Oligoribonucleoside and oligodeoxyribonucleoside boranophosphate

Details Oligoribonucleoside and oligodeoxyribonucleoside boranophosphate Oligoribonucleoside and oligodeoxyribonucleoside boranophosphate

1992-09-30

1995-10-03

Robinson, Douglas W.

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Carbohydrate doai

514 64, 536 231, 536 256, A61K 3170, A61K 3169, C07H 2100, C07H 2300

Patent

active

054552338

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: ##STR1## W is selected from the group consisting of .dbd.O, .dbd.S, --OPr, and --SPr where Pr is a base-labile protecting group. X is selected from the group consisting of --BH.sub.3, --BH.sub.2 R.sub.1, --BHR.sub.1 R.sub.2 and --BR.sub.1 R.sub.2 R.sub.3. R.sub.1 is selected from the group consisting of --R.sub.4, --COOH, --COOR.sub.4, --CONHR.sub.4, --CON(R.sub.4).sub.2, --CN.sup.+ R.sub.4 Z.sup.-, wherein Z.sup.- is an anion, --CN, carboxycholesteryl and carboxybenzyl, wherein R.sub.4 is C1 to C18 alkyl. R.sub.2 is selected from the group consisting of --R.sub.5, --COOH, --COOR.sub.5, --CONHR.sub.5, --CON(R.sub.5).sub.2, --CN.sup.+ R.sub.5 Z.sup.-, wherein Z.sup.- is an anion, --CN, carboxy- cholesteryl and carboxybenzyl, wherein R.sub.5 is C1 to C18 alkyl. R.sub.3 is selected from the group consisting of C1 to C3 alkyl. Most preferably, X is --BH.sub.3 and W is =0.
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.

REFERENCES:
patent: 4672110 (1987-06-01), Letsinger
patent: 4689320 (1987-08-01), Kaji
patent: 4808708 (1989-02-01), Yoshida et al.
patent: 4835263 (1989-05-01), Nguyen et al.
patent: 5130302 (1992-07-01), Spievogel et al.
"Antisense Molecular Biology and S-oligos," Synthesis 1, No. 1, (pub. by Synthecell Corp., Rockville, Md.) (Oct. 1988).
"A Suitable Case for Irradiation," Borax Review, No. 3, 7 (1988).
Kabalka, et al., "Boron-11 MRI and MRS of Intact Animals Infused with a Boron Neutron Capture Agent," Maganetic Resonance in Medicine 8, 231 (1988).
Reetz, "Trialkyl Phosphite Borines. A New Type of Phosphorus-boron Compound," J. Am. Chem. Soc. 82, 5039 (1960).
Cover Sheet for the North Carolina Biotechnology Center Competitive Grants Program. Project Entitled "Boron Nucleic Acids," Jan. 1987.
Cover Sheet for the North Carolina Biotechnology Center Economic Development Grants Program. Project Entitled "Boronated Nucleosides," Apr. 1988.
The Source of Bioprocess/Biotechnology News, "Oligonucleotides Show Promise in Wide Range of Applications," vol. 9, No. 8, Sep. 1989.

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