Modular synthesis of amphiphilic janus glycodendrimers and their self-assembly into glycodendrimersomes
AssigneeThe Trustees of the University of Pennsylvania
InventorVirgil PERCEC
Life of this patent
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Abstract
The invention concerns compounds of the formula (I) wherein: Y1 and Y2 are independently a monosaccharide or disaccharide; X1 and X2 are independently —(R9—O)m—, —(R10)p—, —O—(R11—O)q—, —R16—O—R17—O— or a covalent bond; Q1 and Q2 are independently a nitrogen-containing heterocycle moiety; Z1 and Z2 are independently —(O—R7)—, —(O—C(═O)—R8)a-, —O—C(═O)—R12—C(=0)-R13—, —O—C(═O)—R14—C(═O)—R15 or a covalent bond; R7-R17 are each independently C1-C6 alkyl; R1-R6 are each independently a linear or branched alkly group; b, c, d, e, f, and g are 0 or 1, provided b+c+d equals at least 2 and e+f+g equals at least 2; and a, m, p, and q are each an integer from 1-6.
Claims19
A compound of the formula:
- wherein:
- Y1 and Y2 are independently a monosaccharide or disaccharide;
- X1 and X2 are independently —(R9—O)m—, —(R10)p—, —O—(R11—O)q—, —R16—O—R17—O— or a covalent bond;
- Q1 and Q2 are independently a nitrogen-containing heterocycle moiety;
- Z1 and Z2 are independently —(O—R7)—, —(O—C(═O)—R8)a—, —O—C(═O)—R12—C(═O)—R13—, —O—C(═O)—R14—C(═O)—R15 or a covalent bond;
- R7-R17 are each independently C1-C6 alkyl;
- R1-R6 are each independently a linear or branched alkly group;
- b, c, d, e, f, and g are 0 or 1, provided b+c+d equals at least 2 and e+f+g equals at least 2;
- and
- a, m, p, and q are each an integer from 1-6.
A method for producing a compound of formula I
- wherein:
- Y1 and Y2 are independently a monosaccharide or disaccharide;
- X1 and X2 are independently —(R9—O)m—, —(R10)p—, —O—(R11—O)q—, —R16—O—R17—O— or a covalent bond;
- Q1 and Q2 are independently a nitrogen-containing heterocycle moiety;
- Z1 and Z2 are independently —(O—R7)—, —(O—C(═O)—R8)a—, —O—C(═O)—R12—C(═O)—R13—, —O—C(═O)—R14—C(═O)—R15 or a covalent bond;
- R7-R17 are each independently C1-C6 alkyl;
- R1-R6 are each independently a linear or branched alkly group;
- b, c, d, e, f, and g are 0 or 1, provided b+c+d equals at least 2 and e+f+g equals at least 2;
- and
- a, m, p, and q are each an integer from 1-6;
- said method comprising contacting compounds of formula Y1—X1-E and Y2—X2-E with a compounds of formula IV
- wherein A and E are selected from —C≡CH or —N3 provided that A and E are not the same.
Dependencies are inferred from the claim text.