Thio-sugars. IV: Design and synthesis of S-linked fucoside analogs as a new class of alpha-L-fucosidase inhibitors

Z J Witczak; D Boryczewski

doi:10.1016/s0960-894x(98)00596-4

Thio-sugars. IV: Design and synthesis of S-linked fucoside analogs as a new class of alpha-L-fucosidase inhibitors

Bioorg Med Chem Lett. 1998 Nov 17;8(22):3265-8. doi: 10.1016/s0960-894x(98)00596-4.

Authors

Z J Witczak¹, D Boryczewski

Affiliation

¹ School of Pharmacy, Department of Pharmaceutical Sciences, University of Connecticut, Storrs 06269-2092, USA.

PMID: 9873715
DOI: 10.1016/s0960-894x(98)00596-4

Abstract

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.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Cattle
Drug Design*
Enzyme Inhibitors / chemical synthesis*
Enzyme Inhibitors / pharmacology
Fucose / analogs & derivatives*
Fucose / chemical synthesis
Fucose / pharmacology
Humans
alpha-L-Fucosidase / antagonists & inhibitors*

Substances

Enzyme Inhibitors
Fucose
alpha-L-Fucosidase