Pseudotrissaccharides, a process for their production and their use as medicaments

Abstract

Pseudotrisaccharides of the sisomycin type are provided which are effective an antibacterial agents, particularly against gram-negative microorganisms. The invention also includes methods for the manufacture of the pseudotrisaccharides, compositions containing said pseudotrisaccharides and methods for the treatment of warm-blooded animals using said compounds and compositions.

What is claimed is: .[.1. A pseudotrisaccharide of the formula ##STR12## or a salt thereof in which R 1 , R 2 , R 3 , R 4  and R 5  independently of one another denote hydrogen or a group of the formula ##STR13## in which A denotes ##STR14## R 6  denotes hydrogen; triphenylmethyl; triphenylmethyl substituted by C 1  -C 4  -alkyl or chloro; 
     
        n 4  are 0 and the sum of n 1  and n 2  is 1, 2 or 3..]. 5. An antibacterial pharmaceutical composition containing as an active ingredient an antibacterially effective amount of a compound according to claim .[.1.]. .Iadd.13 .Iaddend.in admixture with an inert pharmaceutical 
     
     
        carrier. 6. An antibacterial pharmaceutical composition of claim 5 in the 
     
     
        form of a sterile or physiologically isotonic aqueous solution. 7. A composition according to claim 5 when in the form of a topical preparation containing from 0.1 to 3.0 g of the said active ingredient, per 100 g of 
     
     
        ointment, cream or lotion. 8. A medicament according to claim 5 in the 
     
     
        form of tablets, pills, dragees, capsules, ampoules, or suppositories. 9. A method of combating bacterial diseases in warm-blooded animals which comprises administering to the animals an antibacterially effective amount of active compound according to claim .[.1.]. .Iadd.13 .Iaddend.either 
     
     
        alone or in admixture with an inert pharmaceutical carrier. 10. A method according to claim 9 in which the active compound is administered 
     
     
        parenterally in an amount of 1 to 15 mg per kg body weight per day. 11. A method according to claim 9 in which the active compound is administered 
     
     
        orally, topically or parenterally. 12. A medicated fodder comprising an active compound according to claim .[.1.]. .Iadd.13 .Iaddend.and a 
     
     
        nutritious carrier material. .Iadd.13.  A compound according to the formula ##STR15## wherein R 1 , R 2 , R 3 , R 4  and R 5  independently represent a radical selected from the group consisting of hydrogen, 2,3,4-trihydroxypentyl-,3,4,5-trihydroxypentyl-,2,3,4,5-tetrahydroxypentyl-,2,4,5-trihydroxyhexyl-, 4,5,6-trihydroxyhexyl-, 2,3,4,5-tetrahydroxyhexyl-,3,4,5,6-tetrahydroxyhexyl-, 2,4,5,6-tetrahydroxyhexyl-, 4,5-dihydroxy-pent-2-en-1-yl-, 4,5-dihydroxy-hex-2-en-1-yl and 4,5,6-trihydroxy-hex-2-en-1-yl-, with the proviso that at least one of the radicals R 1  to R 5  being other than hydrogen. .Iaddend.