WO2010029302A3 - Compounds for treating viral infections - Google Patents

Compounds for treating viral infections Download PDF

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Publication number
WO2010029302A3
WO2010029302A3 PCT/GB2009/002172 GB2009002172W WO2010029302A3 WO 2010029302 A3 WO2010029302 A3 WO 2010029302A3 GB 2009002172 W GB2009002172 W GB 2009002172W WO 2010029302 A3 WO2010029302 A3 WO 2010029302A3
Authority
WO
WIPO (PCT)
Prior art keywords
compounds
viral infections
treating viral
neuramidinases
employ
Prior art date
Application number
PCT/GB2009/002172
Other languages
French (fr)
Other versions
WO2010029302A2 (en
Inventor
Andrew Graham Watts
Original Assignee
The University Of Bath
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 The University Of Bath filed Critical The University Of Bath
Publication of WO2010029302A2 publication Critical patent/WO2010029302A2/en
Publication of WO2010029302A3 publication Critical patent/WO2010029302A3/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H13/00—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids
    • C07H13/02—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids
    • C07H13/04—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids having the esterifying carboxyl radicals attached to acyclic carbon atoms
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12—Antivirals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/02—Acyclic radicals, not substituted by cyclic structures
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H7/00—Compounds containing non-saccharide radicals linked to saccharide radicals by a carbon-to-carbon bond
    • C07H7/04—Carbocyclic radicals

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Communicable Diseases (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Oncology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Virology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Saccharide Compounds (AREA)

Abstract

Compounds of formula (I) for treating viral infections are disclosed, and in particular sialic acid derivatives that are capable of inhibiting influenza neuramidinases. The present invention also relates to compositions, methods and medical uses that employ such compounds.
PCT/GB2009/002172 2008-09-11 2009-09-11 Compounds for treating viral infections WO2010029302A2 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US9606608P 2008-09-11 2008-09-11
US61/096,066 2008-09-11
GBGB0816679.5A GB0816679D0 (en) 2008-09-11 2008-09-11 Compounds for treating viral infections
GB0816679.5 2008-09-11

Publications (2)

Publication Number Publication Date
WO2010029302A2 WO2010029302A2 (en) 2010-03-18
WO2010029302A3 true WO2010029302A3 (en) 2010-05-06

Family

ID=39930035

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/GB2009/002172 WO2010029302A2 (en) 2008-09-11 2009-09-11 Compounds for treating viral infections

Country Status (2)

Country Link
GB (1) GB0816679D0 (en)
WO (1) WO2010029302A2 (en)

Families Citing this family (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7960139B2 (en) 2007-03-23 2011-06-14 Academia Sinica Alkynyl sugar analogs for the labeling and visualization of glycoconjugates in cells
EP2318832B1 (en) 2008-07-15 2013-10-09 Academia Sinica Glycan arrays on ptfe-like aluminum coated glass slides and related methods
CA2767453C (en) 2009-07-15 2018-10-09 The University Of British Columbia Neuraminidase inhibitor compounds, compositions and methods for the use thereof as anti-virals
US10087236B2 (en) 2009-12-02 2018-10-02 Academia Sinica Methods for modifying human antibodies by glycan engineering
US11377485B2 (en) 2009-12-02 2022-07-05 Academia Sinica Methods for modifying human antibodies by glycan engineering
US10338069B2 (en) 2010-04-12 2019-07-02 Academia Sinica Glycan arrays for high throughput screening of viruses
CN102464640A (en) * 2010-10-29 2012-05-23 江苏正大天晴药业股份有限公司 Preparation method of zanamivir
GB201106095D0 (en) 2011-04-11 2011-05-25 Glycom As N-Substituted mannosamine derivatives, process for their preparation and use thereof
WO2013106937A1 (en) 2012-01-19 2013-07-25 The University Of British Columbia 3' equatorial-fluorine-substituted neuraminidase inhibitor compounds, compositions and methods for the use thereof as anti-virals
US9914956B2 (en) * 2012-08-18 2018-03-13 Academia Sinica Cell-permeable probes for identification and imaging of sialidases
US9782476B2 (en) 2013-09-06 2017-10-10 Academia Sinica Human iNKT cell activation using glycolipids with altered glycosyl groups
KR102512592B1 (en) 2014-05-27 2023-03-21 아카데미아 시니카 Anti-her2 glycoantibodies and uses thereof
CA2950415A1 (en) 2014-05-27 2015-12-03 Academia Sinica Anti-cd20 glycoantibodies and uses thereof
EP3149045B1 (en) 2014-05-27 2023-01-18 Academia Sinica Compositions and methods relating to universal glycoforms for enhanced antibody efficacy
KR102494193B1 (en) 2014-05-28 2023-01-31 아카데미아 시니카 Anti-tnf-alpha glycoantibodies and uses thereof
KR102422375B1 (en) 2014-09-08 2022-07-18 아카데미아 시니카 HUMAN iNKT CELL ACTIVATION USING GLYCOLIPIDS
US10495645B2 (en) 2015-01-16 2019-12-03 Academia Sinica Cancer markers and methods of use thereof
EP3248005B1 (en) 2015-01-24 2020-12-09 Academia Sinica Novel glycan conjugates and methods of use thereof
CN109963868B (en) 2016-08-22 2023-11-14 醣基生医股份有限公司 Antibodies, binding fragments, and methods of use
WO2021211487A1 (en) * 2020-04-16 2021-10-21 Siemens Healthcare Diagnostics Inc. Compositions and methods of treating covid-19 with heparin or other negatively charged molecules

