Patent ID: 7807653

Claim:
A compound of Formula (V) which may be a D- or L-nucleotide: wherein A is O, S, CY 2 , NH or NR; L is selected from the group consisting of O, S, NH, CY 2 , CY 2 CY 2 , and CH 2 CY 2 where Y is H, F, Cl, or Br; wherein X 2 , X 3 , and X 4 are O, S, Se; wherein X 5 and X 6 are selected independently from the group consisting of O, S, NH, NR, CY 2 ; and wherein X 7 , X 8 , X 9 , and X 10 are selected independently from the group consisting of H, F, OH, SH, NH 2 , NHOH, − BH 3 M + , R, R*, OR, SR, and NHR; wherein R* is a prodrug substituent selected from the group consisting of acylthioethoxy, (SATE) RCOSCH 2 CH 2 O—, RCOSCH 2 CH 2 O—W—O—, RCOSCH 2 CH 2 O—W—S—, RCOSCH 2 CH 2 O—W—NH—, RCOSCH 2 CH 2 O—W—, RCOSCH 2 CH 2 O—W—CY 2 —, RCOOCH 2 O—W—O—, RCOOCH 2 O—W—S—, RCOOCH 2 O—W—NH—, RCOOCH 2 O—W—, RCOOCH 2 O—W—CY 2 —, alkoxycarbonyloxymethoxy, ROCOOCH 2 O—, ROCOOCH 2 O—W—O—, ROCOOCH 2 O—W—S—, ROCOOCH 2 O—W—NH—, ROCOOCH 2 O—W—, ROCOOCH 2 O—W—CY 2 —, acylthioethyldithioethoxy (DTE) RCOSCH 2 CH 2 SSCH 2 CH 2 O—, RCOSCH 2 CH 2 SSCH 2 CH 2 O—W—, RCOSCH 2 CH 2 SSCH 2 CH 2 O—W—O—, RCOSCH 2 CH 2 SSCH 2 CH 2 O—W—S—, RCOSCH 2 CH 2 SSCH 2 CH 2 O—W—NH—, RCOSCH 2 CH 2 SSCH 2 CH 2 O—CY 2 —, acyloxymethylphenylmethoxy, (PAOB) RCO 2 —C 6 H 4 —CH 2 —O—RCO 2 —C 6 H 4 —CH 2 —O—W—, RCO 2 —C 6 H 4 —CH 2 —O—W—O—, RCO 2 —C 6 H 4 —CH 2 —O—W—S—, RCO 2 —C 6 H 4 —CH 2 —O—W—NH—, RCO 2 —C 6 H 4 —CH 2 —O—W—CY 2 —, 1,2-O-diacyl-glyceryloxy, RCOO—CH 2 —CH(OCOR)—CH 2 O—, 1,2-O-dialkyl-glyceryloxy, RO—CH 2 —CH(OR)—CH 2 O—, 1,2-S-dialkyl-glyceryloxy, RS—CH 2 —CH(SR)—CH 2 O—, 1-O-alkyl-2-O-acyl-glyceryloxy, RO—CH 2 —CH(OCOR)—CH 2 O—, 1-S-alkyl-2-O-acyl-glyceryloxy, RS—CH 2 —CH(OCOR)—CH 2 O—, 1-O-acyl-2-O-alky-glyceryloxy, RCOO—CH 2 —CH(OR)—CH 2 O—, 1-O-acyl-2-S-alkyl-glyceryloxy, RCOO—CH 2 —CH(SR)—CH 2 O—, where W is alkyl; wherein at least one of X 7 , X 8 , X 9 and X 10 is R*; R* may be conjugated to one or more X 7 -X 10 positions; R is selected from the group consisting of alkyl, alkenyl, alkynyl, aryl, acyl, and aralkyl, each optionally containing one or more heteroatoms; M + is a cation; n is 0 or 1; R 1 , R 2 , R 2′ , R 3 , R 3′ , and R 4 are selected independently from the group consisting of H, F, Cl, Br, OH, SH, NH 2 , NHOH, N 3 , NO 2 , CHO, COOH, CN, CONH 2 , COOR, R, OR, SR, SSR, NHR, and NR 2 ; alternatively, R 2 and R 2′ together and R 3 and R 3′ together independently are ═O , ═S, or ═J-Q, where J is N, CH, CF, CCl, or CBr and Q is H, F, Cl, Br, N 3 , or R; D is a nucleoside base of Formula (IV): Z 1 , Z 2 , and Z 3 are independently N, CH or C-G 3 ; and G l , G 2 , and G 3 are selected independently from the group consisting of H, F, Cl, Br, I, OH, SH, NH 2 , NHOH, NHNH 2 , N 3 , NO, NO 2 , CHO, COOH, CN, CONH 2 , CONHR, C(S)NH 2 , C(S)NHR, COOR, R, OR, SR, NHR, and NR 2 ; when two of G 3 are present on a molecule they may be same as or different from each other.