674810-59-4Relevant academic research and scientific papers
Stereoselective synthesis of novel tetrahydroxypyrrolizidines
Carmona, Ana T.,Fuentes, Jose,Vogel, Pierre,Robina, Inmaculada
, p. 323 - 333 (2007/10/03)
N-Benzyloxycarbonyl-2,5-dideoxy-2,5-imino-3,4-O-isopropylidene-L-ribose 12a has been converted into (1R,2S,6R,7S,7aS)-5 and (1R,2S,6S,7R,7aR)-1,2,6,7- tetrahydroxypyrrolidin-5-ones 6 and (1R,2S,6S,7S,7aS)-7 and (1R,2S,6R,7R,7aS)-1, 2,6,7-tetrahydroxypyrrolizidines 8 following stereoselective paths. These new compounds have been assayed for their inhibitory activities towards 25 glycosidases. Pyrrolizidines 7 and 8 are moderate but selective inhibitors of amyloglucosidase from Rhizopus mold (7: IC50=130μM, K i=120μM; 8: IC50=200μM, Ki=180μM, mixed type of inhibition).
