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Cytotoxicity and enzymatic activity inhibition in cell lines treated with novel iminosugar derivatives

AuthorsPadró, Mercè; Castillo, José A.; Gómez, Livia; Joglar Tamargo, Jesús ; Clapés Saborit, Pere ; Bolós, Carme de
N-alkylated iminosugars
Issue Date2010
CitationGlycoconjugate Journal
AbstractIminosugars are monosaccharide analogues that have been demonstrated to be specific inhibitors for glycosidases and are currently used therapeutically in several human disorders. N-alkylated derivatives of D-fagomine and (2R,3S,4R,5S)-2-(hydroxymethyl)-5-methylpyrrolidine-3,4- diol with aliphatic chains were tested in eight human cancer cell lines to analyze their cytotoxicity and the inhibitory effect in the activities of specific glycosidases. Results indicate that these compounds were more cytotoxic as the length of the alkyl chain increases. N-dodecyl-D-fagomine inhibited specifically the α-D-glucosidase activity in cell lysates, whereas no effect was detected in other glycosidases. The N-dodecyl derivative of (2R,3S,4R,5S)-2-(Hydroxymethyl)-5-methylpyrrolidine- 3,4-diol induced specific inhibition against α-Lfucosidase in cell lysates. Our results indicated that the length of the alkyl chain linked to the iminosugars determine their cytotoxicity as well as the inhibitory effect on the enzymatic activities of specific glycosidases, in human cancer cell lines.
Publisher version (URL)http://dx.doi.org/10.1007/s10719-009-9276-3
Appears in Collections:(IQAC) Artículos
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