Carbohydrate conjugates as delivery agents for oligonucleotides

Details Carbohydrate conjugates as delivery agents for oligonucleotides Carbohydrate conjugates as delivery agents for oligonucleotides

A - Human Necessities

61

K

A61K 47/26 (2006.01) A61K 47/28 (2006.01) A61K 47/48 (2006.01) A61K 31/713 (2006.01)

Patent

CA 2708153

The present invention provides iRNA agents comprising at least one subunit of the formula (I): wherein: A and B are each independently for each occurrence O, N(R N) or S; X and Y are each independently for each occurrence H, OH, a hydroxyl protecting group, a phosphate group, a phosphodiester group, an activated phosphate group, an activated phosphite group, a phosphoramidite, a solid support, -P(Z')(Z")0- nucleoside, -P(Z')(Z")O- oligonucleotide, a lipid, a PEG, a steroid, a lipophile, a polymer, -P(Z')(Z")O-Linker-OP(Z"')(Z"")O-oligonucleotide, a nucleotide, an oligonucleotide, - P(Z')(Z")-formula(I), -P(Z')(Z")- or -Linker-R; R is L G, -Linker-L G, or has the structure shown below: L G is independently for each occurrence a carbohydrate, e.g., monosaccharide, disaccharide, trisaccharide, tetrasaccharide, oligosaccharide, polysaccharide; R N is independently for each occur- remce H, methyl, ethyl, propyl, isopropyl,butyl, or benzyl; and Z', Z", Z"' and Z are each independently for each occurrence O or S.

La présente invention concerne des agents ARNi qui comprennent au moins une sous-unité de formule (I) (liant) dans laquelle : A et B représentent chacun indépendamment pour chaque occurrence O, N(RN) ou S; X et Y représentent chacun indépendamment pour chaque occurrence H, OH, un groupe protecteur hydroxyle, un groupe phosphate, un groupe phosphodiester, un groupe phosphate activé, un groupe phosphite activé, un phosphoramidite, un support solide, -P(Z')(Z")0- nucléoside, -P(Z' )(Z")O-oligonucléotide, un lipide, un PEG, un stéroïde, un lipophile, un polymère, -P(Z' )(Z")O-liant-OP(Z'")(Z"")O-oligonucléotide, un nucléotide, un oligonucléotide, - P(Z')(Z")-formule(I), -P(Z' )(Z")- ou -liant-R; R représente LG, -liant-LG, ou présente la structure illustrée ci-dessous (voir structure) : LG représente indépendamment pour chaque occurrence un glucide, par exemple, un monosaccharide, un disaccharide, un trisaccharide, un tétrasaccharide, un oligosaccharide, un polysaccharide; RN représente indépendamment pour chaque occurrence H, méthyle, éthyle, propyle, isopropyle, butyle, ou benzyle; et Z', Z", Z"' et Z"" représentent chacun indépendamment pour chaque occurrence O ou S.

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