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  • About
  • The Global ETD Search service is a free service for researchers to find electronic theses and dissertations. This service is provided by the Networked Digital Library of Theses and Dissertations.
    Our metadata is collected from universities around the world. If you manage a university/consortium/country archive and want to be added, details can be found on the NDLTD website.
1

Síntese e avaliação da atividade esquistossomicida de chalconas e auronas frente a vermes adultos de Schistosoma mansoni

Silveira, Ligia Souza da 29 July 2013 (has links)
Submitted by isabela.moljf@hotmail.com (isabela.moljf@hotmail.com) on 2016-08-08T13:08:54Z No. of bitstreams: 1 ligiasouzadasilveira.pdf: 3371764 bytes, checksum: 67a4072a1bdf7b995edacdda00021e31 (MD5) / Rejected by Adriana Oliveira (adriana.oliveira@ufjf.edu.br), reason: on 2016-08-08T13:56:41Z (GMT) / Submitted by isabela.moljf@hotmail.com (isabela.moljf@hotmail.com) on 2016-08-08T14:07:53Z No. of bitstreams: 1 ligiasouzadasilveira.pdf: 3371764 bytes, checksum: 67a4072a1bdf7b995edacdda00021e31 (MD5) / Approved for entry into archive by Adriana Oliveira (adriana.oliveira@ufjf.edu.br) on 2016-08-08T14:10:22Z (GMT) No. of bitstreams: 1 ligiasouzadasilveira.pdf: 3371764 bytes, checksum: 67a4072a1bdf7b995edacdda00021e31 (MD5) / Made available in DSpace on 2016-08-08T14:10:22Z (GMT). No. of bitstreams: 1 ligiasouzadasilveira.pdf: 3371764 bytes, checksum: 67a4072a1bdf7b995edacdda00021e31 (MD5) Previous issue date: 2013-07-29 / CAPES - Coordenação de Aperfeiçoamento de Pessoal de Nível Superior / O interesse pela obtenção de chalconas e suas respectivas auronas deve-se as inúmeras propriedades biológicas descritas para estes compostos como atividade antibacteriana, antiinflamatória, antifúngica, antiviral, antitumoral e principalmente pelo promissor papel nas atividades antiparasitárias. Este trabalho descreve a síntese de derivados chalcona e aurona, sendo dez compostos inéditos, a saber: três análogos de chalconas e sete análogos de auronas. Foram obtidos vinte e um análogos de chalcona através de reações de condensação de Claisen-Schimdt, pela reação de sete aldeídos alquilados e dezenove aldeídos comerciais, com a 2-hidroxi-acetofenona ou 4-flúor-2-hidroxi-acetofenona. Para a obtenção das chalconas de cadeia longa o 4-hidroxibenzaldeído foi alquilado com os haletos de alquila, 1-cloroexano, 1cloro-octano, 1-bromononano, 1-clorodecano, 1-clorododecano, 1-clorotetradecano e 1-bromo-propargila. Foram obtidas dezessete auronas pela ciclização oxidativa das chalconas previamente sintetizadas em reação com Hg(OAc)2 em piridina. Em todas as reações não foram detectadas a formação da flavona correspondente. As chalconas foram obtidas na sua configuração E, em uma conformação s-cis confirmado por difração de raio-x do composto (E)-2’-hidroxichalcona. A configuração Z para dupla ligação de auronas foi inferida por comparação com dados da literatura. As chalconas e auronas sintetizadas foram avaliadas quanto as suas atividades citotóxicas, anti-inflamatórias e antioxidantes e as mesmas estão sendo avaliadas quanto à sua atividade esquistossomicida. / The interest in obtaining chalcones and their aurones due to the numerous biological properties described for these compounds as antibacterial, anti-inflammatory, antifungal, antiviral, antitumor activities and especially the promising role in antiparasitic activities. Thus, this work describes the synthesis of chalcone and aurone derivatives, resulting in ten novel compounds being three analogues of chalcones and seven analogues of aurones. Were obtained twenty-one chalcone analogues by Claisen-Schmidt condensation by reaction of seven long chain aldehydes and nineteen commercial aldehydes with 2-hydroxy-acetophenone or 4-fluoro-2-hydroxy-acetophenone. For the obtention of long chain chalcones, the 4-hydroxybenzaldehyde was alkylated in reaction with alkyl halides, 1-chlorohexane, 1-chlorooctane, 1-bromononane, 1-chlorodecane, 1-chlorododecane, 1-clorotetradecane and 1-bromopropargyl. Were obtained seventeen aurones by oxidative cyclization from chalcones previously synthesized in reaction with Hg(OAc)2 and pyridine. In all reactions were not detected the formation of the corresponding flavone. The chalcones were obtained in E configuration in s-cis conformation. This fact was confirmed by X-ray diffraction of the compound (E)-2'-hydroxichalcone. The configuration Z for aurones was inferred by comparison with literature data. Chalcones and aurones synthesized were evaluated for their cytotoxic activities, antiinflammatory and antioxidant properties and the same are being evaluated for their activity schistosomicidal.

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