Síntese de novos derivados quirais triazólicos e avaliação da atividade antifúngica
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Date
2017Author
Advisor
Co-advisor
Academic level
Graduation
Abstract
In this work, a six-step synthesis was carried out using the commercial available furfural as the starting material to prepare the chiral triazole derivatives. The key steps are the Sharpless asymmetric dihydroxylation, which introduced the stereocenter enantioselectively, and the final reaction (click chemistry), giving the 1,2,3-triazoles derivatives. To synthesize these triazole derivatives, was used commercial alkynes or their ester derivatives. The synthetic compounds were characterized by ...
In this work, a six-step synthesis was carried out using the commercial available furfural as the starting material to prepare the chiral triazole derivatives. The key steps are the Sharpless asymmetric dihydroxylation, which introduced the stereocenter enantioselectively, and the final reaction (click chemistry), giving the 1,2,3-triazoles derivatives. To synthesize these triazole derivatives, was used commercial alkynes or their ester derivatives. The synthetic compounds were characterized by FT-IR, 1H and 13C NMR, and the antifungal activity was tested against Candida spp. and dermatophytes species. The first generation triazole, fluconazol, was used as positive control. Among the four prepared compounds, the one that deserves special mention is the 11b that presented selective activity against dermatophytes species, being a promising compound for future optimizations. ...
Institution
Universidade Federal do Rio Grande do Sul. Faculdade de Farmácia. Curso de Farmácia.
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