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WO2003033437A3 - A method of forming neuraminidase inhibitors by dynamic combinatorial chemistry and compounds obtained - Google Patents

A method of forming neuraminidase inhibitors by dynamic combinatorial chemistry and compounds obtained Download PDF

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Publication number
WO2003033437A3
WO2003033437A3 PCT/EP2002/011526 EP0211526W WO03033437A3 WO 2003033437 A3 WO2003033437 A3 WO 2003033437A3 EP 0211526 W EP0211526 W EP 0211526W WO 03033437 A3 WO03033437 A3 WO 03033437A3
Authority
WO
WIPO (PCT)
Prior art keywords
forming
neuraminidase
compounds obtained
combinatorial chemistry
functionality
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/EP2002/011526
Other languages
French (fr)
Other versions
WO2003033437A2 (en
Inventor
Christoph Steeneck
Alexey V Eliseev
Matthias Hochguertel
Heiko Kroth
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.)
THERASCOPE AG
Original Assignee
THERASCOPE AG
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 THERASCOPE AG filed Critical THERASCOPE AG
Publication of WO2003033437A2 publication Critical patent/WO2003033437A2/en
Publication of WO2003033437A3 publication Critical patent/WO2003033437A3/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C40—COMBINATORIAL TECHNOLOGY
    • C40B—COMBINATORIAL CHEMISTRY; LIBRARIES, e.g. CHEMICAL LIBRARIES
    • C40B30/00—Methods of screening libraries
    • C40B30/04—Methods of screening libraries by measuring the ability to specifically bind a target molecule, e.g. antibody-antigen binding, receptor-ligand binding
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/45—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups
    • C07C233/52—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a ring other than a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C279/00—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
    • C07C279/16—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of guanidine groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
    • C07K1/04—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length on carriers
    • C07K1/047—Simultaneous synthesis of different peptide species; Peptide libraries
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K7/00—Peptides having 5 to 20 amino acids in a fully defined sequence; Derivatives thereof
    • C07K7/64—Cyclic peptides containing only normal peptide links
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Q—MEASURING OR TESTING PROCESSES INVOLVING ENZYMES, NUCLEIC ACIDS OR MICROORGANISMS; COMPOSITIONS OR TEST PAPERS THEREFOR; PROCESSES OF PREPARING SUCH COMPOSITIONS; CONDITION-RESPONSIVE CONTROL IN MICROBIOLOGICAL OR ENZYMOLOGICAL PROCESSES
    • C12Q1/00—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions
    • C12Q1/34—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving hydrolase
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/68—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving proteins, peptides or amino acids
    • G01N33/6803—General methods of protein analysis not limited to specific proteins or families of proteins
    • G01N33/6845—Methods of identifying protein-protein interactions in protein mixtures
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N2333/00—Assays involving biological materials from specific organisms or of a specific nature
    • G01N2333/90—Enzymes; Proenzymes
    • G01N2333/914—Hydrolases (3)
    • G01N2333/924—Hydrolases (3) acting on glycosyl compounds (3.2)
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N2500/00—Screening for compounds of potential therapeutic value
    • G01N2500/20—Screening for compounds of potential therapeutic value cell-free systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Immunology (AREA)
  • Medicinal Chemistry (AREA)
  • Biophysics (AREA)
  • Genetics & Genomics (AREA)
  • Analytical Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Biomedical Technology (AREA)
  • Urology & Nephrology (AREA)
  • Wood Science & Technology (AREA)
  • Microbiology (AREA)
  • Zoology (AREA)
  • Hematology (AREA)
  • Biotechnology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Bioinformatics & Computational Biology (AREA)
  • Cell Biology (AREA)
  • General Chemical & Material Sciences (AREA)
  • General Engineering & Computer Science (AREA)
  • Food Science & Technology (AREA)
  • General Physics & Mathematics (AREA)
  • Pathology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pyridine Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

The present invention relates to compounds according to the formula (I) (I) A further object of the invention is a method of forming a library of components which are potentially capable of binding to neuraminidase, in particular influenza neuraminidase, which method comprises i) selecting a plurality of molecules carrying a functionality which may interact with a binding site of neuraminidase, said molecules furthermore having a linking group which is capable of interacting with other linking groups under the formation of reversible bonds; ii) reacting the molecules carrying the functionality with a molecule according to formula (I) as defined in claim 1 in the presence of the target, under conditions where a formation of reversible bonds between the linking groups on the molecule (I) and on the molecules carrying a functionality occurs.
PCT/EP2002/011526 2001-10-15 2002-10-15 A method of forming neuraminidase inhibitors by dynamic combinatorial chemistry and compounds obtained Ceased WO2003033437A2 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US32880201P 2001-10-15 2001-10-15
US60/328,802 2001-10-15
US35673102P 2002-02-15 2002-02-15
US60/356,731 2002-02-15

