Síntese e avaliação biológica de análogos de nucleosídeos e triazóis contendo açúcares

Abstract

This work, entitled Synthesis and biological evaluation of derivatives of nucleosides and triazoles linked to sugars is divided into two parts that describe the synthesis of molecules belonging to two groups of heterocycles of great biological value. The first part shows the attempted synthesis of a novel nucleoside analogue natural 5‟-methyl-tioadenosine (MTA). Since nucleoside analogues are widely used in medicine and in particular synthetic analogues are described as potential inhibitors of the cycle of parasites, proposed to obtain the compound 9-(6‟-methylthio-β-psicofuranosil)-adenine 12, through a synthesis of 11 linear steps from D-fructose. The desired compound differs from its natural analogue for possessing a hydroxymethylene group at position 1‟ on the part riboside. "Formula disponibilizado no texto completo" The second part describes the synthesis of triazoles linked to sugar, which structures are resulting from the combination of carbohydrate derivatives and triazoles rings. These glycoconjugates have been highlighted in the literature by presenting a broad class of biological activity as antiviral, anticancer, anti-tripanosomiasis as well as α-glucosidase inhibitors. For the synthesis of triazoles linked sugar desired compounds (15-19) was used for a reaction of the “click chemistry” which is a 1,3-dipolar cycloaddition of terminal alkyne 14 with various derivatives of azide (a-e). "Formula disponibilizado no texto completo"