Synthesis of N-, S-, and C-glycoside castanospermine analogues with selective neutral alpha-glucosidase inhibitory activity as antitumour agents.
sp(2)-Iminosugar-type castanospermine analogues bearing an alpha-configured N-, S-, or C-linked pseudoanomeric group have been designed as selective inhibitors of the neutral alpha-glucosidases involved in N-glycoprotein processing; evaluation in breast cancer cell growth indicated a significant antiproliferative potential that was dependent on the nature of the pseudoanomeric group.
Sánchez-Fernández
Elena M
EM
Instituto de Investigaciones Químicas, CSIC, Américo Vespucio 49, Isla de la Cartuja, E-41092 Sevilla, Spain.
Rísquez-Cuadro
Rocío
R
Chasseraud
Maud
M
Ahidouch
Ahmed
A
Ortiz Mellet
Carmen
C
Ouadid-Ahidouch
Halima
H
García Fernández
José M
JM
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D065089:Glycoside Hydrolase Inhibitors; D006027:Glycosides / Q000737:chemistry*; D006801:Humans; D007212:Indolizines / Q000737:chemistry* / Q000494:pharmacology; D015394:Molecular Structure; D009005:Monosaccharides / Q000737:chemistry*; D054836:Indolizidines
D000970:Antineoplastic Agents; D004791:Enzyme Inhibitors; D065089:Glycoside Hydrolase Inhibitors; D006027:Glycosides; D007212:Indolizines; D009005:Monosaccharides; C438934:C-glycoside; C037806:castanospermine; D054836:Indolizidines