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.
Colinas
Pedro A
PA
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
Bravo
Rodolfo D
RD
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