S?ntese e avalia??o da atividade biol?gica de tiossemicarbazidas, tiossemicarbazonas e cloridratos mesoi?nicos da classe 1,3,4- tiadiaz?lio-2-aminida

• Autor(a) principal: Reis, Camilla Moretto dos
• Data de Publicação: 2012
• Tipo de documento: Tese
• Idioma: por
• Título da fonte: Biblioteca Digital de Teses e Dissertações da UFRRJ
• Texto Completo: https://tede.ufrrj.br/jspui/handle/jspui/1584
• topic: thiosemicarbazones; 1,3,4-tiadiaz?lio-2-aminida; solid-solid reaction; microwave; Tiossemicarbazidas; tiossemicarbazonas; 1,3,4-tiadiaz?lio-2-aminida; rea??o s?lido-s?lido; micro-ondas; Qu?mica

Nowadays the demand for cleaner and more efficient synthetic processes have been deemed very important, especially due to environmental aspects. Thus, this thesis describes the synthesis of a series of 20 tiossemicarbazidas, nine class of N4-substituted obtained from the reaction of isothiocyanates with different hydrazine hydrate and eleven Class of N1,N4-disubstituted obtained from the reaction of isothiocyanates with different phenyl hydrazine. We used the traditional method by stirring at room temperature, the microwave irradiation and solid-solid maceration for preparing such compounds, the latter methodology to that presented the best performances for the compounds synthesized in only two minutes of reaction. The antioxidant activity of tiossemicarbazidas was evaluated experimentally by the method of DPPH, indicating significant activity for most of the derivatives tested. The tiossemicarbazidas N4-substituted synthetic precursors were derived from the class of 36 thiosemicarbazones, which have also been obtained by three different methodologies from the reaction of different aromatic aldehydes with tiossemicarbazidas N4-substituted. The methodology used by traditional reflux, the microwave irradiation in the presence of organic solvent and microwave irradiation in the absence of solvent, the latter method was allowed to obtain products with better results with only 3 minutes of reaction. All 36 of thiosemicarbazones derivatives were tested against the fungi Candida albicans and Aspergillus parasiticus, with moderate activity for some of the derivatives tested. The tiossemicarbazidas N1,N4-disubstituted are synthetic precursors of the 1,3,4-thiadiazolium-2-aminide hydrochlorides mesoionic class. Eleven mesoionic derivatives were obtained by microwave irradiation, from tiossemicarbazidas N1,N4-disubstituted with different aromatic aldehydes. We also evaluated the cytotoxic activities from some of the synthesized mesoionic lines K562 human leukemia and Jurkat, as well as in the line of Daudi lymphoma, obtaining satisfactory and very promising results for some of the compounds tested. Furthermore, the compounds mesoionic were tested for in vivo activity against L. amazonensis and L. infantum and also opposite the trypanothione reductase enzyme L. amazonensis, L. infantum, L. braziliensis and T. cruzi showing significant activity indicating the potential use of these compounds as anti-parasitic agents