Antibacterial and antiviral peptides from actinomadura...

C - Chemistry – Metallurgy – 07 – K

Patent

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C07K 7/08 (2006.01) A61K 38/10 (2006.01) A61P 31/04 (2006.01) A61P 31/12 (2006.01) C07K 14/36 (2006.01) C12P 21/04 (2006.01)

Patent

CA 2665269

The invention refers to of a compound of the formula (I) wherein R3 and R4 are independently H or OH, and wherein m and n are independently of one another 0, 1 or 2, obtainable from Actinomadura namibiensis (DSM 6313), its use for the treatment of bacterial infections, viral infections and/or pain, and pharmaceutical composition comprising it. The compounds of formula (I) have been defined as labyrinthopeptins and consist of a highly bridged peptidic structure of 18 amino acids containing lanthionine-like residues and alpha disubstituted amino acid analogues. The amino acid sequence is XDWXLWEXCXTGXLFAXC, wherein the two Cys residues form a disulfide bridge and each X independently represents one of the non-natural amino acids involved in the bridging linkages.

L'invention concerne un composé de formule (I), dans laquelle R3 et R4 représentent indépendamment H ou OH, et m et n représentent indépendamment l'un de l'autre 0, 1 ou 2, pouvant être obtenu à partir d'Actinomadura namibiensis (DSM 6313). L'invention concerne également l'utilisation de ce composé dans le traitement des infections bactériennes, des infections virales et/ou de la douleur, ainsi que des compositions pharmaceutiques le contenant. Les composés de formule (I) ont été définis comme labyrinthopeptines et présentent une structure peptidique à pontage élevé de 18 acides aminés contenant des résidus de type lanthionine et des analogues d'acides aminés alpha-disubstitués. La séquence d'acides aminés est XDWXLWEXCXTGXLFAXC, dans laquelle les deux résidus Cys forment un pont disulfure et chaque X représente indépendamment un des acides aminés non naturels impliqués dans les liaisons de pontage.

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