SÍNTESE DE N-TOSIL-ALFA-AMINOÁLCOOIS GLICOSÍDEOS E AVALIAÇÃO DA POTENCIAL ATIVIDADE BIOLÓGICA
Invasive fungal infections. Candida spp. Amino acids. Aminoalcohols. Aminoalcohols. Sulfonamides. Direct reduction of carboxylic acids. Tosylatio.
Research for new bioactive molecules still an active area for pharmaceutical research. Particularly, because was reported new drug-resistant strains of infectious organisms. Therefore, there is an alarming increase in invasive fungal infections. This condition has become a public health problem. Among the pathogenic fungi, the genus Candida spp. stands out, wherefore, is important research for the development of new candidates for antibiotic drugs. Bioactive compounds can be discovered from several sources. One this sources is molecules prototyp. The literature shows that aminoalcohols, polyamines and sulfonamides are classes of compounds generally bioactive, being explored in diverse pharmacological applications. Therefore, 14 sulfonamide derivatives (2a-d, 3a-k) were synthesized by the tosylation of the amino acids phenylalanine, leucine, proline and glycine (2a-d). N-tosylamino-alcohols (3a-c) were obtained by direct reduction of the carboxylic acid function. Sulfonamides from commercial aminoalcohols and diamino-alcohols (3d-k) were also obtained. These products were purified by column chromatography, when necessary, to obtain pure compounds of various yields, characterized by spectroscopic techniques and physicochemical properties. The compounds synthesized presents structural diversity, so that different chemical properties, such as hydrofilil/lipophilicity, are observed, which may generate different results on biological activity. These products will be subjected an in vitro biological assays, for investigate their potential to be used as prototypes molecules in the development of new antifungals.