Oligonucleotides, a process for preparing the same and their application as mediators of the action of interferon

• US 4,476,301 A
• Filed: 06/22/1982
• Issued: 10/09/1984
• Est. Priority Date: 04/29/1982
• Status: Expired due to Fees

• Current Assignee: Centre National De La Recherche Scientifique
• Original Assignee: Centre National De La Recherche Scientifique
• Inventors: Imbach, Jean-Louis, Gosselin, Gilles J. M.
• Primary Examiner(s): Love, Ethel G.
• Application Number:
  US06/390,878
• Time in Patent Office: 840 Days
• Field of Search: 536/27, 536/28, 536/29
• US Class Current: 536/25.2
• CPC Class Codes: C07F 9/6518 Five-membered rings
• CPC Class Codes: C07H 21/00 Compounds containing two or more mononucleotide units having separate phosphate or polyphosphate groups linked by saccharide radicals of nucleoside groups, e.g. nucleic acids

Abstract

The invention relates to new oligonucleotides, a process for preparing the same and their application as mediators of the action of interferon.

Claims

1. Oligonucleotide comprising a chain containing in turn n identical or different nucleosidic units, n being higher than 1, preferably not higher than 10, among which at least one of the nucleosidic units is constituted by xyloadenosine, these nucleosidic units being linked by a 2'"'"'→

5'"'"' bond, comprising a linking group containing at least one phosphorus atom.

2. Oligonucleotide according to claim 1, wherein the first nucleosidic unit and/or the last nucleosidic unit is linked to phosphate groups, preferably 1 to 3 phosphate groups, these phosphate groups being optionally separated by one to 3 methylene groups.

3. Oligonucleotide according to claims 1 or 2, wherein the 2'"'"'→

5'"'"' bond comprising a linking group containing at least one phosphorous atom is a phosphodiester bond, a phosphotriester bond or an alkylphosphonate bond.

4. Oligonucleotide according to claims 1, 2 or 3, wherein all the nucleosidic units derive from adenine.

5. Oligonucleotide according to claims 1, 2 or 3, wherein all the nucleosidic units derive from adenine and the 2'"'"'→

5'"'"' bond comprising a linking group containing at least one phosphorous atoms is a phosphodiester bond, a phosphotriester bond or an alkylphosphonate bond.

6. Oligonucleotide according to claims 1, 2, 3, 4 or 5, comprising one D-β

-xylofurannosyl-9-adenine of formula;

##STR76## and the remaining (n-1) nucleosidic units derived from adenine are chosen from among;

ribofurannosyl-adenine,

arabinofurannosyl-adenine,

xylofurannosyl-adenine,

lyxofurannosyl-adenine,

ribopyrannosyl-adenine,

arabinopyrannosyl-adenine,

xylopyrannosyl-adenine,

lyxopyrannosyl-adenine,

desoxy-3'"'"'-ribofurannosyl-adenine,

desoxy-3'"'"'-arabinofurannosyl-adenine,

desoxy-3'"'"'-ribopyrannosyl-adenine,

desoxy-3'"'"'-arabinopyrannosyl-adenine,

7. Oligonucleotide according to claims 1, 2, 3, 4, 5 or 6, represented by the following formula:

##STR77## wherein A is adenine, its salt of quaternary ammonium, of triethyl-ammonium and its sodium salt.