Thio-sugars. IV: Design and synthesis of S-linked fucoside analogs as a new class of alpha-L-fucosidase inhibitors.
alpha-1-Thio-L-fucose derivative 4 and 5 as new alpha-fucosidase inhibitors (K1 = 4.6, and 5.9 microM) have been synthesized in three steps by base catalyzed coupling with bromonitromethane followed by reduction of the nitro group with sodium borohydride/cobalt chloride complex and acetylation.
Witczak
Z J
ZJ
School of Pharmacy, Department of Pharmaceutical Sciences, University of Connecticut, Storrs 06269-2092, USA.
Boryczewski
D
D
D000818:Animals; D002417:Cattle; D015195:Drug Design; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D005643:Fucose / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D006801:Humans; D005644:alpha-L-Fucosidase / Q000037:antagonists & inhibitors*
D004791:Enzyme Inhibitors; D005643:Fucose; D005644:alpha-L-Fucosidase