NOVEL COUPLING COMPOUND, ITS PRODUCTION AND ITS USE AS MEDIUM IN DEVELOPMENT OF INTERFERON EFFECT

摘要

For the Contracting States : BE, CH, DE, FR, GB, IT, LI, LU, NL, SE 1. Coupling compounds represented by the formula (I) defined below : see diagramm : EP0203870,P77,F1 in which : - Y and T, identical or different, represent independently of one another O, S, Se or NH ; - Z and W, identical or different, represent independently of one another O, S, or NH ; - A represents adenine or one of its derivatives, particularly those of the formula : see diagramm : EP0203870,P77,F2 - SIGMA is a whole number equal to n-1, n being a whole number greater than or equal to 3 ; - m is a whole number greater than or equal to 0 and preferably greater than or equal to 2 ; - X is a whole number greater than or equal to 1, preferably comprised from 2 to 10 ; - Pr is a polypeptide chain comprising at least 5 amino acids, and the nitrogen atom belonging to the ring : see diagramm : EP0203870,P77,F3 belonging also to the end of a lateral sequence of the polypeptide Pr and/or belonging to a group see diagramm : EP0203870,P77,F4 coming from a COOH group modified by hydrazine. For the Contracting State : AT 1. Process for preparing coupling compounds of formula (I) : see diagramm : EP0203870,P85,F1 in which : - Y and T, identical or different, represent independently of one another O, S, Se or NH ; - Z and W, identical or different, represent independently of one another O, S, or NH ; - A represents adenine or one of its derivatives, particularly those of the formula : see diagramm : EP0203870,P85,F2 - SIGMA is a whole number equal to n-1, n being a whole number greater than or equal to 3 ; - m is a whole number greater than or equal to 0 and preferably greater than or equal to 2 ; - X is a whole number greater than or equal to 1, preferably comprised from 2 to 10 ; - Pr is a polypeptide chain comprising at least 5 amino acids, and the nitrogen atom belonging to the ring : see diagramm : EP0203870,P85,F3 belonging also to the end of a lateral sequence of the polypeptide Pr and/or belonging to a group see diagramm : EP0203870,P85,F4 coming from a COOH group modified by hydrazine characterized in that it comprises : - the oxidation of the starting compound of the following formula (Ibis) : see diagramm : EP0203870,P86,F5 in which Y, Z, T, W, A, m, SIGMA have the above mentioned meanings ; to introduce two aldehyde functions on to the carbons at the 2' and 3' positions of the last nucleoside unit and to obtain the compound of the following formula (Iter) : see diagramm : EP0203870,P86,F6 - the reductive alkylation of the compound (Iter) by a polypeptide Pr-NH2 whose chain comprises at particularly NH2 , this reaction taking place between the aldehyde functions of the compound (Iter) with the NH2 group of the polypeptide to obtain the compound of formula (I) : see diagramm : EP0203870,P86,F7 - the fractionation between the coupling compounds according to the invention and the uncoupled products particularly by molecular filtration.