Publications (2)

Publication Number Publication Date
WO2003033437A2 WO2003033437A2 (en) 2003-04-24
WO2003033437A3 true WO2003033437A3 (en) 2003-12-18

Family

ID=26986521

Family Applications (2)

Application Number Title Priority Date Filing Date
PCT/EP2002/011520 Ceased WO2003034071A2 (en) 2001-10-15 2002-10-15 A method of forming a dynamic combinatorial library using a scaffold
PCT/EP2002/011526 Ceased WO2003033437A2 (en) 2001-10-15 2002-10-15 A method of forming neuraminidase inhibitors by dynamic combinatorial chemistry and compounds obtained

Family Applications Before (1)

Application Number Title Priority Date Filing Date
PCT/EP2002/011520 Ceased WO2003034071A2 (en) 2001-10-15 2002-10-15 A method of forming a dynamic combinatorial library using a scaffold

Country Status (2)

Country Link
AU (1) AU2002346915A1 (en)
WO (2) WO2003034071A2 (en)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1576375B1 (en) 2002-12-23 2007-02-14 Astex Therapeutics Limited Synthesis and screening of ligands using x-ray crystallography
US20040265909A1 (en) * 2003-04-11 2004-12-30 Jeff Blaney Compound libraries and methods for drug discovery
EP1496039B1 (en) * 2003-07-11 2018-02-14 Kirschfeld, Andreas A method for the generation of a dynamic combinatorial library
EP1496038A1 (en) * 2003-07-11 2005-01-12 Therascope AG A method for the generation of a dynamic combinatorial library using nitrones
WO2009068321A1 (en) * 2007-11-26 2009-06-04 Forschungsverbund Berlin E.V. Site-directed high throughput screening
DE102011117128A1 (en) * 2011-10-28 2013-05-02 Christian-Albrechts-Universität Zu Kiel Compounds for the treatment of influenza
JP6754997B2 (en) * 2013-08-26 2020-09-16 国立大学法人 東京大学 A large cyclic peptide, a method for producing the same, and a screening method using a large cyclic peptide library.
CN107325040B (en) * 2016-04-28 2019-05-03 广州市恒诺康医药科技有限公司 Cyclohexene derivative or its pharmaceutically acceptable salt and application thereof
CN114315626A (en) * 2021-12-21 2022-04-12 艾希尔（深圳）药物研发有限公司 A kind of preparation method of oseltamivir dealkylation impurity

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999031047A1 (en) * 1997-12-12 1999-06-24 Gilead Sciences, Inc. Cyclohexene carboxylates as neuraminidase inhibitors

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6008058A (en) * 1993-06-18 1999-12-28 University Of Louisville Cyclic peptide mixtures via side chain or backbone attachment and solid phase synthesis
EP0765341A4 (en) * 1994-06-16 1998-09-16 Smithkline Beecham Corp Template directed cyclization
US5958702A (en) * 1995-02-06 1999-09-28 Benner; Steven Albert Receptor-assisted combinatorial chemistry
DE19619373A1 (en) * 1996-05-14 1997-11-20 Hoechst Ag New substance library and the resulting supramolecular complexes
US20020068301A1 (en) * 1997-05-28 2002-06-06 Hung-Sen Lai Cyclic peptide libraries and methods of use thereof to identify binding motifs
CA2284459C (en) * 1999-10-04 2012-12-11 Neokimia Inc. Combinatorial synthesis of libraries of macrocyclic compounds useful in drug discovery
EP1130009A1 (en) * 2000-03-01 2001-09-05 Therascope AG Generation and screening of a dynamic combinatorial library

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999031047A1 (en) * 1997-12-12 1999-06-24 Gilead Sciences, Inc. Cyclohexene carboxylates as neuraminidase inhibitors

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
LEW W ET AL: "A new series of C3-aza carbocyclic influenza neuraminidase inhibitors: synthesis and inhibitory activity", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, OXFORD, GB, vol. 8, no. 23, 1 December 1998 (1998-12-01), pages 3321 - 3324, XP004143751, ISSN: 0960-894X *

Also Published As

Publication number Publication date
WO2003033437A2 (en) 2003-04-24
AU2002346915A1 (en) 2003-04-28
WO2003034071A2 (en) 2003-04-24
WO2003034071A3 (en) 2004-03-11

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