C - Chemistry – Metallurgy – 12 – Q
Patent
C - Chemistry, Metallurgy
12
Q
C12Q 1/68 (2006.01) A61K 31/70 (2006.01) A61K 48/00 (2006.01) C07H 1/00 (2006.01) C07H 21/00 (2006.01) C07H 23/00 (2006.01) C12N 15/11 (2006.01)
Patent
CA 2069905
-44- OLIGORIBONUCLEOSIDE AND OLIGODEOXYRIBONUCLEOSIDE BORANOPHOSPHATES Abstract Disclosed are oligonucleoside boranophosphates, or salts thereof, comprising a chain of natural or modified ribonucleotides or deoxyribonucleotides, containing at least one boronated internucleotide phospodiester linkage of the formula: Image (III) W is selected from the group consisting of =O, =S, -OPr, and -SPr where Pr is a base-labile protecting group. X is selected from the group consisting of -BH3, -BH2R1, -BHR1R2 and -BR1R2R3. R1 is selected from the group consisting of -R4, -COOH, -COOR4, -CONHR4, -CON(R4)2, -CN+R4, -CN, carboxycholesteryl and carboxybenzyl, wherein R4 is C1 to C18 alkyl. R2 is selected from the group consisting of -R3, -COOH, -COOR5, -CONHR5, -CON(R5)2, -CN+R5, -CN, carboxy- cholesteryl and carboxybenzyl, wherein R5 is C1 to C18 alkyl. R3 is selected from the group consisting of C1 to C3 alkyl. Most preferably, X is -BH3 and W is =O. Compounds of Formula (III) are useful as antisense agents and probes in molecular biology, and have pharmacological activities including anti-inflammatory, antihyperlipidemic, and antineoplastic activity.
Hall Iris H.
Shaw Barbara Ramsay
Sood Anup
Spielvogel Bernard F.
Boron Biologicals Inc.
Duke University
Sim & Mcburney
University Of North Carolina At Chapel Hill
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