Síntese e atividade antitumoral e antioxidante de calcogeno-amino timidinas (CAT)
Ano de defesa: | 2016 |
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Autor(a) principal: | |
Orientador(a): | |
Banca de defesa: | |
Tipo de documento: | Dissertação |
Tipo de acesso: | Acesso aberto |
Idioma: | por |
Instituição de defesa: |
Universidade Federal de Santa Maria
Brasil Química UFSM Programa de Pós-Graduação em Química Centro de Ciências Naturais e Exatas |
Programa de Pós-Graduação: |
Não Informado pela instituição
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Departamento: |
Não Informado pela instituição
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País: |
Não Informado pela instituição
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Palavras-chave em Português: | |
Link de acesso: | http://repositorio.ufsm.br/handle/1/18064 |
Resumo: | This work aims the synthesis of new 5'-arilchalcogenil-3-animo-thymidine (5a-m) derivative containing chalcogenium or thymidines nucleosides derivatives (3-azidothymidine 1) with potential antioxidant and antitumor evaluation. The development of a synthetic route involving two transformations in a single reaction step was planned. The compounds exhibit changes at specific positions consisting in adding organochalcogenium at position 5 of 3-azidothymidine 1. The cleavage reaction of the corresponding aryl dichalcogenetes (4a-j) in THF followed by the addition of the reducing agent NaBH4 and EtOH, leading to the formation of nucleophilic species to react chalcogen through a bimolecular nucleophilic substitution reaction, these nucleophiles reacted with 3-azidothymidine mesilada 3 and along this same protocol, the reduction of the azide grouping of 3-azidothymidine mesilada 3 to their desired amines was performed forming the 5'-arilchalcogenil-3-animo-thymidine (5a-m) in yields in the range 20 -82%. The studies of reaction time and the amount of reducing agent were performed in order to optimize for the two desired reaction steps, which allowed quick access to a range of novel compounds. With properly characterized compounds, they have undergone as its antioxidant and anti-tumor potential |