30 (Dihydroxybutanoate) Moiety of Oscillatoxin-A. Tetrahedron Letters, v. 28, n. 35, p. 4019-4022, 1987 WILLIAMS, D. H.; FLEMING, I. Spectroscopic Methods in Organic Chemistry. 4° ed.; London: McGraw-Hill, 1989. 264p YESILADA, A.; ZORLU, E.; AKSU, F.; YESILADA, E. 3,4-Dimethoxy Cinnamic Acid Tertiary Amides: Synthesis and Evaluation of Antiinflammatory and Analgesic Activities. Farmaco, v. 51, n. 8-9, p. 595-599, 1996por
dc.subject.cnpqQuímicapor
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