| abstract |
The invention is directed to C⁶³-amide derivatives of 34-de(acetylglucosaminyl)-34-deoxy-teicolplanins of the formula I wherein: nA represents N[(C₉-C₁₂)aliphatic acyl]-beta-D-2-deoxy-2-aminoglucopyranosyl: nB is hydrogen or a protecting group of the amine function; nM represents alpha-D-mannopyranosyl; nY represents a di- or poly-amine group of the formula n-NR-[(CH₂) m NR¹] n -X-[(CH₂) k NR²] n -(CH₂) p -NR³R⁴ nwherein: nR is hydrogen or linear or branched (C₁-C₈)alkyl; nR¹ is hydrogen or linear or branched (C₁-C₈)alkyl; nR² is hydrogen or linear or branched (C₁-C₈)alkyl; nR³ and R⁴ are each independently hydrogen, linear or branched (C₁-C₈)alkyl optionally bearing a NH₂, OH or SH substituent or taken together with the adjacent nitrogen atom, form a 5 to 7 membered saturated heterocyclic ring which may contain a further heteroatom selected from -S-, -O- and -NR⁵- wherein R⁵ is hydrogen, (C₁-C₄)alkyl, phenyl, or phenyl-(C₁-C₄)alkyl n m , k and p each independently represent an integer from 2 to 8; n n and h , each independently, represent an integer from 0 to 4; nX represents a single bond, or when n is 1, taken together with the adjacent group NR¹, it may represent a bifunctional radical of the formula: wherein r and s each independently represent an integer from 1 to 6 with the proviso that their sum is an integer from 3 to 8; nand their addition salts with acids. n The derivatives are prepared by reacting 34-de(acetylglucosaminyl)-34-deoxy-teicoplanins with an active esters forming reagent such as chloroacetonitrile and then contacting said active esters with the appropriate di- or poly-amine. n n The amide derivatives are active against Gram-positive microorganisms, in particular against Group A Streptococci . |