Patent DE-3570443-D1 (DE)
Title: Oligonucleotides, process for their preparation and their uses as mediators in the enhancement of the effects of interferons
Inventor: LEBLEU BERNARD RESIDENCE LE JA
IPC: C07H21/00
Filed: 1985-07-12
Granted: 1989-06-29
Abstract: For the Contracting States : BE, CH, DE, GB, IT, LI, LU, NL, SE 1. Oligonucleotides of general formula (I) :   see diagramm : EP0169775,P99,F1   in which : - Y and T are identical or different and represent O, S, Se, NH ; - Z and W are identical or different and represent O, S, NH ; - one at least of the Y and Z elements of at least one of the phosphate groups being different from oxygen ; - X is chosen in the group constituted by ;   see diagramm : EP0169775,P99,F2   the alcohol functions of these radicals being possibly esterified by carboxylic acids R3 COOH, R3 representing an alkyl radical from 1 to 5 carbon atoms or a phenyl group ; - SIGMA is an integer equal to : n when X represents -CHOHCH2 OH, n-1 when X represents :   see diagramm : EP0169775,P99,F3     see diagramm : EP0169775,P99,F4   n being an integer greater than or equal to 2 ; - m is an integer greater than or equal to 1 ; - A is a base chosen among adenine or its derivatives, particularly those of formula :   see diagramm : EP0169775,P100,F5   For the Contracting State : AT 1. Process for the preparation of oligonucleotides of formula (I) :   see diagramm : EP0169775,P87,F1   in which : - Y and T are identical or different and represent O, S, Se or NH ; - Z and W are identical or different and represent O, S or NH ; - one at least of the Y and Z elements of at least one of the phosphate groups being different from oxygen ; - m is greater than or equal to 1 ; - X is chosen in the group constituted by ;   see diagramm : EP0169775,P87,F2   the alcohol functions of these radicals being possibly esterified by carboxylic acids R3 COOH, R3 representing an alkyl radical from 1 to 5 carbon atoms or a phenyl group ; - SIGMA is an integer equal to : n when X represents -CHOHCH2 OH, n-1 when X represents :   see diagramm : EP0169775,P87,F3   n being an integer greater than or equal to 2 ; - m is an integer greater than or equal to 1 ; - A is a base chosen among adenine or its derivatives, particularly those of formula :   see diagramm : EP0169775,P88,F4   characterized in that it comprises : 1) the polymerization of compounds of the following formula (XIX) :   see diagramm : EP0169775,P88,F5   to obtain a compound of the following formula (Ibis) :   see diagramm : EP0169775,P88,F6   in which Y, T, Z, W, m and A have the above mentioned meanings ; - SIGMA is an integer to n-1, n being greater than or equal to 2 ; - and if necessary the following chemical steps i.e. : 2) the possible oxidation of the glycol group to introduce aldehyde functions on to the carbons at 2' and 3' position of the last nucleosidic unit and to obtain the compound of formula (Iter) :   see diagramm : EP0169775,P89,F7   3) the possible reduction of the two aldehyde functions into alcohol functions to obtain the compound of formula (Iquater) :   see diagramm : EP0169775,P89,F8   4) the possible hydrolysis under conditions avoiding beta-elimination, to obtain a compound of the following formula (Iquinqui£es) :   see diagramm : EP0169775,P89,F9