Ferrier sulfonamidoglycosylation of D-glycals.
A series of novel N-glycosyl sulfonamides were prepared via Ferrier sulfonamidoglycosylation of D-glycals with good to high alpha-stereoselectivity. Two new glycosylsulfamides were tested as carbonic anhydrase (CA II) inhibitors and showed good properties in the micromolar range.
LADECOR, Departamento de Química, Facultad de Ciencias Exactas, Universidad Nacional de La Plata, 47 y 115, 1900 La Plata, Argentina. pcolinas@quimica.unlp.edu.ar
Pedro A
PA
Colinas
Rodolfo D
RD
Bravo
D002236:Carbohydrate Conformation; D002257:Carbonic Anhydrase Inhibitors / Q000494:pharmacology*; D002384:Catalysis; D002626:Chemistry, Pharmaceutical / Q000379:methods; D004791:Enzyme Inhibitors / Q000494:pharmacology; D006027:Glycosides / Q000737:chemistry*; D006031:Glycosylation; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D008968:Molecular Conformation; D013237:Stereoisomerism; D013449:Sulfonamides / Q000737:chemistry*
D002257:Carbonic Anhydrase Inhibitors; D004791:Enzyme Inhibitors; D006027:Glycosides; D013449:Sulfonamides