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1. WO2009010765 - LANTIBIOTIC-BASED COMPOUNDS HAVING ANTIMICROBIAL ACTIVITY

Publication Number WO/2009/010765
Publication Date 22.01.2009
International Application No. PCT/GB2008/002465
International Filing Date 18.07.2008
IPC
C07K 7/08 2006.01
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
KPEPTIDES
7Peptides having 5 to 20 amino acids in a fully defined sequence; Derivatives thereof
04Linear peptides containing only normal peptide links
08having 12 to 20 amino acids
C07K 14/365 2006.01
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
KPEPTIDES
14Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
195from bacteria
365from Actinoplanes (G)
A61K 38/00 2006.01
AHUMAN NECESSITIES
61MEDICAL OR VETERINARY SCIENCE; HYGIENE
KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
38Medicinal preparations containing peptides
A61P 31/00 2006.01
AHUMAN NECESSITIES
61MEDICAL OR VETERINARY SCIENCE; HYGIENE
PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
31Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
CPC
A61K 38/00
AHUMAN NECESSITIES
61MEDICAL OR VETERINARY SCIENCE; HYGIENE
KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
38Medicinal preparations containing peptides
A61P 31/00
AHUMAN NECESSITIES
61MEDICAL OR VETERINARY SCIENCE; HYGIENE
PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
31Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
A61P 31/04
AHUMAN NECESSITIES
61MEDICAL OR VETERINARY SCIENCE; HYGIENE
PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
31Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
04Antibacterial agents
C07K 14/365
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
KPEPTIDES
14Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
195from bacteria
365from Actinoplanes (G)
C07K 7/08
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
KPEPTIDES
7Peptides having 5 to 20 amino acids in a fully defined sequence; Derivatives thereof
04Linear peptides containing only normal peptide links
08having 12 to 20 amino acids
Applicants
  • NOVACTA BIOSYSTEMS LIMITED [GB]/[GB] (AllExceptUS)
  • WADMAN, Sjoerd Nicolaas [NL]/[GB] (UsOnly)
Inventors
  • WADMAN, Sjoerd Nicolaas
Agents
  • WATSON, Robert
Priority Data
0714029.618.07.2007GB
Publication Language English (EN)
Filing Language English (EN)
Designated States
Title
(EN) LANTIBIOTIC-BASED COMPOUNDS HAVING ANTIMICROBIAL ACTIVITY
(FR) COMPOSES A BASE DE LANTHIBIOTIQUE A ACTIVITE ANTIMICROBIENNE
Abstract
(EN)
The present invention provides actagardine, actagradine B and deoxy actagardine B derivatives of formula (I), wherein: X1 denotes that the residue is Leu; Val; or Ile; X2 denotes that the residue is Leu; Val; or Ile; R1 represents an alkyl or heteroalkyl group, substituted by at least one hydroxyl substituent, and R2 represents hydrogen, or an alkyl or heteroalkyl group, optionally substituted by at least one hydroxyl substituent, or R1 and R2 taken together with the nitrogen atom represent a heterocyclic group having at least one hydroxyl substituent, wherein the heterocyclic group optionally further contains one or more heteroatoms; Z is an amino acid residue, -NR3R4, -NR5COR6, -NR5C(O)OR6; -NR5SOR6, NR5SO2 R6; -NR5C(S)NR6R7, -NR5C(NR8)NR6R7, or -N=R9, where R3, R4, R5, R6, R7, R8 and R9 are independently hydrogen, or a group, optionally substituted, selected from alkyl, heteroalkyl, aryl, heteroaryl, aralkyl and heteroaralkyl, with the proviso that R9 is not hydrogen; and Y is -S- or -S(O)-. The compounds find use in the treatment of microbial infections.
(FR)
L'invention concerne des dérivés d'actagardine, d'actagradine B et de désoxy actagardine B de formule (I): X1 désigne que le résidu est Leu; Val; ou Ile; X2 désigne que le résidu est Leu; Val; ou Ile; R1 représente un groupe alkyle ou hétéroalkyle, substitué par au moins un substituant hydroxyle, et R2 représente de l'hydrogène, ou un groupe alkyle ou hétéroalkyle, éventuellement substitué par au moins un substituant hydroxyle, ou R1 et R2 pris ensemble avec l'atome d'azote représentent un groupe hétérocyclique possédant au moins un substituant hydroxyle, le groupe hétérocyclique contenant, en outre, éventuellement un ou plusieurs hétéroatomes; Z représente un résidu d'acide aminé, -NR3R4, -NR5COR6, -NR5C(O)OR6; -NR5SOR6, -NR5SO2R6; -NR5C(S)NR6R7, -NR5C(NR8)NR6R7, ou -N=R9, R3, R4, R5, R6, R7, R8 et R9 représentant de façon indépendante de l'hydrogène, ou un groupe, éventuellement substitué, sélectionné parmi un alkyle, un hétéroalkyle, un aryle, un hétéroaryle, un aralkyle et un hetéroaralkyle, à condition que R9 ne soit pas de l'hydrogène; et Y représente -S- ou -S(O)-. Les composés de l'invention sont utilisés dans le traitement d'infections microbiennes.
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