Abstract: Bioactive fucopeptides and libraries of fucopeptides having advanced activities against P-selectin as sialyl Lewis X mimetics with IC.sub.50 values in the low mM range are synthesized by solid phase synthesis using para-acyloxymethylenzlidene acetal (p-AMBA) as an anchoring group. A rapid parallel synthesis is employed which proceeds with a bi-directional functionalization of glycosylated amino acid derivatives.
Abstract: Glycopeptides having the following structure are described: ##STR1## wherein: X.sub.1 is hydrogen, an acetyl group, an acyl group or amino acid; R is .alpha.-L-fucose, .alpha.-D-fucose, .beta.-L-fucose or .beta.-D-fucose, wherein R is O-glucosidically linked to A.sub.1 ; A.sub.1 is serine, threonine, tyrosine, hydroxyproline, asparagine, glutamine, homeoserine and hydroxylysine; A.sub.2 is a glycine, an L-amino acid, a D-amino acid or a modified amino acid; A.sub.3 is L or D aspartic acid, glycine or glutamic acid; and X.sub.2 is a hydroxyl, an amine or an amino acid.
Type:
Grant
Filed:
June 10, 1996
Date of Patent:
August 18, 1998
Assignee:
Glycomed Corporation
Inventors:
Narasinga Rao, Morten Meldal, Klaus Bock, Ole Hindsgaul
Abstract: This invention relates to compounds of formula (A) which are derivatives of 4-amino-2,2-difluoro-3-oxo-1,6-hexanedioic acid and their pharmaceutically acceptable base salts. These derivatives and salts thereof are useful for inhibiting interleukin 1.beta. converting enzyme and for treating inflammatory conditions in mammals. The invention also claims three (3) intermediates which are useful for the preparation of said derivatives and salts.