TY - JOUR
T1 - Synthesis and glycosidase-inhibitory activity of cyclophellitol analogues
AU - W.-F. Tai, Vincent
AU - Fung, P. H.
AU - Wong, Y. S.
AU - Shing, Tony K.M.
PY - 1994/7
Y1 - 1994/7
N2 - The 6-deoxy-1,2-anhydro-analogues of cyclophellitol, 5 and 6, have been synthesised from diol 11 via a regioselective ring opening of the cyclic sulfate 15, an internal SN2 reaction and hydrogenolysis. Compounds 5, 6, cyclophellitol 1 and its diastereoisomers 2-4 were assayed for inhibitory activity against six glycosidases. Oxirane 5 was shown to possess activity towards both β-mannosidase (A. oryzae) and β-glucosidase (almonds) but 6 showed no significant inhibitory activity.
AB - The 6-deoxy-1,2-anhydro-analogues of cyclophellitol, 5 and 6, have been synthesised from diol 11 via a regioselective ring opening of the cyclic sulfate 15, an internal SN2 reaction and hydrogenolysis. Compounds 5, 6, cyclophellitol 1 and its diastereoisomers 2-4 were assayed for inhibitory activity against six glycosidases. Oxirane 5 was shown to possess activity towards both β-mannosidase (A. oryzae) and β-glucosidase (almonds) but 6 showed no significant inhibitory activity.
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U2 - 10.1016/0957-4166(94)80177-0
DO - 10.1016/0957-4166(94)80177-0
M3 - Article
AN - SCOPUS:0028106554
SN - 0957-4166
VL - 5
SP - 1353
EP - 1362
JO - Tetrahedron: Asymmetry
JF - Tetrahedron: Asymmetry
IS - 7
ER -