Author/Authors :
Hهkansson، نويسنده , , Anders E. and van Ameijde، نويسنده , , Jeroen and Horne، نويسنده , , Graeme and Nash، نويسنده , , Robert J. and Wormald، نويسنده , , Mark R. and Kato، نويسنده , , Atsushi and Besra، نويسنده , , Gurdyal S. and Gurcha، نويسنده , , Sudagar and Fleet، نويسنده , , George W.J.، نويسنده ,
Abstract :
Efficient syntheses are reported of the α-l-rhamnosidase inhibitors l-swainsonine [(1R,2S,8S,8aS)-octahydroindolizine-1,2,8-triol], (6R)-C-methyl-l-swainsonine (1R,2S,6R,8S,8aS)-6-methyloctahydro-indolizine-1,2,8-triol, (6S)-C-methyl-l-swainsonine (1R,2S,6S,8S,8aS)-6-methyloctahydro-indolizine-1,2,8-triol and related 6-C-methyl hydroxycastanospermines [(1R,2S,6R,7R,8R,8aR)-6-methyl-octahydroindolizine-1,2,6,7,8-pentaol and (1R,2S,6S,8S,8aS)-6-methyloctahydro-indolizine-1,2,8-triol]. (6R)-C-Methyl-l-swainsonine [Ki = 0.032 μM] is a significantly more potent naringinase inhibitor than l-swainsonine [Ki = 0.45 μM].