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1991009975A1 (en) * 1989-12-29 1991-07-11 Symex Corp. Chromogenic 7- or 8-position modified n-acetylneuraminic acid substrates and methods for diagnosing human influenza therewith
WO1992006691A1 (en) * 1990-10-19 1992-04-30 Biota Scientific Management Pty. Ltd. Anti-viral compounds that bind the active site of influenza neuramidase and display in vivo activity against orthomyxovirus and paramyxovirus
US5380832A (en) * 1991-03-29 1995-01-10 The Nisshin Oil Mills, Ltd. Ganglioside GM3 analogs
EP0711766A1 (en) * 1994-05-27 1996-05-15 Daikin Industries, Limited 7-fluoro-2, 3-didehydrosialic acid and intermediate for synthesis thereof
EP0812855A1 (en) * 1995-12-18 1997-12-17 Daikin Industries, Limited Fluorinated ganglioside gm3 analogues and intermediates therefor
WO2005056047A1 (en) * 2003-10-09 2005-06-23 United States Army Medical Research And Materiel Command Use of sialic acid, analogues of sialic acid, and antibodies to sialidases as anti-infectious agents and anti-inflammatory agents
WO2009036754A1 (en) * 2007-09-21 2009-03-26 Universität Hamburg Inhibitors of the myelin-associated glycoprotein (mag)

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1991009975A1 (en) * 1989-12-29 1991-07-11 Symex Corp. Chromogenic 7- or 8-position modified n-acetylneuraminic acid substrates and methods for diagnosing human influenza therewith
WO1992006691A1 (en) * 1990-10-19 1992-04-30 Biota Scientific Management Pty. Ltd. Anti-viral compounds that bind the active site of influenza neuramidase and display in vivo activity against orthomyxovirus and paramyxovirus
US5380832A (en) * 1991-03-29 1995-01-10 The Nisshin Oil Mills, Ltd. Ganglioside GM3 analogs
EP0711766A1 (en) * 1994-05-27 1996-05-15 Daikin Industries, Limited 7-fluoro-2, 3-didehydrosialic acid and intermediate for synthesis thereof
EP0812855A1 (en) * 1995-12-18 1997-12-17 Daikin Industries, Limited Fluorinated ganglioside gm3 analogues and intermediates therefor
WO2005056047A1 (en) * 2003-10-09 2005-06-23 United States Army Medical Research And Materiel Command Use of sialic acid, analogues of sialic acid, and antibodies to sialidases as anti-infectious agents and anti-inflammatory agents
WO2009036754A1 (en) * 2007-09-21 2009-03-26 Universität Hamburg Inhibitors of the myelin-associated glycoprotein (mag)

Non-Patent Citations (10)

* Cited by examiner, † Cited by third party
Title
A. G. WATTS AND S. G. WITHERS: "The synthesis of some mechanistic probes for sialic acid processing enzymes and the labeling of a sialidase from Trypanosoma rangeli", CANADIAN JOURNAL OF CHEMISTRY, vol. 82, 2004, pages 1581 - 1588, XP002551816 *
A. G. WATTS ET AL: "Structural and Kinetic Analysis of Two Covalent Sialosyl-Enzyme Intermediates on Trypanosoma rangeli Sialidase", JOURNAL OF BIOLOGICAL CHEMISTRY, vol. 281, 2006, pages 4149 - 4155, XP002551817 *
C. R. PETRIE ET AL: "Synthesis of analogs of N-acetylneuraminic acid and their effect on CMP-sialate synthase", CARBOHYDRATE RESEARCH, vol. 186, 1989, pages 326 - 334, XP002570750 *
E. SCHREINER ET AL: "Synthesis of 9-Deoxy, 7,9-Dideoxy-, and 4,7,9-trideoxy-N-acetylneuraminic Acid and Their Behaviour towards CMP-Sialate Synthesis", LIEBIGS ANNALEN DER CHEMIE, 1990, pages 93 - 97, XP002570748 *
G. T WANG: "Recent advances in the discovery and development of anti-influenza drugs", EXPERT OPINION THERAPEUTIC PATENTS, vol. 12, 2002, pages 845 - 861, XP002551818 *
IKEDA K ET AL: "2beta,3beta-Difluorosialic acid derivatives structurally modified at the C-4 position: synthesis and biological evaluation as inhibitors of human parainfluenza virus type 1", CARBOHYDRATE RESEARCH, PERGAMON, GB, vol. 339, no. 7, 17 May 2004 (2004-05-17), pages 1367 - 1372, XP004504522, ISSN: 0008-6215 *
K. B. LEE AND Y. C. LEE: "Transfer of Modified Sialic Acids by Trypanosoma cruzi trans-Sialidase for attachment of Functional Groups to Oligosaccharide", ANALYTICAL BIOCHEMISTRY, vol. 216, 1994, pages 358 - 364, XP024763368 *
M. C. MURRAY ET AL: "Modification of sialyl residues of glycoconjugates by reductive amination. Characterization of the modified sialic acids", CARBOHYDRATE RESEARCH, vol. 186, 1989, pages 255 - 265, XP002551815 *
S. BUCHINI ET AL: "A New Generation of Specific Trypanosoma cruzi trans-Sialidase Inhibitors", ANGEWANDTE CHEMIE INTERNATIONLA EDITION, vol. 47, 25 February 2008 (2008-02-25), pages 2700 - 2703, XP002570749 *
Y. A. KNIREL ET AL: "Chemical characterization of a new 5,7-diamino-3,5,7,9-tetradeoxynonulosonic acid released by mild acid hydrolysis of the Legionella pneumophila serogroup 1 lipopolysaccharide", CARBOHYDRATE RESEARCH, vol. 304, 1997, pages 77 - 79, XP004096265 *

Also Published As

Publication number Publication date
GB0816679D0 (en) 2008-10-22
WO2010029302A2 (en) 2010-03-18

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