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Oligonucleotides with modified phosphate and modified carbohydrate moieties at the respective chain termini

Assignee: Centre National de la Recherche Scientifique
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Filing: 1985-07-18
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Granted: 1991-01-01
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Expires: 2005-07-18
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Abstract

Abstract The invention relates to novel oligonucleotides, the process for their preparation and their biological uses as mediators of the action of interferon. The oligonucleotides according to the invention have the formula: <IMAGE> in which Y and T are identical or different and represent particularly O, S, Z and W are identical or different and represent particularly O, S, one at least of the elements Y and Z being different from oxygen, X represents particularly -CHOHCH2 OH, SIGMA is a whole number equal to or greater than 2, A represents adenine or one of its derivatives. These oligonucleotides have antiviral use.

Inventors

  • 👤 Bernard Lebleu
  • 👤 Bernard Bayard

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 12:49
CPC Classifications
C; C07; C07H; C07H21/00; A; A61; A61P; A61P31/00; A61P31/12

Claims Analysis

Total Claims: 14
Claim 1
Independent Claim 139 words
An oligonucleotide of the formula ##STR77## in which Y and T are identical or different and are O, S, Se or NH, Z and W are identical or different and are O, S or NH, at least one of the substituents Y and Z in at least one of the phosphate moieties being different from oxygen, X is selected from the group consisting of ##STR78## R is H or ##STR79## R 1 is alkyl of 1 to 5 carbon atoms or phenyl, Σ is a whole number equal to n when X is --CHOHCH 2 OR, or n-1 when X is ##STR80## wherein n is an integer of 2 to 10, m is an integer of 1 to 3, and A is adenine or a derivative selected from the group consisting of ##STR81## and the physiologically acceptable salts thereof.
Claim 2
Dependent Claim 139 words
An oligonucleotide of the formula ##STR77## in which Y and T are identical or different and are O, S, Se or NH, Z and W are identical or different and are O, S or NH, at least one of the substituents Y and Z in at least one of the phosphate moieties being different from oxygen, X is selected from the group consisting of ##STR78## R is H or ##STR79## R 1 is alkyl of 1 to 5 carbon atoms or phenyl, Σ is a whole number equal to n when X is --CHOHCH 2 OR, or n-1 when X is ##STR80## wherein n is an integer of 2 to 10, m is an integer of 1 to 3, and A is adenine or a derivative selected from the group consisting of ##STR81## and the physiologically acceptable salts thereof.
Claim 3
Dependent Claim 72 words
The oligonucleotide of claim 1, having the formula ##STR82## in which Y 1 , Y 2 , Y 3 and T are identical or different and are O, S, Se or NH and Z 1 and Z 2 are identical or different and are, O, S or NH, at least one of the substituents Y 1 , Y 2 , Y 3 , Z 1 and Z 2 being different from oxygen.
Claim 4
Dependent Claim 67 words
The oligonucleotides of claim 1, having the formula ##STR83## in which Y 2 , Y 3 and T are identical or different and are O, S, Se or NH, Z 2 is O, S or NH, at least one of the substituents Y 2 , Y 3 and Z 2 being different from oxygen, R is hydrogen, and n is an integer between 2 to 10, inclusive.
Claim 5
Dependent Claim 38 words
The oligonucleotide of claim 1, having the formula ##STR84## in which Y 3 is S, Se or NH, T is O, S, Se or NH, R is hydrogen, and n is an integer between 2 and 10, inclusive.
Claim 6
Dependent Claim 10 words
The oligonucleotide of claim 1 in which T is oxygen.
Claim 7
Dependent Claim 10 words
The oligonucleotide of claim 2 in which T is oxygen.
Claim 8
Dependent Claim 10 words
The oligonucleotide of claim 3 in which T is oxygen.
Claim 9
Dependent Claim 10 words
The oligonucleotide of claim 4 in which T is oxygen.
Claim 10
Dependent Claim 15 words
The oligonucleotide of claim 1, wherein X is selected from the group consisting of ##STR85##
Claim 11
Dependent Claim 11 words
The oligonucleotide of claim 9, wherein Z and W are oxygen.
Claim 12
Dependent Claim 16 words
The oligonucleotide of claim 10, selected from the group consisting of oligonucleotides of the formulas ##STR86##
Claim 13
Dependent Claim 14 words
A pharmaceutical composition comprising the oligonucleotide of claim 9 and a pharmaceutically acceptable carrier.
Claim 14
Dependent Claim 14 words
A pharmaceutical composition comprising an oligonucleotide of claim 11 and a pharmaceutically acceptable carrier.

References Cited (Backward Citations)

US4378352A Cited
JPS56142296A Cited
SU950733A1 Cited
JPS5849399A Cited
US4515781A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1993-12-31 1994-07-02 1995-01-01 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1997-12-31 1998-07-02 1999-01-01 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2001-12-31 2002-07-02 2003-01-01 $7700.00 Window Closed / Lapsed

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