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WO2002070545A3 - Analogues de siderophores en tant que chelateurs du fer a 4 ou 6 dents, a base d'acides amines ou de peptides, procedes de production et utilisations associes - Google Patents

Analogues de siderophores en tant que chelateurs du fer a 4 ou 6 dents, a base d'acides amines ou de peptides, procedes de production et utilisations associes Download PDF

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Publication number
WO2002070545A3
WO2002070545A3 PCT/EP2002/002073 EP0202073W WO02070545A3 WO 2002070545 A3 WO2002070545 A3 WO 2002070545A3 EP 0202073 W EP0202073 W EP 0202073W WO 02070545 A3 WO02070545 A3 WO 02070545A3
Authority
WO
WIPO (PCT)
Prior art keywords
iron chelators
acyl
tetra
peptides
siderophore
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/EP2002/002073
Other languages
German (de)
English (en)
Other versions
WO2002070545A2 (fr
Inventor
Steffen Wittmann
Lothar Heinisch
Ina Scherlitz-Hofmann
Ute Moellmann
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Gruenenthal GmbH
Original Assignee
Gruenenthal GmbH
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Gruenenthal GmbH filed Critical Gruenenthal GmbH
Priority to AU2002251026A priority Critical patent/AU2002251026A1/en
Publication of WO2002070545A2 publication Critical patent/WO2002070545A2/fr
Publication of WO2002070545A3 publication Critical patent/WO2002070545A3/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
    • C07C235/42—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C235/44—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
    • C07C235/58—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring with carbon atoms of carboxamide groups and singly-bound oxygen atoms, bound in ortho-position to carbon atoms of the same non-condensed six-membered aromatic ring
    • C07C235/60—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring with carbon atoms of carboxamide groups and singly-bound oxygen atoms, bound in ortho-position to carbon atoms of the same non-condensed six-membered aromatic ring having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06086—Dipeptides with the first amino acid being basic
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00—Medicinal preparations containing peptides
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
    • Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
    • Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Genetics & Genomics (AREA)
  • Biochemistry (AREA)
  • Biophysics (AREA)
  • General Health & Medical Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Molecular Biology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Peptides Or Proteins (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

L'invention concerne de nouveaux analogues de sidérophores en tant que chélateurs du fer à 4 ou 6 dents et leurs dérivés acylés à base d'acides aminés ou de peptides de formule générale (I). Les composés selon l'invention sont actifs comme sidérophores sur les mycobactéries et sur les souches bactériennes Gram négatif, notamment les pseudomonades et les souches E.coli et Salmonella. Ils peuvent servir de véhicules pour introduire des agents actifs, par ex. des antibiotiques (en tant que 'conjugués antibiotiques-sidérophores '), dans des cellules bactériennes, dont ils améliorent et élargissent l'efficacité antibactérienne et surmontent les résistances. En outre, les composés susmentionnés sont des promédicaments potentiels pour chélateurs du fer, pouvant être utilisés en cas de maladies associées à des troubles du métabolisme du fer. Formule (I), où R1 = OH ou une deuxième molécule d'acide aminé ou différents groupes substituants contenant du catéchol ou de l'hydroxamate en tant qu'autres groupes chélate, R2 = H, acyle ou -CO- en liaison avec R5, R3 = H ou acyle, R4 = H, halogène ou différents groupes substituants contenant C ou O, R5 = H ou -CO- en liaison avec R2, les liaisons comme acides libres se présentant sous forme de leurs sels ou de leurs esters facilement fissibles.
PCT/EP2002/002073 2001-03-01 2002-02-27 Analogues de siderophores en tant que chelateurs du fer a 4 ou 6 dents, a base d'acides amines ou de peptides, procedes de production et utilisations associes Ceased WO2002070545A2 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU2002251026A AU2002251026A1 (en) 2001-03-01 2002-02-27 Siderophore analogues as tetra- or hexadentate iron chelators on the basis of amino acids or peptides, method for producing them and the use thereof

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE10111161A DE10111161A1 (de) 2001-03-01 2001-03-01 Neue Siderophoranaloga als 4- oder 6-zähnige Eisenchelatoren auf der Basis von Aminosäuren oder Peptiden, Verfahren zu ihrer Herstellung und ihre Anwendung
DE10111161.4 2001-03-01

Publications (2)

Publication Number Publication Date
WO2002070545A2 WO2002070545A2 (fr) 2002-09-12
WO2002070545A3 true WO2002070545A3 (fr) 2003-01-03

Family

ID=7676733

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2002/002073 Ceased WO2002070545A2 (fr) 2001-03-01 2002-02-27 Analogues de siderophores en tant que chelateurs du fer a 4 ou 6 dents, a base d'acides amines ou de peptides, procedes de production et utilisations associes

Country Status (3)

Country Link
AU (1) AU2002251026A1 (fr)
DE (1) DE10111161A1 (fr)
WO (1) WO2002070545A2 (fr)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2008151288A2 (fr) * 2007-06-05 2008-12-11 Xenon Pharmaceuticals Inc. Composés aromatiques et hétéroaromatiques utiles dans le traitement de troubles du métabolisme du fer
JP6270547B2 (ja) * 2014-03-04 2018-01-31 公益財団法人微生物化学研究会 新規生物活性物質

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4447374A1 (de) * 1994-12-22 1996-06-27 Trowitzsch Kienast Wolfram Pro Myxochelin C und verwandte Verbindungen, neue Syntheseprodukte als Metalltransporteure und als chemo-therapeutische Mittel
WO1999042435A2 (fr) * 1998-02-21 1999-08-26 Analyticon Ag Biotechnologie Pharmazie Myxochelines

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4447374A1 (de) * 1994-12-22 1996-06-27 Trowitzsch Kienast Wolfram Pro Myxochelin C und verwandte Verbindungen, neue Syntheseprodukte als Metalltransporteure und als chemo-therapeutische Mittel
WO1999042435A2 (fr) * 1998-02-21 1999-08-26 Analyticon Ag Biotechnologie Pharmazie Myxochelines

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
SCHNABELRAUCH M ET AL.: "New synthetic catecholate-type siderophores based on amino acids and dipeptides", BIOMETALS, vol. 13, no. 4, December 2000 (2000-12-01), pages 333 - 348, XP008009212 *
WITTMANN S ET AL.: "New Synthetic Siderophores and Their beta-Lactam Conjugates Based on Diamino Acids and Dipeptides", BIOORGANIC & MEDICINAL CHEMISTRY, vol. 10, no. 6, June 2002 (2002-06-01), pages 1659 - 1670, XP002216263 *

Also Published As

Publication number Publication date
AU2002251026A1 (en) 2002-09-19
DE10111161A1 (de) 2002-09-05
WO2002070545A2 (fr) 2002-09-12

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