Synthesis and biological evaluation of ureido and thioureido derivatives of 2-amino-2-deoxy-d-glucose and related aminoalcohols as N-acetyl-β-d-hexosaminidase inhibitors

Ureido and thioureido derivatives of 2-acetamido-2-deoxy-β-d-glucose, 1-amino-1-deoxy-d-glucitol and 2-(2-aminoethoxy)ethanol were prepared as N-acetyl-β-d-hexosaminidase (NAHase) inhibitors and were evaluated on Trichomonas vaginalis NAHase. Although none showed complete inhibition of the enzyme at 100 μM, 1-amino-1-deoxy-d-glucitol derivatives acted as competitive inhibitors of the NAHase of T. vaginalis.