Synthesis and biological evaluation of a small library of nojirimycin-derived bicyclic iminosugars.
Novel nojirimycin-derived bicyclic structures, containing cyclic carbamate, urea and guanidine moieties have been synthesised starting from suitably protected alpha-C-vinylnojirimycin and alpha-C-allylnojirimycin, respectively, and their biological activity against different glycosidases and as antibacterial agents tested.
Cipolla
Laura
L
Department of Biotechnology and Biosciences, University of Milano-Bicocca, P.za della Scienza 2, 20126 Milano, Italy. laura.cipolla@unimib.it
Fernandes
Marcos Reis
MR
Gregori
Maria
M
Airoldi
Cristina
C
Nicotra
Francesco
F
D017485:1-Deoxynojirimycin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000494:pharmacology; D001643:Bridged Bicyclo Compounds / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D002241:Carbohydrates / Q000737:chemistry; D016984:Enterococcus faecium / Q000187:drug effects; D004926:Escherichia coli / Q000187:drug effects; D007097:Imines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D007202:Indicators and Reagents; D007700:Kinetics; D008826:Microbial Sensitivity Tests; D008958:Models, Molecular; D008968:Molecular Conformation; D010078:Oxazines / Q000737:chemistry; D023303:Oxazolidinones / Q000737:chemistry / Q000494:pharmacology; D011550:Pseudomonas aeruginosa / Q000187:drug effects; D013211:Staphylococcus aureus / Q000187:drug effects
D000900:Anti-Bacterial Agents; D001643:Bridged Bicyclo Compounds; D002241:Carbohydrates; D007097:Imines; D007202:Indicators and Reagents; D010078:Oxazines; D023303:Oxazolidinones; D017485:1-Deoxynojirimycin; C013626:nojirimycin