Glycosidase inhibition by novel guanidinium and urea iminosugar derivatives

Med. Chem. Commun.
2012.0

Abstract

Novel guanidinium and urea derivatives of 1-deoxynojirimycin were prepared using a concise synthetic protocol and tested against a panel of glycosidases for their inhibitory properties. Potent and selective inhibition was observed with both classes of compounds. Further investigation involving an expanded series of N G 10 -substituted guanidinium deoxynojirimycin analogues revealed distinct inhibitory profiles in the inhibition of the glycosidases tested.

Knowledge Graph

Similar Paper

Glycosidase inhibition by novel guanidinium and urea iminosugar derivatives
Med. Chem. Commun. 2012.0
Synthesis and biological activity of C-6 modified derivatives of the glucosidase inhibitor 1-deoxynojirimycin.
Bioorganic & Medicinal Chemistry Letters 1992.0
Isotope edited NMR studies of glycosidases: design and synthesis of a novel glycosidase inhibitor
Bioorganic & Medicinal Chemistry Letters 1999.0
New deoxynojirimycin derivatives as potent inhibitors of intestinal α-glucohydrolases
Bioorganic & Medicinal Chemistry Letters 1997.0
α-1-C-Alkyl-1-deoxynojirimycin derivatives as potent and selective inhibitors of intestinal isomaltase: remarkable effect of the alkyl chain length on glycosidase inhibitory profile
Bioorganic & Medicinal Chemistry Letters 2004.0
An expeditious one-pot synthesis of 1,6-dideoxy-N-alkylated nojirimycin derivatives and their inhibitory effects on the secretion of IFN-γ and IL-4
Bioorganic & Medicinal Chemistry 2008.0
Flexible synthesis and biological evaluation of novel 5-deoxyadenophorine analogues
Bioorganic & Medicinal Chemistry Letters 2006.0
New N-(phenoxydecyl)phthalimide derivatives displaying potent inhibition activity towards α-glucosidase
Bioorganic & Medicinal Chemistry 2010.0
Novel glycosidase inhibitors, nojirimycin B and D-mannonic-.DELTA.-lactam. Isolation, structure determination and biological property.
The Journal of Antibiotics 1984.0
Nitrogen-in-the-Ring Pyranoses and Furanoses: Structural Basis of Inhibition of Mammalian Glycosidases
Journal of Medicinal Chemistry 1994.0