CARBOHYDRATE-BASED SCAFFOLD COMPOUNDS, COMBINATORIAL LIBRARIES AND METHODS FOR THEIR CONSTRUCTION

摘要

A compound of structure (I) wherein X is O or S; Z is O or NH; Y is COOH, COOR2, CH2OR3, CH3, or CH(s)Y2(3-s) where Y2 is F, Cl, Br or I, and s is 0, 1, or 2 or Y and one of ZR4 and OR5 are linked to form a 6-membered cyclic acetal; p is O or 1; m is 0 or 1; n is 1 or 2. A library of compounds of structure (II) wherein X is O or S; A1 is a residue of an alpha -amino acid attached through a terminal amino, a peptide residue comprising residues of from 2 to 10 alpha -amino acids and attached through a terminal amino, R1O, R1S, R1, R1NH or R1N-alkyl; A2 is a residue of an alpha -amino acid attached through a terminal carboxyl, a peptide residue comprising residues of from 2 to 10 alpha -amino acids and attached through a terminal carboxyl, R2SO2, R2NHCO, R2OP(O) (OR6), R2P(O) (OR6) or R2, or A2, A3 and N combine to form a nitrogen heterocycle; A3 is hydrogen when A3 is not combined with A2 and N; A4 is OR4, NHR4, CH2OR4 or CH3; A5 is O, NH or N-alkyl; p, q and r are independently 0 or 1; Y1 and Y2 are independently O or CH2; each of L1 and L2 is independently a difunctional alkyl, aryl, aralkyl, alkanoyl, aroyl or aralkanoyl group; L3 is a single bond, CH2, carbonyl, OP(O) (OR7), NHP(O) (OR7), P(O) (OR7) or (III) wherein W is O, NH, N-alkyl or S, and Z is NH, O or S; m is 0 or 1; and n is 1 or 2.