Synthesis and biological evaluation of ureido and thioureido derivatives of 2-amino-2-deoxy-D-glucose and related aminoalcohols as N-acetyl-beta-D-hexosaminidase inhibitors.
Ureido and thioureido derivatives of 2-acetamido-2-deoxy-beta-D-glucose, 1-amino-1-deoxy-D-glucitol and 2-(2-aminoethoxy)ethanol were prepared as N-acetyl-beta-D-hexosaminidase (NAHase) inhibitors and were evaluated on Trichomonas vaginalis NAHase. Although none showed complete inhibition of the enzyme at 100 microM, 1-amino-1-deoxy-D-glucitol derivatives acted as competitive inhibitors of the NAHase of T. vaginalis.
Tournaire-Arellano
C
C
Laboratoire de Chimie, Faculté de Pharmacie, Toulouse, France.
Hage
S Y
SY
Valès
P
P
Caujolle
R
R
Sanon
A
A
Bories
C
C
Loiseau
P M
PM
D000818:Animals; D004791:Enzyme Inhibitors / Q000138:chemical synthesis*; D000431:Ethanol / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D005021:Ethylamines / Q000138:chemical synthesis*; D005069:Evaluation Studies as Topic; D005944:Glucosamine / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D015394:Molecular Structure; D013012:Sorbitol / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D014246:Trichomonas vaginalis / Q000201:enzymology; D001619:beta-N-Acetylhexosaminidases / Q000037:antagonists & inhibitors*
D004791:Enzyme Inhibitors; D005021:Ethylamines; D000431:Ethanol; D013012:Sorbitol; C119561:1-amino-1-deoxy-glucitol; C110684:2-(2-aminoethoxy)ethanol; D001619:beta-N-Acetylhexosaminidases; D005944:Glucosamine