
TY  - JOUR
A1  - Macdonald, James M. 
A1  - Hrmova, Maria 
A1  - Fincher, Geoffrey B. 
A1  - Stick, Robert V. 
T1  - The Synthesis of 3-<emph type="2">O</emph>-(&#946;-<emph type="6">D</emph>-Glucopyranosyl)- and 3-<emph type="2">O</emph>-(&#946;-Laminaribiosyl)-isofagomines, Potent Inhibitors of a 1,3-&#946;-<emph type="6">D</emph>-Glucan <emph type="2">endo</emph>-Hydrolase
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 2004
VL  - 57
IS  - 3
SP  - 187
EP  - 191
KW  - glycosides &#8212; synthesis (org.) &#8212; enzyme inhibitors &#8212; glycosylation &#8212; endo-hydrolases
UR  - https://doi.org/10.1071/CH03227 
N2  - The glycosylation of 4,6-O-benzylidene-N-benzyloxycarbonylisofagomine with a D-glucosyl and a laminari-biosyl trichloroacetimidate has given, after removal of protecting groups, 3-O-(&#946;-D-glucopyranosyl)- and 3-O-(&#946;-laminaribiosyl)-isofagomines. Also included are similar glycosylations of a related tetrahydrooxazine. 3-O-(&#946;-D-Glucopyranosyl)- and 3-O-(&#946;-laminaribiosyl)-isofagomines acted as potent inhibitors of a barley 1,3-&#946;-D-glucan endo-hydrolase, with ID50 values of 7.8 and 3.1 &#956;M, respectively. 
ER  -

