Synthesis and Antimycobacterial Activities of Glycosylated Amino Alcohols and Amines

Abstract

Reduction of glycosyl β-amino esters (6-14 and 25-30) with lithium aluminium hydride resulted in glycosyl amino alcohols (15-23 and 31-36) in good yields. However, reductive amination of glycosyl aldehydes (1, 2 and 3) with different amines in presence of sodium borohydride resulted in good to moderate yields of glycosyl amines (37-41). All the compounds were evaluated for antitubercular activity against M. tuberculosis H37Ra and H37Rv. Compounds 18, 21, 35 and 36 exhibited antitubercular activities with MIC ranging from 6.25 μg/mL to 3.12 μg/mL.